Merge feature/phase-a-templates (with develop) into feature/phase-c-tracking

Co-Authored-By: Claude Opus 5.5 <noreply@anthropic.com>

AGENTS.md

@@ -20,14 +20,19 @@ Design: `docs/DESIGN.md`.
 
 - **Entry point:** `EmailQBitProducer implements QBitMetaDataProducer<EmailQBitConfig>`, package `com.kingsrook.qbits.email`.
 - `metadata`: seven tables, enum sources, relations and provider/suppression validation.
-- `outbox`: EmailService, requests/results and the replaceable ad-hoc renderer.
+- `outbox`: EmailService, queue-time template rendering, protected resend and branded ad-hoc rendering.
 - `delivery`: durable dispatcher, attempt leases, rate limits, health and optional alerts.
 - `transport`: shared MIME, SMTP/SES transports, settings and registry.
 - `bridge`: QBIT_EMAIL adapter for core SendMessageAction.
 - `processes`: Review/Result record actions, backend send API and scheduled jobs.
 - `permissions`, `app`, `support`: custom permission checker, app/navigation and authorized database operations.
 - `EmailRuntime` resolves config from the current instance; `EmailIntegrations` declares ESB, API and Quick Search tables.
-- Templates/branding/PHI/full home rendering are part 2; their tables exist now.
+- `template`: parsed variable language/schema, locale resolution, immutable versions, version-bound PHI approval, MJML compilation, lazy secure-message built-in and inline preview.
+- `render`: CommonMark extensions, table-based light/dark layout, contrast validation, text conversion and unsubscribe-link signing (handler is phase c).
+- `phi`: RC.5 classification/token stand-ins and AES-GCM encryption; only dispatch decrypts bodies.
+- `app/EmailHome`: viewer-scoped counts and inline cards, with standard hourly/suppression chart widgets.
+- Version operations serialize on the template row; active/approved version selectors are parent-scoped.
+- Preview UI API endpoint awaits RC.6; webhook/unsubscribe handlers remain phase c.
 
 ## Invariants
 

CHANGELOG.md

@@ -6,6 +6,19 @@ The format follows [Keep a Changelog](https://keepachangelog.com/en/1.1.0/) and
 ## [Unreleased]
 
 ### Added
+- Phase (c): authenticated SNS, Postmark, SendGrid and Mailgun webhooks, durable inbox deduplication and Mailgun nonce replay protection; configurable Javalin routes.
+- Atomic scheduled event processing, per-recipient event history, monotonic delivery state, category-aware suppression, optional daily complaint alerts and FAILED inbox Reprocess with Review/Result.
+- One-click unsubscribe and escaped self-contained light/dark confirmation pages using the existing envelope-bound signer; account/security tokens refused.
+- Event-based home totals, PostgreSQL/H2 tracking DDL, provider setup instructions, test-only SNS certificate/key and real HTTP, crypto, parser, concurrency, retry and privacy tests. Preferences stays deferred until core #1162 reaches an RC.
+- Phase (a), part 2: versioned Markdown/HTML/MJML templates, typed variable schemas, escaped blocks/loops/fallbacks, branded light/dark layout and contrast validation.
+- New Version, Activate Version and version-bound Approve For PHI actions, edit permissions, immutable history and parent-scoped version selectors.
+- Sender-scoped record variables, classification stand-in, HMAC snapshot tokens, AES-GCM bodies, encrypted query displays and protected resend.
+- Lazy secure-message built-in, typed templated core bridge, process JSON variables, inline preview and viewer-scoped dashboard charts/cards.
+- PHI canary egress, masking, lifecycle, parent-filter, rendering, branding and GreenMail template tests.
+
+- Phase (b) Postmark, SendGrid and Mailgun HTTP transports with fixed HTTPS endpoints, bounded requests, tracking options, safe error classification and Retry-After support; no new dependencies or filesystem storage.
+- Strict Gmail SMTP credential/STARTTLS validation, provider-specific credential and webhook environment defaults, and the [provider setup guide](docs/PROVIDERS.md).
+- HTTP request-contract tests and local-server end-to-end outbox tests covering success, provider failures, permanent rejection, retries and secret-safe stored errors.
 - Phase (a), part 1 email tables, PostgreSQL DDL, enum sources, child relations, permissions and Email app navigation.
 - Provider validation with environment-name allowlists and presence-only credential displays.
 - Transactional ad-hoc EmailService, idempotency, suppression and a replaceable Markdown/HTML/text renderer.

CLAUDE.md

@@ -20,14 +20,19 @@ Design: `docs/DESIGN.md`.
 
 - **Entry point:** `EmailQBitProducer implements QBitMetaDataProducer<EmailQBitConfig>`, package `com.kingsrook.qbits.email`.
 - `metadata`: seven tables, enum sources, relations and provider/suppression validation.
-- `outbox`: EmailService, requests/results and the replaceable ad-hoc renderer.
+- `outbox`: EmailService, queue-time template rendering, protected resend and branded ad-hoc rendering.
 - `delivery`: durable dispatcher, attempt leases, rate limits, health and optional alerts.
 - `transport`: shared MIME, SMTP/SES transports, settings and registry.
 - `bridge`: QBIT_EMAIL adapter for core SendMessageAction.
 - `processes`: Review/Result record actions, backend send API and scheduled jobs.
 - `permissions`, `app`, `support`: custom permission checker, app/navigation and authorized database operations.
 - `EmailRuntime` resolves config from the current instance; `EmailIntegrations` declares ESB, API and Quick Search tables.
-- Templates/branding/PHI/full home rendering are part 2; their tables exist now.
+- `template`: parsed variable language/schema, locale resolution, immutable versions, version-bound PHI approval, MJML compilation, lazy secure-message built-in and inline preview.
+- `render`: CommonMark extensions, table-based light/dark layout, contrast validation, text conversion and unsubscribe-link signing (handler is phase c).
+- `phi`: RC.5 classification/token stand-ins and AES-GCM encryption; only dispatch decrypts bodies.
+- `app/EmailHome`: viewer-scoped counts and inline cards, with standard hourly/suppression chart widgets.
+- Version operations serialize on the template row; active/approved version selectors are parent-scoped.
+- Preview UI API endpoint awaits RC.6; webhook/unsubscribe handlers remain phase c.
 
 ## Invariants
 

README.md

@@ -1,20 +1,20 @@
 # QBit Email
 
-Phase (a), part 1: a durable email outbox for QQQ, with SMTP and Amazon SES transports,
-suppression, retries, provider health, record actions, and the core messaging bridge.
-Every send is queued in `email_message` before a dispatcher contacts a provider.
+One email service for a QQQ system: a durable outbox (`email_message`) with retries, dead
+letters, idempotency keys, rate limits and provider health; SMTP, Amazon SES, Postmark,
+SendGrid, Mailgun and Gmail SMTP transports; versioned Markdown, HTML and MJML templates with
+dark-mode-safe branding; classified variables and PHI protection; preview widgets; a
+real-data home; delivery events, suppression and one-click unsubscribe; and the core messaging bridge. Every send goes through the outbox.
 
-The approved [design](docs/DESIGN.md) covers later phases too. This implementation
-accepts ad-hoc Markdown, HTML and text. Template rendering, branding, PHI handling and
-the full home dashboard belong to part 2. Template and variable-bearing requests are
-refused in part 1; attachments are refused. Tracking webhooks, unsubscribe and the
-additional HTTP transports remain later phases.
+The [design](docs/DESIGN.md) also specifies the deferred Preferences UI (core #1162),
+consumer migrations and inbound mail. Preview uses the standard widget endpoint; the
+dedicated preview API arrives with QQQ RC.6. Attachments are refused until
+qbit-object-storage is wired in.
 
 ## Install
 
 Requires Java 21, QQQ **4.1.0-RC.5**, and a transactional RDBMS with the supplied unique
-constraints. Apply [the PostgreSQL DDL](docs/ddl/email-postgres.sql) before producing
-the qbit. SQL timestamps store UTC values without a timezone, matching QQQ RC.5.
+constraints. Apply [the PostgreSQL DDL](docs/ddl/email-postgres.sql) before producing the qbit. SQL timestamps store UTC values without a timezone, matching QQQ RC.5.
 The physical table names equal their metadata names; `backendName` selects the host's
 QQQ database backend, as it does in qbit-webhooks.
 
@@ -45,9 +45,11 @@ in a static variable.
 |---|---|---|
 | `email_message` | Messages | Qbit only; people use record actions |
 | `email_message_attempt` | Attempts on a message | Qbit only |
-| `email_template` | Templates | `email.manage`; rendering arrives in part 2 |
-| `email_template_version` | Versions on a template | `email.manage`; activation arrives in part 2 |
-| `email_brand` | Brands | `email.manage`; rendering arrives in part 2 |
+| `email_event` | Events on a message | Qbit only; readable with `email.view` |
+| `email_webhook_inbox` | Inbox on a provider | Qbit only; readable with `email.view`; Reprocess requires `email.manage` |
+| `email_template` | Templates | `email.manage`; template edit grants also apply |
+| `email_template_version` | Versions on a template | Draft edits only; lifecycle uses record actions |
+| `email_brand` | Brands | `email.manage`; template edit grants also apply |
 | `email_suppression` | Suppressions | `email.manage`; changing/removing a complaint needs `email.admin` |
 | `email_provider` | Providers, with child Messages | `email.admin`, including reads and test sends |
 
@@ -67,6 +69,19 @@ insert/update/delete capabilities. Labels contain no status decorations.
 
 ## Providers and credentials
 
+See the [provider setup guide](docs/PROVIDERS.md) for row fields, DNS/domain setup,
+limits, Gmail app passwords and provider webhook setup.
+
+| Kind | Transport | Status |
+|---|---|---|
+| SMTP | Relay or authenticated SMTP, STARTTLS / TLS | Available |
+| SES | AWS SES v2, raw MIME | Available |
+| POSTMARK | HTTPS JSON, server token and message stream | Available |
+| SENDGRID | HTTPS JSON, bearer API key | Available |
+| MAILGUN | HTTPS MIME multipart, US / EU | Available |
+| GMAIL_SMTP | smtp.gmail.com:587, STARTTLS and app password | Available |
+| GMAIL_API | OAuth Gmail API | Deferred; use GMAIL_SMTP |
+
 Create the first enabled provider with `isDefault=true`. When any providers are
 enabled, exactly one must be the enabled default. Switch defaults in a batch update,
 clearing the old default first. A nullable unique `default_slot` backs the validation.
@@ -91,11 +106,11 @@ for the selected kind:
 
 | Kind | Default allowed names |
 |---|---|
-| SMTP / GMAIL_SMTP | `EMAIL_SMTP_USERNAME`, `EMAIL_SMTP_PASSWORD`, `EMAIL_GMAIL_USERNAME`, `EMAIL_GMAIL_APP_PASSWORD` |
+| SMTP / GMAIL_SMTP | `EMAIL_SMTP_USERNAME`, `EMAIL_SMTP_PASSWORD`, `EMAIL_GMAIL_USERNAME`, `EMAIL_GMAIL_APP_PASSWORD`, `GMAIL_USERNAME`, `GMAIL_APP_PASSWORD` |
 | SES | `AWS_ACCESS_KEY_ID`, `AWS_SECRET_ACCESS_KEY`, `AWS_SESSION_TOKEN` |
-| POSTMARK | `EMAIL_POSTMARK_SERVER_TOKEN`, `EMAIL_POSTMARK_WEBHOOK_PASSWORD` |
-| SENDGRID | `EMAIL_SENDGRID_API_KEY`, `EMAIL_SENDGRID_WEBHOOK_PUBLIC_KEY` |
-| MAILGUN | `EMAIL_MAILGUN_API_KEY`, `EMAIL_MAILGUN_SIGNING_KEY` |
+| POSTMARK | `POSTMARK_SERVER_TOKEN`, `POSTMARK_WEBHOOK_PASSWORD`; legacy `EMAIL_POSTMARK_SERVER_TOKEN`, `EMAIL_POSTMARK_WEBHOOK_PASSWORD` |
+| SENDGRID | `SENDGRID_API_KEY`, `SENDGRID_WEBHOOK_PUBLIC_KEY`; legacy `EMAIL_SENDGRID_API_KEY`, `EMAIL_SENDGRID_WEBHOOK_PUBLIC_KEY` |
+| MAILGUN | `MAILGUN_API_KEY`, `MAILGUN_WEBHOOK_SIGNING_KEY`; legacy `EMAIL_MAILGUN_API_KEY`, `EMAIL_MAILGUN_SIGNING_KEY` |
 | GMAIL_API | `EMAIL_GMAIL_CLIENT_ID`, `EMAIL_GMAIL_CLIENT_SECRET`, `EMAIL_GMAIL_REFRESH_TOKEN` |
 
 Allowlisting does not automatically select a name. Empty SMTP references mean no auth;
@@ -106,8 +121,16 @@ resolved during an attempt and never retained, audited, returned or logged. The
 provider record's display-only fields return only `Set` / `Not set`; checking presence
 necessarily invokes the resolver too. Enqueue and internal queries do not resolve it.
 
-POSTMARK, SENDGRID, MAILGUN and GMAIL_API have metadata but no transport in this part.
-Their delivery attempts fail permanently with `not available until phase (b)`.
+POSTMARK, SENDGRID and MAILGUN require a secret environment name. Mailgun also
+requires a sending domain and US/EU region. Gmail SMTP requires both credential
+names and STARTTLS. GMAIL_API is refused with
+`Gmail API sending is specified but not built; use GMAIL_SMTP`.
+
+HTTP transports use fixed HTTPS endpoints, 10-second connect and 30-second request
+timeouts, and no redirects. HTTP 429/5xx retry with optional Retry-After; account
+and credential failures pause the provider. Tracking is explicitly controlled by
+`trackOpens` / `trackClicks`, off by default. The producer registers the phase-(c)
+receiver idempotently when the provided Javalin middleware is present.
 
 ## Sending
 
@@ -127,8 +150,8 @@ Use `withHtmlBody` or `withTextBody` instead of Markdown, with optional explicit
 alongside HTML. `withFrom`, `withReplyTo`, `withBcc`, `withProviderName`, `withSendAfter`,
 and `withLocale` are supported. `sendingDomain`, when present, must match the sender's
 domain. Addresses are parsed strictly; header newlines are refused. Markdown raw HTML
-and unsafe URL schemes are disabled. `EmailRenderer` is the replacement seam for
-part 2. Both alternatives are stored at enqueue time and reused on retries.
+and unsafe URL schemes are disabled. Templates always use the validated template renderer. The ad-hoc renderer extension
+remains compatible. Both alternatives are stored at enqueue time and reused on retries.
 
 Results expose `messageId()`, `status()` (`QUEUED`, `DUPLICATE`, `SUPPRESSED`, `REFUSED`)
 and `reasons()`. Idempotency is global within the outbox. A repeated key returns the
@@ -154,6 +177,151 @@ to NOTIFICATION and MARKETING. Expired rows are ignored. Partial suppression dro
 only matching recipients and records them in `suppressedAddresses`; all-suppressed
 messages remain visible with SUPPRESSED status and never consume an attempt.
 
+## Templates, variables and branding
+
+Create an `email_template`, then use **New Version** to copy the active or latest
+version into a DRAFT. Edit its source, schema and synthetic sample values. **Activate
+Version** validates syntax, samples, classifications, brand contrast and optional
+MJML compilation, then retires the previous active version for that locale in one
+transaction. ACTIVE and RETIRED versions are immutable. Template-specific
+`editPermissionName` applies to CRUD and actions, in addition to the email permission;
+even email administrators need that explicit grant. Trusted system writes may bypass it.
+
+```java
+EmailService.send(new EmailRequest()
+   .withTemplateName("order_ready")
+   .withTo("pat@example.com")
+   .withRecordVariable("order", "order", 123)
+   .withVariable("count", 3)
+   .withLocale("en"));
+```
+
+A schema is a JSON list, for example:
+
+```json
+[
+  {"name":"order","label":"Order","type":"RECORD","required":true},
+  {"name":"count","label":"Items","type":"NUMBER","required":true},
+  {"name":"link","type":"URL","classification":"PUBLIC"}
+]
+```
+
+Types are STRING, NUMBER, DATE, DATE_TIME, BOOLEAN, URL, LIST and RECORD. Optional
+`table`/`field` bind a variable's classification to metadata. URL values must be
+absolute HTTP(S) URLs. Use `{{name}}`, `{{order.number}}`, `{{name|fallback text}}`,
+`{{#if count}}...{{/if}}`, and `{{#each items}}{{@index}}: {{this.name}}{{/each}}`.
+`this` also supports scalar list elements. Empty/null/false/zero values are false.
+Unknown variables, unsupported helpers, unclosed expressions and mismatched blocks
+produce line-numbered errors. Records and lists allow dynamic child paths; declare
+specific dotted entries when child types/requiredness matter. There is no raw output.
+HTML values are escaped; Markdown values cannot inject Markdown syntax. Subject and
+text contexts use plain values, with subject newlines refused.
+
+Built-ins are `brand.*` (snake_case names such as `label`, `site_url`, `primary_color`),
+`message.id` (the actual outbox primary key), `now` (UTC), and `unsubscribe_url`.
+The latter is empty for TRANSACTIONAL/SECURITY and when no notification opt-out key
+is configured. The requested locale resolves to an ACTIVE version, falling back to
+`en`. The template supplies the category unless the request overrides it.
+
+Brand precedence is request name, template brand, the configured app's brand,
+default brand, then the built-in neutral brand. Markdown uses CommonMark tables and
+autolinks; raw HTML is escaped. `[Label](https://example.com){.button}` creates a table
+button. The 600px shell includes preheader, logo variants, footer, social links and
+light/dark colors; marketing requires a postal address. Brand saves and activation
+require 4.5:1 text and button contrast in both modes. Optional `darkPrimaryColor` and
+`darkButtonTextColor` fall back to their light counterparts. Colors use `#RRGGBB`.
+
+HTML versions retain authored HTML, with escaped variables and an opt-out footer
+before `</body>`. For MJML configure `withMjmlCompiler(new CliMjmlCompiler(binaryPath))`
+or another compiler implementation. Compilation uses stdin/stdout only, with a
+20-second timeout; the stored `compiledHtml` is reused for sends. No runtime files,
+source files or compiler temp files are written by this qbit.
+
+The record Preview widget uses synthetic `sampleVariables`, sanitized inline light
+(390px maximum) and dark (600px maximum) samples plus wrapping plain text. Next's
+sanitizer removes iframes and style blocks, so this preview is not an exact mail-client
+emulator. Draft MJML is compiled in memory for preview when a compiler is configured;
+preview never stores the result or changes the version.
+
+### Templates from another qbit
+
+A qbit that sends its own mail ships the template with its code instead of asking an
+administrator to create it. Describe it with `EmailTemplateDefinition` and call
+`EmailTemplates.ensure` at startup or before first use:
+
+```java
+boolean created = EmailTemplates.ensure(new EmailTemplateDefinition()
+   .withName("order_ready")
+   .withLabel("Order ready")
+   .withCategory(EmailCategory.TRANSACTIONAL)
+   .withSubject("Order {{order_number}} is ready")
+   .withBody("Hi {{customer_name}}, order {{order_number}} is ready for pickup.")
+   .withVariable("order_number", "Order number", "STRING", true, "PUBLIC")
+   .withVariable("customer_name", "Customer name", "STRING", true, null)
+   .withSampleVariables("{\"order_number\":\"A-1\",\"customer_name\":\"Pat\"}")
+   .withOwnerQbit("orders")
+   .withEditPermissionName("orders.edit"));
+```
+
+`kind` defaults to MARKDOWN (MJML and HTML are also accepted), `withTextBody` is
+optional, and `withVariablesSchema(json)` replaces `withVariable` when you already have
+the JSON. When no template of that name exists, `ensure` validates the definition like
+Activate Version (syntax, schema, a render with the samples, MJML compile), creates the
+template and an ACTIVE version 1 as the qbit, and returns true. When one exists it does
+nothing and returns false, so people's edits and later versions are never overwritten;
+the unique name settles concurrent callers. An invalid definition throws
+`IllegalArgumentException` with plain reasons and writes nothing.
+
+## PHI and PII
+
+`withRecordVariable` reads through `QueryAction` in the sender's QContext; it does not
+open an authorized scope. Core password masking is preserved. RC.5 does not enforce
+ordinary `FieldSecurityLock` during QueryAction, so the email record loader also
+applies the field lock against the sender's security keys before copying any values.
+Classification precedence is reflective core `AiDataClassifications.ofField`, config
+`classificationOverrides`, schema declaration, then PUBLIC.
+
+PII/PHI variables require **Approve For PHI** (`email.admin`) on the exact version.
+Approval records actor/date and `approvedVersionId`; it freezes an approved draft.
+A new sensitive version must be approved before activation. Activating a version
+without its own approval clears the template's old approval. Approval of one locale
+version does not approve another locale. PHI-approved templates cannot be MARKETING,
+use provider open/click tracking, or use a provider without `phiAllowed`. Provider
+attestation and tracking are checked again immediately before dispatch.
+
+`email_secure_message` is created transactionally on its first send. It needs only
+a required URL variable `link` and brand built-ins; use it to send a sign-in link
+without putting patient data into email.
+
+PII/PHI snapshot values become `hmac:v1:<keyId>:<base64url>`, or `changed:v1` without
+a valid base64 `QQQ_AUDIT_HMAC_KEY`. Record tokens bind table, field and primary key;
+context tokens bind `email`, template name, variable name and message id. Context
+booleans and values with fewer than four distinct characters always use `changed:v1`.
+`shred:v1` is reserved for future core wipe-rule record fields and is never produced
+for context values. The classification and token helpers are explicit RC.7 stand-ins.
+
+PHI-approved subjects and HTML/text bodies are AES-256-GCM encrypted as
+`enc:v1:<base64url(iv|ciphertext|tag)>`, using SHA-256 of `QQQ_EMAIL_BODY_KEY`.
+Missing keys refuse the send before an outbox insert. Only dispatch decrypts; query,
+record and API displays show `[encrypted]`, while home shows `Secure message`.
+Resend preserves ciphertext and policy; its token snapshot stays bound to the original
+message, which the new message links to. Errors and logs omit provider diagnostics
+and content. Keys resolve through `secretResolver`; no secret values are stored.
+
+NOTIFICATION/MARKETING templates prepare footer links and headers using
+`QQQ_EMAIL_UNSUBSCRIBE_KEY` and `publicBaseUrl`; marketing refuses without them.
+Tokens bind the message, recipient-envelope hash and category. The receiving route
+is implemented: GET only shows a light/dark confirmation page; explicit POST upserts
+category suppression and records UNSUBSCRIBED. Invalid or account/security tokens
+return 404. The legacy token covers every To/Cc/Bcc recipient, so use one mailbox
+per opt-out message for individual preferences. Preferences UI remains deferred
+until core #1162 ships in an RC.
+
+The home uses viewer-scoped counts and queries, UTC hour/day charts, provider health
+(admins), and 20 recent messages with masked recipients. No sample data or sampled
+counts are used. Delivered/bounced/complained totals count recipient events and
+use their occurred dates; sent/dead-letter totals count messages.
+
 ## Delivery and actions
 
 Each claim inserts a unique `(message_id, attempt_number)` row and commits SENDING
@@ -191,16 +359,54 @@ Providers offer Send Test Email with a recipient input and a reported outcome.
 
 `email_send_templated` is a hidden backend API process. Inputs include `templateName`,
 `to`, `cc`, `bcc`, `replyTo`, `subject`, `markdownBody`, `htmlBody`, `textBody`,
-`providerName`, `brandName`, `category`, `variablesJson`, `linkedTableName`,
-`linkedRecordId`, and `idempotencyKey`. Ad-hoc content works now; template/brand/variable
-inputs return REFUSED until part 2. Output includes `messageId`, `status`, and `reasons`.
+`providerName`, `brandName`, `category`, `locale`, `variablesJson`, `recordVariablesJson`,
+`linkedTableName`, `linkedRecordId`, and `idempotencyKey`. `variablesJson` is an object;
+record bindings use `{"patient":{"table":"patient","id":123}}` in
+`recordVariablesJson`. Output includes `messageId`, `status`, and `reasons`.
 
-Hidden schedules are `email_dispatch` (15 s by default), `email_maintain` (300 s, lease
+Hidden schedules include `email_process_webhooks` (30 s), `email_dispatch` (15 s by default), `email_maintain` (300 s, lease
 recovery including disabled providers, and health probes), and `email_retention`
 (daily). Retention clears final-message bodies after 30 days, preserving `bodySha256`;
 message deletion is disabled by default. `finishedDate` records finalization independently
 of enqueue and later retention updates.
 
+## Delivery tracking
+
+Apply the new `email_webhook_inbox` and `email_event` DDL plus indexes for an existing
+phase-(a)/(b) database. Configure the authenticated HTTPS endpoints using
+[the provider guide](docs/PROVIDERS.md#event-webhooks). Verification supports SNS
+RSA v1/v2 with pinned topic and AWS certificate hosts, Postmark Basic auth,
+SendGrid ECDSA and Mailgun HMAC with durable nonce replay protection.
+
+The 1 MiB receiver persists before acknowledging. DB transactions serialize
+processing across replicas and commit event rows, message state and suppression
+atomically. Events in a payload are applied independently: matched events commit at
+once, and only unmatched events (or events whose message is still SENDING) retry the
+row with configured backoff. After six attempts they are skipped and the row finishes
+PROCESSED with a note ("N events did not match a message"). Rows that cannot be parsed
+or written fail after six attempts; **Reprocess** on FAILED inbox rows uses the
+standard Review/Result flow. An event whose recipient is not on the matched message
+is ignored, and an SES bounce or complaint without its recipient list is skipped.
+SNS notifications older than an hour or more than five minutes ahead are refused, and
+certificate fetch failures are cached for five minutes per URL. Disabled tracking is
+ignored. Per-event recipient keys deduplicate
+overlapping batches. All new service state is in the DB; certificate caches are in
+memory. No runtime filesystem or new dependencies are used.
+
+Hard bounce/complaint suppress ALL; provider unsubscribe suppresses the message's
+opt-out category. Message status never regresses from COMPLAINED to BOUNCED or
+DELIVERED. Optional `email.complaint` alerts warn after more than three complaints
+in 24 hours, with daily deduplication. Provider details mask addresses and are capped
+at 500 characters; raw authenticated inbox payloads are sensitive DB data.
+
+NOTIFICATION and MARKETING messages with unsubscribe configured require exactly one
+To recipient and no Cc/Bcc; send one message per recipient. The token binds that
+mailbox, and an unsubscribe POST suppresses only that address for the message's
+category. Multi-recipient requests are refused before suppression filtering.
+TRANSACTIONAL and SECURITY messages, and NOTIFICATION messages without unsubscribe
+configured, may still have multiple recipients. Existing single-recipient links
+remain valid; old multi-recipient links are rejected.
+
 ## Core messaging bridge
 
 The producer adds messaging provider `qbitEmail` (configurable), type `QBIT_EMAIL`.
@@ -218,6 +424,18 @@ The bridge recursively maps Party/MultiParty TO, CC, BCC, FROM and REPLY_TO role
 TEXT/HTML alternatives. REFUSED throws `QException`; successful calls acknowledge
 queueing, not delivery. The built-in EMAIL and SES types are unchanged.
 
+For schema-aware core bridge calls, use the typed extension:
+
+```java
+new SendMessageAction().execute(new EmailTemplatedMessageInput()
+   .withEmailRequest(new EmailRequest().withTemplateName("email_secure_message")
+      .withTo("pat@example.com").withVariable("link", "https://app.example.com/inbox"))
+   .withMessagingProviderName("qbitEmail"));
+```
+
+Ordinary core `SendMessageInput` remains ad-hoc and cannot infer classifications
+from arbitrary pre-rendered text. Use the typed extension for classified variables.
+
 ## Configuration
 
 All settings have fluent `withX` setters and getters.
@@ -226,7 +444,10 @@ All settings have fluent `withX` setters and getters.
 |---|---|
 | `backendName` | Required existing backend |
 | `schedulerName` | Optional existing scheduler; required for automatic dispatch |
-| `publicBaseUrl` | Reserved for later unsubscribe links |
+| `publicBaseUrl` | Public app URL for signed unsubscribe links |
+| `webhookBasePath` | `/qqq/hooks/email`; absolute path outside `/qqq/v1` |
+| `mjmlCompiler` | Optional `MjmlCompilerInterface`; required for MJML activation |
+| `classificationOverrides` | Map of `table.field` to `EmailClassifications.Level` for RC.5 |
 | `defaultProviderName` | Optional named provider override; otherwise enabled default row |
 | `bridgeProviderName` | `qbitEmail` |
 | `secretResolver`, `allowedEnvNames` | `System::getenv`, empty additional allowlist |
@@ -250,9 +471,10 @@ modules to these declarations.
 ```
 
 Windows can use `./mvnw.cmd -o -q verify`. No new dependencies are required. Tests use
-H2, GreenMail and a fake SES client, including transaction rollback, concurrent claims,
+H2, GreenMail, a fake SES client and local HTTP servers, including transaction rollback, concurrent claims,
 concurrent idempotency, shared rate budgets, health recovery and process screens.
-See [implementation notes](docs/PART1-NOTES.md) for design/API accommodations.
+The tests also exercise template lifecycle, parent-scoped possible values, rendering,
+PHI canary egress, encryption, preview widgets and home data.
 
 ## License
 

docs/DESIGN.md

@@ -1,6 +1,6 @@
 # qbit-email design
 
-**Status:** spec. Phases (a) to (d) build outbound; phase (e) is inbound (section 12, design only).
+**Status:** phases (a), (b) and (c) implemented, except Preferences (8.3), deferred until core #1162 ships in an RC. Phase (d) consumer migrations and phase (e) inbound remain specification.
 **Brief:** owner decisions of 2026-10-13 (providers, outbound first, both template kinds).
 **Owner decisions (2026-10-12): all recommendations accepted.** Every "Recommended" choice and
 every decision below stands; it is adjusted once it can be seen working.
@@ -20,7 +20,8 @@ unsubscribe and PHI rules.
 | D7 | Hard bounces and complaints suppress the address. One-click unsubscribe (RFC 8058) records a suppression for the message's category, and users see it as a Preferences section (core #1162). |
 | D8 | PHI-safe by default: PII/PHI-classified variables are refused unless the template is `phi_approved`. The recommended PHI pattern is a "secure message" (a sign-in link, no PHI in the body). |
 | D9 | Gmail: SMTP with an app password in phase (b), as a preset of the SMTP transport. The Gmail API with OAuth is specified (section 3.6) and built only on request. |
-| D10 | MJML is compiled when a version is activated, by a pluggable compiler (default: the `mjml` CLI when configured). Sends never need the compiler; HTML templates need nothing. |
+| D10 | MJML is compiled when a version is activated, by a pluggable compiler (default: the `mjml` CLI when configured, through stdin and stdout). Sends never need the compiler; HTML templates need nothing. |
+| D11 | Owner rule (2026-10-13): no files or filesystem, only the database and S3. Attachments, rendered bodies and (phase e) inbound mail live in the database or in object storage (qbit-object-storage), never on local disk; the services are stateless, so any replica can send, receive a webhook or render a preview. |
 
 ## 1. Flow
 
@@ -91,7 +92,7 @@ template may set `edit_permission_name` to restrict who edits it (e.g. marketing
   TRANSACTIONAL unless configured) and enqueues it. It throws on `REFUSED`, so callers still see
   failures; delivery is then asynchronous.
 - Attachments are stored through qbit-object-storage when it is installed, else refused with a
-  plain message (no blobs in the outbox).
+  plain message (no blobs in the outbox, nothing on local disk: D11).
 - Callers (qbit-alerts `EmailChannel` and `NotificationEmailer`, qbit-marketing
   `QqqMessagingEmailTransport`) can switch by configuration at once, then move to `EmailService`
   in phase (d) for templates, categories, idempotency and linked records.
@@ -204,7 +205,9 @@ error) and `email_event` (section 6).
   content), Cancel (queued or waiting), Send Now (waiting). Standard streamed-ETL Review and Result
   screens.
 - **Retention:** a daily job clears bodies after `bodyRetentionDays` and deletes final messages
-  older than `messageRetentionDays` (0 = keep forever; kof22 keeps).
+  older than `messageRetentionDays` (0 = keep forever; kof22 keeps). NOTIFICATION and MARKETING
+  messages are never deleted, because their unsubscribe links resolve through the message row
+  (8.2); at `messageRetentionDays` retention only clears their bodies and variable snapshot.
 
 ## 5. Templates and branding
 
@@ -254,11 +257,39 @@ the exact version it used.
   version, else the default locale's. One locale (`en`) ships.
 
 ### 5.3 Preview
+
+**Part 2 status:** standard record widget implemented. Next's sanitizer removes
+iframes and style blocks, so it uses sanitized inline light (390px maximum) and dark
+(600px maximum) samples, with wrapping plain text. Draft MJML previews compile in memory
+with the configured compiler; stored versions are unchanged. TODO: endpoint arrives with RC.6.
+
 Each version record shows a **Preview** widget: the rendered email with the sample variables in a
 sandboxed iframe (`srcdoc`, scripts disabled), Light/Dark and 390/600 px toggles, and the plain
 text. It is served through the UI API (section 10): `POST /qqq/v1/qbit/email/preview` (a version
 id, or unsaved source, plus variables) returns subject, html, text and warnings.
 
+### 5.4 Part 2 implementation choices
+- Approval records `approved_version_id` on the template. An approved DRAFT freezes;
+  approve a new sensitive version before activation. Activating a different,
+  unapproved version clears approval. Approval is specific to one locale version.
+- `EmailBuiltIns.ensure()` seeds `email_secure_message` on its first send, using the
+  database unique name and a transaction, with no static bootstrap cache.
+- `dark_primary_color` and `dark_button_text_color` optionally override their light
+  counterparts; both button pairs are contrast-checked. Brand colors use #RRGGBB.
+- `EmailTemplatedMessageInput` extends core SendMessageInput for schema variables and
+  record references. Ordinary core input remains compatible ad-hoc content.
+- RC.5 QueryAction masks passwords but does not apply ordinary FieldSecurityLock;
+  record-variable loading additionally applies that lock to sender session keys.
+- The real outbox id is bound during the enqueue transaction, before commit. Failed
+  validation persists no message. Resends preserve encrypted content and its original
+  token snapshot, linking to the original message for the token binding.
+- The home follows the newer Alerts pattern: standard QQQ chart widgets plus inline,
+  theme-neutral cards. All queries/counts use the viewer's session. Bounce/complaint
+  dates are populated by phase-(c) events; home totals count those recipient events.
+- Part 2 signs opt-out links and prepares headers; phase (c) now serves the receiver. Without its key/base URL, notification omits opt-out links and
+  headers, while marketing refuses as specified in 8.2. Do not use opt-out delivery
+  without a receiving handler. The token's address hash binds the single recipient mailbox.
+
 ## 6. Delivery tracking
 
 ### 6.1 Inbound route
@@ -282,6 +313,32 @@ DEFERRED, BOUNCED, COMPLAINED, OPENED, CLICKED, UNSUBSCRIBED, REJECTED), bounce_
 UNDETERMINED), recipient, occurred_date, detail (the provider's reason, truncated; never body
 content), url (clicks only). Opens and clicks are stored only when the provider row enables them.
 
+### 6.3 Phase (c) implementation
+- Inbox states: PENDING, PROCESSED, FAILED, IGNORED. Retry after configured backoff,
+  FAILED after six attempts, and a standard Reprocess action resets FAILED to PENDING.
+- Events in one payload are applied independently. Only unmatched events (or events whose
+  message is still SENDING) defer the row; on the sixth attempt they are skipped and the row is
+  PROCESSED with the note "N events did not match a message". Suppression applies only to a
+  recipient in the matched message's to, cc or bcc; an SES bounce or complaint without its
+  recipient list is skipped, never widened to all destinations. SNS notifications must carry a
+  Timestamp no older than 1 hour and no more than 5 minutes ahead, and certificate fetch
+  failures are cached for 5 minutes per URL.
+- A short DB transaction locks the common provider gate then the actual provider;
+  it rechecks the observed inbox attempt and commits all changes together. No worker
+  filesystem, extra claim table, in-process scheduler or network operation is needed
+  during processing. A crash rolls back the transaction and releases the claim.
+- `email_event.event_key` provides unique recipient/event deduplication across
+  overlapping batches, alongside inbox uniqueness on provider/event and provider/nonce.
+- Message correlation always stays within the authenticated provider. Unknown message
+  ids retry (including callbacks before SENT); unsupported event kinds are ignored.
+- Opens/clicks require current provider flags and are also dropped for PHI-approved
+  messages. Event details mask addresses before truncation to 500 characters.
+- The unsubscribe signer binds one mailbox. A valid POST suppresses only that address
+  for MARKETING/NOTIFICATION; the page never displays addresses. Legacy links remain
+  valid only for messages with one To recipient and no Cc/Bcc.
+- PostgreSQL and H2 definitions, crypto fixtures and real random-port Javalin tests
+  are included. Certificate caching is memory-only. Setup is in `PROVIDERS.md`.
+
 ## 7. PHI and PII
 
 ### 7.1 Classification
@@ -304,9 +361,20 @@ schema.
 
 ### 7.3 Redaction and storage
 Following core `docs/SECURED-DATA.md` (section 15, QRun-IO/qqq#1161):
-- `variables_snapshot`: PII/PHI values become `hmac:v1:<keyId>:<b64url>` (HMAC-SHA256 with the
-  instance audit key `QQQ_AUDIT_HMAC_KEY`, over template␟variable␟message␟canonical value), or
-  `changed:v1` with no key; low-entropy values (booleans, small enums) are shredded (`shred:v1`).
+- `variables_snapshot`: PII/PHI values become tokens in the format of core
+  `ClassifiedValueTokens` (package `...core.actions.permissions.fieldaccess`, SECURED-DATA §14.5):
+  `hmac:v1:<keyId>:<b64url(HMAC-SHA256(key, m))>`, with `m` joined by `` and the canonical
+  value last, and the instance key from `QQQ_AUDIT_HMAC_KEY` (base64).
+  - **Record-bound variables** use the record binding, `m = table␟field␟pk␟canonical(value)`
+    (`forRecordField`), so the token matches the audit's and a field under a wipe rule gets
+    `shred:v1` with the same per-record-field key: a wipe also shreds the outbox snapshot.
+  - **Other values** use a domain-prefixed binding,
+    `m = "email"␟template␟variable␟messageId␟canonical(value)` (`forContext`), so they never
+    collide with a record binding. They get `hmac:v1` only; a low-entropy value (booleans, values
+    with under 4 distinct characters) gets `changed:v1`, because there is no record key to shred.
+  - No key configured: `changed:v1`.
+  - Until core ships the helper, the qbit carries `EmailValueTokens`, marked
+    `STAND-IN(core=#1161-impl, removeBy=RC.7)`, with the same names and output.
 - The subject and bodies of `phi_approved` messages are stored AES-256-GCM encrypted with a key
   from `QQQ_EMAIL_BODY_KEY` (no key: `phi_approved` sends are refused) and cleared after
   `bodyRetentionDays` once final.
@@ -330,6 +398,7 @@ MANUAL), source_message_id, source_event_id, note, created_date, expires_date (o
   respects HARD_BOUNCE and COMPLAINT.
 
 ### 8.2 One-click unsubscribe (RFC 8058, RFC 2369)
+- NOTIFICATION or MARKETING messages carrying an unsubscribe link/header must have exactly one To recipient and no Cc/Bcc; send one message per recipient.
 - MARKETING and NOTIFICATION messages carry
   `List-Unsubscribe: <https://{publicBaseUrl}/qqq/hooks/email/unsubscribe/{token}>` and
   `List-Unsubscribe-Post: List-Unsubscribe=One-Click`, and the footer links to the same URL.
@@ -338,17 +407,20 @@ MANUAL), source_message_id, source_event_id, note, created_date, expires_date (o
   MARKETING sends are refused. Tokens do not expire (RFC 8058 expects the link to keep working).
 - `POST` with `List-Unsubscribe=One-Click` records the suppression and returns 200. `GET` returns a
   minimal page with one "Unsubscribe" button that POSTs, because mail scanners prefetch GETs; then
-  "You are unsubscribed from {category}", with a link to Preferences.
+  "You are unsubscribed from {category}". A Preferences link awaits core #1162.
 - An `UNSUBSCRIBED` event is recorded on the message.
 
 ### 8.3 Preferences (core #1162)
-The qbit registers a Preferences section `email` ("Email") whose provider
+**Deferred: core #1162 is not in an RC.** The planned qbit registers a Preferences section `email` ("Email") whose provider
 (`EmailPreferenceProvider implements UserPreferenceProviderInterface`) maps the signed-in user's
-address to `email_suppression` rows: one toggle per opt-out-able category (NOTIFICATION,
+address (`UserPreferenceRequestContext.getUserEmailAddress()`, never an address from the request)
+to `email_suppression` rows: one toggle per opt-out-able category (NOTIFICATION,
 MARKETING) and read-only rows saying that account and security mail is always sent. Qbits with
 finer settings keep their own sections: qbit-alerts' "Notifications" decides which alerts are
 emailed; this section decides whether NOTIFICATION mail reaches the address at all. It is built
-once #1162 is in an RC; one-click unsubscribe does not depend on it.
+once #1162 is in an RC; one-click unsubscribe does not depend on it. With no address on the
+account, the rows are read-only ("No email address on your account") and writes are refused. The
+section's description explains the split with qbit-alerts' Notifications section.
 
 ## 9. Integrations
 - **Alerts (core `QAlerts`, #1108):** called reflectively when present (section 4.2).
@@ -411,10 +483,11 @@ once #1162 is in an RC; one-click unsubscribe does not depend on it.
 | `email_webhook_inbox` | relation (on the provider) | the qbit |
 | `email_inbound`, `email_inbound_attachment` | phase (e) | the qbit |
 
-Postgres DDL in `docs/ddl/email-postgres.sql` (phase a).
+Postgres DDL in `docs/ddl/email-postgres.sql` (phases a-c).
 
 ## 14. Configuration (`EmailQBitConfig`)
-backendName (required), schedulerName (required to send), publicBaseUrl (unsubscribe links),
+backendName (required), schedulerName (required for automatic processing), publicBaseUrl (unsubscribe links),
+webhookBasePath (`/qqq/hooks/email`, shared by tracking and unsubscribe),
 defaultProviderName, bridgeProviderName (`qbitEmail`), secretResolver, allowedEnvNames,
 dispatchIntervalSeconds (15), batchSize (100), maxAttempts (6), retryMinutes, leaseSeconds (120),
 bodyRetentionDays (30), messageRetentionDays (0), mjmlCompiler, classificationOverrides, appName
@@ -423,14 +496,14 @@ and appLabel, securityFields and recordSecurityLocks (multi-tenant hosts).
 ## 15. Phases and acceptance
 | Phase | Scope | Acceptance (tests) |
 |---|---|---|
-| (a) | tables, outbox and dispatcher, SMTP and SES, Markdown templates and versions, brands and the layout, preview, EmailService, the process, the core bridge, PHI refusal and redaction, the app home | GreenMail SMTP sink end to end; SES through a mocked `SesV2Client`; the claim race (two runners, each message sent once); retry, dead letter, idempotency; rendering (variables, escaping, `#if`/`#each`, plain text, dark-mode contrast); PHI refusal; snapshot redaction; the canary test; producer standards (names, nav, permissions) |
-| (b) | Postmark, SendGrid, Mailgun, Gmail SMTP; MJML and HTML templates | HTTP mocks per provider (success, 4xx permanent, 429/5xx transient); MJML through a fake compiler; the Gmail preset |
-| (c) | webhook route and inbox, events, suppression, unsubscribe, Preferences section | signature verification per provider (valid, tampered, stale, missing secret); the SNS certificate host rule; suppression on hard bounce and complaint; one-click POST and the GET page; category rules |
+| (a) | tables, outbox and dispatcher, SMTP and SES, Markdown/HTML/MJML templates and versions, brands and the layout, preview, EmailService, the process, the core bridge, PHI refusal and redaction, the app home | GreenMail SMTP sink end to end; SES through a mocked `SesV2Client`; the claim race (two runners, each message sent once); retry, dead letter, idempotency; rendering (variables, escaping, `#if`/`#each`, plain text, dark-mode contrast); PHI refusal; snapshot redaction; the canary test; producer standards (names, nav, permissions) |
+| (b) | Postmark, SendGrid, Mailgun, Gmail SMTP | HTTP mocks per provider (success, 4xx permanent, 429/5xx transient); the Gmail preset. HTML/MJML moved into part (a), part 2 at owner request. |
+| (c) | webhook route and inbox, events, suppression, unsubscribe (Preferences deferred) | signature verification per provider (valid, tampered, stale, missing secret); the SNS certificate host rule; suppression on hard bounce and complaint; one-click POST and the GET page; category rules |
 | (d) | consumer migrations | each consumer's own tests; a contract test of `EmailService` |
 | (e) | inbound | design only for now |
 
 Dependencies: phase (a) builds on QQQ 4.1.0-RC.5 with the classification stand-in, and moves to
-RC.6 for `DataClassification` and Preferences.
+later RCs for `DataClassification` and Preferences when their APIs are released.
 
 ## 16. Owner steps (outside code)
 - **PMG (kof22):** none; the relay already accepts the cluster.

docs/PROVIDERS.md

@@ -0,0 +1,265 @@
+# Email providers
+
+Create an enabled `email_provider` row and choose exactly one enabled default.
+Provider edits and Send Test Email require `email.admin`. Test sends queue through
+the outbox and obey the same rate limits as application messages.
+
+Field names here are database columns. QQQ record/API names are camelCase:
+`secret_env_name` is `secretEnvName`, for example. All kinds use `name`, `label`,
+`kind`, `enabled`, `is_default`, `from_address`, optional `from_name` / `reply_to`,
+and optional `max_per_minute` / `max_per_day`. When set, `sending_domain` must
+match the From address domain exactly.
+
+## Credentials and delivery
+
+Credential fields contain environment variable **names**, never values. Names
+must match `^[A-Z_][A-Z0-9_]{0,99}$` and the effective allowlist. The defaults
+below supplement `EmailQBitConfig.allowedEnvNames`; explicitly allow custom names.
+Allowlisting does not automatically select a name for a row.
+
+| Kind | `username_env_name` | `secret_env_name` | `webhook_secret_env_name` |
+|---|---|---|---|
+| SMTP | `EMAIL_SMTP_USERNAME` (optional) | `EMAIL_SMTP_PASSWORD` | Not used |
+| SES | `AWS_ACCESS_KEY_ID` (optional) | `AWS_SECRET_ACCESS_KEY` (optional pair) | Not used; `sns_topic_arn` is a plain ARN |
+| POSTMARK | Not used | `POSTMARK_SERVER_TOKEN` | `POSTMARK_WEBHOOK_PASSWORD` |
+| SENDGRID | Not used | `SENDGRID_API_KEY` | `SENDGRID_WEBHOOK_PUBLIC_KEY` |
+| MAILGUN | Not used | `MAILGUN_API_KEY` | `MAILGUN_WEBHOOK_SIGNING_KEY` |
+| GMAIL_SMTP | `GMAIL_USERNAME` | `GMAIL_APP_PASSWORD` | Not used |
+
+Legacy `EMAIL_POSTMARK_SERVER_TOKEN`, `EMAIL_POSTMARK_WEBHOOK_PASSWORD`,
+`EMAIL_SENDGRID_API_KEY`, `EMAIL_SENDGRID_WEBHOOK_PUBLIC_KEY`, `EMAIL_MAILGUN_API_KEY`,
+`EMAIL_MAILGUN_SIGNING_KEY`, `EMAIL_GMAIL_USERNAME` and `EMAIL_GMAIL_APP_PASSWORD`
+remain allowlisted for their kinds. SES also allowlists `AWS_SESSION_TOKEN` for
+the default credential chain; explicit row credentials are an access/secret pair.
+
+Values resolve through `secretResolver` (default `System::getenv`) for each send
+attempt. Rotation needs no service restart. Provider record presence indicators
+also resolve values, returning only Set / Not set; enqueue and internal queries
+do not resolve credentials. Values and provider response diagnostics are never
+logged, stored in errors, returned in exceptions or cached by these transports.
+
+HTTP uses fixed HTTPS endpoints, a 10-second connect timeout, a 30-second request
+timeout, no redirects and no client retries. The outbox owns retries. MIME and
+multipart bodies are built entirely in memory; services use no filesystem storage.
+
+HTTP 429 and 5xx are transient. Retry-After accepts seconds or an HTTP date;
+the dispatcher caps explicit delays at one hour. Authentication/account failures
+mark the provider UNHEALTHY, stop its remaining deliveries for the dispatch pass,
+and retain messages for retry without consuming their failure budget. Permanent
+message errors become DEAD_LETTER. Exceptions use fixed text and numeric codes;
+stored errors use fixed messages, never response bodies.
+
+Acceptance means SENT, not delivered. Delivery is at least once: a crash after
+acceptance can cause a duplicate. Limits count attempts across replicas in rolling
+minute and 24-hour windows, not recipients or successful deliveries. Leave room
+for retries, recipient quotas and other applications using the same account.
+
+## SMTP
+
+Set `kind=SMTP`, `host`, `port`, and `security=NONE`, `STARTTLS`, or `TLS`. For
+authenticated SMTP, set both credential names; for an unauthenticated relay,
+leave both empty. Authentication requires encryption except for loopback or an
+explicit host `allowPlaintextSmtpAuth` configuration.
+
+Configure the relay's allowed sender domains and route. For public delivery,
+verify the domain with the operator, publish its DKIM and SPF records, and align
+the From domain with DMARC. Update the existing SPF policy rather than adding a
+second SPF record. Set limits below the relay's quota. SMTP has 10-second connect
+and 15-second read/write timeouts; there is no provider event webhook here.
+
+## Amazon SES
+
+Set `kind=SES`, `region`, and a verified `from_address`. Optionally set
+`sending_domain`, `configuration_set` and `sns_topic_arn`. Leave credential names
+empty for the AWS default chain (workload/instance role or AWS environment);
+otherwise supply both access-key and secret-key environment names.
+
+Verify the sender identity in the sending region and publish SES's DKIM records.
+Configure SPF for a custom MAIL FROM domain if used. Request production access
+when leaving the sandbox. Configure the configuration set's SNS event destination
+and put the topic ARN in `sns_topic_arn`, not a secret field.
+
+Sending quotas are regional and account-specific, with sandbox, recipient and
+rate restrictions. Set both rate fields to fit those quotas. SES sends raw MIME
+with explicit envelope destinations and strips Bcc from its MIME headers.
+
+## Postmark
+
+Set `kind=POSTMARK`, `secret_env_name=POSTMARK_SERVER_TOKEN`, a verified
+`from_address`, and optionally `sending_domain`. Use a server token, not an
+account token. `message_stream` defaults to `outbound`; another transactional or
+broadcast stream must exist on that server. `track_opens` and `track_clicks`
+default to false; click tracking maps to HtmlAndText or None.
+
+Verify the domain or sender signature, publish Postmark's DKIM and recommended
+Return-Path/SPF DNS records, obtain account approval and create the desired
+message stream. The endpoint is `https://api.postmarkapp.com/email`;
+the returned `MessageID` is retained.
+
+| Signal | Outcome |
+|---|---|
+| ErrorCode 10 | Provider failure: bad token |
+| ErrorCode 300 / 406 | Permanent: invalid request / inactive recipient |
+| ErrorCode 400/401, 405, 412, 413, 422 | Provider failure: signature, sending approval or server/account configuration |
+| ErrorCode 1235/1236 / 1480 | Provider failure: stream / IP configuration |
+| HTTP 401/403 | Provider failure |
+| HTTP 429 / 5xx | Transient; takes precedence over a body code |
+| Other request errors | Permanent; malformed successful responses are transient |
+
+API ErrorCode 413 is an account problem; HTTP 413 is a payload-size error.
+Check plan, recipient and payload limits before setting the rate fields. The
+single-message API documents a 10 MB message limit. See
+[Postmark API errors and limits](https://postmarkapp.com/developer/api/overview).
+
+## SendGrid
+
+Set `kind=SENDGRID`, `secret_env_name=SENDGRID_API_KEY`, a verified `from_address`
+and optionally `sending_domain`. Create a key with Mail Send permission.
+Authenticate the domain and publish SendGrid's DKIM/SPF DNS records; single-sender
+verification can be used for initial tests. Confirm the account can send.
+
+`track_opens` controls open tracking; `track_clicks` controls HTML and plain-text
+click tracking. Explicit false values override account tracking defaults.
+The global endpoint is `https://api.sendgrid.com/v3/mail/send`; only HTTP 202
+counts as success and `X-Message-Id` becomes the provider message ID.
+
+One personalization contains To/Cc/Bcc with display names. `custom_args` carries
+`qqq_email_id`. Reserved headers are filtered case-insensitively: `x-sg-id`,
+`x-sg-eid`, `received`, `dkim-signature`, `Content-Type`, `Content-Transfer-Encoding`,
+`To`, `From`, `Subject`, `Reply-To`, `CC`, `BCC`. `List-Unsubscribe` and
+`List-Unsubscribe-Post` are retained.
+
+HTTP 401/403 are provider failures, 400/413 permanent, and 429/5xx transient.
+Set rate limits for the account's plan/API quota. Payload and recipient limits
+apply separately from outbox attempt limits. See
+[SendGrid Mail Send](https://www.twilio.com/docs/sendgrid/api-reference/mail-send/mail-send).
+
+## Mailgun
+
+Set `kind=MAILGUN`, `secret_env_name=MAILGUN_API_KEY`, `sending_domain` (required,
+a DNS name without a scheme/path), and `region=US` or `EU` (required).
+The From address domain must match the sending domain.
+
+Add and verify the domain in that region. Publish Mailgun's SPF/DKIM records and
+its requested tracking DNS records if enabling tracking. Use an API key allowed
+to send for that domain. Sandbox domains restrict recipients; check production
+status and plan/rate quotas before choosing `max_per_minute` / `max_per_day`.
+Those fields do not enforce MIME-size or recipient limits.
+
+The endpoint is `https://api.mailgun.net/v3/{sending_domain}/messages.mime`, or
+`https://api.eu.mailgun.net/v3/{sending_domain}/messages.mime` for EU. Basic auth
+uses `api:<resolved key>`. Multipart includes all To/Cc/Bcc mailboxes as envelope
+destinations, MIME `message` with Bcc stripped, `o:tracking-opens`,
+`o:tracking-clicks` (explicit yes/no from the row), and `v:qqq_email_id`.
+The response `id` is stored without surrounding angle brackets.
+
+HTTP 401/403 are provider failures, 400 permanent, and 429/5xx transient.
+
+## Gmail SMTP
+
+| Field | Value |
+|---|---|
+| `kind` | `GMAIL_SMTP` |
+| `username_env_name` | `GMAIL_USERNAME`: value is the full account email address |
+| `secret_env_name` | `GMAIL_APP_PASSWORD`: value is the generated app password |
+| `security` | `STARTTLS` |
+| `from_address` | Account address or a permitted configured alias |
+| `max_per_day` | At most about 500 personal / 2000 paid Workspace; lower with headroom |
+
+The preset always uses `smtp.gmail.com:587` with required STARTTLS, ignoring
+custom host/port values. Both env names are required; other security values are
+refused even if plaintext auth is enabled for other relays. An omitted security
+value uses the preset at the settings layer, but provider forms default to NONE,
+so select STARTTLS when creating the row.
+
+Enable 2-step verification and generate an app password for the service; do not
+use the normal account password. Account/admin security policy may disable app
+passwords. A Google password change revokes existing app passwords, requiring a
+new environment value. See
+[Google app password setup](https://support.google.com/accounts/answer/185833).
+
+Google manages domain authentication for personal gmail.com senders. For
+Workspace, verify the domain and configure Google's SPF/DKIM records and DMARC.
+Trials, new accounts, SMTP recipient quotas and other account users can reduce
+available capacity. The 500/2000 limit is an upper planning bound, not guaranteed
+throughput. See [Workspace limits](https://support.google.com/a/answer/166852)
+and [personal Gmail limits](https://support.google.com/mail/answer/22839).
+
+`GMAIL_API` is refused with:
+`Gmail API sending is specified but not built; use GMAIL_SMTP`.
+It would require a Google Cloud project, OAuth consent, client credentials and
+refresh-token management. It adds no needed system-mail capability over the app
+password preset in this phase and is built only on request (DESIGN 3.6).
+
+## Event webhooks
+
+Phase (c) installs authenticated provider receivers when the host includes Javalin.
+Use `https://<app>{base}/{kind}/{providerName}`, where `base` is
+`EmailQBitConfig.webhookBasePath` (default `/qqq/hooks/email`), `kind` is `ses`,
+`postmark`, `sendgrid` or `mailgun`, and `providerName` is the row's unique name.
+The row must be enabled and its kind must match. The configurable base must start
+with `/`, have no trailing slash, and stay outside `/qqq/v1`.
+
+| Provider | Setup and events |
+|---|---|
+| SES | Send configuration-set Delivery, Bounce, Complaint, Reject and DeliveryDelay events to SNS; enable Open/Click only when desired. Set `sns_topic_arn` to that exact topic. Subscribe the HTTPS `/ses/{providerName}` URL with raw delivery **off**, so SNS sends its signed JSON envelope. No webhook secret env is used. Verified subscription confirmations are fetched automatically and retained as IGNORED inbox rows. |
+| Postmark | Configure server/message-stream webhooks for Delivery, Bounce, SpamComplaint and SubscriptionChange; optionally Open and Click. Use HTTP Basic username **`postmark`** and the password resolved from `webhook_secret_env_name` (normally `POSTMARK_WEBHOOK_PASSWORD`). Configure those credentials in Postmark's webhook settings/URL; keep the stored provider row limited to the environment name. |
+| SendGrid | Enable the Signed Event Webhook for delivered, bounce, dropped, deferred, spamreport and unsubscribe (group_unsubscribe is also accepted); optionally open/click. Store the base64 DER verification public key in `SENDGRID_WEBHOOK_PUBLIC_KEY`, referenced by `webhook_secret_env_name`. Preserve both Twilio signature/timestamp headers through the proxy. Batches are authenticated over timestamp plus the unchanged raw body. |
+| Mailgun | Configure regional domain webhooks for delivered, permanent/temporary failed, complained and unsubscribed; optionally opened/clicked. Set `webhook_secret_env_name=MAILGUN_WEBHOOK_SIGNING_KEY` to the account's HTTP webhook signing key, **not** its sending API key. Preserve the JSON `signature` object and `event-data`. |
+| SMTP / Gmail SMTP | No native event receiver. One-click unsubscribe remains available for opt-out mail. |
+
+SNS accepts SignatureVersion 1 and 2, pins TopicArn, and fetches certificates only
+from HTTPS `sns.<region>.amazonaws.com` or `.amazonaws.com.cn` hosts with `.pem`
+paths. Certificates are cached only in memory; redirects are disabled. Confirmation
+URLs use the same HTTPS host restriction. Canonicalization follows
+[AWS's signature rules](https://docs.aws.amazon.com/sns/latest/dg/sns-verify-signature-of-message-verify-message-signature.html).
+SNS retries can be old, so freshness is enforced only for SendGrid and Mailgun:
+timestamps must be within five minutes in either direction. Keep host clocks synchronized.
+Postmark authenticates the request with Basic auth and supplies no signed timestamp.
+
+Requests are capped at 1 MiB, including chunked requests. Responses are JSON:
+200 `received` or `duplicate`, 401 invalid verification/Mailgun nonce replay,
+404 missing/disabled/mismatched provider, 413 oversized input, and 503 unavailable
+verification configuration, SNS fetch or database. No request bodies, recipient
+addresses or credential values are logged. Raw payloads are stored in the DB inbox
+as sensitive data, readable with `email.view`.
+
+The hidden `email_process_webhooks` schedule runs every 30 seconds. One bounded
+transaction applies each inbox row, including events, message state and suppressions.
+The common provider lock serializes suppression upserts across replicas/providers;
+no network I/O occurs under that lock. Failed attempts back off with `retryMinutes`
+and become FAILED after six attempts. Use the inbox's **Reprocess** Review/Result
+action (`email.manage`) after resolving the cause. Unmatched messages retry, including
+a webhook racing the transport's SENT commit. Unknown/disabled tracking events are
+IGNORED. Per-event recipient keys prevent overlapping SendGrid batches from duplicating
+history. Mailgun's `(provider_id, nonce)` uniqueness is distinct from event deduplication:
+a stored nonce is refused with 401 even if its event is already known.
+
+Hard bounces and complaints upsert ALL suppression; complaints take precedence over
+hard-bounce reasons. Unsubscribe events suppress only MARKETING or NOTIFICATION for
+the matched message. Delivery advances SENT to DELIVERED; hard bounce and complaint
+advance delivery state without reversing a later complaint. Opens/clicks require the
+corresponding provider flag and are never retained for PHI-approved messages.
+Provider reason text is address-masked and limited to 500 characters; only clicks
+retain URLs. More than three complaints in 24 hours raises optional WARNING alert
+`email.complaint`, deduplicated per UTC day by core's alert sink.
+
+## One-click unsubscribe
+
+Set `publicBaseUrl` to the public HTTPS app origin and supply
+`QQQ_EMAIL_UNSUBSCRIBE_KEY` through the secret resolver. The configured webhook base
+also controls newly signed unsubscribe URLs. Keep the key and published path stable:
+tokens have no expiry, but cannot resolve after their message row is deleted.
+
+GET `{base}/unsubscribe/{token}` displays a self-contained, escaped light/dark form
+and never changes state. POST `List-Unsubscribe=One-Click` returns an empty 200;
+the page's form POST returns confirmation HTML. Both atomically upsert category
+suppression and record an UNSUBSCRIBED event. Repeated POSTs do not duplicate events.
+Invalid tokens return a generic 404. TRANSACTIONAL and SECURITY tokens are neither
+issued nor accepted.
+
+The existing v1 token binds the message, category and **complete To/Cc/Bcc envelope
+hash**, rather than one mailbox. Following that link opts out every mailbox in the
+bound envelope for that category; the page reveals none of those addresses. Send
+one recipient per opt-out message when individual preference control is needed.
+Preferences UI remains deferred until core #1162 ships in an RC.

docs/ddl/email-postgres.sql

@@ -1,4 +1,4 @@
--- Phase (a), part 1. Apply before producing the qbit. Host security columns must be added by the host.
+-- Phases (a), (b) and (c). Apply before producing the qbit. Host security columns must be added by the host.
 
 CREATE TABLE email_provider (
    id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
@@ -58,6 +58,8 @@ CREATE TABLE email_message (
    html_body TEXT,
    text_body TEXT,
    body_sha256 VARCHAR(500),
+   phi_approved BOOLEAN,
+   unsubscribe_url TEXT,
    idempotency_key VARCHAR(500),
    provider_id INTEGER,
    provider_message_id VARCHAR(500),
@@ -68,6 +70,8 @@ CREATE TABLE email_message (
    finished_date TIMESTAMP,
    sent_date TIMESTAMP,
    delivered_date TIMESTAMP,
+   bounced_date TIMESTAMP,
+   complained_date TIMESTAMP,
    dead_letter_date TIMESTAMP,
    linked_table_name VARCHAR(500),
    linked_record_id VARCHAR(500),
@@ -105,6 +109,8 @@ CREATE TABLE email_template (
    kind VARCHAR(500),
    brand_id INTEGER,
    active_version_id INTEGER,
+   approved_version_id INTEGER,
+   version_lock INTEGER,
    phi_approved BOOLEAN,
    phi_approved_by VARCHAR(500),
    phi_approved_date TIMESTAMP,
@@ -148,6 +154,8 @@ CREATE TABLE email_brand (
    background_color VARCHAR(500),
    dark_background_color VARCHAR(500),
    dark_text_color VARCHAR(500),
+   dark_primary_color VARCHAR(500),
+   dark_button_text_color VARCHAR(500),
    button_text_color VARCHAR(500),
    footer_markdown TEXT,
    postal_address TEXT,
@@ -176,3 +184,42 @@ CREATE TABLE email_suppression (
 CREATE INDEX email_message_due ON email_message (status, next_attempt_date);
 CREATE INDEX email_attempt_provider_start ON email_message_attempt (provider_id, start_date);
 CREATE INDEX email_attempt_provider_end ON email_message_attempt (provider_id, end_date, id);
+
+CREATE TABLE email_webhook_inbox (
+   id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+   create_date TIMESTAMP,
+   modify_date TIMESTAMP,
+   provider_id INTEGER NOT NULL,
+   kind VARCHAR(500) NOT NULL,
+   external_event_id VARCHAR(500) NOT NULL,
+   nonce VARCHAR(500),
+   status VARCHAR(500) NOT NULL,
+   attempts INTEGER NOT NULL DEFAULT 0,
+   next_attempt_date TIMESTAMP,
+   last_error VARCHAR(500),
+   payload_json TEXT,
+   payload_sha256 VARCHAR(500),
+   received_date TIMESTAMP,
+   processed_date TIMESTAMP,
+   UNIQUE (provider_id, external_event_id),
+   UNIQUE (provider_id, nonce)
+);
+
+CREATE TABLE email_event (
+   id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+   create_date TIMESTAMP,
+   modify_date TIMESTAMP,
+   message_id INTEGER NOT NULL,
+   provider_id INTEGER,
+   event_type VARCHAR(500) NOT NULL,
+   bounce_type VARCHAR(500),
+   recipient VARCHAR(500),
+   occurred_date TIMESTAMP,
+   detail VARCHAR(500),
+   url TEXT,
+   event_key VARCHAR(500) NOT NULL UNIQUE
+);
+CREATE INDEX email_inbox_due ON email_webhook_inbox (status, next_attempt_date);
+CREATE INDEX email_event_message ON email_event (message_id);
+CREATE INDEX email_event_type_date ON email_event (event_type, occurred_date);
+CREATE INDEX email_message_provider_id ON email_message (provider_id, provider_message_id);

pom.xml

@@ -116,6 +116,12 @@
          <artifactId>qqq-backend-module-rdbms</artifactId>
          <scope>test</scope>
       </dependency>
+      <dependency>
+         <groupId>com.kingsrook.qqq</groupId>
+         <artifactId>qqq-frontend-next</artifactId>
+         <version>1.0.0-RC.19</version>
+         <scope>test</scope>
+      </dependency>
       <dependency>
          <groupId>com.icegreen</groupId>
          <artifactId>greenmail-junit5</artifactId>
@@ -178,6 +184,11 @@
             <groupId>org.jacoco</groupId>
             <artifactId>jacoco-maven-plugin</artifactId>
             <version>${jacoco.version}</version>
+            <configuration>
+               <excludes>
+                  <exclude>com/kingsrook/qbits/email/demo/**</exclude>
+               </excludes>
+            </configuration>
             <executions>
                <execution>
                   <id>prepare-agent</id>

src/main/java/com/kingsrook/qbits/email/EmailQBitConfig.java

@@ -39,9 +39,14 @@ import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
  *******************************************************************************/
 public class EmailQBitConfig implements QBitConfig
 {
+   private com.kingsrook.qbits.email.template.MjmlCompilerInterface mjmlCompiler;
+   private java.util.Map<String, com.kingsrook.qbits.email.phi.EmailClassifications.Level> classificationOverrides = java.util.Map.of();
+   private java.util.function.Supplier<com.kingsrook.qbits.email.transport.EmailTransportRegistry> transportRegistryFactory = com.kingsrook.qbits.email.transport.EmailTransportRegistry::new;
+   private Set<String> allowedImageHosts = Set.of();
    private String backendName;
    private String schedulerName;
    private String publicBaseUrl;
+   private String webhookBasePath = "/qqq/hooks/email";
    private String defaultProviderName;
    private String bridgeProviderName = "qbitEmail";
    private Function<String, String> secretResolver = System::getenv;
@@ -85,6 +90,11 @@ public class EmailQBitConfig implements QBitConfig
    @Override
    public void validate(QInstance instance, List<String> errors)
    {
+      if(webhookBasePath == null || !webhookBasePath.matches("/(?:[A-Za-z0-9_-]+/)*[A-Za-z0-9_-]+")
+         || webhookBasePath.equals("/qqq/v1") || webhookBasePath.startsWith("/qqq/v1/"))
+      {
+         errors.add("webhookBasePath must be an absolute path outside /qqq/v1, without a trailing slash");
+      }
       if(backendName == null || backendName.isBlank())
       {
          errors.add("backendName is required");
@@ -139,11 +149,11 @@ public class EmailQBitConfig implements QBitConfig
       Set<String> names = new HashSet<>(allowedEnvNames);
       names.addAll(switch(kind == null ? "" : kind)
       {
-         case "SMTP", "GMAIL_SMTP" -> Set.of("EMAIL_SMTP_USERNAME", "EMAIL_SMTP_PASSWORD", "EMAIL_GMAIL_USERNAME", "EMAIL_GMAIL_APP_PASSWORD");
+         case "SMTP", "GMAIL_SMTP" -> Set.of("EMAIL_SMTP_USERNAME", "EMAIL_SMTP_PASSWORD", "EMAIL_GMAIL_USERNAME", "EMAIL_GMAIL_APP_PASSWORD", "GMAIL_USERNAME", "GMAIL_APP_PASSWORD");
          case "SES" -> Set.of("AWS_ACCESS_KEY_ID", "AWS_SECRET_ACCESS_KEY", "AWS_SESSION_TOKEN");
-         case "POSTMARK" -> Set.of("EMAIL_POSTMARK_SERVER_TOKEN", "EMAIL_POSTMARK_WEBHOOK_PASSWORD");
-         case "SENDGRID" -> Set.of("EMAIL_SENDGRID_API_KEY", "EMAIL_SENDGRID_WEBHOOK_PUBLIC_KEY");
-         case "MAILGUN" -> Set.of("EMAIL_MAILGUN_API_KEY", "EMAIL_MAILGUN_SIGNING_KEY");
+         case "POSTMARK" -> Set.of("EMAIL_POSTMARK_SERVER_TOKEN", "EMAIL_POSTMARK_WEBHOOK_PASSWORD", "POSTMARK_SERVER_TOKEN", "POSTMARK_WEBHOOK_PASSWORD");
+         case "SENDGRID" -> Set.of("EMAIL_SENDGRID_API_KEY", "EMAIL_SENDGRID_WEBHOOK_PUBLIC_KEY", "SENDGRID_API_KEY", "SENDGRID_WEBHOOK_PUBLIC_KEY");
+         case "MAILGUN" -> Set.of("EMAIL_MAILGUN_API_KEY", "EMAIL_MAILGUN_SIGNING_KEY", "MAILGUN_API_KEY", "MAILGUN_WEBHOOK_SIGNING_KEY");
          case "GMAIL_API" -> Set.of("EMAIL_GMAIL_CLIENT_ID", "EMAIL_GMAIL_CLIENT_SECRET", "EMAIL_GMAIL_REFRESH_TOKEN");
          default -> Set.of();
       });
@@ -197,6 +207,23 @@ public class EmailQBitConfig implements QBitConfig
       return (publicBaseUrl);
    }
 
+   /*******************************************************************************
+    ** Public provider and unsubscribe route base.
+    *******************************************************************************/
+   public String getWebhookBasePath()
+   {
+      return (webhookBasePath);
+   }
+
+   /*******************************************************************************
+    ** Configure the route base and queue-time unsubscribe URLs together.
+    *******************************************************************************/
+   public EmailQBitConfig withWebhookBasePath(String webhookBasePath)
+   {
+      this.webhookBasePath = webhookBasePath;
+      return (this);
+   }
+
 
    /*******************************************************************************
     ** Fluent setter for publicBaseUrl.
@@ -510,4 +537,73 @@ public class EmailQBitConfig implements QBitConfig
       this.tableMetaDataCustomizer = tableMetaDataCustomizer;
       return (this);
    }
+
+   /*******************************************************************************
+    ** Activation-time compiler, optional unless MJML templates are used.
+    *******************************************************************************/
+   public com.kingsrook.qbits.email.template.MjmlCompilerInterface getMjmlCompiler()
+   {
+      return (mjmlCompiler);
+   }
+
+   /*******************************************************************************
+    ** Configure a compiler without introducing a runtime dependency.
+    *******************************************************************************/
+   public EmailQBitConfig withMjmlCompiler(com.kingsrook.qbits.email.template.MjmlCompilerInterface compiler)
+   {
+      mjmlCompiler = compiler;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Field classifications used until core supplies classification metadata.
+    *******************************************************************************/
+   public java.util.Map<String, com.kingsrook.qbits.email.phi.EmailClassifications.Level> getClassificationOverrides()
+   {
+      return (classificationOverrides);
+   }
+
+   /*******************************************************************************
+    ** Configure explicit table.field classifications.
+    *******************************************************************************/
+   public EmailQBitConfig withClassificationOverrides(java.util.Map<String, com.kingsrook.qbits.email.phi.EmailClassifications.Level> overrides)
+   {
+      classificationOverrides = java.util.Map.copyOf(overrides);
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Additional HTTPS image hosts permitted for approved email content.
+    *******************************************************************************/
+   public Set<String> getAllowedImageHosts()
+   {
+      return (allowedImageHosts);
+   }
+
+   /*******************************************************************************
+    ** Configure exact host names, without wildcards or URL paths.
+    *******************************************************************************/
+   public EmailQBitConfig withAllowedImageHosts(Set<String> hosts)
+   {
+      allowedImageHosts = hosts.stream().map(host -> host.toLowerCase(java.util.Locale.ROOT)).collect(java.util.stream.Collectors.toUnmodifiableSet());
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Fresh transports for every dispatcher, including process actions.
+    *******************************************************************************/
+   public com.kingsrook.qbits.email.transport.EmailTransportRegistry newTransportRegistry()
+   {
+      return (transportRegistryFactory.get());
+   }
+
+   /*******************************************************************************
+    ** Host-scoped transport injection for embedded applications and local demos.
+    *******************************************************************************/
+   public EmailQBitConfig withTransportRegistryFactory(java.util.function.Supplier<com.kingsrook.qbits.email.transport.EmailTransportRegistry> factory)
+   {
+      transportRegistryFactory = java.util.Objects.requireNonNull(factory);
+      return (this);
+   }
+
 }

src/main/java/com/kingsrook/qbits/email/EmailQBitProducer.java

@@ -143,7 +143,8 @@ public class EmailQBitProducer implements QBitMetaDataProducer<EmailQBitConfig>
       for(QTableMetaData table : EmailTables.tables(qBitConfig))
       {
          Class<?> customizer = EmailTables.PROVIDER.equals(table.getName()) ? EmailTableCustomizers.ProviderCustomizer.class
-            : EmailTables.SUPPRESSION.equals(table.getName()) ? EmailTableCustomizers.SuppressionCustomizer.class : null;
+            : EmailTables.SUPPRESSION.equals(table.getName()) ? EmailTableCustomizers.SuppressionCustomizer.class
+            : List.of(EmailTables.TEMPLATE, EmailTables.VERSION, EmailTables.BRAND).contains(table.getName()) ? com.kingsrook.qbits.email.template.EmailTemplateCustomizers.class : null;
          if(customizer != null)
          {
             table.withCustomizer(TableCustomizers.PRE_INSERT_RECORD, new QCodeReference(customizer))
@@ -154,6 +155,10 @@ public class EmailQBitProducer implements QBitMetaDataProducer<EmailQBitConfig>
          {
             table.withCustomizer(TableCustomizers.POST_QUERY_RECORD, new QCodeReference(EmailTableCustomizers.MessageLinksCustomizer.class));
          }
+         if(EmailTables.VERSION.equals(table.getName()))
+         {
+            table.withCustomizer(TableCustomizers.POST_QUERY_RECORD, new QCodeReference(com.kingsrook.qbits.email.template.EmailVersionLabels.class));
+         }
          if(EmailTables.PROVIDER.equals(table.getName()))
          {
             table.withCustomizer(TableCustomizers.POST_QUERY_RECORD, new QCodeReference(EmailTableCustomizers.ProviderCustomizer.class));
@@ -190,6 +195,24 @@ public class EmailQBitProducer implements QBitMetaDataProducer<EmailQBitConfig>
       output.add(EmailApp.app(qBitConfig, tables));
       output.add(new EmailOutboxMessagingProviderMetaData().withName(qBitConfig.getBridgeProviderName()));
       output.addSelfToInstance(qInstance);
+      registerWebhooks(qInstance);
       return (new MetaDataProducerMultiOutput());
    }
+
+   /*******************************************************************************
+    ** Keep optional provided middleware linkage outside non-web applications.
+    *******************************************************************************/
+   private static void registerWebhooks(QInstance instance) throws QException
+   {
+      try
+      {
+         Class.forName("io.javalin.Javalin");
+         Class.forName("com.kingsrook.qqq.middleware.javalin.QJavalinMetaData");
+      }
+      catch(ClassNotFoundException e)
+      {
+         return;
+      }
+      com.kingsrook.qbits.email.webhook.EmailWebhookRouteProvider.register(instance);
+   }
 }

src/main/java/com/kingsrook/qbits/email/app/EmailApp.java

@@ -29,7 +29,6 @@ import com.kingsrook.qqq.backend.core.actions.dashboard.widgets.AbstractWidgetRe
 import com.kingsrook.qqq.backend.core.exceptions.QException;
 import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput;
 import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetOutput;
-import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
 import com.kingsrook.qqq.backend.core.model.dashboard.widgets.WidgetType;
 import com.kingsrook.qqq.backend.core.model.metadata.code.QCodeReference;
 import com.kingsrook.qqq.backend.core.model.metadata.dashboard.QWidgetMetaData;
@@ -39,7 +38,7 @@ import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
 
 
 /*******************************************************************************
- ** Email app with a placeholder overview and the five main tables in navigation.
+ ** Email app with viewer-scoped dashboard widgets and the five main tables in navigation.
  ** Versions and attempts are child lists, and processes are record actions.
  *******************************************************************************/
 public final class EmailApp
@@ -59,14 +58,14 @@ public final class EmailApp
 
 
    /*******************************************************************************
-    ** Placeholder home widget.
+    ** Standard home and record preview widgets.
     *******************************************************************************/
    public static List<QWidgetMetaData> widgets()
    {
       return (List.of(
-         new QWidgetMetaData().withName(HOME_WIDGET).withLabel("Overview").withType(WidgetType.HTML.getType())
-            .withCodeReference(new QCodeReference(HomeRenderer.class)).withGridColumns(12).withIsCard(false)
-            .withPermissionRules(EmailTables.permissionRules())));
+         widget(HOME_WIDGET, "Overview", WidgetType.HTML.getType(), HomeRenderer.class),
+         widget("emailTemplatePreview", "Preview", WidgetType.HTML.getType(), com.kingsrook.qbits.email.template.EmailPreviewWidget.class)));
+
    }
 
 
@@ -105,10 +104,18 @@ public final class EmailApp
       @Override
       public RenderWidgetOutput render(RenderWidgetInput input) throws QException
       {
-         return (new RenderWidgetOutput(new RawHTML(null, "<p>Use Messages to follow queued email and Providers to manage delivery.</p>")));
+         return (new RenderWidgetOutput(EmailHome.overview()));
       }
    }
 
 
 
+   /*******************************************************************************
+    ** Full-width widgets follow the Alerts home pattern.
+    *******************************************************************************/
+   private static QWidgetMetaData widget(String name, String label, String type, Class<?> renderer)
+   {
+      return (new QWidgetMetaData().withName(name).withLabel(label).withType(type).withGridColumns(12).withIsCard(false)
+         .withShowReloadButton(true).withCodeReference(new QCodeReference(renderer)).withPermissionRules(EmailTables.permissionRules()));
+   }
 }

src/main/java/com/kingsrook/qbits/email/app/EmailHome.java

@@ -0,0 +1,214 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.app;
+
+
+import java.time.Instant;
+import java.time.ZoneOffset;
+import java.time.format.DateTimeFormatter;
+import java.time.temporal.ChronoUnit;
+import java.util.ArrayList;
+import java.util.List;
+import java.util.Locale;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.permissions.EmailPermissionChecker;
+import com.kingsrook.qbits.email.permissions.EmailPermissions;
+import com.kingsrook.qqq.backend.core.actions.tables.CountAction;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.count.CountInput;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QCriteriaOperator;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QFilterOrderBy;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QQueryFilter;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.ChartData;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Real viewer-scoped data. Counts preserve record security without sampling;
+ ** inline bar charts and rows use the same theme-neutral styles as Webhooks.
+ *******************************************************************************/
+public final class EmailHome
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailHome()
+   {
+   }
+
+   /*******************************************************************************
+    ** Counts and recent messages, without loading bodies or variable snapshots.
+    *******************************************************************************/
+   public static RawHTML overview() throws QException
+   {
+      Instant now = EmailRuntime.clock().instant();
+      List<Integer> totals = new ArrayList<>();
+      String[] fields = {"sentDate", "deliveredDate", "deadLetterDate", "bouncedDate", "complainedDate"};
+      for(int i = 0; i < fields.length; i++)
+      {
+         String eventType = switch(i)
+         {
+            case 1 -> "DELIVERED";
+            case 3 -> "BOUNCED";
+            case 4 -> "COMPLAINED";
+            default -> null;
+         };
+         String field = eventType == null ? fields[i] : "occurredDate";
+         QQueryFilter filter = since(field, now.minus(i < 3 ? 1 : 7, ChronoUnit.DAYS))
+            .withCriteria(field, QCriteriaOperator.LESS_THAN_OR_EQUALS, now);
+         if(eventType != null)
+         {
+            filter.withCriteria("eventType", QCriteriaOperator.EQUALS, eventType);
+         }
+         totals.add(count(eventType == null ? EmailTables.MESSAGE : EmailTables.EVENT, filter));
+      }
+      totals.add(count(EmailTables.SUPPRESSION, new QQueryFilter()));
+      List<QRecord> messages = query(EmailTables.MESSAGE, new QQueryFilter().withOrderBy(new QFilterOrderBy("createDate", false))
+         .withOrderBy(new QFilterOrderBy("id", false)).withLimit(20), List.of("id", "createDate", "toAddresses", "subject", "phiApproved", "status"));
+      boolean admin = EmailPermissionChecker.has(EmailPermissions.ADMIN);
+      List<QRecord> providers = admin ? query(EmailTables.PROVIDER, new QQueryFilter().withOrderBy(new QFilterOrderBy("id", true)),
+         List.of("id", "label", "name", "enabled", "healthStatus", "lastSuccessDate", "lastFailureMessage", "maxPerMinute")) : List.of();
+      for(QRecord provider : providers)
+      {
+         Integer limit = provider.getValueInteger("maxPerMinute");
+         if(limit != null)
+         {
+            int used = count(EmailTables.ATTEMPT, since("startDate", now.minusSeconds(60))
+               .withCriteria("startDate", QCriteriaOperator.LESS_THAN_OR_EQUALS, now)
+               .withCriteria("providerId", QCriteriaOperator.EQUALS, provider.getValue("id")));
+            provider.setValue("headroom", Math.max(0, limit - used));
+         }
+      }
+      return (new RawHTML(null, EmailHomeView.render(totals, hourly(), providers, admin, messages, suppressions())));
+   }
+
+   /*******************************************************************************
+    ** Twenty-four UTC hour buckets, counting successful and failed attempts.
+    *******************************************************************************/
+   public static ChartData hourly() throws QException
+   {
+      Instant start = EmailRuntime.clock().instant().truncatedTo(ChronoUnit.HOURS).minus(23, ChronoUnit.HOURS);
+      List<String> labels = new ArrayList<>();
+      List<Number> sent = new ArrayList<>();
+      List<Number> failed = new ArrayList<>();
+      for(int i = 0; i < 24; i++)
+      {
+         Instant hour = start.plus(i, ChronoUnit.HOURS);
+         labels.add(DateTimeFormatter.ofPattern("HH:mm", Locale.ENGLISH).withZone(ZoneOffset.UTC).format(hour));
+         QQueryFilter filter = since("endDate", hour).withCriteria("endDate", QCriteriaOperator.LESS_THAN, hour.plus(1, ChronoUnit.HOURS));
+         sent.add(count(EmailTables.ATTEMPT, filter.clone().withCriteria("outcome", QCriteriaOperator.EQUALS, "SUCCEEDED")));
+         failed.add(count(EmailTables.ATTEMPT, filter.clone().withCriteria("outcome", QCriteriaOperator.IN, List.of("TRANSIENT_FAILURE", "PROVIDER_FAILURE", "PERMANENT_FAILURE", "LEASE_EXPIRED"))));
+      }
+      return (chart(labels, List.of(dataset("Sent", sent, "#16a34a"), dataset("Failed", failed, "#dc2626")), "No completed attempts in the last 24 hours. Counts use UTC hours."));
+   }
+
+   /*******************************************************************************
+    ** Suppression rows created per UTC day and reason, for thirty days.
+    *******************************************************************************/
+   public static ChartData suppressions() throws QException
+   {
+      Instant start = EmailRuntime.clock().instant().truncatedTo(ChronoUnit.DAYS).minus(29, ChronoUnit.DAYS);
+      List<String> labels = new ArrayList<>();
+      List<ChartData.Data.Dataset> datasets = new ArrayList<>();
+      List<String> reasons = List.of("HARD_BOUNCE", "COMPLAINT", "UNSUBSCRIBE", "MANUAL");
+      List<String> colors = List.of("#dc2626", "#d97706", "#2563eb", "#6b7280");
+      for(int r = 0; r < reasons.size(); r++)
+      {
+         List<Number> counts = new ArrayList<>();
+         for(int i = 0; i < 30; i++)
+         {
+            Instant day = start.plus(i, ChronoUnit.DAYS);
+            if(r == 0)
+            {
+               labels.add(DateTimeFormatter.ofPattern("MMM d", Locale.ENGLISH).withZone(ZoneOffset.UTC).format(day));
+            }
+            counts.add(count(EmailTables.SUPPRESSION, since("createdDate", day).withCriteria("createdDate", QCriteriaOperator.LESS_THAN, day.plus(1, ChronoUnit.DAYS))
+               .withCriteria("reason", QCriteriaOperator.EQUALS, reasons.get(r))));
+         }
+         datasets.add(dataset(com.kingsrook.qbits.email.metadata.EmailEnums.SuppressionReason.valueOf(reasons.get(r)).getPossibleValueLabel(), counts, colors.get(r)));
+      }
+      return (chart(labels, datasets, "No new suppressions in the last 30 days. Counts use UTC dates."));
+   }
+
+   /*******************************************************************************
+    ** Standard chart with an honest empty-state sublabel.
+    *******************************************************************************/
+   private static ChartData chart(List<String> labels, List<ChartData.Data.Dataset> datasets, String empty)
+   {
+      ChartData chart = new ChartData().withChartData(new ChartData.Data().withLabels(labels).withDatasets(datasets));
+      boolean any = datasets.stream().anyMatch(d -> d.getData().stream().anyMatch(n -> n.doubleValue() > 0));
+      chart.setSublabel(any ? "Real data visible to your session; UTC buckets." : empty);
+      return (chart);
+   }
+
+   /*******************************************************************************
+    ** A standard chart series.
+    *******************************************************************************/
+   private static ChartData.Data.Dataset dataset(String label, List<Number> values, String color)
+   {
+      return (new ChartData.Data.Dataset().withLabel(label).withData(values).withColor(color));
+   }
+
+   /*******************************************************************************
+    ** Mask display names and all but the first local-part character.
+    *******************************************************************************/
+   public static String mask(String recipients)
+   {
+      try
+      {
+         String address = jakarta.mail.internet.InternetAddress.parse(recipients)[0].getAddress();
+         int at = address.lastIndexOf('@');
+         return (at > 0 ? address.charAt(0) + "***" + address.substring(at) : "[masked]");
+      }
+      catch(Exception e)
+      {
+         return ("[masked]");
+      }
+   }
+
+   /*******************************************************************************
+    ** Date lower bound, always used with viewer-scoped actions.
+    *******************************************************************************/
+   private static QQueryFilter since(String field, Instant since)
+   {
+      return (new QQueryFilter().withCriteria(field, QCriteriaOperator.GREATER_THAN_OR_EQUALS, since));
+   }
+
+   /*******************************************************************************
+    ** Exact count as the viewer, without authorized scopes.
+    *******************************************************************************/
+   private static int count(String table, QQueryFilter filter) throws QException
+   {
+      return (new CountAction().execute(new CountInput(table).withFilter(filter)).getCount());
+   }
+
+   /*******************************************************************************
+    ** Select only home fields; row and field security remain active.
+    *******************************************************************************/
+   private static List<QRecord> query(String table, QQueryFilter filter, List<String> fields) throws QException
+   {
+      return (new QueryAction().execute(new QueryInput(table).withFilter(filter).withFieldNamesToInclude(new java.util.HashSet<>(fields)).withShouldFetchHeavyFields(true)).getRecords());
+   }
+}

src/main/java/com/kingsrook/qbits/email/app/EmailHomeView.java

@@ -0,0 +1,243 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.app;
+
+
+import java.time.Instant;
+import java.time.ZoneOffset;
+import java.time.format.DateTimeFormatter;
+import java.util.List;
+import java.util.Locale;
+import com.kingsrook.qbits.email.metadata.EmailEnums;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.template.EmailTemplateEngine;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.ChartData;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Inline styles survive the UI sanitizer. Grids collapse into labelled cards;
+ ** bars shrink with their container and all ordinary text inherits the theme.
+ *******************************************************************************/
+public final class EmailHomeView
+{
+   private static final String WRAP = "min-width:0;max-width:100%;overflow-wrap:anywhere;word-break:break-word;box-sizing:border-box;";
+   private static final String CARD = WRAP + "padding:16px;border:1px solid rgba(127,127,127,.3);border-radius:8px;";
+   private static final String ROW = WRAP + "display:grid;grid-template-columns:repeat(auto-fit,minmax(min(100%,12rem),1fr));gap:6px 16px;padding:10px 0;border-top:1px solid rgba(127,127,127,.2);";
+   private static final String FAIL = "#d64545";
+   private static final String OK = "#2e9e5b";
+   private static final DateTimeFormatter WHEN = DateTimeFormatter.ofPattern("MMM d, HH:mm 'UTC'", Locale.ENGLISH).withZone(ZoneOffset.UTC);
+
+
+
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailHomeView()
+   {
+   }
+
+
+
+   /*******************************************************************************
+    ** One ordered home with real, viewer-scoped data supplied by EmailHome.
+    *******************************************************************************/
+   public static String render(List<Integer> totals, ChartData hourly, List<QRecord> providers, boolean admin, List<QRecord> messages, ChartData suppressions)
+   {
+      StringBuilder html = new StringBuilder("<div style=\"" + WRAP + "display:flex;flex-direction:column;gap:16px;color:inherit;line-height:1.4\">");
+      html.append("<div style=\"" + WRAP + "display:grid;grid-template-columns:repeat(auto-fit,minmax(min(100%,9rem),1fr));gap:12px\">");
+      List<String> labels = List.of("Sent (24 h)", "Delivered (24 h)", "Dead letters (24 h)", "Bounced (7 d)", "Complaints (7 d)", "Suppressed addresses");
+      for(int i = 0; i < labels.size(); i++)
+      {
+         html.append("<div style=\"").append(CARD).append("padding:12px\"><div style=\"font-size:1.6rem;font-weight:600;line-height:1.2;")
+            .append(i >= 2 && i <= 4 && totals.get(i) > 0 ? "color:" + FAIL : "color:inherit").append("\">")
+            .append(String.format(Locale.ENGLISH, "%,d", totals.get(i))).append("</div><div style=\"font-size:.85rem;opacity:.75\">")
+            .append(labels.get(i)).append("</div></div>");
+      }
+      html.append("</div>");
+      bars(html, "Sends per hour, last 24 hours", hourly);
+      providers(html, providers, admin);
+      messages(html, messages);
+      bars(html, "Suppressions added, last 30 days", suppressions);
+      return (html.append("</div>").toString());
+   }
+
+
+
+   /*******************************************************************************
+    ** A bounded stacked bar chart, including exact values in each bar's title.
+    *******************************************************************************/
+   private static void bars(StringBuilder html, String title, ChartData chart)
+   {
+      section(html, title);
+      var data = chart.getChartData();
+      int max = 0;
+      for(int i = 0; i < data.getLabels().size(); i++)
+      {
+         int total = 0;
+         for(var dataset : data.getDatasets())
+         {
+            total += dataset.getData().get(i).intValue();
+         }
+         max = Math.max(max, total);
+      }
+      if(max == 0)
+      {
+         html.append("<p style=\"margin:0;opacity:.75\">").append(esc(chart.getSublabel())).append("</p></section>");
+         return;
+      }
+      html.append("<div style=\"font-size:.75rem;opacity:.75\">Peak ").append(max).append("</div>")
+         .append("<div role=\"img\" aria-label=\"").append(esc(title)).append("; stacked counts, UTC\" style=\"")
+         .append(WRAP).append("display:flex;align-items:flex-end;gap:2px;height:140px;width:100%\">");
+      for(int i = 0; i < data.getLabels().size(); i++)
+      {
+         StringBuilder description = new StringBuilder(data.getLabels().get(i));
+         for(var dataset : data.getDatasets())
+         {
+            description.append("; ").append(dataset.getLabel()).append(": ").append(dataset.getData().get(i));
+         }
+         html.append("<div title=\"").append(esc(description.toString())).append("\" style=\"flex:1 1 0;min-width:0;height:100%;display:flex;flex-direction:column-reverse\">");
+         for(var dataset : data.getDatasets())
+         {
+            html.append("<div style=\"background:").append(dataset.getColor()).append(";height:")
+               .append(String.format(Locale.ROOT, "%.3f", 100.0 * dataset.getData().get(i).doubleValue() / max)).append("%\"></div>");
+         }
+         html.append("</div>");
+      }
+      html.append("</div><div style=\"display:flex;justify-content:space-between;gap:8px;min-width:0;font-size:.75rem;opacity:.75;margin-top:4px\">");
+      for(int i : new int[] {0, data.getLabels().size() / 2, data.getLabels().size() - 1})
+      {
+         html.append("<span>").append(esc(data.getLabels().get(i))).append("</span>");
+      }
+      html.append("</div><div style=\"display:flex;flex-wrap:wrap;gap:8px 16px;min-width:0;font-size:.8rem;margin-top:8px\">");
+      for(var dataset : data.getDatasets())
+      {
+         html.append("<span><span style=\"display:inline-block;width:.7rem;height:.7rem;margin-right:5px;background:")
+            .append(dataset.getColor()).append("\"></span>").append(esc(dataset.getLabel())).append("</span>");
+      }
+      html.append("<span style=\"opacity:.75\">UTC</span></div></section>");
+   }
+
+
+
+   /*******************************************************************************
+    ** Provider health is admin-only; disabled providers never appear healthy.
+    *******************************************************************************/
+   private static void providers(StringBuilder html, List<QRecord> providers, boolean admin)
+   {
+      section(html, "Provider health");
+      if(!admin || providers.isEmpty())
+      {
+         html.append("<p style=\"margin:0;opacity:.75\">").append(admin ? "No providers configured." : "Provider health needs email.admin.").append("</p>");
+      }
+      for(QRecord provider : providers)
+      {
+         String status = Boolean.FALSE.equals(provider.getValueBoolean("enabled")) ? "Disabled"
+            : "HEALTHY".equals(provider.getValueString("healthStatus")) ? "Healthy" : "UNHEALTHY".equals(provider.getValueString("healthStatus")) ? "Unhealthy" : "Unknown";
+         String color = "Healthy".equals(status) ? OK : "Unhealthy".equals(status) ? FAIL : "#808080";
+         html.append("<div style=\"").append(ROW).append("\">")
+            .append(cell("Provider", "<strong>" + esc(value(provider, "label", value(provider, "name", "Provider"))) + "</strong><br><span style=\"color:" + color + "\">" + status + "</span>"))
+            .append(cell("Last success", esc(when(provider.getValueInstant("lastSuccessDate")))))
+            .append(cell("Last failure", esc(value(provider, "lastFailureMessage", "None"))))
+            .append(cell("Per-minute headroom", esc(value(provider, "headroom", "No limit")))).append("</div>");
+      }
+      html.append("</section>");
+   }
+
+
+
+   /*******************************************************************************
+    ** The whole row is a link. Labelled columns stack as cards on narrow screens.
+    *******************************************************************************/
+   private static void messages(StringBuilder html, List<QRecord> messages)
+   {
+      section(html, "Recent messages");
+      if(messages.isEmpty())
+      {
+         html.append("<p style=\"margin:0;opacity:.75\">No messages yet.</p>");
+      }
+      for(QRecord message : messages)
+      {
+         String subject = Boolean.TRUE.equals(message.getValueBoolean("phiApproved")) || "[encrypted]".equals(message.getValueString("subject"))
+            ? "Secure message" : value(message, "subject", "Message " + message.getValueInteger("id"));
+         String status = message.getValueString("status");
+         html.append("<a href=\"/app/").append(EmailTables.MESSAGE).append('/').append(message.getValueInteger("id"))
+            .append("\" style=\"").append(ROW).append("color:inherit;text-decoration:none\">")
+            .append(cell("When", esc(when(message.getValueInstant("createDate")))))
+            .append(cell("To", esc(EmailHome.mask(message.getValueString("toAddresses")))))
+            .append(cell("Subject", esc(subject)))
+            .append(cell("Status", esc(status == null ? "Unknown" : EmailEnums.MessageStatus.valueOf(status).getPossibleValueLabel())))
+            .append("</a>");
+      }
+      html.append("</section>");
+   }
+
+
+
+   /*******************************************************************************
+    ** One bordered section, using the surrounding theme's text colour.
+    *******************************************************************************/
+   private static void section(StringBuilder html, String title)
+   {
+      html.append("<section style=\"").append(CARD).append("\"><h3 style=\"margin:0 0 12px;font-size:1rem;font-weight:600\">").append(esc(title)).append("</h3>");
+   }
+
+
+
+   /*******************************************************************************
+    ** A labelled, shrinkable cell that remains understandable when stacked.
+    *******************************************************************************/
+   private static String cell(String label, String content)
+   {
+      return ("<div style=\"" + WRAP + "\"><span style=\"display:block;font-size:.75rem;opacity:.65\">" + esc(label) + "</span> " + content + "</div>");
+   }
+
+
+
+   /*******************************************************************************
+    ** Compact UTC dates, with an honest missing value.
+    *******************************************************************************/
+   private static String when(Instant instant)
+   {
+      return (instant == null ? "None" : WHEN.format(instant));
+   }
+
+
+
+   /*******************************************************************************
+    ** Blank fields use a human-readable fallback.
+    *******************************************************************************/
+   private static String value(QRecord row, String field, String fallback)
+   {
+      String value = row.getValueString(field);
+      return (value == null || value.isBlank() ? fallback : value);
+   }
+
+
+
+   /*******************************************************************************
+    ** Escape every record-sourced value before inserting HTML.
+    *******************************************************************************/
+   private static String esc(String value)
+   {
+      return (EmailTemplateEngine.escape(value));
+   }
+}

src/main/java/com/kingsrook/qbits/email/bridge/EmailOutboxMessagingProvider.java

@@ -59,7 +59,8 @@ public class EmailOutboxMessagingProvider implements MessagingProviderInterface
       {
          throw (new QException("Email attachments are not supported in part 1"));
       }
-      EmailRequest request = new EmailRequest().withSubject(input.getSubject());
+      EmailRequest request = input instanceof EmailTemplatedMessageInput templated && templated.getEmailRequest() != null
+         ? templated.getEmailRequest() : new EmailRequest().withSubject(input.getSubject());
       parties(request, input.getTo(), EmailPartyRole.TO);
       parties(request, input.getFrom(), EmailPartyRole.FROM);
       if(input.getContentList() != null)

src/main/java/com/kingsrook/qbits/email/bridge/EmailTemplatedMessageInput.java

@@ -0,0 +1,52 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.bridge;
+
+
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qqq.backend.core.model.actions.messaging.SendMessageInput;
+
+
+/*******************************************************************************
+ ** Optional typed template payload for core SendMessageAction bridge callers.
+ ** Plain SendMessageInput remains an ad-hoc message for backwards compatibility.
+ *******************************************************************************/
+public class EmailTemplatedMessageInput extends SendMessageInput
+{
+   private EmailRequest emailRequest;
+
+   /*******************************************************************************
+    ** Set schema variables and record references for the normal validated API.
+    *******************************************************************************/
+   public EmailTemplatedMessageInput withEmailRequest(EmailRequest request)
+   {
+      emailRequest = request;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** The caller's template request; party fields can still come from core input.
+    *******************************************************************************/
+   public EmailRequest getEmailRequest()
+   {
+      return (emailRequest);
+   }
+}

src/main/java/com/kingsrook/qbits/email/delivery/EmailAlerts.java

@@ -35,6 +35,7 @@ import com.kingsrook.qqq.backend.core.alerts.QAlerts;
  *******************************************************************************/
 public final class EmailAlerts
 {
+   public static final String COMPLAINT = "email.complaint";
    public static final String UNHEALTHY = "email.provider.unhealthy";
    public static final String DEAD_LETTER = "email.message.dead-letter";
 
@@ -50,7 +51,9 @@ public final class EmailAlerts
     *******************************************************************************/
    public static List<QAlertTypeMetaData> types()
    {
-      return (List.of(new QAlertTypeMetaData().withName(UNHEALTHY).withLabel("Email provider unhealthy").withDefaultSeverity(AlertSeverity.ERROR)
+      return (List.of(new QAlertTypeMetaData().withName(COMPLAINT).withLabel("Email complaints").withDefaultSeverity(AlertSeverity.WARNING)
+            .withSubjectTableName(EmailTables.EVENT).withVisibilityPermission("email.view").withSourceName("email"),
+         new QAlertTypeMetaData().withName(UNHEALTHY).withLabel("Email provider unhealthy").withDefaultSeverity(AlertSeverity.ERROR)
             .withSubjectTableName(EmailTables.PROVIDER).withVisibilityPermission("email.admin").withSourceName("email"),
          new QAlertTypeMetaData().withName(DEAD_LETTER).withLabel("Email dead letters").withDefaultSeverity(AlertSeverity.WARNING)
             .withSubjectTableName(EmailTables.MESSAGE).withVisibilityPermission("email.view").withSourceName("email")));
@@ -62,7 +65,11 @@ public final class EmailAlerts
    public static void raise(String type, Integer providerId)
    {
       String key = "provider:" + providerId + (DEAD_LETTER.equals(type) ? ":" + EmailRuntime.clock().instant().getEpochSecond() / 3600 : "");
-      QAlerts.raise(new AlertSignal(type).withDedupKey(key).withTitle(UNHEALTHY.equals(type) ? "Email provider unhealthy" : "Email message dead-lettered")
+      if(COMPLAINT.equals(type))
+      {
+         key = "complaints:" + EmailRuntime.clock().instant().getEpochSecond() / 86400;
+      }
+      QAlerts.raise(new AlertSignal(type).withDedupKey(key).withTitle(COMPLAINT.equals(type) ? "More than three email complaints in 24 hours" : UNHEALTHY.equals(type) ? "Email provider unhealthy" : "Email message dead-lettered")
          .withSummary("Review the Email tables for status and retry actions."));
    }
 

src/main/java/com/kingsrook/qbits/email/delivery/EmailDispatcher.java

@@ -67,7 +67,7 @@ public class EmailDispatcher
     *******************************************************************************/
    public EmailDispatcher()
    {
-      this(new EmailTransportRegistry());
+      this(EmailRuntime.config() == null ? new EmailTransportRegistry() : EmailRuntime.config().newTransportRegistry());
    }
 
    /*******************************************************************************
@@ -201,6 +201,10 @@ public class EmailDispatcher
       EmailTransportException error = null;
       try
       {
+         if(Boolean.TRUE.equals(claim.message().getValueBoolean("phiApproved")))
+         {
+            com.kingsrook.qbits.email.template.EmailTemplateRenderer.checkProvider(claim.provider());
+         }
          result = transports.get(claim.provider().getValueString("kind")).send(envelope(claim.message()), new EmailProviderSettings(claim.provider(), EmailRuntime.config()));
       }
       catch(EmailTransportException e)
@@ -346,9 +350,9 @@ public class EmailDispatcher
          {
             safeError = "Credentials missing or refused";
          }
-         if(error != null && "Provider transport not available until phase (b)".equals(error.getMessage()))
+         if(error != null && "Gmail API sending is specified but not built; use GMAIL_SMTP".equals(error.getMessage()))
          {
-            safeError = "Provider transport not available until phase (b)";
+            safeError = "Gmail API sending is specified but not built; use GMAIL_SMTP";
          }
          EmailStore.update(EmailTables.ATTEMPT, new QRecord().withValue("id", claim.attempt().getValue("id"))
             .withValue("outcome", success ? "SUCCEEDED" : providerLevel ? "PROVIDER_FAILURE" : permanent ? "PERMANENT_FAILURE" : "TRANSIENT_FAILURE")
@@ -449,8 +453,28 @@ public class EmailDispatcher
    {
       return (new EmailEnvelope().withMessageId(message.getValueString("id")).withFrom(message.getValueString("fromAddress"))
          .withTo(split(message.getValueString("toAddresses"))).withCc(split(message.getValueString("ccAddresses"))).withBcc(split(message.getValueString("bccAddresses")))
-         .withReplyTo(message.getValueString("replyTo")).withSubject(message.getValueString("subject"))
-         .withHtmlBody(message.getValueString("htmlBody")).withTextBody(message.getValueString("textBody")));
+         .withReplyTo(message.getValueString("replyTo")).withSubject(content(message, "subject"))
+         .withHtmlBody(content(message, "htmlBody"))
+         .withTextBody(content(message, "textBody"))
+         .withHeaders(message.getValueString("unsubscribeUrl") == null ? java.util.Map.of() : java.util.Map.of("List-Unsubscribe", "<" + message.getValueString("unsubscribeUrl") + ">", "List-Unsubscribe-Post", "List-Unsubscribe=One-Click")));
+   }
+
+   /*******************************************************************************
+    ** Only policy-marked messages may invoke body decryption. A caller-supplied
+    ** enc:v1 string in ad-hoc content is text, never a decryption capability.
+    *******************************************************************************/
+   private static String content(QRecord message, String field)
+   {
+      String value = message.getValueString(field);
+      if(!Boolean.TRUE.equals(message.getValueBoolean("phiApproved")))
+      {
+         return (value);
+      }
+      if(value != null && !value.startsWith("enc:v1:"))
+      {
+         throw (new IllegalArgumentException("Protected email content must be encrypted"));
+      }
+      return (com.kingsrook.qbits.email.phi.EmailBodyEncryption.decrypt(value, field, message.getValueString("id")));
    }
 
    /*******************************************************************************

src/main/java/com/kingsrook/qbits/email/metadata/EmailEnums.java

@@ -130,7 +130,7 @@ public final class EmailEnums
       @Override
       public String getPossibleValueLabel()
       {
-         return (name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
+         return (this == RETRY_WAIT ? "Waiting to retry" : name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
       }
    }
 
@@ -312,4 +312,88 @@ public final class EmailEnums
          return (name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
       }
    }
+
+
+
+   /*******************************************************************************
+    ** InboxStatus values.
+    *******************************************************************************/
+   public enum InboxStatus implements PossibleValueEnum<String>
+   {
+      PENDING, PROCESSED, FAILED, IGNORED;
+
+      /*******************************************************************************
+       ** Stable stored identifier.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueId()
+      {
+         return (name());
+      }
+
+      /*******************************************************************************
+       ** Display label.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueLabel()
+      {
+         return (name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** EventType values.
+    *******************************************************************************/
+   public enum EventType implements PossibleValueEnum<String>
+   {
+      DELIVERED, DEFERRED, BOUNCED, COMPLAINED, OPENED, CLICKED, UNSUBSCRIBED, REJECTED;
+
+      /*******************************************************************************
+       ** Stable stored identifier.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueId()
+      {
+         return (name());
+      }
+
+      /*******************************************************************************
+       ** Display label.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueLabel()
+      {
+         return (name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** BounceType values.
+    *******************************************************************************/
+   public enum BounceType implements PossibleValueEnum<String>
+   {
+      HARD, SOFT, UNDETERMINED;
+
+      /*******************************************************************************
+       ** Stable stored identifier.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueId()
+      {
+         return (name());
+      }
+
+      /*******************************************************************************
+       ** Display label.
+       *******************************************************************************/
+      @Override
+      public String getPossibleValueLabel()
+      {
+         return (name().charAt(0) + name().substring(1).toLowerCase(java.util.Locale.ROOT).replace('_', ' '));
+      }
+   }
 }

src/main/java/com/kingsrook/qbits/email/metadata/EmailTableCustomizers.java

@@ -77,6 +77,37 @@ public final class EmailTableCustomizers
    {
       List<String> errors = new ArrayList<>();
       String kind = row.getValueString("kind");
+      if("GMAIL_API".equals(kind))
+      {
+         errors.add("Gmail API sending is specified but not built; use GMAIL_SMTP");
+      }
+      if(List.of("POSTMARK", "SENDGRID", "MAILGUN", "GMAIL_SMTP").contains(kind == null ? "" : kind)
+         && (row.getValueString("secretEnvName") == null || row.getValueString("secretEnvName").isBlank()))
+      {
+         errors.add("Provider needs a secret environment name");
+      }
+      if("GMAIL_SMTP".equals(kind))
+      {
+         if(row.getValueString("usernameEnvName") == null || row.getValueString("usernameEnvName").isBlank())
+         {
+            errors.add("Gmail SMTP needs an account address environment name");
+         }
+         if(row.getValueString("security") != null && !"STARTTLS".equals(row.getValueString("security")))
+         {
+            errors.add("Gmail SMTP requires STARTTLS");
+         }
+      }
+      if("MAILGUN".equals(kind))
+      {
+         if(!EmailProviderSettings.validSendingDomain(row.getValueString("sendingDomain")))
+         {
+            errors.add("Mailgun needs a valid sending domain");
+         }
+         if(!List.of("US", "EU").contains(row.getValueString("region") == null ? "" : row.getValueString("region")))
+         {
+            errors.add("Mailgun region must be US or EU");
+         }
+      }
       if(("SMTP".equals(kind) || "GMAIL_SMTP".equals(kind))
          && !new EmailProviderSettings(row, config).allowsSmtpAuth())
       {
@@ -208,6 +239,11 @@ public final class EmailTableCustomizers
       @Override
       public List<QRecord> postQuery(QueryOrGetInputInterface input, List<QRecord> records)
       {
+         for(QRecord row : records)
+         {
+            String label = row.getValueString("label");
+            row.setRecordLabel(label == null || label.isBlank() ? row.getValueString("name") : label);
+         }
          if(!SystemWrites.active())
          {
             for(QRecord row : records)
@@ -308,6 +344,27 @@ public final class EmailTableCustomizers
       @Override
       public List<QRecord> postQuery(QueryOrGetInputInterface input, List<QRecord> records)
       {
+         if(!SystemWrites.active())
+         {
+            for(QRecord row : records)
+            {
+               for(String field : List.of("subject", "htmlBody", "textBody"))
+               {
+                  String value = row.getValueString(field);
+                  if(value != null && value.startsWith("enc:v1:"))
+                  {
+                     row.setValue(field, "[encrypted]");
+                     row.setDisplayValue(field, "[encrypted]");
+                  }
+               }
+            }
+         }
+         for(QRecord row : records)
+         {
+            String subject = row.getValueString("subject");
+            boolean secure = Boolean.TRUE.equals(row.getValueBoolean("phiApproved")) || "[encrypted]".equals(subject) || (subject != null && subject.startsWith("enc:v1:"));
+            row.setRecordLabel(secure ? "Secure message" : subject == null || subject.isBlank() ? "Message " + row.getValue("id") : subject);
+         }
          if(input.getShouldGenerateDisplayValues())
          {
             for(QRecord row : records)

src/main/java/com/kingsrook/qbits/email/metadata/EmailTables.java

@@ -59,9 +59,11 @@ public final class EmailTables
    public static final String VERSION = "email_template_version";
    public static final String BRAND = "email_brand";
    public static final String SUPPRESSION = "email_suppression";
-   public static final List<String> ALL = List.of(PROVIDER, MESSAGE, ATTEMPT, TEMPLATE, VERSION, BRAND, SUPPRESSION);
+   public static final String INBOX = "email_webhook_inbox";
+   public static final String EVENT = "email_event";
+   public static final List<String> ALL = List.of(PROVIDER, MESSAGE, ATTEMPT, TEMPLATE, VERSION, BRAND, SUPPRESSION, INBOX, EVENT);
    public static final List<String> MAIN = List.of(MESSAGE, TEMPLATE, BRAND, SUPPRESSION, PROVIDER);
-   public static final List<String> SYSTEM_WRITTEN = List.of(MESSAGE, ATTEMPT);
+   public static final List<String> SYSTEM_WRITTEN = List.of(MESSAGE, ATTEMPT, INBOX, EVENT);
 
    /*******************************************************************************
     ** Utility class.
@@ -95,12 +97,23 @@ public final class EmailTables
       result.add(QPossibleValueSource.newForEnum("email_suppression_scope", EmailEnums.SuppressionScope.values()));
       result.add(QPossibleValueSource.newForEnum("email_suppression_reason", EmailEnums.SuppressionReason.values()));
       result.add(QPossibleValueSource.newForEnum("email_category", EmailCategory.values()));
+      result.add(QPossibleValueSource.newForEnum("email_inbox_status", EmailEnums.InboxStatus.values()));
+      result.add(QPossibleValueSource.newForEnum("email_event_type", EmailEnums.EventType.values()));
+      result.add(QPossibleValueSource.newForEnum("email_bounce_type", EmailEnums.BounceType.values()));
       ALL.forEach(name -> result.add(QPossibleValueSource.newForTable(name)));
+      for(QPossibleValueSource source : result)
+      {
+         if(List.of(PROVIDER, MESSAGE, VERSION).contains(source.getName()))
+         {
+            source.withSearchFields(PROVIDER.equals(source.getName()) ? List.of("label", "name") : MESSAGE.equals(source.getName()) ? List.of("subject") : List.of("versionNumber", "locale"))
+               .withOrderByField("id");
+         }
+      }
       return (result);
    }
 
    /*******************************************************************************
-    ** The seven phase (a) tables.
+    ** Outbound delivery and tracking tables.
     *******************************************************************************/
    public static List<QTableMetaData> tables(EmailQBitConfig config)
    {
@@ -112,6 +125,8 @@ public final class EmailTables
       tables.add(templateversion(config));
       tables.add(brand(config));
       tables.add(suppression(config));
+      tables.add(inbox(config));
+      tables.add(event(config));
       for(QTableMetaData table : tables)
       {
          for(QFieldMetaData field : config.getSecurityFields())
@@ -189,13 +204,14 @@ public final class EmailTables
          .withField(field("lastFailureMessage", QFieldType.STRING).withMaxLength(500))
          .withField(field("dispatchLock", QFieldType.INTEGER).withDefaultValue(0).withIsHidden(true).withIsEditable(false))
          .withField(field("defaultSlot", QFieldType.INTEGER).withIsHidden(true).withIsEditable(false));
-      table.withRecordLabelFormatAndFields("%s", "name");
+      table.withRecordLabelFormat(null).withRecordLabelFields(List.of());
       table.withUniqueKey(new UniqueKey("name"));
       table.withUniqueKey(new UniqueKey("defaultSlot"));
       table.withSection(SectionFactory.defaultT1("id", "name", "label", "kind", "enabled", "isDefault"));
       table.withSection(SectionFactory.defaultT2("fromAddress", "fromName", "replyTo", "sendingDomain", "host", "port", "security", "region", "usernameEnvName", "secretEnvName", "webhookSecretEnvName", "snsTopicArn", "configurationSet", "messageStream", "maxPerMinute", "maxPerDay", "trackOpens", "trackClicks", "phiAllowed", "healthStatus", "lastSuccessDate", "lastFailureDate", "lastFailureMessage"));
       table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
       table.withSection(SectionFactory.customT2("children", new QIcon("list")).withLabel("Messages").withWidgetName(PROVIDER + "_children"));
+      table.withSection(SectionFactory.customT2("inbox", new QIcon("list")).withLabel("Webhook Inbox").withWidgetName(INBOX + "_children"));
       return (table);
    }
 
@@ -214,13 +230,15 @@ public final class EmailTables
          .withField(field("replyTo", QFieldType.STRING).withIsSensitive(true).withMaxLength(500))
          .withField(field("subject", QFieldType.TEXT).withIsSensitive(true))
          .withField(field("templateId", QFieldType.INTEGER).withPossibleValueSourceName(TEMPLATE))
-         .withField(field("templateVersionId", QFieldType.INTEGER).withPossibleValueSourceName(VERSION))
+         .withField(field("templateVersionId", QFieldType.INTEGER).withPossibleValueSourceName(VERSION).withPossibleValueSourceFilter(com.kingsrook.qbits.email.support.EmailStore.equal("templateId", "${input.templateId}")))
          .withField(field("brandId", QFieldType.INTEGER).withPossibleValueSourceName(BRAND))
          .withField(field("category", QFieldType.STRING).withPossibleValueSourceName("email_category").withMaxLength(500))
          .withField(field("locale", QFieldType.STRING).withDefaultValue("en").withMaxLength(500))
          .withField(field("variablesSnapshot", QFieldType.TEXT).withIsSensitive(true))
          .withField(field("htmlBody", QFieldType.TEXT).withIsSensitive(true))
          .withField(field("textBody", QFieldType.TEXT).withIsSensitive(true))
+         .withField(field("phiApproved", QFieldType.BOOLEAN).withDefaultValue(false).withIsEditable(false))
+         .withField(field("unsubscribeUrl", QFieldType.TEXT))
          .withField(field("bodySha256", QFieldType.STRING).withMaxLength(500))
          .withField(field("idempotencyKey", QFieldType.STRING).withMaxLength(500))
          .withField(field("providerId", QFieldType.INTEGER).withPossibleValueSourceName(PROVIDER))
@@ -232,6 +250,8 @@ public final class EmailTables
          .withField(field("finishedDate", QFieldType.DATE_TIME))
          .withField(field("sentDate", QFieldType.DATE_TIME))
          .withField(field("deliveredDate", QFieldType.DATE_TIME))
+         .withField(field("bouncedDate", QFieldType.DATE_TIME))
+         .withField(field("complainedDate", QFieldType.DATE_TIME))
          .withField(field("deadLetterDate", QFieldType.DATE_TIME))
          .withField(field("linkedTableName", QFieldType.STRING).withMaxLength(500))
          .withField(field("linkedRecordId", QFieldType.STRING).withMaxLength(500)
@@ -240,11 +260,14 @@ public final class EmailTables
          .withField(field("senderProcess", QFieldType.STRING).withMaxLength(500))
          .withField(field("suppressedAddresses", QFieldType.TEXT).withIsSensitive(true))
          .withField(field("sendAfter", QFieldType.DATE_TIME));
+      table.withRecordLabelFormat(null).withRecordLabelFields(List.of());
+      table.getField("subject").setIsHeavy(false);
       table.withUniqueKey(new UniqueKey("idempotencyKey"));
       table.withSection(SectionFactory.defaultT1("id", "status", "toAddresses", "ccAddresses", "bccAddresses", "fromAddress"));
-      table.withSection(SectionFactory.defaultT2("replyTo", "subject", "templateId", "templateVersionId", "brandId", "category", "locale", "variablesSnapshot", "htmlBody", "textBody", "bodySha256", "idempotencyKey", "providerId", "providerMessageId", "attemptCount", "nextAttemptDate", "leaseExpiresDate", "lastError", "finishedDate", "sentDate", "deliveredDate", "deadLetterDate", "linkedTableName", "linkedRecordId", "senderQbit", "senderProcess", "suppressedAddresses", "sendAfter"));
+      table.withSection(SectionFactory.defaultT2("replyTo", "subject", "templateId", "templateVersionId", "brandId", "category", "locale", "variablesSnapshot", "htmlBody", "textBody", "phiApproved", "unsubscribeUrl", "bodySha256", "idempotencyKey", "providerId", "providerMessageId", "attemptCount", "nextAttemptDate", "leaseExpiresDate", "lastError", "finishedDate", "sentDate", "deliveredDate", "bouncedDate", "complainedDate", "deadLetterDate", "linkedTableName", "linkedRecordId", "senderQbit", "senderProcess", "suppressedAddresses", "sendAfter"));
       table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
       table.withSection(SectionFactory.customT2("children", new QIcon("list")).withLabel("Attempts").withWidgetName(MESSAGE + "_children"));
+      table.withSection(SectionFactory.customT2("events", new QIcon("list")).withLabel("Events").withWidgetName(EVENT + "_children"));
       return (table);
    }
 
@@ -284,17 +307,19 @@ public final class EmailTables
          .withField(field("category", QFieldType.STRING).withPossibleValueSourceName("email_category").withMaxLength(500))
          .withField(field("kind", QFieldType.STRING).withPossibleValueSourceName("email_template_kind").withIsRequired(true).withMaxLength(500))
          .withField(field("brandId", QFieldType.INTEGER).withPossibleValueSourceName(BRAND))
-         .withField(field("activeVersionId", QFieldType.INTEGER).withPossibleValueSourceName(VERSION))
-         .withField(field("phiApproved", QFieldType.BOOLEAN).withDefaultValue(false))
-         .withField(field("phiApprovedBy", QFieldType.STRING).withMaxLength(500))
-         .withField(field("phiApprovedDate", QFieldType.DATE_TIME))
+         .withField(field("activeVersionId", QFieldType.INTEGER).withPossibleValueSourceName(VERSION).withIsEditable(false).withPossibleValueSourceFilter(com.kingsrook.qbits.email.support.EmailStore.equal("templateId", "${input.id}")))
+         .withField(field("approvedVersionId", QFieldType.INTEGER).withIsEditable(false).withPossibleValueSourceName(VERSION).withPossibleValueSourceFilter(com.kingsrook.qbits.email.support.EmailStore.equal("templateId", "${input.id}")))
+         .withField(field("versionLock", QFieldType.INTEGER).withIsHidden(true).withIsEditable(false))
+         .withField(field("phiApproved", QFieldType.BOOLEAN).withDefaultValue(false).withIsEditable(false))
+         .withField(field("phiApprovedBy", QFieldType.STRING).withMaxLength(500).withIsEditable(false))
+         .withField(field("phiApprovedDate", QFieldType.DATE_TIME).withIsEditable(false))
          .withField(field("editPermissionName", QFieldType.STRING).withMaxLength(500))
          .withField(field("ownerQbit", QFieldType.STRING).withMaxLength(500))
          .withField(field("description", QFieldType.TEXT));
       table.withRecordLabelFormatAndFields("%s", "name");
       table.withUniqueKey(new UniqueKey("name"));
       table.withSection(SectionFactory.defaultT1("id", "name", "label", "category", "kind", "brandId"));
-      table.withSection(SectionFactory.defaultT2("activeVersionId", "phiApproved", "phiApprovedBy", "phiApprovedDate", "editPermissionName", "ownerQbit", "description"));
+      table.withSection(SectionFactory.defaultT2("activeVersionId", "approvedVersionId", "phiApproved", "phiApprovedBy", "phiApprovedDate", "editPermissionName", "ownerQbit", "description"));
       table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
       table.withSection(SectionFactory.customT2("children", new QIcon("list")).withLabel("Versions").withWidgetName(TEMPLATE + "_children"));
       return (table);
@@ -307,20 +332,22 @@ public final class EmailTables
    private static QTableMetaData templateversion(EmailQBitConfig config)
    {
       QTableMetaData table = base(config, VERSION, "Template Version")
-         .withField(field("templateId", QFieldType.INTEGER).withPossibleValueSourceName(TEMPLATE))
-         .withField(field("versionNumber", QFieldType.INTEGER))
-         .withField(field("status", QFieldType.STRING).withPossibleValueSourceName("email_version_status").withMaxLength(500))
-         .withField(field("locale", QFieldType.STRING).withDefaultValue("en").withMaxLength(500))
+         .withField(field("templateId", QFieldType.INTEGER).withPossibleValueSourceName(TEMPLATE).withIsRequired(true))
+         .withField(field("versionNumber", QFieldType.INTEGER).withIsRequired(true))
+         .withField(field("status", QFieldType.STRING).withPossibleValueSourceName("email_version_status").withDefaultValue("DRAFT").withIsEditable(false).withMaxLength(500))
+         .withField(field("locale", QFieldType.STRING).withDefaultValue("en").withMaxLength(500).withIsRequired(true))
          .withField(field("subject", QFieldType.TEXT).withIsSensitive(true))
          .withField(field("preheader", QFieldType.TEXT))
          .withField(field("bodySource", QFieldType.TEXT))
          .withField(field("textSource", QFieldType.TEXT))
-         .withField(field("compiledHtml", QFieldType.TEXT))
+         .withField(field("compiledHtml", QFieldType.TEXT).withIsEditable(false))
          .withField(field("variablesSchema", QFieldType.TEXT))
          .withField(field("sampleVariables", QFieldType.TEXT))
          .withField(field("createdBy", QFieldType.STRING).withMaxLength(500))
          .withField(field("activatedDate", QFieldType.DATE_TIME));
+      table.withRecordLabelFormat(null).withRecordLabelFields(List.of());
       table.withUniqueKey(new UniqueKey("templateId", "versionNumber", "locale"));
+      table.withSection(SectionFactory.customT2("preview", new QIcon("preview")).withLabel("Preview").withWidgetName("emailTemplatePreview"));
       table.withSection(SectionFactory.defaultT1("id", "templateId", "versionNumber", "status", "locale", "subject"));
       table.withSection(SectionFactory.defaultT2("preheader", "bodySource", "textSource", "compiledHtml", "variablesSchema", "sampleVariables", "createdBy", "activatedDate"));
       table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
@@ -343,6 +370,8 @@ public final class EmailTables
          .withField(field("textColor", QFieldType.STRING).withMaxLength(500))
          .withField(field("backgroundColor", QFieldType.STRING).withMaxLength(500))
          .withField(field("darkBackgroundColor", QFieldType.STRING).withMaxLength(500))
+         .withField(field("darkPrimaryColor", QFieldType.STRING).withMaxLength(500))
+         .withField(field("darkButtonTextColor", QFieldType.STRING).withMaxLength(500))
          .withField(field("darkTextColor", QFieldType.STRING).withMaxLength(500))
          .withField(field("buttonTextColor", QFieldType.STRING).withMaxLength(500))
          .withField(field("footerMarkdown", QFieldType.TEXT))
@@ -354,7 +383,7 @@ public final class EmailTables
       table.withRecordLabelFormatAndFields("%s", "name");
       table.withUniqueKey(new UniqueKey("name"));
       table.withSection(SectionFactory.defaultT1("id", "name", "label", "logoUrl", "logoDarkUrl", "logoAlt"));
-      table.withSection(SectionFactory.defaultT2("primaryColor", "textColor", "backgroundColor", "darkBackgroundColor", "darkTextColor", "buttonTextColor", "footerMarkdown", "postalAddress", "socialLinks", "siteUrl", "isDefault", "appName"));
+      table.withSection(SectionFactory.defaultT2("primaryColor", "textColor", "backgroundColor", "darkBackgroundColor", "darkTextColor", "darkPrimaryColor", "darkButtonTextColor", "buttonTextColor", "footerMarkdown", "postalAddress", "socialLinks", "siteUrl", "isDefault", "appName"));
       table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
       return (table);
    }
@@ -370,7 +399,7 @@ public final class EmailTables
          .withField(field("scope", QFieldType.STRING).withPossibleValueSourceName("email_suppression_scope").withIsRequired(true).withMaxLength(500))
          .withField(field("reason", QFieldType.STRING).withPossibleValueSourceName("email_suppression_reason").withIsRequired(true).withMaxLength(500))
          .withField(field("sourceMessageId", QFieldType.INTEGER))
-         .withField(field("sourceEventId", QFieldType.INTEGER))
+         .withField(field("sourceEventId", QFieldType.INTEGER).withPossibleValueSourceName(EVENT))
          .withField(field("note", QFieldType.TEXT))
          .withField(field("createdDate", QFieldType.DATE_TIME))
          .withField(field("expiresDate", QFieldType.DATE_TIME));
@@ -381,12 +410,59 @@ public final class EmailTables
       return (table);
    }
 
+
+   /*******************************************************************************
+    ** System-written webhook inbox records.
+    *******************************************************************************/
+   private static QTableMetaData inbox(EmailQBitConfig config)
+   {
+      QTableMetaData table = base(config, INBOX, "Webhook Inbox")
+         .withField(field("providerId", QFieldType.INTEGER).withIsRequired(true).withPossibleValueSourceName(PROVIDER))
+         .withField(field("kind", QFieldType.STRING).withMaxLength(500))
+         .withField(field("externalEventId", QFieldType.STRING).withMaxLength(500).withIsRequired(true))
+         .withField(field("nonce", QFieldType.STRING).withMaxLength(500))
+         .withField(field("status", QFieldType.STRING).withMaxLength(500).withIsRequired(true).withPossibleValueSourceName("email_inbox_status"))
+         .withField(field("attempts", QFieldType.INTEGER))
+         .withField(field("nextAttemptDate", QFieldType.DATE_TIME))
+         .withField(field("lastError", QFieldType.STRING).withMaxLength(500))
+         .withField(field("payloadJson", QFieldType.TEXT).withIsSensitive(true))
+         .withField(field("payloadSha256", QFieldType.STRING).withMaxLength(500))
+         .withField(field("receivedDate", QFieldType.DATE_TIME))
+         .withField(field("processedDate", QFieldType.DATE_TIME));
+      table.withUniqueKey(new UniqueKey("providerId", "externalEventId"));
+      table.withUniqueKey(new UniqueKey("providerId", "nonce"));
+      table.withSection(SectionFactory.defaultT1("id", "providerId", "kind", "externalEventId", "nonce", "status", "attempts", "nextAttemptDate", "lastError", "payloadJson", "payloadSha256", "receivedDate", "processedDate"));
+      table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
+      return (table);
+   }
+
+   /*******************************************************************************
+    ** System-written event records.
+    *******************************************************************************/
+   private static QTableMetaData event(EmailQBitConfig config)
+   {
+      QTableMetaData table = base(config, EVENT, "Event")
+         .withField(field("messageId", QFieldType.INTEGER).withIsRequired(true).withPossibleValueSourceName(MESSAGE))
+         .withField(field("providerId", QFieldType.INTEGER).withPossibleValueSourceName(PROVIDER))
+         .withField(field("eventType", QFieldType.STRING).withMaxLength(500).withIsRequired(true).withPossibleValueSourceName("email_event_type"))
+         .withField(field("bounceType", QFieldType.STRING).withMaxLength(500).withPossibleValueSourceName("email_bounce_type"))
+         .withField(field("recipient", QFieldType.STRING).withMaxLength(500).withIsSensitive(true))
+         .withField(field("occurredDate", QFieldType.DATE_TIME))
+         .withField(field("detail", QFieldType.STRING).withMaxLength(500))
+         .withField(field("url", QFieldType.TEXT).withIsSensitive(true))
+         .withField(field("eventKey", QFieldType.STRING).withMaxLength(500).withIsRequired(true).withIsHidden(true));
+      table.withUniqueKey(new UniqueKey("eventKey"));
+      table.withSection(SectionFactory.defaultT1("id", "messageId", "providerId", "eventType", "bounceType", "recipient", "occurredDate", "detail", "url"));
+      table.withSection(SectionFactory.defaultT3("createDate", "modifyDate"));
+      return (table);
+   }
+
    /*******************************************************************************
     ** Relations used by child lists.
     *******************************************************************************/
    public static List<QJoinMetaData> joins()
    {
-      return (List.of(join(PROVIDER, MESSAGE, "providerId"), join(MESSAGE, ATTEMPT, "messageId"), join(TEMPLATE, VERSION, "templateId")));
+      return (List.of(join(PROVIDER, MESSAGE, "providerId"), join(MESSAGE, ATTEMPT, "messageId"), join(TEMPLATE, VERSION, "templateId"), join(PROVIDER, INBOX, "providerId"), join(MESSAGE, EVENT, "messageId")));
    }
 
    /*******************************************************************************
@@ -406,8 +482,8 @@ public final class EmailTables
       List<QWidgetMetaData> widgets = new ArrayList<>();
       for(QJoinMetaData join : joins())
       {
-         widgets.add(ChildRecordListRenderer.widgetMetaDataBuilder(join).withName(join.getLeftTable() + "_children")
-            .withLabel(join.getRightTable().equals(ATTEMPT) ? "Attempts" : join.getRightTable().equals(VERSION) ? "Versions" : "Messages")
+         widgets.add(ChildRecordListRenderer.widgetMetaDataBuilder(join).withName(List.of(INBOX, EVENT).contains(join.getRightTable()) ? join.getRightTable() + "_children" : join.getLeftTable() + "_children")
+            .withLabel(join.getRightTable().equals(INBOX) ? "Webhook Inbox" : join.getRightTable().equals(EVENT) ? "Events" : join.getRightTable().equals(ATTEMPT) ? "Attempts" : join.getRightTable().equals(VERSION) ? "Versions" : "Messages")
             .withMaxRows(50).getWidgetMetaData().withGridColumns(12).withPermissionRules(permissionRules()));
       }
       return (widgets);

src/main/java/com/kingsrook/qbits/email/outbox/AdHocEmailRenderer.java

@@ -21,15 +21,10 @@
 package com.kingsrook.qbits.email.outbox;
 
 
-import java.util.List;
-import org.commonmark.ext.autolink.AutolinkExtension;
-import org.commonmark.ext.gfm.tables.TablesExtension;
-import org.commonmark.parser.Parser;
-import org.commonmark.renderer.html.HtmlRenderer;
 
 
 /*******************************************************************************
- ** Minimal part 1 layout. Markdown raw HTML and unsafe URL schemes are disabled.
+ ** Branded ad-hoc rendering. Markdown raw HTML and unsafe URL schemes are disabled.
  *******************************************************************************/
 public class AdHocEmailRenderer implements EmailRenderer
 {
@@ -39,36 +34,22 @@ public class AdHocEmailRenderer implements EmailRenderer
    @Override
    public Rendered render(EmailRequest request)
    {
-      String html = request.getHtmlBody();
-      if(html == null)
+      try
       {
-         if(request.getMarkdownBody() != null)
+         var brand = com.kingsrook.qbits.email.render.EmailBrands.resolve(request.getBrandName(), null);
+         String html = request.getHtmlBody();
+         if(html == null)
          {
-            var extensions = List.of(TablesExtension.create(), AutolinkExtension.create());
-            html = HtmlRenderer.builder().escapeHtml(true).sanitizeUrls(true).extensions(extensions).build()
-               .render(Parser.builder().extensions(extensions).build().parse(request.getMarkdownBody()));
-         }
-         else
-         {
-            html = "<pre>" + escape(request.getTextBody()) + "</pre>";
+            String body = request.getMarkdownBody() == null ? "<pre>" + com.kingsrook.qbits.email.template.EmailTemplateEngine.escape(request.getTextBody()) + "</pre>"
+               : com.kingsrook.qbits.email.render.EmailMarkdown.render(request.getMarkdownBody(), brand);
+            html = com.kingsrook.qbits.email.render.EmailLayout.render(body, "", brand,
+               request.getCategory() == null ? EmailCategory.TRANSACTIONAL : request.getCategory(), "");
          }
+         return (new Rendered(html, request.getTextBody() == null ? com.kingsrook.qbits.email.render.HtmlToText.convert(html) : request.getTextBody()));
       }
-      String text = request.getTextBody();
-      if(text == null)
+      catch(com.kingsrook.qqq.backend.core.exceptions.QException e)
       {
-         text = html.replaceAll("(?is)<(script|style)[^>]*>.*?</\\1>", "")
-            .replaceAll("(?i)<br\\s*/?>|</(p|div|li|h[1-6]|tr)>", "\n")
-            .replaceAll("<[^>]+>", "").replace("&lt;", "<").replace("&gt;", ">").replace("&quot;", "\"")
-            .replace("&#39;", "'").replace("&nbsp;", " ").replace("&amp;", "&").strip();
+         throw (new IllegalArgumentException("Email brand is unavailable"));
       }
-      return (new Rendered("<!doctype html><html><body><main>" + html + "</main></body></html>", text));
-   }
-
-   /*******************************************************************************
-    ** Escape plain text for the fallback HTML part.
-    *******************************************************************************/
-   private static String escape(String text)
-   {
-      return (text == null ? "" : text.replace("&", "&amp;").replace("<", "&lt;").replace(">", "&gt;"));
    }
 }

src/main/java/com/kingsrook/qbits/email/outbox/EmailRequest.java

@@ -31,7 +31,7 @@ import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
 
 
 /*******************************************************************************
- ** Synchronous enqueue request. Templates and classified variables arrive in part 2.
+ ** Synchronous enqueue request with explicit record provenance.
  *******************************************************************************/
 public class EmailRequest
 {
@@ -48,7 +48,7 @@ public class EmailRequest
    private String templateName;
    private String brandName;
    private String locale = "en";
-   private EmailCategory category = EmailCategory.TRANSACTIONAL;
+   private EmailCategory category;
    private String idempotencyKey;
    private Instant sendAfter;
    private String linkedTableName;
@@ -57,6 +57,7 @@ public class EmailRequest
    private String senderProcess;
    private QBackendTransaction transaction;
    private String transactionBackendName;
+   private Map<String, RecordVariable> recordVariables = new LinkedHashMap<>();
    private Map<String, Serializable> variables = new LinkedHashMap<>();
    private Map<String, Serializable> securityValues = new LinkedHashMap<>();
 
@@ -118,7 +119,7 @@ public class EmailRequest
    }
 
    /*******************************************************************************
-    ** Accept template variables as a seam; part 1 refuses variable-bearing requests.
+    ** Bind one schema variable.
     *******************************************************************************/
    public EmailRequest withVariable(String name, Serializable value)
    {
@@ -131,7 +132,7 @@ public class EmailRequest
     *******************************************************************************/
    public EmailRequest withRecordVariable(String name, String table, Serializable id)
    {
-      variables.put(name, new LinkedHashMap<>(Map.of("table", table, "id", id)));
+      recordVariables.put(name, new RecordVariable(table, id));
       return (this);
    }
 
@@ -590,4 +591,19 @@ public class EmailRequest
       this.securityValues = securityValues;
       return (this);
    }
+
+   /*******************************************************************************
+    ** A record reference is distinct from an ordinary JSON object.
+    *******************************************************************************/
+   public record RecordVariable(String table, Serializable id)
+   {
+   }
+
+   /*******************************************************************************
+    ** Record bindings, read under the sender session by the service.
+    *******************************************************************************/
+   public Map<String, RecordVariable> getRecordVariables()
+   {
+      return (recordVariables);
+   }
 }

src/main/java/com/kingsrook/qbits/email/outbox/EmailService.java

@@ -36,8 +36,10 @@ import com.kingsrook.qbits.email.metadata.EmailTableCustomizers;
 import com.kingsrook.qbits.email.metadata.EmailTables;
 import com.kingsrook.qbits.email.permissions.EmailPermissionChecker;
 import com.kingsrook.qbits.email.permissions.EmailPermissions;
+import com.kingsrook.qbits.email.render.EmailUnsubscribeLinks;
 import com.kingsrook.qbits.email.support.EmailStore;
 import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailTemplateRenderer;
 import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
 import com.kingsrook.qqq.backend.core.actions.permissions.CorePermissionEnforcer;
 import com.kingsrook.qqq.backend.core.exceptions.QException;
@@ -64,7 +66,7 @@ public final class EmailService
    }
 
    /*******************************************************************************
-    ** Queue with the part 1 renderer.
+    ** Queue validated, rendered alternatives with optional versioned templates.
     *******************************************************************************/
    public static EmailSendResult send(EmailRequest request) throws QException
    {
@@ -72,9 +74,17 @@ public final class EmailService
    }
 
    /*******************************************************************************
-    ** Queue with a renderer supplied by the host or a later phase.
+    ** Queue with a host-supplied ad-hoc renderer; templates always use the validated engine.
     *******************************************************************************/
    public static EmailSendResult send(EmailRequest request, EmailRenderer renderer) throws QException
+   {
+      return (send(request, renderer, null));
+   }
+
+   /*******************************************************************************
+    ** Shared enqueue path, including already protected retained content.
+    *******************************************************************************/
+   private static EmailSendResult send(EmailRequest request, EmailRenderer renderer, QRecord retained) throws QException
    {
       EmailQBitConfig config = EmailRuntime.config();
       if(config == null)
@@ -89,20 +99,28 @@ public final class EmailService
       {
          return (refused("An email request is required"));
       }
-      if(request.getTemplateName() != null)
+      EmailTemplateRenderer templateRenderer;
+      QRecord templateContent;
+      try
       {
-         return (refused("templates arrive in part 2"));
+         templateRenderer = request.getTemplateName() == null ? null : EmailTemplateRenderer.prepare(request);
+         templateContent = templateRenderer == null ? retained : templateRenderer.render("pending", "https://example.invalid/unsubscribe/pending", true);
       }
-      if(!request.getVariables().isEmpty() || request.getBrandName() != null)
+      catch(IllegalArgumentException e)
       {
-         return (refused("Template variables and branding arrive in part 2"));
+         return (refused(e.getMessage()));
       }
-      if(request.getSubject() == null || request.getSubject().contains("\r") || request.getSubject().contains("\n")
-         || (request.getMarkdownBody() == null && request.getHtmlBody() == null && request.getTextBody() == null))
+      if(templateRenderer == null && (!request.getVariables().isEmpty() || !request.getRecordVariables().isEmpty()))
+      {
+         return (refused("Variables require a template with a schema"));
+      }
+      if(templateRenderer == null && (request.getSubject() == null || request.getSubject().contains("\r") || request.getSubject().contains("\n")
+         || (request.getMarkdownBody() == null && request.getHtmlBody() == null && request.getTextBody() == null)))
       {
          return (refused("A subject and message body are required; subject must be one line"));
       }
-      EmailCategory category = request.getCategory() == null ? EmailCategory.TRANSACTIONAL : request.getCategory();
+      EmailCategory category = templateContent == null ? (request.getCategory() == null ? EmailCategory.TRANSACTIONAL : request.getCategory())
+         : EmailCategory.valueOf(templateContent.getValueString("category"));
       QBackendTransaction transaction = request.getTransaction();
       boolean sameBackend = transaction == null || request.getTransactionBackendName() == null || config.getBackendName().equals(request.getTransactionBackendName());
       QBackendTransaction queryTransaction = sameBackend ? transaction : null;
@@ -125,6 +143,22 @@ public final class EmailService
       {
          return (new EmailSendResult(null, EmailSendResult.Status.REFUSED, providerErrors));
       }
+      try
+      {
+         if(templateRenderer != null)
+         {
+            templateRenderer.validateProvider(provider);
+         }
+         else if(retained != null && Boolean.TRUE.equals(retained.getValueBoolean("phiApproved")))
+         {
+            EmailTemplateRenderer.checkProvider(provider);
+            com.kingsrook.qbits.email.phi.EmailBodyEncryption.encrypt(null, "subject", "pending");
+         }
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (refused(e.getMessage()));
+      }
       List<String> to;
       List<String> cc;
       List<String> bcc;
@@ -154,6 +188,18 @@ public final class EmailService
       {
          return (refused("One or more email addresses are invalid"));
       }
+      try
+      {
+         String unsubscribe = EmailUnsubscribeLinks.create("pending", String.join(",", to), category.name());
+         if(unsubscribe != null || retained != null && retained.getValueString("unsubscribeUrl") != null)
+         {
+            EmailUnsubscribeLinks.recipient(String.join(",", to), String.join(",", cc), String.join(",", bcc));
+         }
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (refused(e.getMessage()));
+      }
       if(to.isEmpty() && cc.isEmpty() && bcc.isEmpty())
       {
          return (refused("At least one recipient is required"));
@@ -180,18 +226,36 @@ public final class EmailService
          });
       }
       boolean allSuppressed = to.isEmpty() && cc.isEmpty() && bcc.isEmpty();
-      EmailRenderer.Rendered rendered = renderer.render(request);
+      EmailRenderer.Rendered rendered;
+      QRecord adHocBrand = null;
+      try
+      {
+         rendered = templateContent == null ? renderer.render(request) : new EmailRenderer.Rendered(templateContent.getValueString("htmlBody"), templateContent.getValueString("textBody"));
+         if(templateContent == null)
+         {
+            adHocBrand = com.kingsrook.qbits.email.render.EmailBrands.resolve(request.getBrandName(), null);
+         }
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (refused(e.getMessage()));
+      }
       Instant now = EmailRuntime.clock().instant();
       QRecord row = new QRecord().withValue("providerId", provider.getValue("id"))
          .withValue("status", allSuppressed ? "SUPPRESSED" : "QUEUED").withValue("finishedDate", allSuppressed ? now : null).withValue("attemptCount", 0)
          .withValue("toAddresses", String.join(",", to)).withValue("ccAddresses", String.join(",", cc)).withValue("bccAddresses", String.join(",", bcc))
          .withValue("fromAddress", from).withValue("replyTo", replyTo).withValue("subject", request.getSubject())
          .withValue("htmlBody", rendered.html()).withValue("textBody", rendered.text()).withValue("bodySha256", digest(rendered))
+         .withValue("brandId", adHocBrand == null ? null : adHocBrand.getValue("id"))
          .withValue("category", category.name()).withValue("locale", request.getLocale()).withValue("idempotencyKey", request.getIdempotencyKey())
          .withValue("linkedTableName", request.getLinkedTableName()).withValue("linkedRecordId", request.getLinkedRecordId())
          .withValue("senderQbit", request.getSenderQbit()).withValue("senderProcess", request.getSenderProcess())
          .withValue("sendAfter", request.getSendAfter()).withValue("nextAttemptDate", request.getSendAfter() == null ? now : request.getSendAfter())
          .withValue("suppressedAddresses", String.join(",", dropped));
+      if(templateContent != null)
+      {
+         row.getValues().putAll(templateContent.getValues());
+      }
       for(var field : config.getSecurityFields())
       {
          row.setValue(field.getName(), request.getSecurityValues().get(field.getName()));
@@ -202,7 +266,7 @@ public final class EmailService
          {
             try
             {
-               if(insert(row, null).status() == EmailSendResult.Status.REFUSED)
+               if(insert(row, null, templateRenderer).status() == EmailSendResult.Status.REFUSED)
                {
                   throw (new QException("Email after-commit enqueue failed"));
                }
@@ -216,21 +280,70 @@ public final class EmailService
          return (new EmailSendResult(null, allSuppressed ? EmailSendResult.Status.SUPPRESSED : EmailSendResult.Status.QUEUED,
             List.of("Enqueue deferred until caller transaction commits")));
       }
-      return (insert(row, transaction));
+      return (insert(row, transaction, templateRenderer));
+   }
+
+   /*******************************************************************************
+    ** Resend retained content without decrypting it or downgrading PHI policy.
+    ** Snapshot tokens keep the original binding; the new row links to that row.
+    *******************************************************************************/
+   public static EmailSendResult resend(Integer id) throws QException
+   {
+      if(!SystemWrites.active() && !EmailPermissionChecker.has(EmailPermissions.MANAGE))
+      {
+         return (refused("Resending email needs email.manage"));
+      }
+      QRecord row = EmailStore.get(EmailTables.MESSAGE, id, null);
+      if(row == null || row.getValueString("htmlBody") == null && row.getValueString("textBody") == null)
+      {
+         return (refused("Retained message content is unavailable"));
+      }
+      QRecord provider = EmailStore.get(EmailTables.PROVIDER, row.getValueInteger("providerId"), null);
+      if(provider == null)
+      {
+         return (refused("Provider is unavailable"));
+      }
+      EmailRequest request = new EmailRequest().withSubject(row.getValueString("subject")).withHtmlBody(row.getValueString("htmlBody"))
+         .withTextBody(row.getValueString("textBody")).withFrom(row.getValueString("fromAddress")).withReplyTo(row.getValueString("replyTo"))
+         .withProviderName(provider.getValueString("name")).withCategory(EmailCategory.valueOf(row.getValueString("category")))
+         .withLinkedRecord(EmailTables.MESSAGE, id).withSender("email", "email_resend");
+      if(row.getValueString("toAddresses") != null && !row.getValueString("toAddresses").isBlank())
+      {
+         request.withTo(row.getValueString("toAddresses"));
+      }
+      if(row.getValueString("ccAddresses") != null && !row.getValueString("ccAddresses").isBlank())
+      {
+         request.withCc(row.getValueString("ccAddresses"));
+      }
+      if(row.getValueString("bccAddresses") != null && !row.getValueString("bccAddresses").isBlank())
+      {
+         request.withBcc(row.getValueString("bccAddresses"));
+      }
+      for(var field : EmailRuntime.config().getSecurityFields())
+      {
+         request.getSecurityValues().put(field.getName(), row.getValue(field.getName()));
+      }
+      QRecord content = new QRecord();
+      for(String field : List.of("subject", "htmlBody", "textBody", "variablesSnapshot", "phiApproved", "templateId", "templateVersionId", "brandId", "locale", "category", "unsubscribeUrl"))
+      {
+         content.setValue(field, row.getValue(field));
+      }
+      content.withValue("encryptionSourceId", row.getValueString("id"));
+      return (send(request, ignored -> new EmailRenderer.Rendered(row.getValueString("htmlBody"), row.getValueString("textBody")), content));
    }
 
    /*******************************************************************************
     ** Insert once; the database unique key arbitrates concurrent requests.
     *******************************************************************************/
-   private static EmailSendResult insert(QRecord row, QBackendTransaction caller) throws QException
+   private static EmailSendResult insert(QRecord row, QBackendTransaction caller, EmailTemplateRenderer templateRenderer) throws QException
    {
       if(caller != null)
       {
-         return (insertInTransaction(row, caller));
+         return (insertInTransaction(row, caller, templateRenderer));
       }
       try(QBackendTransaction transaction = QBackendTransaction.openFor(new InsertInput(EmailTables.MESSAGE)))
       {
-         EmailSendResult result = insertInTransaction(row, transaction);
+         EmailSendResult result = insertInTransaction(row, transaction, templateRenderer);
          if(result.status() == EmailSendResult.Status.REFUSED)
          {
             transaction.rollback();
@@ -248,7 +361,7 @@ public final class EmailService
    /*******************************************************************************
     ** Insert using the caller transaction, returning only safe diagnostics.
     *******************************************************************************/
-   private static EmailSendResult insertInTransaction(QRecord row, QBackendTransaction transaction) throws QException
+   private static EmailSendResult insertInTransaction(QRecord row, QBackendTransaction transaction, EmailTemplateRenderer templateRenderer) throws QException
    {
       // A shared provider-row gate prevents a duplicate-key failure from aborting
       // a caller-owned SQL transaction. The unique index remains the final arbiter.
@@ -278,8 +391,53 @@ public final class EmailService
       {
          return (refused("Could not queue the email message"));
       }
+      try
+      {
+         String unsubscribe = row.getValueString("unsubscribeUrl");
+         if(unsubscribe == null && !"SUPPRESSED".equals(row.getValueString("status"))
+            && (templateRenderer != null || !Boolean.TRUE.equals(row.getValueBoolean("phiApproved"))))
+         {
+            unsubscribe = EmailUnsubscribeLinks.create(inserted.getValueString("id"), row.getValueString("toAddresses"), row.getValueString("category"));
+         }
+         QRecord content;
+         if(templateRenderer != null)
+         {
+            content = templateRenderer.render(inserted.getValueString("id"), unsubscribe, true);
+         }
+         else
+         {
+            content = new QRecord();
+            if(Boolean.TRUE.equals(row.getValueBoolean("phiApproved")))
+            {
+               for(String field : List.of("subject", "htmlBody", "textBody"))
+               {
+                  content.setValue(field, com.kingsrook.qbits.email.phi.EmailBodyEncryption.rebind(row.getValueString(field), field,
+                     row.getValueString("encryptionSourceId"), inserted.getValueString("id")));
+               }
+            }
+            if(unsubscribe != null && row.getValueString("unsubscribeUrl") == null)
+            {
+               String link = "<p><a href=\"" + com.kingsrook.qbits.email.template.EmailTemplateEngine.escape(unsubscribe) + "\">Unsubscribe</a></p>";
+               String html = row.getValueString("htmlBody");
+               java.util.regex.Matcher end = java.util.regex.Pattern.compile("</footer>|</body>", java.util.regex.Pattern.CASE_INSENSITIVE).matcher(html);
+               content.withValue("htmlBody", end.find() ? html.substring(0, end.start()) + link + html.substring(end.start()) : html + link)
+                  .withValue("textBody", row.getValueString("textBody") + "\nUnsubscribe (" + unsubscribe + ")");
+            }
+         }
+         content.withValue("id", inserted.getValue("id")).withValue("unsubscribeUrl", unsubscribe);
+         if(content.getValueString("htmlBody") != null)
+         {
+            content.withValue("bodySha256", digest(new EmailRenderer.Rendered(content.getValueString("htmlBody"), content.getValueString("textBody"))));
+         }
+         EmailStore.update(EmailTables.MESSAGE, content, transaction);
+      }
+      catch(IllegalArgumentException e)
+      {
+         SystemWrites.delete(EmailTables.MESSAGE, EmailStore.equal("id", inserted.getValueInteger("id")), transaction);
+         return (refused(e.getMessage()));
+      }
       return (new EmailSendResult(inserted.getValueInteger("id"), "SUPPRESSED".equals(row.getValueString("status"))
-         ? EmailSendResult.Status.SUPPRESSED : EmailSendResult.Status.QUEUED, List.of()));
+         ? EmailSendResult.Status.SUPPRESSED : EmailSendResult.Status.QUEUED, templateRenderer == null ? List.of() : templateRenderer.warnings()));
    }
 
    /*******************************************************************************

src/main/java/com/kingsrook/qbits/email/phi/EmailBodyEncryption.java

@@ -0,0 +1,137 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.phi;
+
+
+import javax.crypto.Cipher;
+import javax.crypto.spec.GCMParameterSpec;
+import javax.crypto.spec.SecretKeySpec;
+import java.nio.ByteBuffer;
+import java.nio.charset.StandardCharsets;
+import java.security.MessageDigest;
+import java.security.SecureRandom;
+import java.util.Base64;
+import com.kingsrook.qbits.email.EmailRuntime;
+
+
+/*******************************************************************************
+ ** Stateless AES-256-GCM body protection. Only the dispatcher decrypts content.
+ *******************************************************************************/
+public final class EmailBodyEncryption
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailBodyEncryption()
+   {
+   }
+
+   /*******************************************************************************
+    ** Resolve the deployment key, never retaining it between operations.
+    *******************************************************************************/
+   private static SecretKeySpec key() throws Exception
+   {
+      String secret = EmailRuntime.config().getSecretResolver().apply("QQQ_EMAIL_BODY_KEY");
+      if(secret == null || secret.isBlank())
+      {
+         throw (new IllegalArgumentException("PHI email needs QQQ_EMAIL_BODY_KEY"));
+      }
+      return (new SecretKeySpec(MessageDigest.getInstance("SHA-256").digest(secret.getBytes(StandardCharsets.UTF_8)), "AES"));
+   }
+
+   /*******************************************************************************
+    ** Encrypt with a fresh 96-bit nonce and 128-bit authentication tag.
+    *******************************************************************************/
+   public static String encrypt(String value, String column, String messageId)
+   {
+      try
+      {
+         SecretKeySpec key = key();
+         if(value == null)
+         {
+            return (null);
+         }
+         byte[] iv = new byte[12];
+         new SecureRandom().nextBytes(iv);
+         Cipher cipher = Cipher.getInstance("AES/GCM/NoPadding");
+         cipher.init(Cipher.ENCRYPT_MODE, key, new GCMParameterSpec(128, iv));
+         cipher.updateAAD(aad(column, messageId));
+         byte[] encrypted = cipher.doFinal(value.getBytes(StandardCharsets.UTF_8));
+         return ("enc:v1:" + Base64.getUrlEncoder().withoutPadding().encodeToString(ByteBuffer.allocate(iv.length + encrypted.length).put(iv).put(encrypted).array()));
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("PHI email needs QQQ_EMAIL_BODY_KEY"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Authenticate before exposing plaintext. Failures never echo ciphertext.
+    *******************************************************************************/
+   public static String decrypt(String value, String column, String messageId)
+   {
+      if(value == null || !value.startsWith("enc:v1:"))
+      {
+         return (value);
+      }
+      try
+      {
+         ByteBuffer bytes = ByteBuffer.wrap(Base64.getUrlDecoder().decode(value.substring(7)));
+         byte[] iv = new byte[12];
+         bytes.get(iv);
+         byte[] encrypted = new byte[bytes.remaining()];
+         bytes.get(encrypted);
+         Cipher cipher = Cipher.getInstance("AES/GCM/NoPadding");
+         cipher.init(Cipher.DECRYPT_MODE, key(), new GCMParameterSpec(128, iv));
+         cipher.updateAAD(aad(column, messageId));
+         return (new String(cipher.doFinal(encrypted), StandardCharsets.UTF_8));
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Encrypted email body could not be opened"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Bind ciphertext to its storage table, column and message identity.
+    *******************************************************************************/
+   private static byte[] aad(String column, String messageId)
+   {
+      String storageColumn = switch(column)
+      {
+         case "subject" -> "subject";
+         case "htmlBody" -> "html_body";
+         case "textBody" -> "text_body";
+         default -> throw (new IllegalArgumentException("Unknown protected email column"));
+      };
+      return (("email_message\n" + storageColumn + "\n" + java.util.Objects.requireNonNull(messageId)).getBytes(StandardCharsets.UTF_8));
+   }
+
+   /*******************************************************************************
+    ** Authenticate and rebind retained ciphertext without exposing plaintext to
+    ** the resend caller. Only delivery callers receive decrypted content.
+    *******************************************************************************/
+   public static String rebind(String value, String column, String oldMessageId, String newMessageId)
+   {
+      return (encrypt(decrypt(value, column, oldMessageId), column, newMessageId));
+   }
+
+}

src/main/java/com/kingsrook/qbits/email/phi/EmailClassifications.java

@@ -0,0 +1,109 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.phi;
+
+
+import com.kingsrook.qbits.email.EmailQBitConfig;
+import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
+
+
+/*******************************************************************************
+ ** STAND-IN(core=#1142, removeBy=RC.7). Core classification wins when available;
+ ** overrides then schema declarations provide the RC.5 compatibility contract.
+ *******************************************************************************/
+public final class EmailClassifications
+{
+   /*******************************************************************************
+    ** Ordered data sensitivity.
+    *******************************************************************************/
+   public enum Level
+   {
+      PUBLIC, CONFIDENTIAL, PII, PHI
+   }
+
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailClassifications()
+   {
+   }
+
+   /*******************************************************************************
+    ** Resolve a field without a compile-time dependency on unreleased core.
+    *******************************************************************************/
+   public static Level ofField(QTableMetaData table, String field, String declared, EmailQBitConfig config)
+   {
+      if(table != null && field != null)
+      {
+         try
+         {
+            Class<?> core = Class.forName("com.kingsrook.qqq.backend.core.actions.ai.AiDataClassifications");
+            Object value = core.getMethod("ofField", QTableMetaData.class, String.class).invoke(null, table, field);
+            if(value instanceof Enum<?> level)
+            {
+               return (Level.valueOf(level.name()));
+            }
+         }
+         catch(ClassNotFoundException e)
+         {
+            // Expected on RC.5; use the explicit stand-in configuration.
+         }
+         catch(ReflectiveOperationException | IllegalArgumentException e)
+         {
+            throw (new IllegalArgumentException("Field classification is unavailable"));
+         }
+         Level override = config.getClassificationOverrides().get(table.getName() + "." + field);
+         if(override != null)
+         {
+            return (override);
+         }
+      }
+      return (declared == null ? Level.PUBLIC : Level.valueOf(declared));
+   }
+
+   /*******************************************************************************
+    ** Schema declarations alone cannot attest a record's classification source.
+    *******************************************************************************/
+   public static boolean hasSource(QTableMetaData table, String field, EmailQBitConfig config)
+   {
+      if(config.getClassificationOverrides().containsKey(table.getName() + "." + field))
+      {
+         return (true);
+      }
+      try
+      {
+         Class<?> core = Class.forName("com.kingsrook.qqq.backend.core.actions.ai.AiDataClassifications");
+         return (core.getMethod("ofField", QTableMetaData.class, String.class).invoke(null, table, field) instanceof Enum<?>);
+      }
+      catch(ReflectiveOperationException e)
+      {
+         return (false);
+      }
+   }
+
+   /*******************************************************************************
+    ** PII has the same email approval requirement as PHI.
+    *******************************************************************************/
+   public static boolean sensitive(Level level)
+   {
+      return (level == Level.PII || level == Level.PHI);
+   }
+}

src/main/java/com/kingsrook/qbits/email/phi/EmailValueTokens.java

@@ -0,0 +1,149 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.phi;
+
+
+import javax.crypto.Mac;
+import javax.crypto.spec.SecretKeySpec;
+import java.io.Serializable;
+import java.math.BigDecimal;
+import java.nio.charset.StandardCharsets;
+import java.security.MessageDigest;
+import java.util.ArrayList;
+import java.util.Base64;
+import java.util.List;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qqq.backend.core.model.metadata.fields.QFieldMetaData;
+import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
+import com.kingsrook.qqq.backend.core.utils.ValueUtils;
+
+
+/*******************************************************************************
+ ** STAND-IN(core=#1161-impl, removeBy=RC.7). Mirrors ClassifiedValueTokens.
+ ** Tokens are comparisons, never recoverable snapshots. No secret is retained.
+ *******************************************************************************/
+public final class EmailValueTokens
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailValueTokens()
+   {
+   }
+
+   /*******************************************************************************
+    ** Bind to table, field and record identity. TODO core: wipe-rule record
+    ** fields will produce shred:v1; context values must never use shred:v1.
+    *******************************************************************************/
+   public static String forRecordField(QTableMetaData table, QFieldMetaData field, Serializable pk, Serializable value)
+   {
+      return (token(List.of(table.getName(), field.getName(), String.valueOf(pk)), value));
+   }
+
+   /*******************************************************************************
+    ** Non-record low-entropy inputs cannot yield dictionary-testable tokens.
+    *******************************************************************************/
+   public static String forContext(List<String> bindingParts, Serializable value)
+   {
+      if(value instanceof Boolean || canonical(value).codePoints().distinct().count() < 4)
+      {
+         return (changed());
+      }
+      return (token(bindingParts, value));
+   }
+
+   /*******************************************************************************
+    ** Deliberately non-verifiable marker.
+    *******************************************************************************/
+   public static String changed()
+   {
+      return ("changed:v1");
+   }
+
+   /*******************************************************************************
+    ** Verify only a genuine keyed token, with constant-time comparison.
+    *******************************************************************************/
+   public static boolean verifyRecordField(QTableMetaData table, QFieldMetaData field, Serializable pk, Serializable value, String token)
+   {
+      return (matches(token, forRecordField(table, field, pk, value)));
+   }
+
+   /*******************************************************************************
+    ** Verify a context token, never changed or shred markers.
+    *******************************************************************************/
+   public static boolean verifyContext(List<String> bindingParts, Serializable value, String token)
+   {
+      return (matches(token, forContext(bindingParts, value)));
+   }
+
+   /*******************************************************************************
+    ** Stable canonical representation shared with future core.
+    *******************************************************************************/
+   public static String canonical(Serializable value)
+   {
+      if(value instanceof BigDecimal decimal)
+      {
+         return (decimal.stripTrailingZeros().toPlainString());
+      }
+      return (ValueUtils.getValueAsString(value));
+   }
+
+   /*******************************************************************************
+    ** Construct the versioned HMAC without logging key or input.
+    *******************************************************************************/
+   private static String token(List<String> parts, Serializable value)
+   {
+      try
+      {
+         String secret = EmailRuntime.config().getSecretResolver().apply("QQQ_AUDIT_HMAC_KEY");
+         if(secret == null || secret.isBlank())
+         {
+            return (changed());
+         }
+         byte[] key = Base64.getDecoder().decode(secret);
+         String keyId = EmailRuntime.config().getSecretResolver().apply("QQQ_AUDIT_HMAC_KEY_ID");
+         if(keyId == null || keyId.isBlank())
+         {
+            keyId = "env1";
+         }
+         Mac mac = Mac.getInstance("HmacSHA256");
+         mac.init(new SecretKeySpec(key, "HmacSHA256"));
+         List<String> binding = new ArrayList<>(parts);
+         binding.add(canonical(value));
+         return ("hmac:v1:" + keyId + ":" + Base64.getUrlEncoder().withoutPadding()
+            .encodeToString(mac.doFinal(String.join("\u001f", binding).getBytes(StandardCharsets.UTF_8))));
+      }
+      catch(Exception e)
+      {
+         // An unavailable or malformed audit key must not reveal the value.
+         return (changed());
+      }
+   }
+
+   /*******************************************************************************
+    ** Compare only HMAC tokens, never sentinel strings.
+    *******************************************************************************/
+   private static boolean matches(String supplied, String computed)
+   {
+      return (supplied != null && supplied.startsWith("hmac:v1:") && computed.startsWith("hmac:v1:")
+         && MessageDigest.isEqual(supplied.getBytes(StandardCharsets.UTF_8), computed.getBytes(StandardCharsets.UTF_8)));
+   }
+}

src/main/java/com/kingsrook/qbits/email/processes/EmailProcesses.java

@@ -33,7 +33,6 @@ import com.kingsrook.qbits.email.EmailRuntime;
 import com.kingsrook.qbits.email.delivery.EmailDispatcher;
 import com.kingsrook.qbits.email.metadata.EmailTables;
 import com.kingsrook.qbits.email.outbox.EmailCategory;
-import com.kingsrook.qbits.email.outbox.EmailRenderer;
 import com.kingsrook.qbits.email.outbox.EmailRequest;
 import com.kingsrook.qbits.email.outbox.EmailSendResult;
 import com.kingsrook.qbits.email.outbox.EmailService;
@@ -76,13 +75,19 @@ import com.kingsrook.qqq.backend.core.processes.implementations.etl.streamedwith
  *******************************************************************************/
 public final class EmailProcesses
 {
+   public static final String NEW_VERSION = "email_new_version";
+   public static final String ACTIVATE_VERSION = "email_activate_version";
+   public static final String APPROVE_PHI = "email_approve_phi";
    public static final String RESEND = "email_resend";
    public static final String CANCEL = "email_cancel";
    public static final String SEND_NOW = "email_send_now";
    public static final String SEND_TEST = "email_send_test";
+   public static final String SEND_AD_HOC = "email_send_ad_hoc";
    public static final String SEND_TEMPLATED = "email_send_templated";
    public static final String DISPATCH = "email_dispatch";
    public static final String MAINTAIN = "email_maintain";
+   public static final String REPROCESS = "email_reprocess_webhook";
+   public static final String PROCESS_WEBHOOKS = "email_process_webhooks";
    public static final String RETENTION = "email_retention";
 
    /*******************************************************************************
@@ -99,8 +104,8 @@ public final class EmailProcesses
    {
       return (switch(name)
       {
-         case RESEND, CANCEL, SEND_NOW -> EmailPermissions.MANAGE;
-         case SEND_TEMPLATED -> EmailPermissions.SEND;
+         case REPROCESS, RESEND, CANCEL, SEND_NOW, NEW_VERSION, ACTIVATE_VERSION -> EmailPermissions.MANAGE;
+         case SEND_TEMPLATED, SEND_AD_HOC -> EmailPermissions.SEND;
          default -> EmailPermissions.ADMIN;
       });
    }
@@ -115,16 +120,25 @@ public final class EmailProcesses
          .withComponent(new QFrontendComponentMetaData().withType(QComponentType.EDIT_FORM))
          .withFormField(new QFieldMetaData("toAddress", QFieldType.STRING).withLabel("To address").withIsRequired(true)));
       QFunctionInputMetaData inputs = new QFunctionInputMetaData();
+      QFunctionInputMetaData adHocInputs = new QFunctionInputMetaData();
       for(String field : List.of("templateName", "to", "cc", "bcc", "replyTo", "subject", "markdownBody", "htmlBody", "textBody", "providerName", "brandName",
-         "category", "variablesJson", "linkedTableName", "linkedRecordId", "idempotencyKey"))
+         "locale", "variablesJson", "recordVariablesJson", "linkedTableName", "linkedRecordId", "idempotencyKey"))
       {
          inputs.withField(new QFieldMetaData(field, QFieldType.STRING));
+         adHocInputs.withField(new QFieldMetaData(field, QFieldType.STRING));
       }
+      adHocInputs.withField(new QFieldMetaData("category", QFieldType.STRING));
+      QProcessMetaData adHoc = new QProcessMetaData().withName(SEND_AD_HOC).withLabel("Send Ad Hoc Email").withIsHidden(true)
+         .withPermissionRules(EmailTables.permissionRules())
+         .withStep(new QBackendStepMetaData().withName("send").withCode(new QCodeReference(SendStep.class)).withInputData(adHocInputs));
       QProcessMetaData send = new QProcessMetaData().withName(SEND_TEMPLATED).withLabel("Send Email").withIsHidden(true)
          .withPermissionRules(EmailTables.permissionRules())
          .withStep(new QBackendStepMetaData().withName("send").withCode(new QCodeReference(SendStep.class)).withInputData(inputs));
       return (List.of(action(RESEND, "Resend", EmailTables.MESSAGE), action(CANCEL, "Cancel", EmailTables.MESSAGE),
-         action(SEND_NOW, "Send Now", EmailTables.MESSAGE), test, send,
+         action(SEND_NOW, "Send Now", EmailTables.MESSAGE), test, send, adHoc,
+         action(NEW_VERSION, "New Version", EmailTables.TEMPLATE), action(ACTIVATE_VERSION, "Activate Version", EmailTables.VERSION),
+         action(APPROVE_PHI, "Approve For PHI", EmailTables.VERSION),
+         action(REPROCESS, "Reprocess", EmailTables.INBOX), scheduled(config, PROCESS_WEBHOOKS, "Process Email Webhooks", 30),
          scheduled(config, DISPATCH, "Dispatch Email", config.getDispatchIntervalSeconds()),
          scheduled(config, MAINTAIN, "Maintain Email", 300), scheduled(config, RETENTION, "Email Retention", 86400)));
    }
@@ -164,6 +178,18 @@ public final class EmailProcesses
     *******************************************************************************/
    private static boolean eligible(String process, QRecord row)
    {
+      if(REPROCESS.equals(process))
+      {
+         return ("FAILED".equals(row.getValueString("status")));
+      }
+      if(NEW_VERSION.equals(process))
+      {
+         return (true);
+      }
+      if(ACTIVATE_VERSION.equals(process) || APPROVE_PHI.equals(process))
+      {
+         return ("DRAFT".equals(row.getValueString("status")) || APPROVE_PHI.equals(process) && "ACTIVE".equals(row.getValueString("status")));
+      }
       if(SEND_TEST.equals(process))
       {
          return (Boolean.TRUE.equals(row.getValueBoolean("enabled")));
@@ -188,12 +214,30 @@ public final class EmailProcesses
        ** Filter rows and explain skipped records.
        *******************************************************************************/
       @Override
-      public void runOnePage(RunBackendStepInput input, RunBackendStepOutput output)
+      public void runOnePage(RunBackendStepInput input, RunBackendStepOutput output) throws QException
       {
          for(QRecord row : input.getRecords())
          {
             boolean valid = eligible(input.getProcessName(), row);
-            lines.add(new ProcessSummaryLine(valid ? Status.OK : Status.INFO, 1, valid ? "record will be processed" : "record skipped: status or retained content does not permit this action"));
+            String diagnostic = valid ? "record will be processed" : "record skipped: status or retained content does not permit this action";
+            if(valid && List.of(NEW_VERSION, ACTIVATE_VERSION, APPROVE_PHI).contains(input.getProcessName()))
+            {
+               try
+               {
+                  QRecord template = NEW_VERSION.equals(input.getProcessName()) ? row : EmailStore.get(EmailTables.TEMPLATE, row.getValueInteger("templateId"), null);
+                  com.kingsrook.qbits.email.template.EmailVersions.requireEdit(template, APPROVE_PHI.equals(input.getProcessName()));
+                  if(ACTIVATE_VERSION.equals(input.getProcessName()))
+                  {
+                     com.kingsrook.qbits.email.template.EmailVersions.validate(template, row);
+                  }
+               }
+               catch(IllegalArgumentException e)
+               {
+                  valid = false;
+                  diagnostic = e.getMessage();
+               }
+            }
+            lines.add(new ProcessSummaryLine(valid ? Status.OK : Status.INFO, 1, diagnostic));
             if(valid)
             {
                output.getRecords().add(row);
@@ -228,12 +272,25 @@ public final class EmailProcesses
          for(QRecord row : input.getRecords())
          {
             Integer id = row.getValueInteger("id");
-            QRecord current = EmailStore.get(SEND_TEST.equals(process) ? EmailTables.PROVIDER : EmailTables.MESSAGE, id, null);
+            QRecord current = EmailStore.get(NEW_VERSION.equals(process) ? EmailTables.TEMPLATE : List.of(ACTIVATE_VERSION, APPROVE_PHI).contains(process) ? EmailTables.VERSION
+               : REPROCESS.equals(process) ? EmailTables.INBOX : SEND_TEST.equals(process) ? EmailTables.PROVIDER : EmailTables.MESSAGE, id, null);
             String result = "Skipped";
             if(current != null && eligible(process, current))
             {
                result = switch(process)
                {
+                  case NEW_VERSION -> "Created DRAFT " + com.kingsrook.qbits.email.template.EmailVersions.newVersion(id).getValueInteger("versionNumber");
+                  case ACTIVATE_VERSION ->
+                  {
+                     com.kingsrook.qbits.email.template.EmailVersions.activate(id);
+                     yield "ACTIVE";
+                  }
+                  case APPROVE_PHI ->
+                  {
+                     com.kingsrook.qbits.email.template.EmailVersions.approve(id);
+                     yield "Approved for PHI";
+                  }
+                  case REPROCESS -> com.kingsrook.qbits.email.tracking.EmailInboxProcessor.reprocess(id) ? "PENDING" : "Skipped";
                   case SEND_NOW -> new EmailDispatcher().sendNow(id).name();
                   case CANCEL -> cancel(id) ? "CANCELLED" : "Skipped";
                   case RESEND -> resend(current).status().name();
@@ -285,29 +342,7 @@ public final class EmailProcesses
     *******************************************************************************/
    private static EmailSendResult resend(QRecord row) throws QException
    {
-      QRecord provider = EmailStore.get(EmailTables.PROVIDER, row.getValueInteger("providerId"), null);
-      EmailRequest request = new EmailRequest().withSubject(row.getValueString("subject")).withHtmlBody(row.getValueString("htmlBody"))
-         .withTextBody(row.getValueString("textBody")).withFrom(row.getValueString("fromAddress")).withReplyTo(row.getValueString("replyTo"))
-         .withProviderName(provider.getValueString("name")).withCategory(EmailCategory.valueOf(row.getValueString("category")))
-         .withLinkedRecord(EmailTables.MESSAGE, row.getValue("id")).withSender("email", RESEND);
-      for(String field : List.of("toAddresses", "ccAddresses", "bccAddresses"))
-      {
-         String value = row.getValueString(field);
-         if(value != null && !value.isBlank())
-         {
-            switch(field)
-            {
-               case "toAddresses" -> request.withTo(value);
-               case "ccAddresses" -> request.withCc(value);
-               default -> request.withBcc(value);
-            }
-         }
-      }
-      for(var field : EmailRuntime.config().getSecurityFields())
-      {
-         request.getSecurityValues().put(field.getName(), row.getValue(field.getName()));
-      }
-      return (EmailService.send(request, ignored -> new EmailRenderer.Rendered(row.getValueString("htmlBody"), row.getValueString("textBody"))));
+      return (EmailService.resend(row.getValueInteger("id")));
    }
 
    /*******************************************************************************
@@ -355,9 +390,25 @@ public final class EmailProcesses
          }
          if(input.getValueString("variablesJson") != null)
          {
-            request.withVariable("variablesJson", input.getValueString("variablesJson"));
+            request.withVariables(com.kingsrook.qbits.email.template.VariableSchema.values(input.getValueString("variablesJson")));
          }
-         if(input.getValueString("category") != null)
+         if(input.getValueString("locale") != null)
+         {
+            request.withLocale(input.getValueString("locale"));
+         }
+         if(input.getValueString("recordVariablesJson") != null)
+         {
+            var bindings = com.kingsrook.qbits.email.template.VariableSchema.values(input.getValueString("recordVariablesJson"));
+            for(var binding : bindings.entrySet())
+            {
+               if(!(binding.getValue() instanceof Map<?, ?> ref) || !(ref.get("table") instanceof String table) || !(ref.get("id") instanceof Serializable id))
+               {
+                  throw (new QException("Record variables need table and id"));
+               }
+               request.withRecordVariable(binding.getKey(), table, id);
+            }
+         }
+         if(request.getTemplateName() == null && input.getValueString("category") != null)
          {
             try
             {
@@ -388,6 +439,7 @@ public final class EmailProcesses
       {
          switch(input.getProcessName())
          {
+            case PROCESS_WEBHOOKS -> new com.kingsrook.qbits.email.tracking.EmailInboxProcessor().runOnce();
             case RETENTION -> retain();
             case MAINTAIN -> new EmailDispatcher().maintain();
             default -> new EmailDispatcher().runOnce();
@@ -397,6 +449,8 @@ public final class EmailProcesses
 
    /*******************************************************************************
     ** Clear retained bodies and optionally delete final messages and their attempts.
+    ** NOTIFICATION and MARKETING messages are never deleted (their unsubscribe links must
+    ** keep working); at message retention only their bodies and variable snapshot are cleared.
     *******************************************************************************/
    public static void retain() throws QException
    {
@@ -421,18 +475,35 @@ public final class EmailProcesses
          {
             continue;
          }
-         if(config.getMessageRetentionDays() > 0 && finalDate.isBefore(now.minus(Duration.ofDays(config.getMessageRetentionDays()))))
+         boolean expired = config.getMessageRetentionDays() > 0 && finalDate.isBefore(now.minus(Duration.ofDays(config.getMessageRetentionDays())));
+         boolean optOut = List.of("NOTIFICATION", "MARKETING").contains(row.getValueString("category"));
+         if(expired && !optOut)
          {
             try(QBackendTransaction transaction = QBackendTransaction.openFor(new UpdateInput(EmailTables.MESSAGE)))
             {
+               if(row.getValueInteger("providerId") != null)
+               {
+                  com.kingsrook.qbits.email.tracking.EmailTrackingStore.lock(row.getValueInteger("providerId"), transaction);
+               }
+               SystemWrites.delete(EmailTables.EVENT, EmailStore.equal("messageId", row.getValueInteger("id")), transaction);
                SystemWrites.delete(EmailTables.ATTEMPT, EmailStore.equal("messageId", row.getValueInteger("id")), transaction);
                SystemWrites.delete(EmailTables.MESSAGE, EmailStore.equal("id", row.getValueInteger("id")), transaction);
                transaction.commit();
             }
          }
-         else if(finalDate.isBefore(now.minus(Duration.ofDays(config.getBodyRetentionDays()))) && (row.getValue("htmlBody") != null || row.getValue("textBody") != null))
+         else if(expired || finalDate.isBefore(now.minus(Duration.ofDays(config.getBodyRetentionDays()))))
          {
-            SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", row.getValue("id")).withValue("htmlBody", null).withValue("textBody", null));
+            // Notification and marketing rows are never deleted, so their unsubscribe links keep working; only content goes.
+            boolean clearSnapshot = expired && row.getValue("variablesSnapshot") != null;
+            if(row.getValue("htmlBody") != null || row.getValue("textBody") != null || clearSnapshot)
+            {
+               QRecord update = new QRecord().withValue("id", row.getValue("id")).withValue("htmlBody", null).withValue("textBody", null);
+               if(clearSnapshot)
+               {
+                  update.withValue("variablesSnapshot", null);
+               }
+               SystemWrites.updateOne(EmailTables.MESSAGE, update);
+            }
          }
       }
    }

src/main/java/com/kingsrook/qbits/email/render/ContrastCheck.java

@@ -0,0 +1,112 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import java.util.Locale;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** WCAG relative luminance and AA contrast for both email color schemes.
+ *******************************************************************************/
+public final class ContrastCheck
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private ContrastCheck()
+   {
+   }
+
+   /*******************************************************************************
+    ** Check every actual foreground/background pair in the branded shell.
+    *******************************************************************************/
+   public static void validate(QRecord brand)
+   {
+      check("Text on background", color(brand, "textColor"), color(brand, "backgroundColor"), "light");
+      check("Text on background", color(brand, "darkTextColor"), color(brand, "darkBackgroundColor"), "dark");
+      check("Button text on primary", color(brand, "buttonTextColor"), color(brand, "primaryColor"), "light");
+      check("Button text on primary", color(brand, "darkButtonTextColor"), color(brand, "darkPrimaryColor"), "dark");
+   }
+
+   /*******************************************************************************
+    ** Defaults are neutral and accessible; reject anything except hex colors.
+    *******************************************************************************/
+   public static String color(QRecord brand, String field)
+   {
+      String value = brand.getValueString(field);
+      if(value == null || value.isBlank())
+      {
+         value = switch(field)
+         {
+            case "backgroundColor", "buttonTextColor", "darkTextColor" -> "#ffffff";
+            case "primaryColor" -> "#2459a6";
+            case "darkPrimaryColor" -> color(brand, "primaryColor");
+            case "darkButtonTextColor" -> ratio(color(brand, "buttonTextColor"), color(brand, "darkPrimaryColor")) >= 4.5
+               ? color(brand, "buttonTextColor") : ratio("#000000", color(brand, "darkPrimaryColor")) >= 4.5 ? "#000000" : "#ffffff";
+            default -> "#171717";
+         };
+      }
+      if(!value.matches("#[0-9a-fA-F]{6}"))
+      {
+         throw (new IllegalArgumentException("Brand colors must use six-digit hex values"));
+      }
+      return (value);
+   }
+
+   /*******************************************************************************
+    ** Contrast is independent of which color is lighter.
+    *******************************************************************************/
+   public static double ratio(String first, String second)
+   {
+      double a = luminance(first);
+      double b = luminance(second);
+      return ((Math.max(a, b) + 0.05) / (Math.min(a, b) + 0.05));
+   }
+
+   /*******************************************************************************
+    ** sRGB linearization and weighted luminance.
+    *******************************************************************************/
+   private static double luminance(String color)
+   {
+      double[] weights = {0.2126, 0.7152, 0.0722};
+      double result = 0;
+      for(int i = 0; i < 3; i++)
+      {
+         double channel = Integer.parseInt(color.substring(1 + i * 2, 3 + i * 2), 16) / 255.0;
+         result += weights[i] * (channel <= 0.04045 ? channel / 12.92 : Math.pow((channel + 0.055) / 1.055, 2.4));
+      }
+      return (result);
+   }
+
+   /*******************************************************************************
+    ** Author-facing refusal explains the failing scheme and threshold.
+    *******************************************************************************/
+   private static void check(String label, String foreground, String background, String scheme)
+   {
+      double ratio = ratio(foreground, background);
+      if(ratio < 4.5)
+      {
+         throw (new IllegalArgumentException(String.format(Locale.ROOT, "%s is %.1f:1 in %s mode; it needs 4.5:1", label, ratio, scheme)));
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/render/EmailBrands.java

@@ -0,0 +1,156 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import java.util.List;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.VariableSchema;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Brand selection shared by sends, activation and previews.
+ *******************************************************************************/
+public final class EmailBrands
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailBrands()
+   {
+   }
+
+   /*******************************************************************************
+    ** Explicit request, template, app brand, default brand, then neutral.
+    *******************************************************************************/
+   public static QRecord resolve(String requested, QRecord template) throws QException
+   {
+      if(requested != null)
+      {
+         List<QRecord> rows = SystemWrites.query(EmailTables.BRAND, EmailStore.equal("name", requested));
+         if(rows.isEmpty())
+         {
+            throw (new IllegalArgumentException("Unknown email brand"));
+         }
+         return (rows.getFirst());
+      }
+      if(template != null && template.getValueInteger("brandId") != null)
+      {
+         QRecord brand = EmailStore.get(EmailTables.BRAND, template.getValueInteger("brandId"), null);
+         if(brand == null)
+         {
+            throw (new IllegalArgumentException("Template brand is missing"));
+         }
+         return (brand);
+      }
+      List<QRecord> brands = SystemWrites.query(EmailTables.BRAND, EmailStore.equal("appName", EmailRuntime.config().getAppName()));
+      if(brands.isEmpty())
+      {
+         brands = SystemWrites.query(EmailTables.BRAND, EmailStore.equal("isDefault", true));
+      }
+      if(brands.size() > 1)
+      {
+         throw (new IllegalArgumentException("More than one default email brand matches"));
+      }
+      return (brands.isEmpty() ? new QRecord().withValue("label", EmailRuntime.config().getAppLabel()).withValue("name", "neutral") : brands.getFirst());
+   }
+
+   /*******************************************************************************
+    ** Refuse unsafe URLs and inaccessible colors before a brand is saved.
+    *******************************************************************************/
+   public static void validate(QRecord brand)
+   {
+      ContrastCheck.validate(brand);
+      for(String field : List.of("logoUrl", "logoDarkUrl", "siteUrl"))
+      {
+         String value = brand.getValueString(field);
+         if(value != null && !value.isBlank())
+         {
+            VariableSchema.url(value);
+            if(!"siteUrl".equals(field))
+            {
+               https(value);
+            }
+         }
+      }
+      social(brand);
+   }
+
+   /*******************************************************************************
+    ** Parse the small social-link list with strict web URLs.
+    *******************************************************************************/
+   public static List<java.util.Map<String, String>> social(QRecord brand)
+   {
+      try
+      {
+         String json = brand.getValueString("socialLinks");
+         if(json == null || json.isBlank())
+         {
+            return (List.of());
+         }
+         var links = new com.fasterxml.jackson.databind.ObjectMapper().readValue(json,
+            new com.fasterxml.jackson.core.type.TypeReference<List<java.util.Map<String, String>>>() {});
+         links.forEach(link -> https(link.get("url")));
+         return (links);
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Social links need labels and https URLs"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Logos and social destinations require HTTPS at the save boundary.
+    *******************************************************************************/
+   private static void https(String value)
+   {
+      VariableSchema.url(value);
+      if(!"https".equalsIgnoreCase(java.net.URI.create(value).getScheme()))
+      {
+         throw (new IllegalArgumentException("Brand logo and social URLs must use https"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Approved messages restrict every image to the brand site or an explicit host.
+    *******************************************************************************/
+   public static boolean allowedImage(String value, QRecord brand)
+   {
+      try
+      {
+         https(value);
+         String host = java.net.URI.create(value).getHost();
+         String site = brand.getValueString("siteUrl");
+         return (EmailRuntime.config().getAllowedImageHosts().contains(host.toLowerCase(java.util.Locale.ROOT))
+            || site != null && host.equalsIgnoreCase(java.net.URI.create(site).getHost()));
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (false);
+      }
+   }
+
+}

src/main/java/com/kingsrook/qbits/email/render/EmailLayout.java

@@ -0,0 +1,135 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.template.EmailTemplateEngine;
+import com.kingsrook.qbits.email.template.VariableSchema;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Single-column, 600px email shell with inline fallbacks and dark-mode hooks.
+ *******************************************************************************/
+public final class EmailLayout
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailLayout()
+   {
+   }
+
+   /*******************************************************************************
+    ** Render both schemes from the same validated brand.
+    *******************************************************************************/
+   public static String render(String body, String preheader, QRecord brand, EmailCategory category, String unsubscribe)
+   {
+      EmailBrands.validate(brand);
+      String dark = ".email-shell,.email-content{background-color:" + ContrastCheck.color(brand, "darkBackgroundColor")
+         + "!important;color:" + ContrastCheck.color(brand, "darkTextColor") + "!important}.email-button{background-color:"
+         + ContrastCheck.color(brand, "darkPrimaryColor") + "!important}.email-button a{color:" + ContrastCheck.color(brand, "darkButtonTextColor")
+         + "!important}.email-logo-light{display:none!important}.email-logo-dark{display:block!important}";
+      String outlook = "[data-ogsc] .email-content,[data-ogsc] .email-shell,[data-ogsb] .email-content,[data-ogsb] .email-shell{background-color:" + ContrastCheck.color(brand, "darkBackgroundColor")
+         + "!important;color:" + ContrastCheck.color(brand, "darkTextColor") + "!important}[data-ogsc] .email-button,[data-ogsb] .email-button{background-color:"
+         + ContrastCheck.color(brand, "darkPrimaryColor") + "!important}[data-ogsc] .email-button a,[data-ogsb] .email-button a{color:" + ContrastCheck.color(brand, "darkButtonTextColor")
+         + "!important}[data-ogsc] .email-logo-light,[data-ogsb] .email-logo-light{display:none!important}[data-ogsc] .email-logo-dark,[data-ogsb] .email-logo-dark{display:block!important}";
+      return ("<!doctype html><html><head><meta charset=\"utf-8\"><meta name=\"viewport\" content=\"width=device-width,initial-scale=1\">"
+         + "<meta name=\"color-scheme\" content=\"light dark\"><meta name=\"supported-color-schemes\" content=\"light dark\">"
+         + "<style>:root{color-scheme:light dark;supported-color-schemes:light dark}@media(max-width:640px){.email-content{padding:16px!important;width:100%!important}}"
+         + "@media(prefers-color-scheme:dark){" + dark + "}" + outlook + "</style></head><body class=\"email-shell\" style=\"margin:0;padding:0;background-color:"
+         + ContrastCheck.color(brand, "backgroundColor") + ";color:" + ContrastCheck.color(brand, "textColor") + "\">"
+         + "<div style=\"display:none;max-height:0;overflow:hidden;opacity:0;mso-hide:all\">" + EmailTemplateEngine.escape(preheader) + "</div>"
+         + "<table role=\"presentation\" width=\"100%\" cellspacing=\"0\" cellpadding=\"0\"><tr><td align=\"center\">"
+         + "<!--[if mso]><table role=\"presentation\" width=\"600\"><tr><td><![endif]-->"
+         + "<table role=\"presentation\" width=\"100%\" cellspacing=\"0\" cellpadding=\"0\" style=\"max-width:600px;table-layout:fixed\"><tr>"
+         + "<td class=\"email-content\" style=\"padding:24px;font-family:Arial,sans-serif;line-height:1.6;overflow-wrap:anywhere;word-break:break-word;background-color:"
+         + ContrastCheck.color(brand, "backgroundColor") + ";color:" + ContrastCheck.color(brand, "textColor") + "\">" + logos(brand)
+         + body + footer(brand, category, unsubscribe) + "</td></tr></table><!--[if mso]></td></tr></table><![endif]--></td></tr></table></body></html>");
+   }
+
+   /*******************************************************************************
+    ** Logo alternatives, with dimensions that never force horizontal overflow.
+    *******************************************************************************/
+   private static String logos(QRecord brand)
+   {
+      String light = brand.getValueString("logoUrl");
+      if(light == null || light.isBlank())
+      {
+         return ("<p><strong>" + EmailTemplateEngine.escape(brand.getValueString("label")) + "</strong></p>");
+      }
+      String dark = brand.getValueString("logoDarkUrl");
+      return (logo(light, brand.getValueString("logoAlt"), dark == null ? "" : "email-logo-light", "block")
+         + (dark == null ? "" : logo(dark, brand.getValueString("logoAlt"), "email-logo-dark", "none")));
+   }
+
+   /*******************************************************************************
+    ** Escaped logo element.
+    *******************************************************************************/
+   private static String logo(String url, String alt, String css, String display)
+   {
+      return ("<img class=\"" + css + "\" src=\"" + EmailTemplateEngine.escape(VariableSchema.url(url)) + "\" alt=\""
+         + EmailTemplateEngine.escape(alt) + "\" width=\"180\" style=\"display:" + display + ";max-width:100%;height:auto\">");
+   }
+
+   /*******************************************************************************
+    ** Category-specific footer, including postal address for marketing.
+    *******************************************************************************/
+   public static String footer(QRecord brand, EmailCategory category, String unsubscribe)
+   {
+      StringBuilder footer = new StringBuilder("<footer style=\"margin-top:24px;font-size:12px;overflow-wrap:anywhere\">");
+      footer.append(EmailMarkdown.render(brand.getValueString("footerMarkdown"), brand));
+      if(category == EmailCategory.MARKETING)
+      {
+         String address = brand.getValueString("postalAddress");
+         if(address == null || address.isBlank())
+         {
+            throw (new IllegalArgumentException("Marketing email needs a brand postal address"));
+         }
+         footer.append("<p>").append(EmailTemplateEngine.escape(address)).append("</p>");
+      }
+      for(var link : EmailBrands.social(brand))
+      {
+         footer.append("<a style=\"color:inherit\" href=\"").append(EmailTemplateEngine.escape(link.get("url"))).append("\">")
+            .append(EmailTemplateEngine.escape(link.get("label"))).append("</a> ");
+      }
+      if((category == EmailCategory.NOTIFICATION || category == EmailCategory.MARKETING) && unsubscribe != null && !unsubscribe.isBlank())
+      {
+         footer.append("<p><a style=\"color:inherit\" href=\"").append(EmailTemplateEngine.escape(unsubscribe)).append("\">Unsubscribe</a></p>");
+      }
+      return (footer.append("</footer>").toString());
+   }
+
+   /*******************************************************************************
+    ** HTML and compiled MJML retain their shell; append opt-out before body end.
+    *******************************************************************************/
+   public static String appendFooter(String html, QRecord brand, EmailCategory category, String unsubscribe)
+   {
+      if(category != EmailCategory.NOTIFICATION && category != EmailCategory.MARKETING)
+      {
+         return (html);
+      }
+      String footer = footer(brand, category, unsubscribe);
+      java.util.regex.Matcher end = java.util.regex.Pattern.compile("</body\\s*>", java.util.regex.Pattern.CASE_INSENSITIVE).matcher(html);
+      return (end.find() ? html.substring(0, end.start()) + footer + html.substring(end.start()) : html + footer);
+   }
+}

src/main/java/com/kingsrook/qbits/email/render/EmailMarkdown.java

@@ -0,0 +1,71 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import java.util.List;
+import java.util.regex.Matcher;
+import java.util.regex.Pattern;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.commonmark.ext.autolink.AutolinkExtension;
+import org.commonmark.ext.gfm.tables.TablesExtension;
+import org.commonmark.parser.Parser;
+import org.commonmark.renderer.html.HtmlRenderer;
+
+
+/*******************************************************************************
+ ** CommonMark with GFM tables, autolinks and a constrained button attribute.
+ *******************************************************************************/
+public final class EmailMarkdown
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailMarkdown()
+   {
+   }
+
+   /*******************************************************************************
+    ** Raw HTML is escaped and URLs sanitized before adding table buttons.
+    *******************************************************************************/
+   public static String render(String markdown, QRecord brand)
+   {
+      var extensions = List.of(TablesExtension.create(), AutolinkExtension.create());
+      String html = HtmlRenderer.builder().escapeHtml(true).sanitizeUrls(true).extensions(extensions).build()
+         .render(Parser.builder().extensions(extensions).build().parse(markdown == null ? "" : markdown))
+         .replace("<a ", "<a style=\"color:inherit;text-decoration:underline\" ");
+      Matcher links = Pattern.compile("<a[^>]* href=\"([^\"]*)\"[^>]*>((?:(?!</?a\\b)[^\\r\\n])*)</a>\\{\\.button}").matcher(html);
+      StringBuilder result = new StringBuilder();
+      while(links.find())
+      {
+         String button = "<table role=\"presentation\" cellspacing=\"0\" cellpadding=\"0\"><tr><td class=\"email-button\" bgcolor=\""
+            + ContrastCheck.color(brand, "primaryColor") + "\" style=\"border-radius:4px;padding:12px 20px;background-color:"
+            + ContrastCheck.color(brand, "primaryColor") + "\"><a href=\"" + links.group(1) + "\" style=\"display:inline-block;text-decoration:none;color:"
+            + ContrastCheck.color(brand, "buttonTextColor") + ";font-weight:bold\">" + links.group(2) + "</a></td></tr></table>";
+         links.appendReplacement(result, Matcher.quoteReplacement(button));
+      }
+      links.appendTail(result);
+      return (result.toString().replace("<p><table", "<table").replace("</table></p>", "</table>").replace("<table>", "<table style=\"width:100%;table-layout:fixed;border-collapse:collapse\">")
+         .replace("<td>", "<td style=\"padding:6px;border:1px solid #888;overflow-wrap:anywhere\">")
+         .replace("<th>", "<th style=\"padding:6px;border:1px solid #888;overflow-wrap:anywhere\">")
+         .replace("<img ", "<img style=\"max-width:100%;height:auto\" ").replace("<pre>", "<pre style=\"white-space:pre-wrap;overflow-wrap:anywhere\">"));
+   }
+}

src/main/java/com/kingsrook/qbits/email/render/EmailUnsubscribeLinks.java

@@ -0,0 +1,150 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import javax.crypto.Mac;
+import javax.crypto.spec.SecretKeySpec;
+import java.nio.charset.StandardCharsets;
+import java.security.MessageDigest;
+import java.util.Base64;
+import java.util.HexFormat;
+import java.util.Locale;
+import java.util.Map;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.template.VariableSchema;
+import jakarta.mail.internet.InternetAddress;
+
+
+/*******************************************************************************
+ ** Queue-time link signing and verification from DESIGN 8.2.
+ *******************************************************************************/
+public final class EmailUnsubscribeLinks
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailUnsubscribeLinks()
+   {
+   }
+
+   /*******************************************************************************
+    ** Bind the message, single mailbox hash and category without exposing PII.
+    ** No key means no link/header; marketing must refuse rather than omit opt-out.
+    *******************************************************************************/
+   public static String create(String messageId, String recipient, String category)
+   {
+      if(!"NOTIFICATION".equals(category) && !"MARKETING".equals(category))
+      {
+         return (null);
+      }
+      String key;
+      try
+      {
+         key = EmailRuntime.config().getSecretResolver().apply("QQQ_EMAIL_UNSUBSCRIBE_KEY");
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Opt-out email needs publicBaseUrl and QQQ_EMAIL_UNSUBSCRIBE_KEY"));
+      }
+      String base = EmailRuntime.config().getPublicBaseUrl();
+      if(key == null || key.isBlank() || base == null || base.isBlank())
+      {
+         if("MARKETING".equals(category))
+         {
+            throw (new IllegalArgumentException("Opt-out email needs publicBaseUrl and QQQ_EMAIL_UNSUBSCRIBE_KEY"));
+         }
+         return (null);
+      }
+      String address = recipient(recipient, null, null);
+      try
+      {
+         VariableSchema.url(base);
+         String hash = HexFormat.of().formatHex(MessageDigest.getInstance("SHA-256").digest(address.getBytes(StandardCharsets.UTF_8)));
+         String payload = Base64.getUrlEncoder().withoutPadding().encodeToString(VariableSchema.json(Map.of("messageId", messageId, "addressHash", hash, "category", category)).getBytes(StandardCharsets.UTF_8));
+         Mac mac = Mac.getInstance("HmacSHA256");
+         mac.init(new SecretKeySpec(key.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+         String signed = "v1." + payload;
+         String signature = Base64.getUrlEncoder().withoutPadding().encodeToString(mac.doFinal(signed.getBytes(StandardCharsets.UTF_8)));
+         return (base.replaceAll("/+$", "") + EmailRuntime.config().getWebhookBasePath() + "/unsubscribe/" + signed + "." + signature);
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Opt-out email needs publicBaseUrl and QQQ_EMAIL_UNSUBSCRIBE_KEY"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Exactly one To mailbox, canonicalized for signing and category suppression.
+    *******************************************************************************/
+   public static String recipient(String to, String cc, String bcc)
+   {
+      try
+      {
+         InternetAddress[] addresses = InternetAddress.parse(to == null ? "" : to, true);
+         if(addresses.length == 1 && !addresses[0].isGroup() && addresses[0].getAddress().contains("@")
+            && (cc == null || cc.isBlank()) && (bcc == null || bcc.isBlank()))
+         {
+            addresses[0].validate();
+            return (addresses[0].getAddress().toLowerCase(Locale.ROOT));
+         }
+      }
+      catch(jakarta.mail.internet.AddressException e)
+      {
+         // Malformed stored envelopes cannot authorize an opt-out.
+      }
+      throw (new IllegalArgumentException("Notification and marketing email with an unsubscribe link goes to one recipient per message; send one message per recipient."));
+   }
+
+   /*******************************************************************************
+    ** Verify the signed format before any lookup or side effect.
+    ** Invalid and non-opt-out categories are indistinguishable to callers.
+    *******************************************************************************/
+   public static org.json.JSONObject verify(String token)
+   {
+      try
+      {
+         if(token == null || token.length() > 4096)
+         {
+            return (null);
+         }
+         String[] parts = token.split("\\.", -1);
+         String key = EmailRuntime.config().getSecretResolver().apply("QQQ_EMAIL_UNSUBSCRIBE_KEY");
+         if(parts.length != 3 || !"v1".equals(parts[0]) || key == null || key.isBlank())
+         {
+            return (null);
+         }
+         Mac mac = Mac.getInstance("HmacSHA256");
+         mac.init(new SecretKeySpec(key.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+         if(!MessageDigest.isEqual(mac.doFinal((parts[0] + "." + parts[1]).getBytes(StandardCharsets.UTF_8)), Base64.getUrlDecoder().decode(parts[2])))
+         {
+            return (null);
+         }
+         var payload = new org.json.JSONObject(new String(Base64.getUrlDecoder().decode(parts[1]), StandardCharsets.UTF_8));
+         String category = payload.getString("category");
+         return (("MARKETING".equals(category) || "NOTIFICATION".equals(category)) ? payload : null);
+      }
+      catch(Exception e)
+      {
+         return (null);
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/render/HtmlToText.java

@@ -0,0 +1,132 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.render;
+
+
+import javax.swing.text.MutableAttributeSet;
+import javax.swing.text.html.HTML;
+import javax.swing.text.html.HTMLEditorKit;
+import javax.swing.text.html.parser.ParserDelegator;
+import java.io.StringReader;
+
+
+/*******************************************************************************
+ ** HTML to readable text using the JDK parser (including entity decoding).
+ *******************************************************************************/
+public final class HtmlToText
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private HtmlToText()
+   {
+   }
+
+   /*******************************************************************************
+    ** Keep links, headings, lists and table rows; omit scripts and styles.
+    *******************************************************************************/
+   public static String convert(String html)
+   {
+      StringBuilder text = new StringBuilder();
+      try
+      {
+         new ParserDelegator().parse(new StringReader(html == null ? "" : html), new HTMLEditorKit.ParserCallback()
+         {
+            private int hidden;
+            private String href;
+
+            /*******************************************************************************
+             ** Start readable block boundaries and remember link destinations.
+             *******************************************************************************/
+            @Override
+            public void handleStartTag(HTML.Tag tag, MutableAttributeSet attributes, int position)
+            {
+               if(tag == HTML.Tag.STYLE || tag == HTML.Tag.SCRIPT || tag == HTML.Tag.HEAD)
+               {
+                  hidden++;
+               }
+               if(tag == HTML.Tag.A)
+               {
+                  href = (String) attributes.getAttribute(HTML.Attribute.HREF);
+               }
+               if(tag == HTML.Tag.LI)
+               {
+                  text.append("\n- ");
+               }
+               if(tag == HTML.Tag.TD || tag == HTML.Tag.TH)
+               {
+                  text.append(" ");
+               }
+            }
+
+            /*******************************************************************************
+             ** Add link destinations and block separators.
+             *******************************************************************************/
+            @Override
+            public void handleEndTag(HTML.Tag tag, int position)
+            {
+               if(tag == HTML.Tag.STYLE || tag == HTML.Tag.SCRIPT || tag == HTML.Tag.HEAD)
+               {
+                  hidden = Math.max(0, hidden - 1);
+               }
+               if(tag == HTML.Tag.A && href != null)
+               {
+                  text.append(" (").append(href).append(')');
+                  href = null;
+               }
+               if(tag.isBlock())
+               {
+                  text.append('\n');
+               }
+            }
+
+            /*******************************************************************************
+             ** Line breaks remain line breaks.
+             *******************************************************************************/
+            @Override
+            public void handleSimpleTag(HTML.Tag tag, MutableAttributeSet attributes, int position)
+            {
+               if(tag == HTML.Tag.BR)
+               {
+                  text.append('\n');
+               }
+            }
+
+            /*******************************************************************************
+             ** Parser-decoded text, excluding executable and metadata content.
+             *******************************************************************************/
+            @Override
+            public void handleText(char[] data, int position)
+            {
+               if(hidden == 0)
+               {
+                  text.append(data);
+               }
+            }
+         }, true);
+      }
+      catch(java.io.IOException e)
+      {
+         throw (new IllegalArgumentException("Could not convert email HTML"));
+      }
+      return (text.toString().replaceAll("[ \\t]+", " ").replaceAll(" *\\n *", "\n").replaceAll("\\n{3,}", "\n\n").strip());
+   }
+}

src/main/java/com/kingsrook/qbits/email/support/SystemWrites.java

@@ -152,7 +152,7 @@ public final class SystemWrites
     *******************************************************************************/
    public static List<QRecord> query(String table, QQueryFilter filter) throws QException
    {
-      return (call(() -> new QueryAction().execute(new QueryInput(table).withFilter(filter)).getRecords()));
+      return (call(() -> new QueryAction().execute(new QueryInput(table).withShouldFetchHeavyFields(true).withShouldOmitHiddenFields(false).withFilter(filter)).getRecords()));
    }
 
 
@@ -162,7 +162,7 @@ public final class SystemWrites
     *******************************************************************************/
    public static List<QRecord> query(String table, QQueryFilter filter, QBackendTransaction transaction) throws QException
    {
-      return (call(() -> new QueryAction().execute(new QueryInput(table).withFilter(filter).withTransaction(transaction)).getRecords()));
+      return (call(() -> new QueryAction().execute(new QueryInput(table).withShouldFetchHeavyFields(true).withShouldOmitHiddenFields(false).withFilter(filter).withTransaction(transaction)).getRecords()));
    }
 
 

src/main/java/com/kingsrook/qbits/email/template/CliMjmlCompiler.java

@@ -0,0 +1,133 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.nio.charset.StandardCharsets;
+import java.util.concurrent.Executors;
+import java.util.concurrent.TimeUnit;
+
+
+/*******************************************************************************
+ ** MJML stdin/stdout compiler with a total 20-second deadline and no files.
+ *******************************************************************************/
+public class CliMjmlCompiler implements MjmlCompilerInterface
+{
+   private final String binary;
+
+   /*******************************************************************************
+    ** Explicit executable path; no shell interpolation or PATH guessing.
+    *******************************************************************************/
+   public CliMjmlCompiler(String binary)
+   {
+      this.binary = binary;
+   }
+
+   /*******************************************************************************
+    ** Drain stdout concurrently with stdin, discarding potentially private stderr.
+    *******************************************************************************/
+   @Override
+   public String compile(String source)
+   {
+      rejectIncludes(source);
+      Process process = null;
+      try(var executor = Executors.newVirtualThreadPerTaskExecutor())
+      {
+         process = processBuilder().start();
+         Process running = process;
+         var task = executor.submit(() ->
+         {
+            var writer = executor.submit(() ->
+            {
+               try(var stdin = running.getOutputStream())
+               {
+                  stdin.write(source.getBytes(StandardCharsets.UTF_8));
+               }
+               return (null);
+            });
+            byte[] output = running.getInputStream().readNBytes(10_000_001);
+            if(output.length > 10_000_000)
+            {
+               throw (new IllegalArgumentException("MJML output too large"));
+            }
+            writer.get();
+            if(running.waitFor() != 0)
+            {
+               throw (new IllegalArgumentException("MJML compilation failed"));
+            }
+            return (new String(output, StandardCharsets.UTF_8));
+         });
+         try
+         {
+            return (task.get(20, TimeUnit.SECONDS));
+         }
+         finally
+         {
+            running.descendants().forEach(ProcessHandle::destroyForcibly);
+            running.destroyForcibly();
+            task.cancel(true);
+         }
+      }
+      catch(Exception e)
+      {
+         if(e instanceof InterruptedException)
+         {
+            Thread.currentThread().interrupt();
+         }
+         throw (new IllegalArgumentException("MJML compilation failed or exceeded 20 seconds"));
+      }
+      finally
+      {
+         if(process != null)
+         {
+            process.destroyForcibly();
+         }
+      }
+   }
+
+   /*******************************************************************************
+    ** MJML 4.x/5 supports allowIncludes=false. Refusing the source tag as well
+    ** removes include resolution and its dependence on the inherited directory.
+    *******************************************************************************/
+   public static void rejectIncludes(String source)
+   {
+      if(source != null && java.util.regex.Pattern.compile("(?i)<\\s*mj-include\\b").matcher(source).find())
+      {
+         throw (new IllegalArgumentException("MJML includes are not allowed"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Package seam for checking child isolation without executing a compiler.
+    *******************************************************************************/
+   ProcessBuilder processBuilder()
+   {
+      ProcessBuilder builder = new ProcessBuilder(binary, "-i", "-s", "--config.allowIncludes=false");
+      String path = builder.environment().get("PATH");
+      builder.environment().clear();
+      if(path != null)
+      {
+         builder.environment().put("PATH", path);
+      }
+      return (builder.redirectError(ProcessBuilder.Redirect.DISCARD));
+   }
+
+}

src/main/java/com/kingsrook/qbits/email/template/EmailBuiltIns.java

@@ -0,0 +1,77 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.List;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.insert.InsertInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Built-ins are created on first use, transactionally and without JVM state.
+ *******************************************************************************/
+public final class EmailBuiltIns
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailBuiltIns()
+   {
+   }
+
+   /*******************************************************************************
+    ** Seed the secure-link pattern. The unique template name arbitrates replicas.
+    *******************************************************************************/
+   public static void ensure() throws QException
+   {
+      if(!SystemWrites.query(EmailTables.TEMPLATE, EmailStore.equal("name", "email_secure_message")).isEmpty())
+      {
+         return;
+      }
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new InsertInput(EmailTables.TEMPLATE)))
+      {
+         QRecord template = SystemWrites.insert(EmailTables.TEMPLATE, List.of(new QRecord().withValue("name", "email_secure_message")
+            .withValue("label", "Secure message").withValue("kind", "MARKDOWN").withValue("category", "SECURITY").withValue("phiApproved", false)), tx).getRecords().getFirst();
+         if(template.getValue("id") == null || template.getErrors() != null && !template.getErrors().isEmpty())
+         {
+            tx.rollback();
+            return;
+         }
+         QRecord version = SystemWrites.insert(EmailTables.VERSION, List.of(new QRecord().withValue("templateId", template.getValue("id"))
+            .withValue("versionNumber", 1).withValue("status", "ACTIVE").withValue("locale", "en").withValue("subject", "New secure message")
+            .withValue("bodySource", "You have a new secure message from {{brand.label}}. Sign in to read it.\n\n[Read secure message]({{link}}){.button}")
+            .withValue("variablesSchema", "[{\"name\":\"link\",\"type\":\"URL\",\"required\":true}]")
+            .withValue("sampleVariables", "{\"link\":\"https://example.invalid/sign-in\"}")), tx).getRecords().getFirst();
+         if(version.getValue("id") == null || version.getErrors() != null && !version.getErrors().isEmpty())
+         {
+            throw (new QException("Could not install secure-message template"));
+         }
+         EmailStore.update(EmailTables.TEMPLATE, new QRecord().withValue("id", template.getValue("id")).withValue("activeVersionId", version.getValue("id")), tx);
+         tx.commit();
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailPreviewWidget.java

@@ -0,0 +1,130 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.List;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.render.ContrastCheck;
+import com.kingsrook.qbits.email.render.EmailBrands;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qqq.backend.core.actions.dashboard.widgets.AbstractWidgetRenderer;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput;
+import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetOutput;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.jsoup.Jsoup;
+import org.jsoup.safety.Safelist;
+
+
+/*******************************************************************************
+ ** Inline preview fallback: Next strips iframes and style blocks. Samples are
+ ** sanitized server-side too; no live record references are read for previews.
+ *******************************************************************************/
+public class EmailPreviewWidget extends AbstractWidgetRenderer
+{
+   /*******************************************************************************
+    ** Fetch the version and parent as the viewer, then render sample data.
+    *******************************************************************************/
+   @Override
+   public RenderWidgetOutput render(RenderWidgetInput input) throws QException
+   {
+      try
+      {
+         int id = Integer.parseInt(input.getQueryParams().get("id"));
+         List<QRecord> versions = new QueryAction().execute(new QueryInput(EmailTables.VERSION).withShouldFetchHeavyFields(true)
+            .withFilter(EmailStore.equal("id", id))).getRecords();
+         if(versions.isEmpty())
+         {
+            return (output("<p>Version unavailable.</p>"));
+         }
+         QRecord version = versions.getFirst();
+         List<QRecord> templates = new QueryAction().execute(new QueryInput(EmailTables.TEMPLATE)
+            .withFilter(EmailStore.equal("id", version.getValueInteger("templateId")))).getRecords();
+         if(templates.isEmpty())
+         {
+            return (output("<p>Template unavailable.</p>"));
+         }
+         QRecord template = templates.getFirst();
+         if("MJML".equals(template.getValueString("kind")) && version.getValueString("compiledHtml") == null)
+         {
+            if(!com.kingsrook.qbits.email.permissions.EmailPermissionChecker.has(com.kingsrook.qbits.email.permissions.EmailPermissions.MANAGE))
+            {
+               return (output("<p>Not compiled yet. Activate the version or use Preview as a manager.</p>"));
+            }
+            EmailVersions.validate(template, version);
+         }
+         EmailTemplateRenderer renderer = new EmailTemplateRenderer(template, version,
+            new EmailRequest().withVariables(VariableSchema.values(version.getValueString("sampleVariables"))));
+         QRecord rendered = renderer.render("preview", "https://example.invalid/unsubscribe/preview", false);
+         QRecord brand = EmailBrands.resolve(null, template);
+         String html = "<div style=\"min-width:0;overflow-wrap:anywhere\"><h3>" + EmailTemplateEngine.escape(rendered.getValueString("subject")) + "</h3>"
+            + "<p>Sample preview. Inline rendering; mail clients may display it differently.</p>"
+            + sample(rendered.getValueString("htmlBody"), brand, false, 390) + sample(rendered.getValueString("htmlBody"), brand, true, 600)
+            + "<h4>Plain text</h4><pre style=\"white-space:pre-wrap;overflow-wrap:anywhere;max-width:100%\">"
+            + EmailTemplateEngine.escape(rendered.getValueString("textBody")) + "</pre></div>";
+         return (output(html + "<p>" + EmailTemplateEngine.escape(String.join("; ", renderer.warnings())) + "</p>"));
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (output("<p>Preview unavailable: " + EmailTemplateEngine.escape(e.getMessage()) + "</p>"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Safe inline sample with bounded width and no executable source or CSS.
+    *******************************************************************************/
+   private static String sample(String html, QRecord brand, boolean dark, int width)
+   {
+      var document = Jsoup.parse(html);
+      document.select("head,script,style,iframe,form").remove();
+      document.select(".email-logo-" + (dark ? "light" : "dark")).remove();
+      String clean = Jsoup.clean(document.body().html(), Safelist.relaxed().addAttributes("td", "class"));
+      document = Jsoup.parseBodyFragment(clean);
+      document.select("table").forEach(e -> e.attr("style", "width:100%;table-layout:fixed;border-collapse:collapse"));
+      document.select("td,th").forEach(e -> e.attr("style", "overflow-wrap:anywhere;padding:6px"));
+      document.select("img").forEach(e -> e.attr("style", "max-width:100%;height:auto"));
+      document.select("pre").forEach(e -> e.attr("style", "white-space:pre-wrap;overflow-wrap:anywhere"));
+      document.select("a").forEach(e -> e.attr("style", "color:inherit;overflow-wrap:anywhere"));
+      document.select(".email-content").forEach(e -> e.attr("style", e.attr("style") + ";background-color:"
+         + ContrastCheck.color(brand, dark ? "darkBackgroundColor" : "backgroundColor") + ";color:"
+         + ContrastCheck.color(brand, dark ? "darkTextColor" : "textColor")));
+      document.select(".email-button").forEach(e -> e.attr("style", "padding:12px 20px;background-color:" + ContrastCheck.color(brand, dark ? "darkPrimaryColor" : "primaryColor")
+         + ";color:" + ContrastCheck.color(brand, dark ? "darkButtonTextColor" : "buttonTextColor") + "!important"));
+      document.select(".email-button a").forEach(e -> e.attr("style", "color:" + ContrastCheck.color(brand, dark ? "darkButtonTextColor" : "buttonTextColor") + "!important;display:block;overflow-wrap:anywhere"));
+      document.select("[class]").forEach(e -> e.removeAttr("class"));
+      return ("<h4>" + (dark ? "Dark" : "Light") + " · " + width + "px maximum</h4><div style=\"box-sizing:border-box;width:100%;max-width:"
+         + width + "px;padding:12px;overflow-wrap:anywhere;background-color:" + ContrastCheck.color(brand, dark ? "darkBackgroundColor" : "backgroundColor")
+         + ";color:" + ContrastCheck.color(brand, dark ? "darkTextColor" : "textColor") + "\">" + document.body().html() + "</div>");
+   }
+
+   /*******************************************************************************
+    ** Standard widget response.
+    *******************************************************************************/
+   private static RenderWidgetOutput output(String html)
+   {
+      return (new RenderWidgetOutput(new RawHTML(null, html)));
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailTemplateCustomizers.java

@@ -0,0 +1,172 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.List;
+import java.util.Objects;
+import java.util.Optional;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.render.EmailBrands;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.customizers.TableCustomizerInterface;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.AbstractActionInput;
+import com.kingsrook.qqq.backend.core.model.actions.tables.delete.DeleteInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.statusmessages.BadInputStatusMessage;
+
+
+/*******************************************************************************
+ ** Lifecycle and template edit permissions apply equally to forms and APIs.
+ *******************************************************************************/
+public class EmailTemplateCustomizers implements TableCustomizerInterface
+{
+   /*******************************************************************************
+    ** Merge sparse updates and protect stored lifecycle state, not caller claims.
+    *******************************************************************************/
+   @Override
+   public List<QRecord> preInsertOrUpdate(AbstractActionInput input, List<QRecord> rows, boolean preview, Optional<List<QRecord>> oldRecords) throws QException
+   {
+      if(SystemWrites.active())
+      {
+         return (rows);
+      }
+      for(QRecord row : rows)
+      {
+         QRecord old = oldRecords.orElse(List.of()).stream().filter(v -> Objects.equals(v.getValue("id"), row.getValue("id"))).findFirst().orElse(new QRecord());
+         QRecord merged = new QRecord();
+         merged.getValues().putAll(old.getValues());
+         merged.getValues().putAll(row.getValues());
+         try
+         {
+            String table = input instanceof com.kingsrook.qqq.backend.core.model.actions.tables.insert.InsertInput insert ? insert.getTableName()
+               : ((com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput) input).getTableName();
+            if(EmailTables.BRAND.equals(table))
+            {
+               EmailBrands.validate(merged);
+            }
+            else if(EmailTables.TEMPLATE.equals(table))
+            {
+               EmailVersions.requireEdit(old.getValue("id") == null ? merged : old, false);
+               protectedFields(row, old, List.of("phiApproved", "approvedVersionId", "phiApprovedBy", "phiApprovedDate", "activeVersionId"));
+               if(Boolean.TRUE.equals(old.getValueBoolean("phiApproved")))
+               {
+                  protectedFields(row, old, List.of("kind", "category", "brandId", "name"));
+               }
+            }
+            else
+            {
+               QRecord parent = EmailStore.get(EmailTables.TEMPLATE, merged.getValueInteger("templateId"), null);
+               if(parent == null)
+               {
+                  throw (new IllegalArgumentException("Template is required"));
+               }
+               EmailVersions.requireEdit(parent, false);
+               if(old.getValue("id") != null)
+               {
+                  protectedFields(row, old, List.of("templateId", "versionNumber", "status", "compiledHtml", "activatedDate"));
+                  immutable(old, parent);
+               }
+               else
+               {
+                  if(merged.getValueString("status") != null && !"DRAFT".equals(merged.getValueString("status")))
+                  {
+                     throw (new IllegalArgumentException("New versions must be DRAFT"));
+                  }
+                  row.setValue("status", "DRAFT");
+                  row.setValue("compiledHtml", null);
+               }
+               new VariableSchema(merged.getValueString("variablesSchema"));
+            }
+         }
+         catch(IllegalArgumentException e)
+         {
+            row.addError(new BadInputStatusMessage(e.getMessage()));
+         }
+      }
+      return (rows);
+   }
+
+   /*******************************************************************************
+    ** Lifecycle-owned fields cannot be changed through ordinary CRUD.
+    *******************************************************************************/
+   private static void protectedFields(QRecord row, QRecord old, List<String> fields)
+   {
+      for(String field : fields)
+      {
+         Object value = row.getValue(field);
+         if(row.getValues().containsKey(field) && !Objects.equals(value, old.getValue(field)) && !(old.getValue("id") == null && Boolean.FALSE.equals(value)))
+         {
+            throw (new IllegalArgumentException("Use the version actions to change " + field));
+         }
+      }
+   }
+
+   /*******************************************************************************
+    ** Approving a draft freezes its content, preventing approval substitution.
+    *******************************************************************************/
+   private static void immutable(QRecord version, QRecord template)
+   {
+      if(!"DRAFT".equals(version.getValueString("status")) || Objects.equals(version.getValue("id"), template.getValue("approvedVersionId")))
+      {
+         throw (new IllegalArgumentException("ACTIVE, RETIRED and PHI-approved versions cannot be edited; use New Version"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Preserve active/history rows and the same edit grants on deletion.
+    *******************************************************************************/
+   @Override
+   public List<QRecord> preDelete(DeleteInput input, List<QRecord> rows, boolean preview) throws QException
+   {
+      if(SystemWrites.active())
+      {
+         return (rows);
+      }
+      for(QRecord row : rows)
+      {
+         try
+         {
+            if(EmailTables.VERSION.equals(input.getTableName()))
+            {
+               QRecord parent = EmailStore.get(EmailTables.TEMPLATE, row.getValueInteger("templateId"), input.getTransaction());
+               EmailVersions.requireEdit(parent, false);
+               immutable(row, parent);
+            }
+            else if(EmailTables.TEMPLATE.equals(input.getTableName()))
+            {
+               EmailVersions.requireEdit(row, false);
+               if(!SystemWrites.query(EmailTables.VERSION, EmailStore.equal("templateId", row.getValueInteger("id")), input.getTransaction()).isEmpty())
+               {
+                  throw (new IllegalArgumentException("Templates with versions cannot be deleted"));
+               }
+            }
+         }
+         catch(IllegalArgumentException e)
+         {
+            row.addError(new BadInputStatusMessage(e.getMessage()));
+         }
+      }
+      return (rows);
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailTemplateDefinition.java

@@ -0,0 +1,315 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.ArrayList;
+import java.util.LinkedHashMap;
+import java.util.List;
+import java.util.Map;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+
+
+/*******************************************************************************
+ ** A template another qbit ships with its own code: its name, content and
+ ** variable contract. Hand it to {@link EmailTemplates#ensure} at startup or on
+ ** first use; it is created once as an ACTIVE version 1 and never overwritten.
+ *******************************************************************************/
+public final class EmailTemplateDefinition
+{
+   private String name;
+   private String label;
+   private EmailCategory category;
+   private String kind = "MARKDOWN";
+   private String subject;
+   private String body;
+   private String textBody;
+   private String variablesSchema;
+   private final List<Map<String, Object>> variables = new ArrayList<>();
+   private String sampleVariables;
+   private String ownerQbit;
+   private String editPermissionName;
+
+   /*******************************************************************************
+    ** Unique snake_case template name, as used by EmailRequest.withTemplateName.
+    *******************************************************************************/
+   public EmailTemplateDefinition withName(String name)
+   {
+      this.name = name;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Human label shown in the template table.
+    *******************************************************************************/
+   public EmailTemplateDefinition withLabel(String label)
+   {
+      this.label = label;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Template category; it decides opt-out and PHI rules.
+    *******************************************************************************/
+   public EmailTemplateDefinition withCategory(EmailCategory category)
+   {
+      this.category = category;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** MARKDOWN (the default), MJML or HTML.
+    *******************************************************************************/
+   public EmailTemplateDefinition withKind(String kind)
+   {
+      this.kind = kind;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Subject source, which may use variables.
+    *******************************************************************************/
+   public EmailTemplateDefinition withSubject(String subject)
+   {
+      this.subject = subject;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Body source in the template's kind.
+    *******************************************************************************/
+   public EmailTemplateDefinition withBody(String body)
+   {
+      this.body = body;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Optional plain-text source; omitted, it is derived from the body.
+    *******************************************************************************/
+   public EmailTemplateDefinition withTextBody(String textBody)
+   {
+      this.textBody = textBody;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** The variables schema as the JSON list the template table stores. Use this or
+    ** withVariable, not both.
+    *******************************************************************************/
+   public EmailTemplateDefinition withVariablesSchema(String variablesSchema)
+   {
+      this.variablesSchema = variablesSchema;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Declare one variable (type: STRING, NUMBER, DATE, DATE_TIME, BOOLEAN, URL,
+    ** LIST or RECORD; classification: PUBLIC, CONFIDENTIAL, PII, PHI or null).
+    *******************************************************************************/
+   public EmailTemplateDefinition withVariable(String name, String label, String type, boolean required, String classification)
+   {
+      Map<String, Object> entry = new LinkedHashMap<>();
+      entry.put("name", name);
+      entry.put("label", label);
+      entry.put("type", type);
+      entry.put("required", required);
+      entry.put("classification", classification);
+      variables.add(entry);
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Synthetic sample values as a JSON object, used to validate and preview.
+    *******************************************************************************/
+   public EmailTemplateDefinition withSampleVariables(String sampleVariables)
+   {
+      this.sampleVariables = sampleVariables;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** The qbit that owns this template.
+    *******************************************************************************/
+   public EmailTemplateDefinition withOwnerQbit(String ownerQbit)
+   {
+      this.ownerQbit = ownerQbit;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** Optional permission, besides the email permission, needed to edit the template.
+    *******************************************************************************/
+   public EmailTemplateDefinition withEditPermissionName(String editPermissionName)
+   {
+      this.editPermissionName = editPermissionName;
+      return (this);
+   }
+
+   /*******************************************************************************
+    ** The template name.
+    *******************************************************************************/
+   public String getName()
+   {
+      return (name);
+   }
+
+   /*******************************************************************************
+    ** The template label.
+    *******************************************************************************/
+   public String getLabel()
+   {
+      return (label);
+   }
+
+   /*******************************************************************************
+    ** The template category.
+    *******************************************************************************/
+   public EmailCategory getCategory()
+   {
+      return (category);
+   }
+
+   /*******************************************************************************
+    ** The template kind.
+    *******************************************************************************/
+   public String getKind()
+   {
+      return (kind);
+   }
+
+   /*******************************************************************************
+    ** The subject source.
+    *******************************************************************************/
+   public String getSubject()
+   {
+      return (subject);
+   }
+
+   /*******************************************************************************
+    ** The body source.
+    *******************************************************************************/
+   public String getBody()
+   {
+      return (body);
+   }
+
+   /*******************************************************************************
+    ** The optional plain-text source.
+    *******************************************************************************/
+   public String getTextBody()
+   {
+      return (textBody);
+   }
+
+   /*******************************************************************************
+    ** The schema JSON: the explicit text, or the typed variables as a JSON list.
+    *******************************************************************************/
+   public String getVariablesSchema()
+   {
+      if(variablesSchema != null && !variablesSchema.isBlank())
+      {
+         return (variablesSchema);
+      }
+      return (VariableSchema.json(variables));
+   }
+
+   /*******************************************************************************
+    ** The sample values JSON, defaulting to an empty object.
+    *******************************************************************************/
+   public String getSampleVariables()
+   {
+      return (sampleVariables == null || sampleVariables.isBlank() ? "{}" : sampleVariables);
+   }
+
+   /*******************************************************************************
+    ** The owning qbit.
+    *******************************************************************************/
+   public String getOwnerQbit()
+   {
+      return (ownerQbit);
+   }
+
+   /*******************************************************************************
+    ** The optional edit permission.
+    *******************************************************************************/
+   public String getEditPermissionName()
+   {
+      return (editPermissionName);
+   }
+
+   /*******************************************************************************
+    ** Plain-language reasons the definition is incomplete or malformed, before any
+    ** rendering check. Empty when it passes.
+    *******************************************************************************/
+   public List<String> problems()
+   {
+      List<String> reasons = new ArrayList<>();
+      if(name == null || !name.matches("[a-z][a-z0-9_]{0,99}"))
+      {
+         reasons.add("Name must be snake_case: lowercase letters, digits and underscores, starting with a letter");
+      }
+      if(label == null || label.isBlank())
+      {
+         reasons.add("Label is required");
+      }
+      if(category == null)
+      {
+         reasons.add("Category is required");
+      }
+      if(kind == null || !List.of("MARKDOWN", "MJML", "HTML").contains(kind))
+      {
+         reasons.add("Kind must be MARKDOWN, MJML or HTML");
+      }
+      if(subject == null || subject.isBlank())
+      {
+         reasons.add("Subject is required");
+      }
+      if(body == null || body.isBlank())
+      {
+         reasons.add("Body is required");
+      }
+      if(variablesSchema != null && !variablesSchema.isBlank() && !variables.isEmpty())
+      {
+         reasons.add("Declare variables with withVariablesSchema or withVariable, not both");
+      }
+      else
+      {
+         try
+         {
+            new VariableSchema(getVariablesSchema());
+         }
+         catch(IllegalArgumentException e)
+         {
+            reasons.add(e.getMessage());
+         }
+      }
+      try
+      {
+         VariableSchema.values(sampleVariables);
+      }
+      catch(IllegalArgumentException e)
+      {
+         reasons.add(e.getMessage());
+      }
+      return (reasons);
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailTemplateEngine.java

@@ -0,0 +1,418 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.math.BigDecimal;
+import java.nio.charset.StandardCharsets;
+import java.util.ArrayDeque;
+import java.util.ArrayList;
+import java.util.Collection;
+import java.util.Deque;
+import java.util.LinkedHashSet;
+import java.util.List;
+import java.util.Map;
+import java.util.Set;
+import java.util.regex.Pattern;
+
+
+/*******************************************************************************
+ ** Small parsed template language: values, fallback, if and each, without code.
+ *******************************************************************************/
+public class EmailTemplateEngine
+{
+   private static final Pattern URL_ATTRIBUTE = Pattern.compile("(?i)(?:^|[\\s<])(href|src|action|background)\\s*=\\s*[\"']$");
+   private static final Pattern RENDERED_URL = Pattern.compile("(?is)\\b(href|src|action|background)(\\s*=\\s*)([\"'])(.*?)\\3");
+
+   /*******************************************************************************
+    ** One budget shared by all parts and nested blocks of a render.
+    *******************************************************************************/
+   public static class Budget
+   {
+      private int iterations;
+      private int bytes;
+
+      /*******************************************************************************
+       ** Count work before entering a loop body.
+       *******************************************************************************/
+      private void iterate()
+      {
+         if(++iterations > 10_000)
+         {
+            throw (new IllegalArgumentException("Template output is too large"));
+         }
+      }
+
+      /*******************************************************************************
+       ** Bound UTF-8 output before appending it.
+       *******************************************************************************/
+      private void append(StringBuilder out, String value)
+      {
+         if(value.length() > 1_048_576 || (bytes += value.getBytes(StandardCharsets.UTF_8).length) > 1_048_576)
+         {
+            throw (new IllegalArgumentException("Template output is too large"));
+         }
+         out.append(value);
+      }
+   }
+
+   /*******************************************************************************
+    ** Rendering context. Markdown uses entities for all punctuation so values
+    ** cannot inject Markdown links, images or block syntax.
+    *******************************************************************************/
+   public enum Context
+   {
+      HTML, TEXT, MARKDOWN
+   }
+
+   /*******************************************************************************
+    ** A parsed literal, expression or block.
+    *******************************************************************************/
+   private record Node(String kind, String value, String fallback, int line, List<Node> children, String attribute)
+   {
+   }
+
+   /*******************************************************************************
+    ** Validated immutable parse result.
+    *******************************************************************************/
+   public static class Parsed
+   {
+      private final List<Node> nodes;
+      private final Set<String> references;
+
+      /*******************************************************************************
+       ** Store parsed nodes.
+       *******************************************************************************/
+      private Parsed(List<Node> nodes, Set<String> references)
+      {
+         this.nodes = nodes;
+         this.references = Set.copyOf(references);
+      }
+
+      /*******************************************************************************
+       ** Render the already validated syntax tree.
+       *******************************************************************************/
+      public String render(Map<String, ?> values, Context context)
+      {
+         return (render(values, context, new Budget(), new ArrayList<>()));
+      }
+
+      /*******************************************************************************
+       ** Bindings referenced by values and block conditions, including nested blocks.
+       *******************************************************************************/
+      public Set<String> references()
+      {
+         return (references);
+      }
+
+      /*******************************************************************************
+       ** Render using the message-wide budget and safe author-facing warnings.
+       *******************************************************************************/
+      public String render(Map<String, ?> values, Context context, Budget budget, List<String> warnings)
+      {
+         StringBuilder out = new StringBuilder();
+         renderNodes(nodes, values, null, -1, context, budget, warnings, out);
+         return (context == Context.HTML ? validateRenderedUrls(out.toString(), warnings) : out.toString());
+      }
+
+   }
+
+   /*******************************************************************************
+    ** Parse once, checking balanced blocks and every variable, with line numbers.
+    *******************************************************************************/
+   public Parsed parse(String source, VariableSchema schema)
+   {
+      source = source == null ? "" : source;
+      List<Node> root = new ArrayList<>();
+      Deque<Node> stack = new ArrayDeque<>();
+      Set<String> references = new LinkedHashSet<>();
+      int position = 0;
+      int line = 1;
+      while(position < source.length())
+      {
+         List<Node> current = stack.isEmpty() ? root : stack.peek().children();
+         int start = source.indexOf("{{", position);
+         if(start < 0)
+         {
+            current.add(new Node("literal", source.substring(position), null, 0, List.of(), null));
+            break;
+         }
+         current.add(new Node("literal", source.substring(position, start), null, 0, List.of(), null));
+         for(int i = position; i < start; i++)
+         {
+            if(source.charAt(i) == '\n')
+            {
+               line++;
+            }
+         }
+         int end = source.indexOf("}}", start + 2);
+         if(end < 0)
+         {
+            throw (error(line, "Unclosed expression"));
+         }
+         String expression = source.substring(start + 2, end).trim();
+         if(expression.startsWith("/"))
+         {
+            if(stack.isEmpty() || !stack.peek().kind().equals(expression.substring(1)))
+            {
+               throw (error(line, "Block nesting error"));
+            }
+            stack.pop();
+         }
+         else
+         {
+            String kind = expression.startsWith("#if ") ? "if" : expression.startsWith("#each ") ? "each" : "value";
+            String binding = kind.equals("value") ? expression : expression.substring(kind.length() + 2).trim();
+            String[] parts = binding.split("\\|", 2);
+            String name = parts[0].trim();
+            boolean inEach = stack.stream().anyMatch(n -> n.kind().equals("each"));
+            boolean local = name.equals("this") || name.startsWith("this.") || name.equals("@index");
+            if(!name.matches("(?:[A-Za-z_][A-Za-z0-9_]*(?:\\.[A-Za-z_][A-Za-z0-9_]*)*|@index)")
+               || (local ? !inEach : !schema.knows(name)) || !kind.equals("value") && parts.length > 1)
+            {
+               throw (error(line, "Unknown or unsupported variable " + name));
+            }
+            if(!local)
+            {
+               references.add(name);
+            }
+            var attribute = URL_ATTRIBUTE.matcher(source.substring(position, start));
+            Node node = new Node(kind, name, parts.length == 2 ? parts[1] : "", line, new ArrayList<>(), attribute.find() ? attribute.group(1).toLowerCase(java.util.Locale.ROOT) : null);
+            current.add(node);
+            if(!kind.equals("value"))
+            {
+               if(stack.size() >= 8)
+               {
+                  throw (error(line, "Blocks exceed 8 levels"));
+               }
+               stack.push(node);
+            }
+         }
+         for(int i = start; i < end + 2; i++)
+         {
+            if(source.charAt(i) == '\n')
+            {
+               line++;
+            }
+         }
+         position = end + 2;
+      }
+      if(!stack.isEmpty())
+      {
+         throw (error(stack.peek().line(), "Unclosed " + stack.peek().kind() + " block"));
+      }
+      return (new Parsed(root, references));
+   }
+
+   /*******************************************************************************
+    ** Render syntax nodes; loop scope is restored on every recursive return.
+    *******************************************************************************/
+   private static void renderNodes(List<Node> nodes, Map<String, ?> values, Object item, int index, Context context, Budget budget, List<String> warnings, StringBuilder out)
+   {
+      for(Node node : nodes)
+      {
+         Object value = node.value().equals("this") ? item : node.value().startsWith("this.") ? lookup(item, node.value().substring(5))
+            : node.value().equals("@index") ? index : lookup(values, node.value());
+         switch(node.kind())
+         {
+            case "literal" -> budget.append(out, node.value());
+            case "value" ->
+            {
+               String text = value == null || value.toString().isEmpty() ? node.fallback() : value.toString();
+               if(context == Context.HTML && node.attribute() != null && !text.isEmpty())
+               {
+                  try
+                  {
+                     VariableSchema.url(text, "href".equals(node.attribute()));
+                  }
+                  catch(IllegalArgumentException e)
+                  {
+                     text = "";
+                     String warning = "Unsafe URL omitted for " + node.value();
+                     if(!warnings.contains(warning))
+                     {
+                        warnings.add(warning);
+                     }
+                  }
+               }
+               if(text.length() > 1_048_576)
+               {
+                  throw (new IllegalArgumentException("Template output is too large"));
+               }
+               budget.append(out, encode(text, context));
+            }
+            case "if" ->
+            {
+               if(truthy(value))
+               {
+                  renderNodes(node.children(), values, item, index, context, budget, warnings, out);
+               }
+            }
+            case "each" ->
+            {
+               if(value instanceof List<?> list)
+               {
+                  for(int i = 0; i < list.size(); i++)
+                  {
+                     budget.iterate();
+                     renderNodes(node.children(), values, list.get(i), i, context, budget, warnings, out);
+                  }
+               }
+            }
+            default -> throw (new IllegalStateException("Invalid template node"));
+         }
+      }
+   }
+
+   /*******************************************************************************
+    ** Expressions in attributes require quotes, including after literal prefixes.
+    *******************************************************************************/
+   public static void validateHtml(String source)
+   {
+      boolean tag = false;
+      char quote = 0;
+      for(int i = 0; source != null && i < source.length(); i++)
+      {
+         char c = source.charAt(i);
+         if(tag && quote == 0 && source.startsWith("{{", i))
+         {
+            throw (new IllegalArgumentException("Template expressions in attributes must be quoted"));
+         }
+         if(quote != 0)
+         {
+            if(c == quote)
+            {
+               quote = 0;
+            }
+         }
+         else if(c == '<')
+         {
+            tag = true;
+         }
+         else if(c == '>')
+         {
+            tag = false;
+         }
+         else if(tag && (c == '\"' || c == '\''))
+         {
+            quote = c;
+         }
+      }
+   }
+
+   /*******************************************************************************
+    ** Recheck complete attributes after block expansion, so whitespace, split
+    ** values and conditional expressions cannot hide the URL context.
+    *******************************************************************************/
+   private static String validateRenderedUrls(String html, List<String> warnings)
+   {
+      var matcher = RENDERED_URL.matcher(html);
+      StringBuilder result = new StringBuilder();
+      while(matcher.find())
+      {
+         String value = org.jsoup.parser.Parser.unescapeEntities(matcher.group(4), true);
+         try
+         {
+            if(!value.isEmpty())
+            {
+               VariableSchema.url(value, "href".equalsIgnoreCase(matcher.group(1)));
+            }
+            matcher.appendReplacement(result, java.util.regex.Matcher.quoteReplacement(matcher.group()));
+         }
+         catch(IllegalArgumentException e)
+         {
+            String warning = "Unsafe " + matcher.group(1).toLowerCase(java.util.Locale.ROOT) + " URL omitted";
+            if(!warnings.contains(warning))
+            {
+               warnings.add(warning);
+            }
+            matcher.appendReplacement(result, java.util.regex.Matcher.quoteReplacement(matcher.group(1) + matcher.group(2) + matcher.group(3) + matcher.group(3)));
+         }
+      }
+      matcher.appendTail(result);
+      return (result.toString());
+   }
+
+   /*******************************************************************************
+    ** Dotted paths traverse maps only; no reflection, methods or arbitrary code.
+    *******************************************************************************/
+   public static Object lookup(Object values, String path)
+   {
+      if(values instanceof Map<?, ?> map)
+      {
+         if(map.containsKey(path))
+         {
+            return (map.get(path));
+         }
+         int dot = path.indexOf('.');
+         return (dot < 0 ? map.get(path) : lookup(map.get(path.substring(0, dot)), path.substring(dot + 1)));
+      }
+      return (null);
+   }
+
+   /*******************************************************************************
+    ** Explicit language truthiness.
+    *******************************************************************************/
+   public static boolean truthy(Object value)
+   {
+      if(value == null || Boolean.FALSE.equals(value) || value instanceof CharSequence s && s.isEmpty()
+         || value instanceof Collection<?> c && c.isEmpty() || value instanceof Map<?, ?> m && m.isEmpty())
+      {
+         return (false);
+      }
+      return (!(value instanceof Number n) || new BigDecimal(n.toString()).compareTo(BigDecimal.ZERO) != 0);
+   }
+
+   /*******************************************************************************
+    ** Escape values exactly once for the consuming grammar.
+    *******************************************************************************/
+   public static String encode(String value, Context context)
+   {
+      if(context == Context.TEXT)
+      {
+         return (value);
+      }
+      if(context == Context.MARKDOWN)
+      {
+         StringBuilder encoded = new StringBuilder();
+         value.codePoints().forEach(c -> encoded.append(Character.isLetterOrDigit(c) || c == ' ' ? new String(Character.toChars(c)) : "&#" + c + ";"));
+         return (encoded.toString());
+      }
+      return (escape(value));
+   }
+
+   /*******************************************************************************
+    ** Attribute and text escaping, including both quote types.
+    *******************************************************************************/
+   public static String escape(Object value)
+   {
+      return (value == null ? "" : value.toString().replace("&", "&amp;").replace("<", "&lt;").replace(">", "&gt;")
+         .replace("\"", "&quot;").replace("'", "&#39;"));
+   }
+
+   /*******************************************************************************
+    ** Stable author-facing parse diagnostic.
+    *******************************************************************************/
+   private static IllegalArgumentException error(int line, String message)
+   {
+      return (new IllegalArgumentException("Line " + line + ": " + message));
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailTemplateRenderer.java

@@ -0,0 +1,453 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.io.Serializable;
+import java.util.ArrayList;
+import java.util.LinkedHashMap;
+import java.util.List;
+import java.util.Map;
+import java.util.Objects;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.phi.EmailBodyEncryption;
+import com.kingsrook.qbits.email.phi.EmailClassifications;
+import com.kingsrook.qbits.email.phi.EmailClassifications.Level;
+import com.kingsrook.qbits.email.phi.EmailValueTokens;
+import com.kingsrook.qbits.email.render.EmailBrands;
+import com.kingsrook.qbits.email.render.EmailLayout;
+import com.kingsrook.qbits.email.render.EmailMarkdown;
+import com.kingsrook.qbits.email.render.HtmlToText;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QCriteriaOperator;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QFilterCriteria;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QQueryFilter;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
+
+
+/*******************************************************************************
+ ** Queue-time template resolution and rendering with sender-visible record data.
+ *******************************************************************************/
+public final class EmailTemplateRenderer
+{
+   private final QRecord template;
+   private final QRecord version;
+   private final QRecord brand;
+   private final VariableSchema schema;
+   private final Map<String, Serializable> values;
+   private final Map<String, EmailRequest.RecordVariable> records;
+   private final EmailCategory category;
+   private final boolean approved;
+   private final List<String> warnings = new ArrayList<>();
+
+   /*******************************************************************************
+    ** Resolve a template's active locale, falling back only to English.
+    *******************************************************************************/
+   public static EmailTemplateRenderer prepare(EmailRequest request) throws QException
+   {
+      if("email_secure_message".equals(request.getTemplateName()))
+      {
+         EmailBuiltIns.ensure();
+      }
+      List<QRecord> templates = SystemWrites.query(EmailTables.TEMPLATE, EmailStore.equal("name", request.getTemplateName()));
+      if(templates.size() != 1)
+      {
+         throw (new IllegalArgumentException("Unknown email template"));
+      }
+      QRecord template = templates.getFirst();
+      List<QRecord> versions = SystemWrites.query(EmailTables.VERSION, EmailStore.equal("templateId", template.getValueInteger("id"))
+         .withCriteria(new QFilterCriteria("status", QCriteriaOperator.EQUALS, "ACTIVE")));
+      QRecord version = versions.stream().filter(v -> Objects.equals(request.getLocale(), v.getValueString("locale"))).findFirst()
+         .orElseGet(() -> versions.stream().filter(v -> "en".equals(v.getValueString("locale"))).findFirst().orElse(null));
+      if(version == null)
+      {
+         throw (new IllegalArgumentException("Template has no active version for this locale or en"));
+      }
+      return (new EmailTemplateRenderer(template, version, request));
+   }
+
+   /*******************************************************************************
+    ** Validate schema, provenance and all template syntax before any outbox write.
+    *******************************************************************************/
+   public EmailTemplateRenderer(QRecord template, QRecord version, EmailRequest request) throws QException
+   {
+      this.template = template;
+      this.version = version;
+      approved = Boolean.TRUE.equals(template.getValueBoolean("phiApproved")) && version.getValue("id") != null
+         && Objects.equals(template.getValue("approvedVersionId"), version.getValue("id"));
+      brand = EmailBrands.resolve(approved ? null : request.getBrandName(), template);
+      if(approved)
+      {
+         for(String field : List.of("logoUrl", "logoDarkUrl"))
+         {
+            if(brand.getValueString(field) != null && !EmailBrands.allowedImage(brand.getValueString(field), brand))
+            {
+               brand.setValue(field, null);
+               warnings.add("Brand logo omitted: image host is not allowed");
+            }
+         }
+      }
+      EmailBrands.validate(brand);
+      schema = new VariableSchema(version.getValueString("variablesSchema"));
+      records = new LinkedHashMap<>(request.getRecordVariables());
+      java.util.Set<String> references = new java.util.LinkedHashSet<>();
+      for(String field : List.of("subject", "preheader", "bodySource", "textSource", "compiledHtml"))
+      {
+         references.addAll(new EmailTemplateEngine().parse(version.getValueString(field), schema).references());
+      }
+      if(!"MARKDOWN".equals(template.getValueString("kind")))
+      {
+         EmailTemplateEngine.validateHtml(version.getValueString("bodySource"));
+         EmailTemplateEngine.validateHtml(version.getValueString("compiledHtml"));
+      }
+      Map<String, Serializable> supplied = new LinkedHashMap<>(request.getVariables());
+      for(var binding : records.entrySet())
+      {
+         supplied.keySet().removeIf(key -> key.startsWith(binding.getKey() + "."));
+         QTableMetaData table = QContext.getQInstance().getTable(binding.getValue().table());
+         if(table == null)
+         {
+            throw (new IllegalArgumentException("Record variable table is unavailable"));
+         }
+         java.util.Set<String> fields = references.stream().filter(path -> path.startsWith(binding.getKey() + "."))
+            .map(path -> path.substring(binding.getKey().length() + 1).split("\\.")[0]).collect(java.util.stream.Collectors.toSet());
+         if(fields.isEmpty())
+         {
+            supplied.put(binding.getKey(), new LinkedHashMap<>());
+            continue;
+         }
+         // Never use SystemWrites here: masking and record locks belong to the sender.
+         List<QRecord> rows = new QueryAction().execute(new QueryInput(table.getName()).withShouldFetchHeavyFields(true).withFieldNamesToInclude(fields)
+            .withFilter(EmailStore.equal(table.getPrimaryKeyField(), binding.getValue().id()).withLimit(1))).getRecords();
+         if(rows.isEmpty())
+         {
+            throw (new IllegalArgumentException("Record variable is unavailable to the sender"));
+         }
+         Map<String, Serializable> visible = new LinkedHashMap<>();
+         fields.forEach(field -> visible.put(field, rows.getFirst().getValue(field)));
+         for(var field : table.getFields().values())
+         {
+            var lock = field.getFieldSecurityLock();
+            if(lock != null && fields.contains(field.getName()))
+            {
+               var session = QContext.getQSession();
+               List<Serializable> keys = session == null ? List.of() : session.getSecurityKeyValues(lock.getSecurityKeyType());
+               boolean override = keys != null && lock.getOverrideValues() != null && keys.stream().anyMatch(lock.getOverrideValues()::contains);
+               boolean allowed = lock.getDefaultBehavior() == com.kingsrook.qqq.backend.core.model.metadata.security.FieldSecurityLock.Behavior.ALLOW;
+               if(override ? allowed : !allowed)
+               {
+                  visible.put(field.getName(), "************");
+               }
+            }
+         }
+         supplied.put(binding.getKey(), new LinkedHashMap<>(visible));
+      }
+      for(String name : supplied.keySet())
+      {
+         if(!schema.knows(name) || name.startsWith("brand.") || name.equals("message.id") || name.equals("now") || name.equals("unsubscribe_url"))
+         {
+            throw (new IllegalArgumentException("Unknown or reserved input variable " + name));
+         }
+      }
+      values = schema.validate(supplied);
+      category = EmailCategory.valueOf(Objects.requireNonNullElse(template.getValueString("category"), "TRANSACTIONAL"));
+      if(request.getCategory() != null && request.getCategory() != category)
+      {
+         throw (new IllegalArgumentException("Template category cannot be overridden"));
+      }
+      if(approved && category == EmailCategory.MARKETING)
+      {
+         throw (new IllegalArgumentException("PHI-approved templates cannot send MARKETING email"));
+      }
+      for(VariableSchema.Entry entry : schema.entries().values())
+      {
+         requireApproval(entry.name(), classification(entry.name()));
+      }
+      inspect(values, "");
+      for(String field : List.of("subject", "preheader", "bodySource", "textSource"))
+      {
+         new EmailTemplateEngine().parse(version.getValueString(field), schema);
+      }
+      if(version.getValueString("subject") == null || version.getValueString("bodySource") == null)
+      {
+         throw (new IllegalArgumentException("A template subject and body are required"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Check actual nested fields as well as declared but absent bindings.
+    *******************************************************************************/
+   private void inspect(Object object, String path)
+   {
+      if(!path.isEmpty())
+      {
+         requireApproval(path, classification(path));
+      }
+      if(object instanceof Map<?, ?> map)
+      {
+         map.forEach((key, value) -> inspect(value, path.isEmpty() ? key.toString() : path + "." + key));
+      }
+      else if(object instanceof List<?> list)
+      {
+         list.forEach(value -> inspect(value, path));
+      }
+   }
+
+   /*******************************************************************************
+    ** A classification failure names only the binding, never its value.
+    *******************************************************************************/
+   private void requireApproval(String name, Level level)
+   {
+      if(EmailClassifications.sensitive(level) && !approved)
+      {
+         throw (new IllegalArgumentException("The variable " + name + " is " + level + "; this template is not approved for PHI."));
+      }
+   }
+
+   /*******************************************************************************
+    ** Resolve record provenance before schema declarations; inherit parent levels.
+    *******************************************************************************/
+   private Level classification(String path)
+   {
+      VariableSchema.Entry declaration = schema.entries().get(path);
+      if(declaration == null)
+      {
+         declaration = schema.entries().values().stream().filter(e -> path.startsWith(e.name() + "."))
+            .max(java.util.Comparator.comparingInt(e -> e.name().length())).orElse(null);
+      }
+      String declared = declaration == null ? null : declaration.classification();
+      for(var record : records.entrySet())
+      {
+         if(path.startsWith(record.getKey() + "."))
+         {
+            String field = path.substring(record.getKey().length() + 1).split("\\.")[0];
+            return (EmailClassifications.ofField(QContext.getQInstance().getTable(record.getValue().table()), field, declared, EmailRuntime.config()));
+         }
+      }
+      QTableMetaData table = declaration == null || declaration.table() == null ? null : QContext.getQInstance().getTable(declaration.table());
+      if(declaration != null && declaration.table() != null && (table == null || table.getField(declaration.field()) == null))
+      {
+         throw (new IllegalArgumentException("Schema field binding is unavailable"));
+      }
+      return (EmailClassifications.ofField(table, declaration == null ? null : declaration.field(), declared, EmailRuntime.config()));
+   }
+
+   /*******************************************************************************
+    ** Validate the actual provider at queue and delivery time.
+    *******************************************************************************/
+   public void validateProvider(QRecord provider)
+   {
+      if(approved)
+      {
+         checkProvider(provider);
+      }
+   }
+
+   /*******************************************************************************
+    ** Recheck mutable provider attestations before encrypted content leaves storage.
+    *******************************************************************************/
+   public static void checkProvider(QRecord provider)
+   {
+      if(!Boolean.TRUE.equals(provider.getValueBoolean("phiAllowed")) || Boolean.TRUE.equals(provider.getValueBoolean("trackOpens"))
+         || Boolean.TRUE.equals(provider.getValueBoolean("trackClicks")))
+      {
+         throw (new IllegalArgumentException("PHI email needs a phi_allowed provider with open and click tracking disabled"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Render with the real message identity; no compiled source is rebuilt at send.
+    *******************************************************************************/
+   public QRecord render(String messageId, String unsubscribe, boolean encrypt)
+   {
+      Map<String, Serializable> context = new LinkedHashMap<>(values);
+      for(String field : List.of("label", "name", "siteUrl", "logoUrl", "logoDarkUrl", "logoAlt", "postalAddress", "primaryColor", "textColor", "backgroundColor", "darkBackgroundColor", "darkTextColor", "buttonTextColor", "darkPrimaryColor", "darkButtonTextColor", "footerMarkdown"))
+      {
+         context.put("brand." + field.replaceAll("([a-z])([A-Z])", "$1_$2").toLowerCase(java.util.Locale.ROOT), brand.getValueString(field));
+      }
+      context.put("message.id", messageId);
+      context.put("now", EmailRuntime.clock().instant().toString());
+      context.put("unsubscribe_url", category == EmailCategory.NOTIFICATION || category == EmailCategory.MARKETING ? unsubscribe : "");
+      EmailTemplateEngine engine = new EmailTemplateEngine();
+      EmailTemplateEngine.Budget budget = new EmailTemplateEngine.Budget();
+      String subject = engine.parse(version.getValueString("subject"), schema).render(context, EmailTemplateEngine.Context.TEXT, budget, warnings);
+      if(subject.contains("\r") || subject.contains("\n"))
+      {
+         throw (new IllegalArgumentException("Subject must be one line"));
+      }
+      String kind = template.getValueString("kind");
+      String source = "MJML".equals(kind) ? version.getValueString("compiledHtml") : version.getValueString("bodySource");
+      if(source == null)
+      {
+         throw (new IllegalArgumentException("MJML version must be compiled before sending"));
+      }
+      String body = engine.parse(source, schema).render(context, "MARKDOWN".equals(kind) ? EmailTemplateEngine.Context.MARKDOWN : EmailTemplateEngine.Context.HTML, budget, warnings);
+      String preheader = engine.parse(version.getValueString("preheader"), schema).render(context, EmailTemplateEngine.Context.TEXT, budget, warnings);
+      String html = "MARKDOWN".equals(kind) ? EmailLayout.render(EmailMarkdown.render(body, brand), preheader, brand, category, unsubscribe)
+         : EmailLayout.appendFooter(body, brand, category, unsubscribe);
+      if(approved)
+      {
+         html = restrictImages(html);
+      }
+      String text = version.getValueString("textSource") == null ? HtmlToText.convert(html)
+         : engine.parse(version.getValueString("textSource"), schema).render(context, EmailTemplateEngine.Context.TEXT, budget, warnings);
+      if((long) subject.getBytes(java.nio.charset.StandardCharsets.UTF_8).length + html.getBytes(java.nio.charset.StandardCharsets.UTF_8).length
+         + text.getBytes(java.nio.charset.StandardCharsets.UTF_8).length > 1_048_576)
+      {
+         throw (new IllegalArgumentException("Template output is too large"));
+      }
+      return (new QRecord().withValue("subject", approved && encrypt ? EmailBodyEncryption.encrypt(subject, "subject", messageId) : subject)
+         .withValue("htmlBody", approved && encrypt ? EmailBodyEncryption.encrypt(html, "htmlBody", messageId) : html)
+         .withValue("textBody", approved && encrypt ? EmailBodyEncryption.encrypt(text, "textBody", messageId) : text)
+         .withValue("variablesSnapshot", VariableSchema.json(snapshot(values, "", messageId)))
+         .withValue("templateId", template.getValue("id")).withValue("templateVersionId", version.getValue("id"))
+         .withValue("brandId", brand.getValue("id")).withValue("locale", version.getValue("locale"))
+         .withValue("category", category.name()).withValue("phiApproved", approved));
+   }
+
+   /*******************************************************************************
+    ** Recursive redaction prevents nested records or lists bypassing tokenization.
+    *******************************************************************************/
+   private Object snapshot(Object value, String path, String messageId)
+   {
+      if(!path.isEmpty() && (EmailClassifications.sensitive(classification(path)) || unclassifiedRecordField(path)))
+      {
+         for(var record : records.entrySet())
+         {
+            if(path.startsWith(record.getKey() + ".") && !path.substring(record.getKey().length() + 1).contains("."))
+            {
+               QTableMetaData table = QContext.getQInstance().getTable(record.getValue().table());
+               var field = table.getField(path.substring(record.getKey().length() + 1));
+               if(field != null)
+               {
+                  return (EmailValueTokens.forRecordField(table, field, record.getValue().id(), (Serializable) value));
+               }
+            }
+         }
+         return (EmailValueTokens.forContext(List.of("email", template.getValueString("name"), path, messageId), (Serializable) value));
+      }
+      if(value instanceof Map<?, ?> map)
+      {
+         Map<String, Object> result = new LinkedHashMap<>();
+         map.forEach((key, item) -> result.put(key.toString(), snapshot(item, path.isEmpty() ? key.toString() : path + "." + key, messageId)));
+         return (result);
+      }
+      if(value instanceof List<?> list)
+      {
+         List<Object> result = new ArrayList<>();
+         list.forEach(item -> result.add(snapshot(item, path, messageId)));
+         return (result);
+      }
+      return (value == null || value instanceof Number || value instanceof Boolean ? value : value.toString());
+   }
+
+   /*******************************************************************************
+    ** Missing record classification fails closed only in the retained snapshot.
+    *******************************************************************************/
+   private boolean unclassifiedRecordField(String path)
+   {
+      for(var record : records.entrySet())
+      {
+         if(path.startsWith(record.getKey() + "."))
+         {
+            String field = path.substring(record.getKey().length() + 1).split("\\.")[0];
+            return (!EmailClassifications.hasSource(QContext.getQInstance().getTable(record.getValue().table()), field, EmailRuntime.config()));
+         }
+      }
+      return (false);
+   }
+
+   /*******************************************************************************
+    ** Warnings contain binding names and policy reasons, never input values.
+    *******************************************************************************/
+   public List<String> warnings()
+   {
+      return (List.copyOf(new java.util.LinkedHashSet<>(warnings)));
+   }
+
+   /*******************************************************************************
+    ** Apply the image policy after Markdown, layout and brand footer expansion.
+    *******************************************************************************/
+   private String restrictImages(String html)
+   {
+      var document = org.jsoup.Jsoup.parse(html);
+      document.outputSettings().prettyPrint(false);
+      document.select("[src],[background],[srcset],image").forEach(element ->
+      {
+         element.removeAttr("srcset");
+         if(element.hasAttr("src") && !EmailBrands.allowedImage(element.attr("src"), brand))
+         {
+            element.remove();
+            warnings.add("Image omitted: image host is not allowed");
+         }
+         if(element.hasAttr("background") && !EmailBrands.allowedImage(element.attr("background"), brand))
+         {
+            element.removeAttr("background");
+            warnings.add("Image omitted: image host is not allowed");
+         }
+         if("image".equals(element.normalName()))
+         {
+            element.remove();
+            warnings.add("SVG image omitted from approved email");
+         }
+      });
+      org.jsoup.select.NodeTraversor.filter((node, depth) ->
+      {
+         if(node instanceof org.jsoup.nodes.Comment comment && comment.getData().toLowerCase(java.util.Locale.ROOT).contains("[if"))
+         {
+            warnings.add("Conditional markup omitted from approved email");
+            return (org.jsoup.select.NodeFilter.FilterResult.REMOVE);
+         }
+         return (org.jsoup.select.NodeFilter.FilterResult.CONTINUE);
+      }, document);
+      // CSS image expressions can use escapes and image-set, so approved content
+      // uses img elements instead of CSS images. Layout colors remain intact.
+      document.select("[style]").forEach(element ->
+      {
+         String style = element.attr("style");
+         if(style.toLowerCase(java.util.Locale.ROOT).contains("url") || style.contains("\\") || style.toLowerCase(java.util.Locale.ROOT).contains("image-set"))
+         {
+            element.removeAttr("style");
+            warnings.add("CSS image omitted from approved email");
+         }
+      });
+      document.select("style").forEach(element ->
+      {
+         String style = element.data();
+         if(style.toLowerCase(java.util.Locale.ROOT).contains("url") || style.contains("\\") || style.toLowerCase(java.util.Locale.ROOT).contains("@import") || style.toLowerCase(java.util.Locale.ROOT).contains("image-set"))
+         {
+            element.remove();
+            warnings.add("CSS image omitted from approved email");
+         }
+      });
+      return (document.outerHtml());
+   }
+
+}

src/main/java/com/kingsrook/qbits/email/template/EmailTemplates.java

@@ -0,0 +1,118 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.List;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.insert.InsertInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Entry point for other qbits to ship their templates. A template is created
+ ** once; after that this class never touches it, so people's edits are safe.
+ *******************************************************************************/
+public final class EmailTemplates
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailTemplates()
+   {
+   }
+
+   /*******************************************************************************
+    ** Create the template and an ACTIVE version 1 when no template of that name
+    ** exists. The definition is validated like Activate Version (syntax, schema, a
+    ** render with the samples, MJML compile); an invalid one is refused with
+    ** plain reasons and nothing is written. Returns true only when this call
+    ** created the template; the unique name arbitrates concurrent callers.
+    *******************************************************************************/
+   public static boolean ensure(EmailTemplateDefinition definition) throws QException
+   {
+      List<String> reasons = definition.problems();
+      if(!reasons.isEmpty())
+      {
+         throw (new IllegalArgumentException("Template definition refused: " + String.join("; ", reasons)));
+      }
+      return (SystemWrites.call(() -> create(definition)));
+   }
+
+   /*******************************************************************************
+    ** The checked, transactional creation, run as the qbit.
+    *******************************************************************************/
+   private static boolean create(EmailTemplateDefinition definition) throws QException
+   {
+      if(exists(definition.getName()))
+      {
+         return (false);
+      }
+      QRecord template = new QRecord().withValue("name", definition.getName()).withValue("label", definition.getLabel())
+         .withValue("category", definition.getCategory().name()).withValue("kind", definition.getKind()).withValue("phiApproved", false)
+         .withValue("ownerQbit", definition.getOwnerQbit()).withValue("editPermissionName", definition.getEditPermissionName());
+      QRecord version = new QRecord().withValue("versionNumber", 1).withValue("status", "ACTIVE").withValue("locale", "en")
+         .withValue("subject", definition.getSubject()).withValue("bodySource", definition.getBody()).withValue("textSource", definition.getTextBody())
+         .withValue("variablesSchema", definition.getVariablesSchema()).withValue("sampleVariables", definition.getSampleVariables());
+      try
+      {
+         EmailVersions.validate(template, version);
+      }
+      catch(IllegalArgumentException e)
+      {
+         throw (new IllegalArgumentException("Template definition refused: " + e.getMessage()));
+      }
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new InsertInput(EmailTables.TEMPLATE)))
+      {
+         QRecord stored = SystemWrites.insert(EmailTables.TEMPLATE, List.of(template), tx).getRecords().getFirst();
+         if(stored.getValue("id") == null || stored.getErrors() != null && !stored.getErrors().isEmpty())
+         {
+            tx.rollback();
+            if(exists(definition.getName()))
+            {
+               return (false);
+            }
+            throw (new QException("Could not create template " + definition.getName()));
+         }
+         version.withValue("templateId", stored.getValue("id"));
+         QRecord storedVersion = SystemWrites.insert(EmailTables.VERSION, List.of(version), tx).getRecords().getFirst();
+         if(storedVersion.getValue("id") == null || storedVersion.getErrors() != null && !storedVersion.getErrors().isEmpty())
+         {
+            throw (new QException("Could not create template version for " + definition.getName()));
+         }
+         EmailStore.update(EmailTables.TEMPLATE, new QRecord().withValue("id", stored.getValue("id")).withValue("activeVersionId", storedVersion.getValue("id")), tx);
+         tx.commit();
+         return (true);
+      }
+   }
+
+   /*******************************************************************************
+    ** Whether a template of that name is already present.
+    *******************************************************************************/
+   private static boolean exists(String name) throws QException
+   {
+      return (!SystemWrites.query(EmailTables.TEMPLATE, EmailStore.equal("name", name)).isEmpty());
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailVersionLabels.java

@@ -0,0 +1,68 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.HashMap;
+import java.util.HashSet;
+import java.util.List;
+import java.util.Map;
+import java.util.Objects;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qqq.backend.core.actions.customizers.TableCustomizerInterface;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.QueryOrGetInputInterface;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QCriteriaOperator;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QQueryFilter;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Human-readable version labels, resolving parent names as the current viewer.
+ *******************************************************************************/
+public class EmailVersionLabels implements TableCustomizerInterface
+{
+   /*******************************************************************************
+    ** Batch parents to avoid one query per version, without bypassing security.
+    *******************************************************************************/
+   @Override
+   public List<QRecord> postQuery(QueryOrGetInputInterface input, List<QRecord> records) throws QException
+   {
+      var ids = records.stream().map(r -> r.getValueInteger("templateId")).filter(Objects::nonNull).distinct().toList();
+      Map<Integer, String> names = new HashMap<>();
+      if(!ids.isEmpty())
+      {
+         List<QRecord> templates = new QueryAction().execute(new QueryInput(EmailTables.TEMPLATE)
+            .withFilter(new QQueryFilter().withCriteria("id", QCriteriaOperator.IN, ids))
+            .withFieldNamesToInclude(new HashSet<>(List.of("id", "name")))).getRecords();
+         templates.forEach(t -> names.put(t.getValueInteger("id"), t.getValueString("name")));
+      }
+      for(QRecord row : records)
+      {
+         String locale = row.getValueString("locale");
+         row.setRecordLabel(names.getOrDefault(row.getValueInteger("templateId"), "Template") + " v" + row.getValueInteger("versionNumber")
+            + (locale == null || locale.isBlank() || "en".equals(locale) ? "" : " (" + locale + ")"));
+      }
+      return (records);
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/EmailVersions.java

@@ -0,0 +1,215 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.util.List;
+import java.util.Objects;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.permissions.EmailPermissionChecker;
+import com.kingsrook.qbits.email.permissions.EmailPermissions;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QFilterOrderBy;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Atomic version lifecycle. Approval binds to exactly one immutable version.
+ *******************************************************************************/
+public final class EmailVersions
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailVersions()
+   {
+   }
+
+   /*******************************************************************************
+    ** Enforce both the qbit permission and the template's independent edit grant.
+    *******************************************************************************/
+   public static void requireEdit(QRecord template, boolean approval)
+   {
+      if(SystemWrites.active())
+      {
+         return;
+      }
+      if(!EmailPermissionChecker.has(approval ? EmailPermissions.ADMIN : EmailPermissions.MANAGE))
+      {
+         throw (new IllegalArgumentException(approval ? "PHI approval needs email.admin" : "Editing templates needs email.manage"));
+      }
+      String permission = template.getValueString("editPermissionName");
+      if(permission != null && !permission.isBlank() && (QContext.getQSession() == null || !QContext.getQSession().hasPermission(permission)))
+      {
+         throw (new IllegalArgumentException("Editing this template needs " + permission));
+      }
+   }
+
+   /*******************************************************************************
+    ** Serialize lifecycle operations across replicas using the template row.
+    *******************************************************************************/
+   private static QRecord lock(Integer templateId, QBackendTransaction tx) throws QException
+   {
+      QRecord template = EmailStore.get(EmailTables.TEMPLATE, templateId, tx);
+      if(template == null)
+      {
+         throw (new IllegalArgumentException("Template not found"));
+      }
+      requireEdit(template, false);
+      EmailStore.update(EmailTables.TEMPLATE, new QRecord().withValue("id", templateId).withValue("versionLock", 0), tx);
+      return (EmailStore.get(EmailTables.TEMPLATE, templateId, tx));
+   }
+
+   /*******************************************************************************
+    ** Copy active (or latest) into a new draft, with a globally increasing number.
+    *******************************************************************************/
+   public static QRecord newVersion(Integer templateId) throws QException
+   {
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.TEMPLATE)))
+      {
+         QRecord template = lock(templateId, tx);
+         List<QRecord> versions = SystemWrites.query(EmailTables.VERSION, EmailStore.equal("templateId", templateId)
+            .withOrderBy(new QFilterOrderBy("versionNumber", false)), tx);
+         QRecord source = versions.stream().filter(v -> Objects.equals(template.getValue("activeVersionId"), v.getValue("id"))).findFirst()
+            .orElse(versions.isEmpty() ? new QRecord().withValue("locale", "en").withValue("variablesSchema", "[]").withValue("sampleVariables", "{}") : versions.getFirst());
+         QRecord draft = new QRecord();
+         for(String field : List.of("locale", "subject", "preheader", "bodySource", "textSource", "variablesSchema", "sampleVariables"))
+         {
+            draft.setValue(field, source.getValue(field));
+         }
+         draft.withValue("templateId", templateId).withValue("versionNumber", versions.isEmpty() ? 1 : versions.getFirst().getValueInteger("versionNumber") + 1)
+            .withValue("status", "DRAFT").withValue("createdBy", actor());
+         QRecord result = SystemWrites.insert(EmailTables.VERSION, List.of(draft), tx).getRecords().getFirst();
+         if(result.getValue("id") == null || result.getErrors() != null && !result.getErrors().isEmpty())
+         {
+            throw (new QException("Could not create template version"));
+         }
+         tx.commit();
+         return (result);
+      }
+   }
+
+   /*******************************************************************************
+    ** Approval is granted to the selected draft or active version, never retired.
+    *******************************************************************************/
+   public static void approve(Integer versionId) throws QException
+   {
+      QRecord version = requiredVersion(versionId, null);
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.TEMPLATE)))
+      {
+         QRecord template = lock(version.getValueInteger("templateId"), tx);
+         requireEdit(template, true);
+         version = requiredVersion(versionId, tx);
+         if("RETIRED".equals(version.getValueString("status")) || "MARKETING".equals(template.getValueString("category")))
+         {
+            throw (new IllegalArgumentException("Retired versions and MARKETING templates cannot be approved for PHI"));
+         }
+         EmailStore.update(EmailTables.TEMPLATE, new QRecord().withValue("id", template.getValue("id"))
+            .withValue("phiApproved", true).withValue("approvedVersionId", versionId).withValue("phiApprovedBy", actor())
+            .withValue("phiApprovedDate", EmailRuntime.clock().instant()), tx);
+         tx.commit();
+      }
+   }
+
+   /*******************************************************************************
+    ** Validate samples and syntax, compile MJML, then atomically retire and activate.
+    *******************************************************************************/
+   public static void activate(Integer versionId) throws QException
+   {
+      QRecord initial = requiredVersion(versionId, null);
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.TEMPLATE)))
+      {
+         QRecord template = lock(initial.getValueInteger("templateId"), tx);
+         QRecord version = requiredVersion(versionId, tx);
+         if(!"DRAFT".equals(version.getValueString("status")))
+         {
+            throw (new IllegalArgumentException("Only a DRAFT version can be activated"));
+         }
+         validate(template, version);
+         for(QRecord previous : SystemWrites.query(EmailTables.VERSION, EmailStore.equal("templateId", template.getValueInteger("id")), tx))
+         {
+            if("ACTIVE".equals(previous.getValueString("status")) && Objects.equals(version.getValue("locale"), previous.getValue("locale")))
+            {
+               EmailStore.update(EmailTables.VERSION, new QRecord().withValue("id", previous.getValue("id")).withValue("status", "RETIRED"), tx);
+            }
+         }
+         EmailStore.update(EmailTables.VERSION, new QRecord().withValue("id", versionId).withValue("status", "ACTIVE")
+            .withValue("compiledHtml", version.getValue("compiledHtml")).withValue("activatedDate", EmailRuntime.clock().instant()), tx);
+         QRecord change = new QRecord().withValue("id", template.getValue("id")).withValue("activeVersionId", versionId);
+         if(!Objects.equals(template.getValue("approvedVersionId"), versionId))
+         {
+            change.withValue("phiApproved", false).withValue("approvedVersionId", null).withValue("phiApprovedBy", null).withValue("phiApprovedDate", null);
+         }
+         EmailStore.update(EmailTables.TEMPLATE, change, tx);
+         tx.commit();
+      }
+   }
+
+   /*******************************************************************************
+    ** Review validation is side-effect-free; compiled output stays in memory.
+    *******************************************************************************/
+   public static void validate(QRecord template, QRecord version) throws QException
+   {
+      requireEdit(template, false);
+      if("MJML".equals(template.getValueString("kind")))
+      {
+         CliMjmlCompiler.rejectIncludes(version.getValueString("bodySource"));
+         EmailTemplateEngine.validateHtml(version.getValueString("bodySource"));
+         if(EmailRuntime.config().getMjmlCompiler() == null)
+         {
+            throw (new IllegalArgumentException("MJML activation needs a configured compiler"));
+         }
+         new EmailTemplateEngine().parse(version.getValueString("bodySource"), new VariableSchema(version.getValueString("variablesSchema")));
+         version.setValue("compiledHtml", EmailRuntime.config().getMjmlCompiler().compile(version.getValueString("bodySource")));
+      }
+      EmailTemplateRenderer renderer = new EmailTemplateRenderer(template, version,
+         new EmailRequest().withVariables(VariableSchema.values(version.getValueString("sampleVariables"))));
+      renderer.render("preview", "https://example.invalid/unsubscribe/preview", false);
+   }
+
+   /*******************************************************************************
+    ** Load a required version without exposing database diagnostics.
+    *******************************************************************************/
+   public static QRecord requiredVersion(Integer id, QBackendTransaction tx) throws QException
+   {
+      QRecord version = EmailStore.get(EmailTables.VERSION, id, tx);
+      if(version == null)
+      {
+         throw (new IllegalArgumentException("Template version not found"));
+      }
+      return (version);
+   }
+
+   /*******************************************************************************
+    ** Stable session actor identity, with an explicit system fallback.
+    *******************************************************************************/
+   private static String actor()
+   {
+      return (QContext.getQSession() == null || QContext.getQSession().getUser() == null ? "system" : QContext.getQSession().getUser().getIdReference());
+   }
+}

src/main/java/com/kingsrook/qbits/email/template/MjmlCompilerInterface.java

@@ -0,0 +1,34 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+/*******************************************************************************
+ ** Activation-time compilation only. Implementations must not persist sources.
+ *******************************************************************************/
+@FunctionalInterface
+public interface MjmlCompilerInterface
+{
+   /*******************************************************************************
+    ** Return HTML or a content-free failure.
+    *******************************************************************************/
+   String compile(String source);
+}

src/main/java/com/kingsrook/qbits/email/template/VariableSchema.java

@@ -0,0 +1,212 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import java.io.Serializable;
+import java.math.BigDecimal;
+import java.net.URI;
+import java.time.Instant;
+import java.time.LocalDate;
+import java.util.LinkedHashMap;
+import java.util.List;
+import java.util.Map;
+import com.fasterxml.jackson.core.type.TypeReference;
+import com.fasterxml.jackson.databind.ObjectMapper;
+
+
+/*******************************************************************************
+ ** Declarative variable contract. Validation errors never include input values.
+ *******************************************************************************/
+public class VariableSchema
+{
+   private final Map<String, Entry> entries = new LinkedHashMap<>();
+   private static final ObjectMapper JSON = new ObjectMapper();
+
+   /*******************************************************************************
+    ** One schema binding, including optional record provenance.
+    *******************************************************************************/
+   public record Entry(String name, String label, String type, boolean required, String classification, String table, String field)
+   {
+   }
+
+   /*******************************************************************************
+    ** Parse the JSON list and reject ambiguous or unsupported declarations.
+    *******************************************************************************/
+   public VariableSchema(String json)
+   {
+      try
+      {
+         List<Entry> parsed = JSON.readValue(json == null || json.isBlank() ? "[]" : json, new TypeReference<List<Entry>>() {});
+         for(Entry entry : parsed)
+         {
+            if(entry.name() == null || !entry.name().matches("[A-Za-z_][A-Za-z0-9_]*(\\.[A-Za-z_][A-Za-z0-9_]*)*")
+               || !List.of("STRING", "NUMBER", "DATE", "DATE_TIME", "BOOLEAN", "URL", "LIST", "RECORD").contains(entry.type())
+               || entries.putIfAbsent(entry.name(), entry) != null
+               || entry.classification() != null && !List.of("PUBLIC", "CONFIDENTIAL", "PII", "PHI").contains(entry.classification())
+               || (entry.table() == null) != (entry.field() == null))
+            {
+               throw (new IllegalArgumentException());
+            }
+         }
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Invalid variables schema"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Declared bindings in stable order.
+    *******************************************************************************/
+   public Map<String, Entry> entries()
+   {
+      return (Map.copyOf(entries));
+   }
+
+   /*******************************************************************************
+    ** Built-ins and paths under declared records are known to the parser.
+    *******************************************************************************/
+   public boolean knows(String name)
+   {
+      if(name.equals("now") || name.equals("message.id") || name.equals("unsubscribe_url")
+         || name.matches("brand\\.(label|name|site_url|logo_url|logo_dark_url|logo_alt|postal_address|primary_color|text_color|background_color|dark_background_color|dark_text_color|button_text_color|dark_primary_color|dark_button_text_color|footer_markdown)"))
+      {
+         return (true);
+      }
+      return (entries.containsKey(name) || entries.values().stream().anyMatch(e ->
+         ("RECORD".equals(e.type()) || "LIST".equals(e.type())) && name.startsWith(e.name() + ".")));
+   }
+
+   /*******************************************************************************
+    ** Validate and coerce declared values without discarding record structure.
+    *******************************************************************************/
+   public Map<String, Serializable> validate(Map<String, Serializable> values)
+   {
+      Map<String, Serializable> result = new LinkedHashMap<>(values);
+      for(Entry entry : entries.values())
+      {
+         Object value = EmailTemplateEngine.lookup(values, entry.name());
+         if(value == null || value instanceof String s && s.isEmpty())
+         {
+            if(entry.required())
+            {
+               throw (new IllegalArgumentException("Required variable " + entry.name() + " is missing"));
+            }
+            continue;
+         }
+         try
+         {
+            Serializable coerced = switch(entry.type())
+            {
+               case "STRING" -> value.toString();
+               case "NUMBER" -> new BigDecimal(value.toString());
+               case "DATE" -> LocalDate.parse(value.toString());
+               case "DATE_TIME" -> Instant.parse(value.toString());
+               case "BOOLEAN" -> booleanValue(value);
+               case "URL" -> url(value.toString());
+               case "LIST" -> (Serializable) (List<?>) value;
+               case "RECORD" -> (Serializable) (Map<?, ?>) value;
+               default -> throw (new IllegalArgumentException());
+            };
+            result.put(entry.name(), coerced);
+         }
+         catch(Exception e)
+         {
+            throw (new IllegalArgumentException("Variable " + entry.name() + " must be " + entry.type()));
+         }
+      }
+      return (result);
+   }
+
+   /*******************************************************************************
+    ** Strict boolean coercion avoids silently turning misspellings into false.
+    *******************************************************************************/
+   private static Boolean booleanValue(Object value)
+   {
+      if(!List.of("true", "false").contains(value.toString().toLowerCase(java.util.Locale.ROOT)))
+      {
+         throw (new IllegalArgumentException());
+      }
+      return (Boolean.valueOf(value.toString()));
+   }
+
+   /*******************************************************************************
+    ** Only absolute web URLs are allowed in variable and brand URL fields.
+    *******************************************************************************/
+   public static String url(String value)
+   {
+      return (url(value, false));
+   }
+
+   /*******************************************************************************
+    ** The same URL policy, optionally allowing mailto only for link destinations.
+    *******************************************************************************/
+   public static String url(String value, boolean allowMailto)
+   {
+      URI uri = URI.create(value);
+      if(allowMailto && "mailto".equalsIgnoreCase(uri.getScheme()) && !uri.getRawSchemeSpecificPart().isBlank()
+         && !value.matches("(?is).*%(?:0a|0d).*"))
+      {
+         return (value);
+      }
+      if(uri.getScheme() == null || !List.of("http", "https").contains(uri.getScheme().toLowerCase(java.util.Locale.ROOT)) || uri.getHost() == null || uri.getUserInfo() != null)
+      {
+         throw (new IllegalArgumentException("URL must use http or https"));
+      }
+      return (value);
+   }
+
+   /*******************************************************************************
+    ** Parse process inputs and sample values; never echo malformed JSON.
+    *******************************************************************************/
+   public static Map<String, Serializable> values(String json)
+   {
+      try
+      {
+         Map<String, Serializable> result = JSON.readValue(json == null || json.isBlank() ? "{}" : json, new TypeReference<LinkedHashMap<String, Serializable>>() {});
+         if(result == null)
+         {
+            throw (new IllegalArgumentException());
+         }
+         return (result);
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Variables must be a JSON object"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Serialize safe snapshots using the existing Jackson dependency.
+    *******************************************************************************/
+   public static String json(Object value)
+   {
+      try
+      {
+         return (JSON.writeValueAsString(value));
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Could not serialize email variables"));
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/EmailEventParser.java

@@ -0,0 +1,302 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.time.Instant;
+import java.time.OffsetDateTime;
+import java.util.ArrayList;
+import java.util.List;
+import java.util.Locale;
+import org.json.JSONArray;
+import org.json.JSONObject;
+
+
+/*******************************************************************************
+ ** Provider payloads become small recipient-level events, never message bodies.
+ *******************************************************************************/
+public final class EmailEventParser
+{
+   /*******************************************************************************
+    ** Provider identifiers remain scoped to the provider during database matching.
+    *******************************************************************************/
+   public record Event(String externalId, String messageId, String providerMessageId, String type, String bounceType,
+      String recipient, Instant occurred, String detail, String url)
+   {
+   }
+
+   /*******************************************************************************
+    ** Parse one provider request, including all SendGrid events and SES recipients.
+    *******************************************************************************/
+   public List<Event> parse(String kind, String body, Instant received)
+   {
+      List<Event> events = new ArrayList<>();
+      switch(kind)
+      {
+         case "SES" -> ses(new JSONObject(body), received, events);
+         case "POSTMARK" -> postmark(new JSONObject(body), received, events);
+         case "MAILGUN" -> mailgun(new JSONObject(body).getJSONObject("event-data"), received, events);
+         case "SENDGRID" ->
+         {
+            JSONArray batch = new JSONArray(body);
+            for(int i = 0; i < batch.length(); i++)
+            {
+               sendgrid(batch.getJSONObject(i), received, events);
+            }
+         }
+         default -> throw new IllegalArgumentException("Unsupported email event kind");
+      }
+      return (events);
+   }
+
+   /*******************************************************************************
+    ** SES recipients live under the specific event, with mail.destination fallback for non-suppressive events only.
+    *******************************************************************************/
+   private static void ses(JSONObject envelope, Instant received, List<Event> events)
+   {
+      if(!"Notification".equals(envelope.getString("Type")))
+      {
+         return;
+      }
+      JSONObject payload = new JSONObject(envelope.getString("Message"));
+      String rawType = payload.optString("eventType", payload.optString("notificationType"));
+      String type = switch(rawType)
+      {
+         case "Delivery" -> "DELIVERED";
+         case "Bounce" -> "BOUNCED";
+         case "Complaint" -> "COMPLAINED";
+         case "Reject" -> "REJECTED";
+         case "DeliveryDelay" -> "DEFERRED";
+         case "Open" -> "OPENED";
+         case "Click" -> "CLICKED";
+         default -> null;
+      };
+      if(type == null)
+      {
+         return;
+      }
+      JSONObject mail = payload.getJSONObject("mail");
+      String key = "DeliveryDelay".equals(rawType) ? "deliveryDelay" : rawType.toLowerCase(Locale.ROOT);
+      JSONObject data = object(payload, key);
+      String bounce = "BOUNCED".equals(type) ? switch(data.optString("bounceType"))
+      {
+         case "Permanent" -> "HARD";
+         case "Transient" -> "SOFT";
+         default -> "UNDETERMINED";
+      } : null;
+      String messageId = null;
+      JSONArray headers = mail.optJSONArray("headers");
+      if(headers != null)
+      {
+         for(int i = 0; i < headers.length(); i++)
+         {
+            JSONObject entry = headers.getJSONObject(i);
+            if("X-QQQ-Email-Id".equalsIgnoreCase(entry.optString("name")))
+            {
+               messageId = entry.optString("value", null);
+            }
+         }
+      }
+      JSONArray recipients = data.optJSONArray(switch(type)
+      {
+         case "BOUNCED" -> "bouncedRecipients";
+         case "COMPLAINED" -> "complainedRecipients";
+         case "DEFERRED" -> "delayedRecipients";
+         default -> "recipients";
+      });
+      if(recipients == null && ("BOUNCED".equals(type) || "COMPLAINED".equals(type)))
+      {
+         // Never widen a bounce or complaint to every destination; the event carries no recipient and is skipped.
+         events.add(new Event(envelope.getString("MessageId"), messageId, mail.getString("messageId"), type, bounce, null,
+            time(data.opt("timestamp"), received), null, null));
+         return;
+      }
+      if(recipients == null)
+      {
+         recipients = mail.getJSONArray("destination");
+      }
+      for(int i = 0; i < recipients.length(); i++)
+      {
+         Object recipient = recipients.get(i);
+         String address = recipient instanceof JSONObject row ? row.getString("emailAddress") : recipient.toString();
+         String reason = recipient instanceof JSONObject row ? row.optString("diagnosticCode", data.optString("bounceSubType", null))
+            : data.optString("reason", data.optString("smtpResponse", data.optString("delayType", data.optString("complaintFeedbackType", null))));
+         events.add(new Event(envelope.getString("MessageId"), messageId, mail.getString("messageId"), type, bounce, address,
+            time(data.opt("timestamp"), received), detail(reason), "CLICKED".equals(type) ? data.optString("link", null) : null));
+      }
+   }
+
+   /*******************************************************************************
+    ** Postmark subscription reactivation is informational, never an unsubscribe.
+    *******************************************************************************/
+   private static void postmark(JSONObject data, Instant received, List<Event> events)
+   {
+      String type = switch(data.getString("RecordType"))
+      {
+         case "Delivery" -> "DELIVERED";
+         case "Bounce" -> "BOUNCED";
+         case "SpamComplaint" -> "COMPLAINED";
+         case "Open" -> "OPENED";
+         case "Click" -> "CLICKED";
+         case "SubscriptionChange" -> data.optBoolean("SuppressSending", false) ? "UNSUBSCRIBED" : null;
+         default -> null;
+      };
+      if(type == null)
+      {
+         return;
+      }
+      String bounce = "BOUNCED".equals(type) ? switch(data.optString("Type"))
+      {
+         case "HardBounce", "SpamNotification", "SpamComplaint", "BadEmailAddress", "ManuallyDeactivated" -> "HARD";
+         case "SoftBounce", "Transient", "DnsError", "MailboxFull" -> "SOFT";
+         default -> "UNDETERMINED";
+      } : null;
+      Object date = data.opt("DeliveredAt");
+      for(String field : List.of("BouncedAt", "ReceivedAt", "ChangedAt"))
+      {
+         if(data.has(field))
+         {
+            date = data.get(field);
+         }
+      }
+      String id = data.has("ID") ? data.get("RecordType") + ":" + data.get("ID") : fingerprint(data);
+      events.add(new Event(id, null, data.optString("MessageID", null), type, bounce,
+         data.optString("Recipient", data.optString("Email", null)), time(date, received),
+         detail(data.optString("Description", data.optString("Details", data.optString("SuppressionReason", null)))),
+         "CLICKED".equals(type) ? data.optString("OriginalLink", null) : null));
+   }
+
+   /*******************************************************************************
+    ** SendGrid retains the provider message id prefix before its delivery suffix.
+    *******************************************************************************/
+   private static void sendgrid(JSONObject data, Instant received, List<Event> events)
+   {
+      String type = switch(data.getString("event"))
+      {
+         case "delivered" -> "DELIVERED";
+         case "bounce" -> "BOUNCED";
+         case "dropped" -> "REJECTED";
+         case "deferred" -> "DEFERRED";
+         case "spamreport" -> "COMPLAINED";
+         case "open" -> "OPENED";
+         case "click" -> "CLICKED";
+         case "unsubscribe", "group_unsubscribe" -> "UNSUBSCRIBED";
+         default -> null;
+      };
+      if(type == null)
+      {
+         return;
+      }
+      String bounce = "BOUNCED".equals(type) ? ("blocked".equals(data.optString("type")) ? "SOFT" : "HARD") : null;
+      String providerMessage = data.optString("sg_message_id", null);
+      if(providerMessage != null && providerMessage.contains("."))
+      {
+         providerMessage = providerMessage.substring(0, providerMessage.indexOf('.'));
+      }
+      events.add(new Event(data.optString("sg_event_id", fingerprint(data)),
+         data.optString("qqq_email_id", object(data, "custom_args").optString("qqq_email_id", null)), providerMessage, type, bounce,
+         data.optString("email", null), time(data.opt("timestamp"), received), detail(data.optString("reason", data.optString("response", null))),
+         "CLICKED".equals(type) ? data.optString("url", null) : null));
+   }
+
+   /*******************************************************************************
+    ** Mailgun MIME ids are normalized identically to the outbound transport.
+    *******************************************************************************/
+   private static void mailgun(JSONObject data, Instant received, List<Event> events)
+   {
+      String type = switch(data.getString("event"))
+      {
+         case "delivered" -> "DELIVERED";
+         case "failed" -> "BOUNCED";
+         case "complained" -> "COMPLAINED";
+         case "opened" -> "OPENED";
+         case "clicked" -> "CLICKED";
+         case "unsubscribed" -> "UNSUBSCRIBED";
+         default -> null;
+      };
+      if(type == null)
+      {
+         return;
+      }
+      String bounce = "BOUNCED".equals(type) ? switch(data.optString("severity"))
+      {
+         case "permanent" -> "HARD";
+         case "temporary" -> "SOFT";
+         default -> "UNDETERMINED";
+      } : null;
+      JSONObject variables = object(data, "user-variables");
+      String providerMessage = object(object(data, "message"), "headers").optString("message-id", null);
+      if(providerMessage != null)
+      {
+         providerMessage = providerMessage.replaceAll("^<|>$", "");
+      }
+      events.add(new Event(data.optString("id", fingerprint(data)), variables.optString("qqq_email_id", variables.optString("v:qqq_email_id", null)),
+         providerMessage, type, bounce, data.optString("recipient", null), time(data.opt("timestamp"), received),
+         detail(data.optString("reason", object(data, "delivery-status").optString("message", null))), "CLICKED".equals(type) ? data.optString("url", null) : null));
+   }
+
+   /*******************************************************************************
+    ** Optional nested objects contain no executable data.
+    *******************************************************************************/
+   private static JSONObject object(JSONObject parent, String key)
+   {
+      JSONObject value = parent.optJSONObject(key);
+      return (value == null ? new JSONObject() : value);
+   }
+
+   /*******************************************************************************
+    ** Fall back to receipt time only when the provider supplied no timestamp.
+    *******************************************************************************/
+   private static Instant time(Object value, Instant fallback)
+   {
+      if(value == null || JSONObject.NULL.equals(value))
+      {
+         return (fallback);
+      }
+      if(value instanceof Number number)
+      {
+         return (Instant.ofEpochMilli((long) (number.doubleValue() * 1000)));
+      }
+      return (OffsetDateTime.parse(value.toString()).toInstant());
+   }
+
+   /*******************************************************************************
+    ** Fallback identity for providers without a distinct event identifier.
+    *******************************************************************************/
+   private static String fingerprint(JSONObject data)
+   {
+      return (WebhookVerification.hash(data.toString().getBytes(StandardCharsets.UTF_8)));
+   }
+
+   /*******************************************************************************
+    ** Mask complete addresses before truncation, including quoted local parts.
+    *******************************************************************************/
+   public static String detail(String reason)
+   {
+      if(reason == null)
+      {
+         return (null);
+      }
+      String masked = reason.replaceAll("(?i)(?:\"[^\"]*\"|[^\\s<>(),;:]+)@[^\\s<>(),;:]+", "[address]");
+      return (masked.substring(0, Math.min(500, masked.length())));
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/EmailInboxProcessor.java

@@ -0,0 +1,333 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.util.ArrayList;
+import java.util.HashSet;
+import java.util.List;
+import java.util.Locale;
+import java.util.Objects;
+import java.util.Set;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.delivery.EmailAlerts;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.logging.QLogger;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QCriteriaOperator;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QFilterOrderBy;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import jakarta.mail.internet.InternetAddress;
+
+import static com.kingsrook.qqq.backend.core.logging.LogUtils.logPair;
+
+
+/*******************************************************************************
+ ** Bounded, replica-safe database transactions apply inbox rows exactly once.
+ ** No network or external effects occur while the row's provider is locked.
+ *******************************************************************************/
+public final class EmailInboxProcessor
+{
+   private static final QLogger LOG = QLogger.getLogger(EmailInboxProcessor.class);
+
+   private static final int MAX_ATTEMPTS = 6;
+
+   /*******************************************************************************
+    ** Poll due rows; transaction rollback releases claims after a worker crash.
+    *******************************************************************************/
+   public int runOnce() throws QException
+   {
+      int processed = 0;
+      for(QRecord row : SystemWrites.query(EmailTables.INBOX, EmailStore.equal("status", "PENDING")
+         .withCriteria("nextAttemptDate", QCriteriaOperator.LESS_THAN_OR_EQUALS, EmailRuntime.clock().instant())
+         .withOrderBy(new QFilterOrderBy("id")).withLimit(EmailRuntime.config().getBatchSize())))
+      {
+         if(process(row))
+         {
+            processed++;
+         }
+      }
+      return (processed);
+   }
+
+   /*******************************************************************************
+    ** Re-read eligibility after the lock, including the observed attempt number.
+    *******************************************************************************/
+   private static boolean due(QRecord current, QRecord observed)
+   {
+      return (current != null && "PENDING".equals(current.getValueString("status"))
+         && Objects.equals(current.getValue("attempts"), observed.getValue("attempts"))
+         && current.getValueInstant("nextAttemptDate") != null && !current.getValueInstant("nextAttemptDate").isAfter(EmailRuntime.clock().instant()));
+   }
+
+   /*******************************************************************************
+    ** All event, message, suppression and receipt changes commit together.
+    *******************************************************************************/
+   private boolean process(QRecord observed) throws QException
+   {
+      boolean complaint = false;
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.PROVIDER)))
+      {
+         QRecord provider = EmailTrackingStore.lock(observed.getValueInteger("providerId"), tx);
+         QRecord row = EmailStore.get(EmailTables.INBOX, observed.getValueInteger("id"), tx);
+         if(!due(row, observed))
+         {
+            return (false);
+         }
+         int applied = 0;
+         int unmatched = 0;
+         int skipped = 0;
+         for(EmailEventParser.Event event : new EmailEventParser().parse(row.getValueString("kind"), row.getValueString("payloadJson"), row.getValueInstant("receivedDate")))
+         {
+            if(("OPENED".equals(event.type()) && !Boolean.TRUE.equals(provider.getValueBoolean("trackOpens")))
+               || ("CLICKED".equals(event.type()) && !Boolean.TRUE.equals(provider.getValueBoolean("trackClicks"))))
+            {
+               continue;
+            }
+            QRecord message = match(event, provider.getValueInteger("id"), tx);
+            if(message == null || "SENDING".equals(message.getValueString("status")))
+            {
+               unmatched++;
+               continue;
+            }
+            String recipient = normalize(event.recipient());
+            if(recipient == null || !recipients(message).contains(recipient))
+            {
+               LOG.info("Ignoring an email event whose recipient is not on the message", logPair("messageId", message.getValue("id")));
+               skipped++;
+               continue;
+            }
+            if(Boolean.TRUE.equals(message.getValueBoolean("phiApproved")) && List.of("OPENED", "CLICKED").contains(event.type()))
+            {
+               continue;
+            }
+            String key = provider.getValueInteger("id") + ":" + WebhookVerification.hash((event.externalId() + "\n" + event.type() + "\n"
+               + recipient).getBytes(StandardCharsets.UTF_8));
+            QRecord stored = EmailTrackingStore.event(message, event, key, tx);
+            if(stored == null)
+            {
+               continue;
+            }
+            applied++;
+            updateMessage(message, stored, tx);
+            if("COMPLAINED".equals(event.type()) || ("BOUNCED".equals(event.type()) && "HARD".equals(event.bounceType())))
+            {
+               EmailTrackingStore.suppress(message, stored, "ALL", "COMPLAINED".equals(event.type()) ? "COMPLAINT" : "HARD_BOUNCE", tx);
+               complaint |= "COMPLAINED".equals(event.type());
+            }
+            else if("UNSUBSCRIBED".equals(event.type()))
+            {
+               EmailTrackingStore.suppress(message, stored, message.getValueString("category"), "UNSUBSCRIBE", tx);
+            }
+         }
+
+         int attempts = row.getValueInteger("attempts") + 1;
+         boolean retry = unmatched > 0 && attempts < MAX_ATTEMPTS;
+         List<String> notes = new ArrayList<>();
+         if(unmatched > 0)
+         {
+            notes.add(unmatched + (unmatched == 1 ? " event did not match a message" : " events did not match a message"));
+         }
+         if(skipped > 0)
+         {
+            notes.add(skipped + (skipped == 1 ? " event was skipped (recipient not on the message)" : " events were skipped (recipient not on the message)"));
+         }
+         EmailStore.update(EmailTables.INBOX, new QRecord().withValue("id", row.getValue("id"))
+            .withValue("status", retry ? "PENDING" : (applied == 0 && unmatched == 0 ? "IGNORED" : "PROCESSED")).withValue("attempts", attempts)
+            .withValue("processedDate", retry ? null : EmailRuntime.clock().instant())
+            .withValue("nextAttemptDate", retry ? EmailRuntime.clock().instant().plusSeconds(60L * EmailRuntime.config().retryMinutesAfterAttempt(attempts)) : null)
+            .withValue("lastError", notes.isEmpty() ? null : String.join("; ", notes)), tx);
+         tx.commit();
+      }
+      catch(Exception e)
+      {
+         fail(observed);
+         return (false);
+      }
+      if(complaint)
+      {
+         complaintAlert();
+      }
+      return (true);
+   }
+
+   /*******************************************************************************
+    ** Canonical mailbox, or null when the provider supplied none that is valid.
+    *******************************************************************************/
+   private static String normalize(String value)
+   {
+      if(value == null || value.isBlank())
+      {
+         return (null);
+      }
+      try
+      {
+         return (EmailTrackingStore.address(value));
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (null);
+      }
+   }
+
+   /*******************************************************************************
+    ** The canonical to, cc and bcc mailboxes of a message; only these may be
+    ** suppressed by an event matched to it.
+    *******************************************************************************/
+   private static Set<String> recipients(QRecord message)
+   {
+      Set<String> set = new HashSet<>();
+      for(String field : List.of("toAddresses", "ccAddresses", "bccAddresses"))
+      {
+         String value = message.getValueString(field);
+         if(value == null || value.isBlank())
+         {
+            continue;
+         }
+         try
+         {
+            for(InternetAddress address : InternetAddress.parse(value, false))
+            {
+               set.add(address.getAddress().toLowerCase(Locale.ROOT));
+            }
+         }
+         catch(jakarta.mail.internet.AddressException e)
+         {
+            // A malformed stored envelope contributes no recipients.
+         }
+      }
+      return (set);
+   }
+
+   /*******************************************************************************
+    ** Match our id first, then the provider id; neither may cross providers.
+    *******************************************************************************/
+   private static QRecord match(EmailEventParser.Event event, Integer providerId, QBackendTransaction tx) throws QException
+   {
+      if(event.messageId() != null && event.messageId().matches("[0-9]{1,10}") && Long.parseLong(event.messageId()) <= Integer.MAX_VALUE)
+      {
+         QRecord message = EmailStore.get(EmailTables.MESSAGE, Integer.valueOf(event.messageId()), tx);
+         if(message != null && providerId.equals(message.getValueInteger("providerId")))
+         {
+            return (message);
+         }
+      }
+      if(event.providerMessageId() == null || event.providerMessageId().isBlank())
+      {
+         return (null);
+      }
+      List<QRecord> rows = SystemWrites.query(EmailTables.MESSAGE, EmailStore.equal("providerId", providerId)
+         .withCriteria("providerMessageId", QCriteriaOperator.EQUALS, event.providerMessageId()), tx);
+      return (rows.size() == 1 ? rows.getFirst() : null);
+   }
+
+   /*******************************************************************************
+    ** Complaint outranks hard bounce, which outranks delivery; never regress.
+    *******************************************************************************/
+   private static void updateMessage(QRecord message, QRecord event, QBackendTransaction tx) throws QException
+   {
+      String type = event.getValueString("eventType");
+      String status = message.getValueString("status");
+      String field = switch(type)
+      {
+         case "DELIVERED" -> "SENT".equals(status) ? "deliveredDate" : null;
+         case "BOUNCED" -> "HARD".equals(event.getValueString("bounceType")) && List.of("SENT", "DELIVERED").contains(status) ? "bouncedDate" : null;
+         case "COMPLAINED" -> List.of("SENT", "DELIVERED", "BOUNCED").contains(status) ? "complainedDate" : null;
+         default -> null;
+      };
+      if(field != null)
+      {
+         EmailStore.update(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("status", type)
+            .withValue(field, event.getValue("occurredDate")), tx);
+      }
+   }
+
+   /*******************************************************************************
+    ** After rollback, only the still-due observed attempt may consume retry budget.
+    *******************************************************************************/
+   private static void fail(QRecord observed) throws QException
+   {
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.PROVIDER)))
+      {
+         EmailTrackingStore.lock(observed.getValueInteger("providerId"), tx);
+         QRecord row = EmailStore.get(EmailTables.INBOX, observed.getValueInteger("id"), tx);
+         if(due(row, observed))
+         {
+            int attempts = row.getValueInteger("attempts") + 1;
+            EmailStore.update(EmailTables.INBOX, new QRecord().withValue("id", row.getValue("id")).withValue("attempts", attempts)
+               .withValue("status", attempts >= MAX_ATTEMPTS ? "FAILED" : "PENDING").withValue("lastError", "Email event processing failed; check message matching and payload validity.")
+               .withValue("nextAttemptDate", attempts >= MAX_ATTEMPTS ? null : EmailRuntime.clock().instant().plusSeconds(60L * EmailRuntime.config().retryMinutesAfterAttempt(attempts))), tx);
+            tx.commit();
+         }
+      }
+   }
+
+   /*******************************************************************************
+    ** Standard Reprocess action rechecks FAILED under the same transaction lock.
+    *******************************************************************************/
+   public static boolean reprocess(Integer id) throws QException
+   {
+      QRecord selected = EmailStore.get(EmailTables.INBOX, id, null);
+      if(selected == null)
+      {
+         return (false);
+      }
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.PROVIDER)))
+      {
+         EmailTrackingStore.lock(selected.getValueInteger("providerId"), tx);
+         QRecord row = EmailStore.get(EmailTables.INBOX, id, tx);
+         if(!"FAILED".equals(row.getValueString("status")))
+         {
+            return (false);
+         }
+         EmailStore.update(EmailTables.INBOX, new QRecord().withValue("id", id).withValue("status", "PENDING").withValue("attempts", 0)
+            .withValue("nextAttemptDate", EmailRuntime.clock().instant()).withValue("lastError", null).withValue("processedDate", null), tx);
+         tx.commit();
+         return (true);
+      }
+   }
+
+   /*******************************************************************************
+    ** Optional alerting cannot turn a committed event into a failed inbox row.
+    *******************************************************************************/
+   private static void complaintAlert()
+   {
+      try
+      {
+         Class.forName("com.kingsrook.qqq.backend.core.alerts.QAlerts");
+         if(SystemWrites.count(EmailTables.EVENT, EmailStore.equal("eventType", "COMPLAINED")
+            .withCriteria("occurredDate", QCriteriaOperator.GREATER_THAN_OR_EQUALS, EmailRuntime.clock().instant().minusSeconds(86400))
+            .withCriteria("occurredDate", QCriteriaOperator.LESS_THAN_OR_EQUALS, EmailRuntime.clock().instant())) > 3)
+         {
+            EmailAlerts.raise(EmailAlerts.COMPLAINT, 0);
+         }
+      }
+      catch(Exception | LinkageError e)
+      {
+         // Alert integration is optional; event data is already committed.
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/EmailTrackingStore.java

@@ -0,0 +1,218 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.util.List;
+import java.util.Locale;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QCriteriaOperator;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QFilterOrderBy;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QQueryFilter;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import jakarta.mail.internet.InternetAddress;
+
+
+/*******************************************************************************
+ ** DB-only receipt, event deduplication and suppression writes.
+ *******************************************************************************/
+public final class EmailTrackingStore
+{
+   /*******************************************************************************
+    ** Distinguish an authenticated retry from reuse of a Mailgun nonce.
+    *******************************************************************************/
+   public enum Receipt
+   {
+      RECEIVED, DUPLICATE, REPLAY
+   }
+
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailTrackingStore()
+   {
+   }
+
+   /*******************************************************************************
+    ** Serialize address upserts across providers, then acquire the dispatcher lock.
+    ** Every tracking writer uses this order and does no network I/O while locked.
+    *******************************************************************************/
+   public static QRecord lock(Integer providerId, QBackendTransaction tx) throws QException
+   {
+      List<QRecord> providers = SystemWrites.query(EmailTables.PROVIDER, new QQueryFilter().withOrderBy(new QFilterOrderBy("id")).withLimit(1), tx);
+      if(providers.isEmpty())
+      {
+         throw (new QException("Email provider unavailable"));
+      }
+      EmailStore.lockProvider(providers.getFirst().getValueInteger("id"), tx);
+      QRecord provider = EmailStore.lockProvider(providerId, tx);
+      if(provider == null)
+      {
+         throw (new QException("Email provider unavailable"));
+      }
+      return (provider);
+   }
+
+   /*******************************************************************************
+    ** A provider lock avoids expected duplicate SQL errors (and payload logging).
+    ** Unique constraints remain the final database guard.
+    *******************************************************************************/
+   public static Receipt receive(QRecord provider, String externalId, String nonce, byte[] bytes, String note) throws QException
+   {
+      Integer providerId = provider.getValueInteger("id");
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.PROVIDER)))
+      {
+         EmailStore.lockProvider(providerId, tx);
+         QQueryFilter filter = EmailStore.equal("providerId", providerId);
+         if(nonce != null && SystemWrites.count(EmailTables.INBOX, filter.clone().withCriteria("nonce", QCriteriaOperator.EQUALS, nonce), tx) > 0)
+         {
+            return (Receipt.REPLAY);
+         }
+         if(SystemWrites.count(EmailTables.INBOX, filter.withCriteria("externalEventId", QCriteriaOperator.EQUALS, externalId), tx) > 0)
+         {
+            return (Receipt.DUPLICATE);
+         }
+         var now = EmailRuntime.clock().instant();
+         QRecord row = new QRecord().withValue("providerId", providerId).withValue("kind", provider.getValue("kind"))
+            .withValue("externalEventId", externalId).withValue("nonce", nonce).withValue("status", note == null ? "PENDING" : "IGNORED")
+            .withValue("attempts", 0).withValue("nextAttemptDate", note == null ? now : null).withValue("lastError", note)
+            .withValue("payloadJson", new String(bytes, StandardCharsets.UTF_8)).withValue("payloadSha256", WebhookVerification.hash(bytes))
+            .withValue("receivedDate", now).withValue("processedDate", note == null ? null : now);
+         copySecurity(provider, row);
+         insert(EmailTables.INBOX, row, tx);
+         tx.commit();
+         return (Receipt.RECEIVED);
+      }
+      catch(QException e)
+      {
+         // Re-query after rollback: a unique violation aborts a PostgreSQL transaction.
+         if(nonce != null && SystemWrites.count(EmailTables.INBOX, EmailStore.equal("providerId", providerId)
+            .withCriteria("nonce", QCriteriaOperator.EQUALS, nonce)) > 0)
+         {
+            return (Receipt.REPLAY);
+         }
+         if(SystemWrites.count(EmailTables.INBOX, EmailStore.equal("providerId", providerId)
+            .withCriteria("externalEventId", QCriteriaOperator.EQUALS, externalId)) > 0)
+         {
+            return (Receipt.DUPLICATE);
+         }
+         throw (new QException("Email inbox write failed"));
+      }
+   }
+
+   /*******************************************************************************
+    ** Fail atomically without exposing input values or database diagnostics.
+    *******************************************************************************/
+   public static QRecord insert(String table, QRecord row, QBackendTransaction tx) throws QException
+   {
+      List<QRecord> records = SystemWrites.insert(table, List.of(row), tx).getRecords();
+      if(records.isEmpty() || records.getFirst().getValueInteger("id") == null || (records.getFirst().getErrors() != null && !records.getFirst().getErrors().isEmpty()))
+      {
+         throw (new QException("Email tracking write failed"));
+      }
+      return (records.getFirst());
+   }
+
+   /*******************************************************************************
+    ** Preserve host tenant security on child and suppression records.
+    *******************************************************************************/
+   public static void copySecurity(QRecord source, QRecord target)
+   {
+      for(var field : EmailRuntime.config().getSecurityFields())
+      {
+         target.withValue(field.getName(), source.getValue(field.getName()));
+      }
+   }
+
+   /*******************************************************************************
+    ** Insert a recipient event once even across overlapping provider batches.
+    *******************************************************************************/
+   public static QRecord event(QRecord message, EmailEventParser.Event event, String key, QBackendTransaction tx) throws QException
+   {
+      if(SystemWrites.count(EmailTables.EVENT, EmailStore.equal("eventKey", key), tx) > 0)
+      {
+         return (null);
+      }
+      QRecord row = new QRecord().withValue("messageId", message.getValue("id")).withValue("providerId", message.getValue("providerId"))
+         .withValue("eventType", event.type()).withValue("bounceType", event.bounceType()).withValue("recipient", address(event.recipient()))
+         .withValue("occurredDate", event.occurred()).withValue("detail", event.detail()).withValue("url", "CLICKED".equals(event.type()) ? event.url() : null)
+         .withValue("eventKey", key);
+      copySecurity(message, row);
+      return (insert(EmailTables.EVENT, row, tx));
+   }
+
+   /*******************************************************************************
+    ** Upsert without weakening a complaint or shortening an existing suppression.
+    ** All callers hold the common tracking lock throughout their transaction.
+    *******************************************************************************/
+   public static void suppress(QRecord message, QRecord event, String scope, String reason, QBackendTransaction tx) throws QException
+   {
+      if("UNSUBSCRIBE".equals(reason) && !List.of("MARKETING", "NOTIFICATION").contains(scope == null ? "" : scope))
+      {
+         return;
+      }
+      String address = event.getValueString("recipient");
+      List<QRecord> existing = SystemWrites.query(EmailTables.SUPPRESSION, EmailStore.equal("address", address)
+         .withCriteria("scope", QCriteriaOperator.EQUALS, scope), tx);
+      QRecord row = new QRecord().withValue("address", address).withValue("scope", scope).withValue("reason", reason)
+         .withValue("sourceMessageId", message.getValue("id")).withValue("sourceEventId", event.getValue("id")).withValue("expiresDate", null);
+      copySecurity(message, row);
+      if(existing.isEmpty())
+      {
+         row.withValue("createdDate", EmailRuntime.clock().instant());
+         insert(EmailTables.SUPPRESSION, row, tx);
+      }
+      else
+      {
+         QRecord old = existing.getFirst();
+         if("COMPLAINT".equals(old.getValueString("reason")))
+         {
+            row.withValue("reason", "COMPLAINT");
+         }
+         row.withValue("id", old.getValue("id"));
+         EmailStore.update(EmailTables.SUPPRESSION, row, tx);
+      }
+   }
+
+   /*******************************************************************************
+    ** Canonical mailbox for event deduplication and suppression lookup.
+    *******************************************************************************/
+   public static String address(String value)
+   {
+      try
+      {
+         InternetAddress address = new InternetAddress(value, true);
+         address.validate();
+         return (address.getAddress().toLowerCase(Locale.ROOT));
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalArgumentException("Email event recipient is invalid"));
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/EmailUnsubscribe.java

@@ -0,0 +1,132 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.render.EmailUnsubscribeLinks;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.template.EmailTemplateEngine;
+import com.kingsrook.qqq.backend.core.actions.QBackendTransaction;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.json.JSONObject;
+
+
+/*******************************************************************************
+ ** Stateless token validation and atomic, idempotent category opt-out.
+ *******************************************************************************/
+public final class EmailUnsubscribe
+{
+   /*******************************************************************************
+    ** Resolve the signed message and its single recipient, without writes.
+    *******************************************************************************/
+   public QRecord resolve(String token) throws QException
+   {
+      return (resolve(token, null));
+   }
+
+   /*******************************************************************************
+    ** Recheck the binding against the same transaction used for suppression.
+    *******************************************************************************/
+   private QRecord resolve(String token, QBackendTransaction transaction) throws QException
+   {
+      JSONObject payload = EmailUnsubscribeLinks.verify(token);
+      if(payload == null)
+      {
+         return (null);
+      }
+      try
+      {
+         QRecord message = EmailStore.get(EmailTables.MESSAGE, Integer.valueOf(payload.getString("messageId")), transaction);
+         if(message == null || !payload.getString("category").equals(message.getValueString("category")))
+         {
+            return (null);
+         }
+         String recipient = EmailUnsubscribeLinks.recipient(message.getValueString("toAddresses"), message.getValueString("ccAddresses"), message.getValueString("bccAddresses"));
+         String hash = payload.getString("addressHash");
+         // Safe legacy links remain valid only after the single-mailbox check above.
+         String legacyEnvelope = message.getValueString("toAddresses") + "," + message.getValueString("ccAddresses") + "," + message.getValueString("bccAddresses");
+         boolean matches = WebhookVerification.equal(hash, WebhookVerification.hash(recipient.getBytes(StandardCharsets.UTF_8)))
+            || WebhookVerification.equal(hash, WebhookVerification.hash(legacyEnvelope.getBytes(StandardCharsets.UTF_8)));
+         return (matches ? message : null);
+      }
+      catch(IllegalArgumentException | org.json.JSONException e)
+      {
+         return (null);
+      }
+   }
+
+   /*******************************************************************************
+    ** Opt out only the signed mailbox; reject changed or multi-recipient envelopes.
+    ** Never display those addresses on the public page or emit them to logs.
+    *******************************************************************************/
+   public void unsubscribe(String token) throws QException
+   {
+      QRecord initial = resolve(token);
+      if(initial == null)
+      {
+         throw (new IllegalArgumentException("Invalid unsubscribe link"));
+      }
+      try(QBackendTransaction tx = QBackendTransaction.openFor(new UpdateInput(EmailTables.PROVIDER)))
+      {
+         EmailTrackingStore.lock(initial.getValueInteger("providerId"), tx);
+         QRecord message = resolve(token, tx);
+         if(message == null || !initial.getValueInteger("providerId").equals(message.getValueInteger("providerId")))
+         {
+            throw (new IllegalArgumentException("Invalid unsubscribe link"));
+         }
+         String recipient = EmailUnsubscribeLinks.recipient(message.getValueString("toAddresses"), message.getValueString("ccAddresses"), message.getValueString("bccAddresses"));
+         String key = "unsubscribe:" + message.getValueInteger("id") + ":" + WebhookVerification.hash(recipient.getBytes(StandardCharsets.UTF_8));
+         var event = new EmailEventParser.Event(key, message.getValueString("id"), null, "UNSUBSCRIBED", null, recipient, EmailRuntime.clock().instant(), null, null);
+         QRecord stored = EmailTrackingStore.event(message, event, key, tx);
+         if(stored == null)
+         {
+            stored = com.kingsrook.qbits.email.support.SystemWrites.query(EmailTables.EVENT, EmailStore.equal("eventKey", key), tx).getFirst();
+         }
+         EmailTrackingStore.suppress(message, stored, message.getValueString("category"), "UNSUBSCRIBE", tx);
+         tx.commit();
+      }
+   }
+
+   /*******************************************************************************
+    ** Self-contained accessible page; an empty form action posts to this same URL.
+    *******************************************************************************/
+   public String page(QRecord message, boolean confirmed) throws QException
+   {
+      QRecord brand = message.getValueInteger("brandId") == null ? null : EmailStore.get(EmailTables.BRAND, message.getValueInteger("brandId"), null);
+      String label = brand == null || brand.getValueString("label") == null ? EmailRuntime.config().getAppLabel() : brand.getValueString("label");
+      String category = "MARKETING".equals(message.getValueString("category")) ? "Marketing" : "Notification";
+      String question = confirmed ? "You are unsubscribed from " + category + " email from " + label + "."
+         : "Unsubscribe from " + category + " email from " + label + "?";
+      return ("<!doctype html><html lang=\"en\"><head><meta charset=\"utf-8\"><meta name=\"viewport\" content=\"width=device-width,initial-scale=1\">"
+         + "<meta name=\"color-scheme\" content=\"light dark\"><title>Email preferences</title><style>"
+         + ":root{color-scheme:light dark}*{box-sizing:border-box}body{margin:0;padding:20px;font:18px/1.5 system-ui;background:#fff;color:#172033}"
+         + "main{max-width:560px;margin:40px auto;overflow-wrap:anywhere}h1{font-size:1.5rem}button{max-width:100%;padding:12px 20px;font:inherit;background:#174ea6;color:#fff;border:0;border-radius:6px;cursor:pointer}"
+         + "@media(prefers-color-scheme:dark){body{background:#111827;color:#f9fafb}button{background:#a9c7ff;color:#111827}}</style></head><body><main><p>"
+         + EmailTemplateEngine.escape(label) + "</p><h1>" + EmailTemplateEngine.escape(question) + "</h1>"
+         + (confirmed ? "" : "<form method=\"post\"><input type=\"hidden\" name=\"confirm\" value=\"unsubscribe\"><button type=\"submit\">Unsubscribe</button></form>")
+         + "</main></body></html>");
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/MailgunVerifier.java

@@ -0,0 +1,65 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import javax.crypto.Mac;
+import javax.crypto.spec.SecretKeySpec;
+import java.nio.charset.StandardCharsets;
+import java.time.Instant;
+import java.util.HexFormat;
+import org.json.JSONObject;
+
+
+/*******************************************************************************
+ ** Authenticate Mailgun; the durable inbox separately arbitrates nonce replay.
+ *******************************************************************************/
+public final class MailgunVerifier
+{
+   /*******************************************************************************
+    ** Verify timestamp, token and hexadecimal HMAC without retaining the key.
+    *******************************************************************************/
+   public boolean verify(JSONObject payload, String secret, Instant now)
+   {
+      if(secret == null || secret.isBlank())
+      {
+         return (false);
+      }
+      try
+      {
+         JSONObject signed = payload.getJSONObject("signature");
+         String timestamp = signed.get("timestamp").toString();
+         String token = signed.getString("token");
+         if(token.isBlank() || token.length() > 500 || !WebhookVerification.fresh(timestamp, now))
+         {
+            return (false);
+         }
+         Mac mac = Mac.getInstance("HmacSHA256");
+         mac.init(new SecretKeySpec(secret.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+         String expected = HexFormat.of().formatHex(mac.doFinal((timestamp + token).getBytes(StandardCharsets.UTF_8)));
+         return (WebhookVerification.equal(expected, signed.getString("signature")));
+      }
+      catch(Exception e)
+      {
+         return (false);
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/PostmarkVerifier.java

@@ -0,0 +1,52 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.util.Base64;
+
+
+/*******************************************************************************
+ ** Postmark authenticates with fixed username postmark and a resolved password.
+ *******************************************************************************/
+public final class PostmarkVerifier
+{
+   /*******************************************************************************
+    ** Verify HTTP Basic credentials without logging or returning either value.
+    *******************************************************************************/
+   public boolean verify(String authorization, String secret)
+   {
+      if(secret == null || secret.isBlank() || authorization == null || !authorization.regionMatches(true, 0, "Basic ", 0, 6))
+      {
+         return (false);
+      }
+      try
+      {
+         String credentials = new String(Base64.getDecoder().decode(authorization.substring(6)), StandardCharsets.UTF_8);
+         return (WebhookVerification.equal("postmark:" + secret, credentials));
+      }
+      catch(IllegalArgumentException e)
+      {
+         return (false);
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/SendGridVerifier.java

@@ -0,0 +1,60 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.security.KeyFactory;
+import java.security.Signature;
+import java.security.spec.X509EncodedKeySpec;
+import java.time.Instant;
+import java.util.Base64;
+
+
+/*******************************************************************************
+ ** Verify SendGrid's timestamp and raw body with its DER encoded EC public key.
+ *******************************************************************************/
+public final class SendGridVerifier
+{
+   /*******************************************************************************
+    ** The timestamp bytes precede the unchanged request body.
+    *******************************************************************************/
+   public boolean verify(byte[] body, String signature, String timestamp, String secret, Instant now)
+   {
+      if(secret == null || secret.isBlank() || signature == null || !WebhookVerification.fresh(timestamp, now))
+      {
+         return (false);
+      }
+      try
+      {
+         var key = KeyFactory.getInstance("EC").generatePublic(new X509EncodedKeySpec(Base64.getDecoder().decode(secret)));
+         Signature verifier = Signature.getInstance("SHA256withECDSA");
+         verifier.initVerify(key);
+         verifier.update(timestamp.getBytes(StandardCharsets.UTF_8));
+         verifier.update(body);
+         return (verifier.verify(Base64.getDecoder().decode(signature)));
+      }
+      catch(Exception e)
+      {
+         return (false);
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/SnsVerifier.java

@@ -0,0 +1,219 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.io.ByteArrayInputStream;
+import java.io.IOException;
+import java.net.URI;
+import java.net.http.HttpRequest;
+import java.nio.charset.StandardCharsets;
+import java.security.Signature;
+import java.security.cert.CertificateFactory;
+import java.security.cert.X509Certificate;
+import java.time.Duration;
+import java.time.Instant;
+import java.util.Base64;
+import java.util.Date;
+import java.util.List;
+import java.util.Map;
+import java.util.concurrent.ConcurrentHashMap;
+import com.kingsrook.qbits.email.transport.EmailHttp;
+import org.json.JSONObject;
+
+
+/*******************************************************************************
+ ** SNS verification with HTTPS AWS-only certificate retrieval, memory caching (including
+ ** a five-minute cache of fetch failures) and a freshness window on the signed Timestamp.
+ *******************************************************************************/
+public final class SnsVerifier
+{
+   private final EmailHttp http;
+   private static final Duration MAX_AGE = Duration.ofHours(1);
+   private static final Duration MAX_FUTURE = Duration.ofMinutes(5);
+   private static final Duration FAILURE_TTL = Duration.ofMinutes(5);
+
+   private final Map<String, X509Certificate> certificates = new ConcurrentHashMap<>();
+   private final Map<String, Instant> failures = new ConcurrentHashMap<>();
+
+   /*******************************************************************************
+    ** Default bounded HTTPS transport without redirects.
+    *******************************************************************************/
+   public SnsVerifier()
+   {
+      this(EmailHttp::sendJdk);
+   }
+
+   /*******************************************************************************
+    ** Inject HTTP for deterministic certificate and confirmation tests.
+    *******************************************************************************/
+   public SnsVerifier(EmailHttp http)
+   {
+      this.http = http;
+   }
+
+   /*******************************************************************************
+    ** Strict URL boundary applied before every network operation.
+    *******************************************************************************/
+   public static boolean allowedUrl(String value, boolean certificate)
+   {
+      try
+      {
+         URI uri = URI.create(value);
+         return ("https".equals(uri.getScheme()) && uri.getHost() != null
+            && uri.getHost().matches("^sns\\.[a-z0-9-]+\\.amazonaws\\.com(\\.cn)?$")
+            && uri.getUserInfo() == null && (uri.getPort() == -1 || uri.getPort() == 443) && uri.getFragment() == null
+            && (!certificate || (uri.getPath().endsWith(".pem") && uri.getQuery() == null)));
+      }
+      catch(RuntimeException e)
+      {
+         return (false);
+      }
+   }
+
+   /*******************************************************************************
+    ** AWS's fixed order includes the final newline and optional Subject only.
+    *******************************************************************************/
+   public static String canonical(JSONObject payload)
+   {
+      String type = payload.getString("Type");
+      List<String> fields;
+      if("Notification".equals(type))
+      {
+         fields = payload.has("Subject") ? List.of("Message", "MessageId", "Subject", "Timestamp", "TopicArn", "Type")
+            : List.of("Message", "MessageId", "Timestamp", "TopicArn", "Type");
+      }
+      else if("SubscriptionConfirmation".equals(type) || "UnsubscribeConfirmation".equals(type))
+      {
+         fields = List.of("Message", "MessageId", "SubscribeURL", "Timestamp", "Token", "TopicArn", "Type");
+      }
+      else
+      {
+         throw (new IllegalArgumentException("Unsupported SNS envelope"));
+      }
+      StringBuilder value = new StringBuilder();
+      for(String field : fields)
+      {
+         value.append(field).append('\n').append(payload.getString(field)).append('\n');
+      }
+      return (value.toString());
+   }
+
+   /*******************************************************************************
+    ** Authenticate the topic and signature; no confirmation before success.
+    *******************************************************************************/
+   public boolean verify(JSONObject payload, String topic, Instant now) throws IOException, InterruptedException
+   {
+      try
+      {
+         String url = payload.getString("SigningCertURL");
+         if(topic == null || topic.isBlank() || !topic.equals(payload.getString("TopicArn")) || !allowedUrl(url, true))
+         {
+            return (false);
+         }
+         String algorithm = switch(payload.getString("SignatureVersion"))
+         {
+            case "1" -> "SHA1withRSA";
+            case "2" -> "SHA256withRSA";
+            default -> null;
+         };
+         if(algorithm == null)
+         {
+            return (false);
+         }
+         Instant stamp = Instant.parse(payload.getString("Timestamp"));
+         if(stamp.isBefore(now.minus(MAX_AGE)) || stamp.isAfter(now.plus(MAX_FUTURE)))
+         {
+            return (false);
+         }
+         String canonical = canonical(payload);
+         X509Certificate certificate = certificates.get(url);
+         if(certificate == null || certificate.getNotAfter().toInstant().isBefore(now))
+         {
+            Instant failed = failures.get(url);
+            if(failed != null && failed.plus(FAILURE_TTL).isAfter(now))
+            {
+               throw (new IOException("SNS verification service unavailable"));
+            }
+            byte[] pem;
+            try
+            {
+               pem = get(url).getBytes(StandardCharsets.UTF_8);
+            }
+            catch(IOException e)
+            {
+               if(failures.size() >= 64)
+               {
+                  failures.clear();
+               }
+               failures.put(url, now);
+               throw (e);
+            }
+            certificate = (X509Certificate) CertificateFactory.getInstance("X.509").generateCertificate(new ByteArrayInputStream(pem));
+            certificate.checkValidity(Date.from(now));
+            if(certificates.size() >= 64)
+            {
+               certificates.clear();
+            }
+            certificates.put(url, certificate);
+         }
+         certificate.checkValidity(Date.from(now));
+         Signature verifier = Signature.getInstance(algorithm);
+         verifier.initVerify(certificate.getPublicKey());
+         verifier.update(canonical.getBytes(StandardCharsets.UTF_8));
+         return (verifier.verify(Base64.getDecoder().decode(payload.getString("Signature"))));
+      }
+      catch(IOException | InterruptedException e)
+      {
+         throw (e);
+      }
+      catch(Exception e)
+      {
+         return (false);
+      }
+   }
+
+   /*******************************************************************************
+    ** Caller invokes this only after verifying the signed confirmation envelope.
+    *******************************************************************************/
+   public void confirm(JSONObject payload) throws IOException, InterruptedException
+   {
+      String url = payload.getString("SubscribeURL");
+      if(!allowedUrl(url, false))
+      {
+         throw (new IllegalArgumentException("Invalid SNS confirmation URL"));
+      }
+      get(url);
+   }
+
+   /*******************************************************************************
+    ** Fixed request timeout, no redirects, and no provider response diagnostics.
+    *******************************************************************************/
+   private String get(String url) throws IOException, InterruptedException
+   {
+      var response = http.send(HttpRequest.newBuilder(URI.create(url)).timeout(Duration.ofSeconds(30)).GET().build());
+      if(response.statusCode() != 200 || response.body() == null || response.body().length() > 65536)
+      {
+         throw (new IOException("SNS verification service unavailable"));
+      }
+      return (response.body());
+   }
+}

src/main/java/com/kingsrook/qbits/email/tracking/WebhookVerification.java

@@ -0,0 +1,105 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+
+import java.nio.charset.StandardCharsets;
+import java.security.MessageDigest;
+import java.time.Instant;
+import java.util.HexFormat;
+import com.kingsrook.qbits.email.EmailQBitConfig;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+
+
+/*******************************************************************************
+ ** Small shared verification primitives. Errors never retain request data.
+ *******************************************************************************/
+public final class WebhookVerification
+{
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private WebhookVerification()
+   {
+   }
+
+   /*******************************************************************************
+    ** Resolve only an allowlisted webhook secret; null means unavailable.
+    *******************************************************************************/
+   public static String secret(QRecord provider)
+   {
+      EmailQBitConfig config = EmailRuntime.config();
+      String name = provider.getValueString("webhookSecretEnvName");
+      try
+      {
+         if(name != null && EmailQBitConfig.ENV_NAME.matcher(name).matches() && config.effectiveAllowedEnvNames(provider.getValueString("kind")).contains(name))
+         {
+            String value = config.getSecretResolver().apply(name);
+            return (value == null || value.isBlank() ? null : value);
+         }
+      }
+      catch(RuntimeException e)
+      {
+         return (null);
+      }
+      return (null);
+   }
+
+   /*******************************************************************************
+    ** Compare bytes without data-dependent early exits.
+    *******************************************************************************/
+   public static boolean equal(String expected, String actual)
+   {
+      return (expected != null && actual != null && MessageDigest.isEqual(expected.getBytes(StandardCharsets.UTF_8), actual.getBytes(StandardCharsets.UTF_8)));
+   }
+
+   /*******************************************************************************
+    ** Reject timestamps outside five minutes, including future timestamps.
+    *******************************************************************************/
+   public static boolean fresh(String timestamp, Instant now)
+   {
+      try
+      {
+         Instant time = Instant.ofEpochSecond(Long.parseLong(timestamp));
+         return (!time.isBefore(now.minusSeconds(300)) && !time.isAfter(now.plusSeconds(300)));
+      }
+      catch(RuntimeException e)
+      {
+         return (false);
+      }
+   }
+
+   /*******************************************************************************
+    ** Stable payload and event fingerprints, never payload diagnostics.
+    *******************************************************************************/
+   public static String hash(byte[] bytes)
+   {
+      try
+      {
+         return (HexFormat.of().formatHex(MessageDigest.getInstance("SHA-256").digest(bytes)));
+      }
+      catch(Exception e)
+      {
+         throw (new IllegalStateException("SHA-256 unavailable"));
+      }
+   }
+}

src/main/java/com/kingsrook/qbits/email/transport/EmailHttp.java

@@ -0,0 +1,70 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.io.IOException;
+import java.net.http.HttpClient;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+import java.nio.charset.StandardCharsets;
+import java.time.Duration;
+
+
+/*******************************************************************************
+ ** Shared HTTP seam; no provider SDK, credential cache or filesystem.
+ *******************************************************************************/
+@FunctionalInterface
+public interface EmailHttp
+{
+   /*******************************************************************************
+    ** Exchange one request without retries.
+    *******************************************************************************/
+   HttpResponse<String> send(HttpRequest request) throws IOException, InterruptedException;
+
+
+
+   /*******************************************************************************
+    ** Production requests use HTTPS and never forward credentials on redirects.
+    *******************************************************************************/
+   static HttpResponse<String> sendJdk(HttpRequest request) throws IOException, InterruptedException
+   {
+      if(!"https".equalsIgnoreCase(request.uri().getScheme()))
+      {
+         throw (new IOException("Email HTTP requires HTTPS"));
+      }
+      try(HttpClient client = newClient())
+      {
+         return (client.send(request, HttpResponse.BodyHandlers.ofString(StandardCharsets.UTF_8)));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** A bounded, stateless JDK client; the caller closes it after each exchange.
+    *******************************************************************************/
+   static HttpClient newClient()
+   {
+      return (HttpClient.newBuilder().connectTimeout(Duration.ofSeconds(10)).followRedirects(HttpClient.Redirect.NEVER).build());
+   }
+}
+

src/main/java/com/kingsrook/qbits/email/transport/EmailHttpSupport.java

@@ -0,0 +1,230 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.io.IOException;
+import java.net.URI;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+import java.time.Duration;
+import java.time.Instant;
+import java.time.ZonedDateTime;
+import java.time.format.DateTimeFormatter;
+import java.util.LinkedHashMap;
+import java.util.Map;
+import java.util.Properties;
+import com.fasterxml.jackson.databind.JsonNode;
+import com.fasterxml.jackson.databind.ObjectMapper;
+import jakarta.mail.MessagingException;
+import jakarta.mail.Session;
+
+
+/*******************************************************************************
+ ** Shared serialization, timeouts and sanitized HTTP failures.
+ *******************************************************************************/
+final class EmailHttpSupport
+{
+   static final ObjectMapper JSON = new ObjectMapper();
+
+
+
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private EmailHttpSupport()
+   {
+   }
+
+
+
+   /*******************************************************************************
+    ** Use the shared envelope validation even for JSON APIs.
+    *******************************************************************************/
+   static void validate(EmailEnvelope envelope) throws EmailTransportException
+   {
+      try
+      {
+         EmailMime.build(Session.getInstance(new Properties()), envelope);
+      }
+      catch(MessagingException | RuntimeException e)
+      {
+         throw (new EmailTransportException("Invalid email message", true));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Preserve application headers and the stable correlation identifier.
+    *******************************************************************************/
+   static Map<String, String> headers(EmailEnvelope envelope)
+   {
+      Map<String, String> headers = new LinkedHashMap<>();
+      envelope.getHeaders().forEach((name, value) ->
+      {
+         if(!name.equalsIgnoreCase("Bcc") && !name.equalsIgnoreCase("Auto-Submitted") && !name.equalsIgnoreCase("X-QQQ-Email-Id"))
+         {
+            headers.put(name, value);
+         }
+      });
+      headers.put("Auto-Submitted", "auto-generated");
+      headers.put("X-QQQ-Email-Id", envelope.getMessageId());
+      return (headers);
+   }
+
+
+
+   /*******************************************************************************
+    ** Serialize only in memory using Jackson already supplied by core.
+    *******************************************************************************/
+   static byte[] json(Object value) throws EmailTransportException
+   {
+      try
+      {
+         return (JSON.writeValueAsBytes(value));
+      }
+      catch(IOException | RuntimeException e)
+      {
+         throw (new EmailTransportException("Invalid email message", true));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Resolve auth before calling; never attach raw exceptions to a safe failure.
+    *******************************************************************************/
+   static HttpResponse<String> post(EmailHttp http, String url, String contentType, String authHeader, String auth, byte[] body) throws EmailTransportException
+   {
+      try
+      {
+         HttpRequest request = HttpRequest.newBuilder(URI.create(url)).timeout(Duration.ofSeconds(30))
+            .header("Content-Type", contentType).header("Accept", "application/json").header(authHeader, auth)
+            .POST(HttpRequest.BodyPublishers.ofByteArray(body)).build();
+         return (http.send(request));
+      }
+      catch(InterruptedException e)
+      {
+         Thread.currentThread().interrupt();
+         throw (new EmailTransportException("Email HTTP request interrupted", false));
+      }
+      catch(IOException e)
+      {
+         throw (new EmailTransportException("Email HTTP temporarily unavailable", false));
+      }
+      catch(RuntimeException e)
+      {
+         throw (new EmailTransportException("Email HTTP configuration invalid", false).withProviderLevel(true));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Unparseable replies must not expose bodies or cause permanent message loss.
+    *******************************************************************************/
+   static JsonNode responseJson(HttpResponse<String> response) throws EmailTransportException
+   {
+      try
+      {
+         JsonNode json = JSON.readTree(response.body());
+         if(json != null && json.isObject())
+         {
+            return (json);
+         }
+      }
+      catch(IOException | RuntimeException e)
+      {
+         // Bodies and parser diagnostics may contain recipient addresses.
+      }
+      throw (new EmailTransportException("Email provider returned an invalid response", false));
+   }
+
+
+
+   /*******************************************************************************
+    ** Parse either Retry-After syntax; the dispatcher applies the one-hour cap.
+    *******************************************************************************/
+   static Duration retryAfter(HttpResponse<String> response)
+   {
+      String value = response.headers().firstValue("Retry-After").orElse("").trim();
+      try
+      {
+         long seconds = Long.parseLong(value);
+         return (seconds < 0 ? null : Duration.ofSeconds(seconds));
+      }
+      catch(RuntimeException e)
+      {
+         try
+         {
+            Duration delay = Duration.between(Instant.now(), ZonedDateTime.parse(value, DateTimeFormatter.RFC_1123_DATE_TIME).toInstant());
+            return (delay.isNegative() ? Duration.ZERO : delay);
+         }
+         catch(RuntimeException ignored)
+         {
+            return (null);
+         }
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Only numeric status/code and fixed text escape the transport.
+    *******************************************************************************/
+   static EmailTransportException failure(HttpResponse<String> response, String provider, Integer code, boolean permanent, boolean providerLevel)
+   {
+      return (new EmailTransportException(provider + " request failed (HTTP " + response.statusCode()
+         + (code == null ? "" : ", code " + code) + ")", permanent).withProviderLevel(providerLevel).withRetryAfter(retryAfter(response)));
+   }
+
+
+
+   /*******************************************************************************
+    ** Common HTTP precedence: throttling and server errors always remain retryable.
+    *******************************************************************************/
+   static void checkStatus(HttpResponse<String> response, String provider, int success) throws EmailTransportException
+   {
+      int status = response.statusCode();
+      if(status != success)
+      {
+         boolean transientFailure = status == 408 || status == 429 || status >= 500;
+         boolean providerLevel = status == 401 || status == 403 || (status >= 300 && status < 400);
+         throw (failure(response, provider, null, !transientFailure && !providerLevel && status >= 400, providerLevel));
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** A success must contain a usable id; never mistake a malformed body for success.
+    *******************************************************************************/
+   static EmailTransportResult result(String id) throws EmailTransportException
+   {
+      if(id == null || id.isBlank() || id.length() > 500 || id.contains("\r") || id.contains("\n"))
+      {
+         throw (new EmailTransportException("Email provider returned an invalid message id", false));
+      }
+      return (new EmailTransportResult(id));
+   }
+}
+

src/main/java/com/kingsrook/qbits/email/transport/EmailProviderSettings.java

@@ -86,6 +86,36 @@ public final class EmailProviderSettings
          || "127.0.0.1".equals(host()) || "::1".equals(host()));
    }
 
+   /*******************************************************************************
+    ** A domain is a single DNS name, never a URL or a path component escape.
+    *******************************************************************************/
+   public static boolean validSendingDomain(String domain)
+   {
+      return (domain != null && domain.length() <= 253
+         && domain.matches("(?i)[a-z0-9](?:[a-z0-9-]{0,61}[a-z0-9])?(?:\\.[a-z0-9](?:[a-z0-9-]{0,61}[a-z0-9])?)+"));
+   }
+
+   /*******************************************************************************
+    ** Tracking is opt-in; null database values mean disabled.
+    *******************************************************************************/
+   boolean enabled(String field)
+   {
+      return (Boolean.TRUE.equals(row.getValueBoolean(field)));
+   }
+
+   /*******************************************************************************
+    ** HTTP providers must never send a missing token as the literal string null.
+    *******************************************************************************/
+   String requiredSecret() throws EmailTransportException
+   {
+      String secret = resolve("secretEnvName");
+      if(secret == null)
+      {
+         throw (new EmailTransportException("Provider needs a secret environment name", false).withProviderLevel(true));
+      }
+      return (secret);
+   }
+
    /*******************************************************************************
     ** Resolve an explicitly named secret immediately before sending.
     *******************************************************************************/

src/main/java/com/kingsrook/qbits/email/transport/EmailTransportRegistry.java

@@ -33,13 +33,16 @@ public class EmailTransportRegistry
    private final Map<String, EmailTransport> transports = new HashMap<>();
 
    /*******************************************************************************
-    ** Install the phase (a) transports.
+    ** Install the outbound transports.
     *******************************************************************************/
    public EmailTransportRegistry()
    {
       transports.put("SMTP", new SmtpEmailTransport());
       transports.put("GMAIL_SMTP", new SmtpEmailTransport());
       transports.put("SES", new SesEmailTransport());
+      transports.put("POSTMARK", new PostmarkEmailTransport());
+      transports.put("SENDGRID", new SendGridEmailTransport());
+      transports.put("MAILGUN", new MailgunEmailTransport());
    }
 
    /*******************************************************************************
@@ -59,7 +62,8 @@ public class EmailTransportRegistry
       EmailTransport transport = transports.get(kind);
       if(transport == null)
       {
-         throw (new EmailTransportException("Provider transport not available until phase (b)", true));
+         throw (new EmailTransportException("GMAIL_API".equals(kind)
+            ? "Gmail API sending is specified but not built; use GMAIL_SMTP" : "Unknown email provider kind", true));
       }
       return (transport);
    }

src/main/java/com/kingsrook/qbits/email/transport/MailgunEmailTransport.java

@@ -0,0 +1,132 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.io.ByteArrayOutputStream;
+import java.io.IOException;
+import java.net.http.HttpResponse;
+import java.nio.charset.StandardCharsets;
+import java.util.ArrayList;
+import java.util.Base64;
+import java.util.List;
+import java.util.Properties;
+import java.util.UUID;
+import jakarta.mail.MessagingException;
+import jakarta.mail.Session;
+import jakarta.mail.internet.InternetAddress;
+
+
+/*******************************************************************************
+ ** Mailgun MIME upload, entirely in memory, with explicit blind destinations.
+ *******************************************************************************/
+public class MailgunEmailTransport implements EmailTransport
+{
+   private final EmailHttp http;
+
+
+
+   /*******************************************************************************
+    ** Fixed regional production endpoints and JDK HTTP implementation.
+    *******************************************************************************/
+   public MailgunEmailTransport()
+   {
+      this(EmailHttp::sendJdk);
+   }
+
+
+
+   /*******************************************************************************
+    ** Package-visible request/response test seam.
+    *******************************************************************************/
+   MailgunEmailTransport(EmailHttp http)
+   {
+      this.http = http;
+   }
+
+
+
+   /*******************************************************************************
+    ** Envelope destinations include Bcc; serialized MIME never includes its header.
+    *******************************************************************************/
+   @Override
+   public EmailTransportResult send(EmailEnvelope envelope, EmailProviderSettings settings) throws EmailTransportException
+   {
+      String domain = settings.value("sendingDomain");
+      String region = settings.value("region");
+      if(!EmailProviderSettings.validSendingDomain(domain) || (!"US".equals(region) && !"EU".equals(region)))
+      {
+         throw (new EmailTransportException("Mailgun needs a sending domain and US or EU region", false).withProviderLevel(true));
+      }
+      String boundary = "qqq-email-" + UUID.randomUUID();
+      ByteArrayOutputStream body = new ByteArrayOutputStream();
+      try
+      {
+         List<String> destinations = new ArrayList<>();
+         for(List<String> role : List.of(envelope.getTo(), envelope.getCc(), envelope.getBcc()))
+         {
+            for(String value : role)
+            {
+               for(InternetAddress address : InternetAddress.parse(value, true))
+               {
+                  address.validate();
+                  destinations.add(address.getAddress());
+               }
+            }
+         }
+         field(body, boundary, "to", String.join(",", destinations));
+         field(body, boundary, "o:tracking-opens", settings.enabled("trackOpens") ? "yes" : "no");
+         field(body, boundary, "o:tracking-clicks", settings.enabled("trackClicks") ? "yes" : "no");
+         field(body, boundary, "v:qqq_email_id", envelope.getMessageId());
+         body.writeBytes(("--" + boundary + "\r\nContent-Disposition: form-data; name=\"message\"; filename=\"message.eml\"\r\n"
+            + "Content-Type: message/rfc822\r\n\r\n").getBytes(StandardCharsets.UTF_8));
+         EmailMime.build(Session.getInstance(new Properties()), envelope).writeTo(body, new String[] {"Bcc"});
+         body.writeBytes(("\r\n--" + boundary + "--\r\n").getBytes(StandardCharsets.UTF_8));
+      }
+      catch(MessagingException | IOException | RuntimeException e)
+      {
+         throw (new EmailTransportException("Invalid email message", true));
+      }
+      String auth = Base64.getEncoder().encodeToString(("api:" + settings.requiredSecret()).getBytes(StandardCharsets.UTF_8));
+      String host = "EU".equals(region) ? "https://api.eu.mailgun.net" : "https://api.mailgun.net";
+      HttpResponse<String> response = EmailHttpSupport.post(http, host + "/v3/" + domain + "/messages.mime",
+         "multipart/form-data; boundary=" + boundary, "Authorization", "Basic " + auth, body.toByteArray());
+      EmailHttpSupport.checkStatus(response, "Mailgun", 200);
+      String id = EmailHttpSupport.responseJson(response).path("id").textValue();
+      if(id != null && id.startsWith("<") && id.endsWith(">"))
+      {
+         id = id.substring(1, id.length() - 1);
+      }
+      return (EmailHttpSupport.result(id));
+   }
+
+
+
+   /*******************************************************************************
+    ** Encode fixed-name UTF-8 multipart fields without touching the filesystem.
+    *******************************************************************************/
+   private static void field(ByteArrayOutputStream body, String boundary, String name, String value)
+   {
+      body.writeBytes(("--" + boundary + "\r\nContent-Disposition: form-data; name=\"" + name + "\"\r\n\r\n"
+         + value + "\r\n").getBytes(StandardCharsets.UTF_8));
+   }
+}
+

src/main/java/com/kingsrook/qbits/email/transport/PostmarkEmailTransport.java

@@ -0,0 +1,129 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.net.http.HttpResponse;
+import java.util.LinkedHashMap;
+import java.util.Map;
+import java.util.Set;
+import com.fasterxml.jackson.databind.JsonNode;
+
+
+/*******************************************************************************
+ ** Postmark's single-message API with per-attempt server token resolution.
+ *******************************************************************************/
+public class PostmarkEmailTransport implements EmailTransport
+{
+   private final EmailHttp http;
+
+
+
+   /*******************************************************************************
+    ** Fixed production endpoint and JDK HTTP implementation.
+    *******************************************************************************/
+   public PostmarkEmailTransport()
+   {
+      this(EmailHttp::sendJdk);
+   }
+
+
+
+   /*******************************************************************************
+    ** Package-visible request/response test seam.
+    *******************************************************************************/
+   PostmarkEmailTransport(EmailHttp http)
+   {
+      this.http = http;
+   }
+
+
+
+   /*******************************************************************************
+    ** Send a rendered message; provider response diagnostics never escape.
+    *******************************************************************************/
+   @Override
+   public EmailTransportResult send(EmailEnvelope envelope, EmailProviderSettings settings) throws EmailTransportException
+   {
+      EmailHttpSupport.validate(envelope);
+      Map<String, Object> body = new LinkedHashMap<>();
+      body.put("From", envelope.getFrom());
+      body.put("To", String.join(",", envelope.getTo()));
+      body.put("Cc", String.join(",", envelope.getCc()));
+      body.put("Bcc", String.join(",", envelope.getBcc()));
+      if(envelope.getReplyTo() != null)
+      {
+         body.put("ReplyTo", envelope.getReplyTo());
+      }
+      body.put("Subject", envelope.getSubject());
+      if(envelope.getHtmlBody() != null)
+      {
+         body.put("HtmlBody", envelope.getHtmlBody());
+      }
+      if(envelope.getTextBody() != null)
+      {
+         body.put("TextBody", envelope.getTextBody());
+      }
+      body.put("Headers", EmailHttpSupport.headers(envelope).entrySet().stream()
+         .map(h -> Map.of("Name", h.getKey(), "Value", h.getValue())).toList());
+      String stream = settings.value("messageStream");
+      body.put("MessageStream", stream == null || stream.isBlank() ? "outbound" : stream);
+      body.put("TrackOpens", settings.enabled("trackOpens"));
+      body.put("TrackLinks", settings.enabled("trackClicks") ? "HtmlAndText" : "None");
+      HttpResponse<String> response = EmailHttpSupport.post(http, "https://api.postmarkapp.com/email", "application/json",
+         "X-Postmark-Server-Token", settings.requiredSecret(), EmailHttpSupport.json(body));
+      int status = response.statusCode();
+      if(status == 408 || status == 429 || status >= 500 || status == 401 || status == 403 || (status >= 300 && status < 400))
+      {
+         EmailHttpSupport.checkStatus(response, "Postmark", 200);
+      }
+      JsonNode json;
+      try
+      {
+         json = EmailHttpSupport.responseJson(response);
+      }
+      catch(EmailTransportException e)
+      {
+         EmailHttpSupport.checkStatus(response, "Postmark", 200);
+         throw (e);
+      }
+      Integer code = json.path("ErrorCode").canConvertToInt() ? json.path("ErrorCode").intValue() : null;
+      if(status == 200 && code == null)
+      {
+         throw (new EmailTransportException("Email provider returned an invalid response", false));
+      }
+      if(status != 200 || code == null || code != 0)
+      {
+         // Postmark ErrorCode (not HTTP status) | Classification
+         // 10 bad token                        | provider-level
+         // 300 invalid request, 406 inactive   | permanent message failure
+         // 400/401 sender signature, 405 send disabled, 412 pending approval,
+         // 413 account unapproved, 422 invalid server, 1235/1236 stream,
+         // 1480 IP restriction                 | provider-level
+         // HTTP 429 / 5xx                      | transient, takes precedence
+         // Other request codes                | permanent (unknown 200 is transient)
+         boolean providerLevel = code != null && Set.of(10, 400, 401, 405, 412, 413, 422, 1235, 1236, 1480).contains(code);
+         throw (EmailHttpSupport.failure(response, "Postmark", code, !providerLevel && (status >= 400 || code != null && code != 0), providerLevel));
+      }
+      return (EmailHttpSupport.result(json.path("MessageID").textValue()));
+   }
+}
+

src/main/java/com/kingsrook/qbits/email/transport/SendGridEmailTransport.java

@@ -0,0 +1,145 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.net.http.HttpResponse;
+import java.util.ArrayList;
+import java.util.LinkedHashMap;
+import java.util.List;
+import java.util.Locale;
+import java.util.Map;
+import java.util.Set;
+import jakarta.mail.internet.AddressException;
+import jakarta.mail.internet.InternetAddress;
+
+
+/*******************************************************************************
+ ** SendGrid v3 mail send with explicit per-message tracking settings.
+ *******************************************************************************/
+public class SendGridEmailTransport implements EmailTransport
+{
+   private static final Set<String> RESERVED_HEADERS = Set.of("x-sg-id", "x-sg-eid", "received", "dkim-signature",
+      "content-type", "content-transfer-encoding", "to", "from", "subject", "reply-to", "cc", "bcc");
+   private final EmailHttp http;
+
+
+
+   /*******************************************************************************
+    ** Fixed production endpoint and JDK HTTP implementation.
+    *******************************************************************************/
+   public SendGridEmailTransport()
+   {
+      this(EmailHttp::sendJdk);
+   }
+
+
+
+   /*******************************************************************************
+    ** Package-visible request/response test seam.
+    *******************************************************************************/
+   SendGridEmailTransport(EmailHttp http)
+   {
+      this.http = http;
+   }
+
+
+
+   /*******************************************************************************
+    ** Build one personalization, keeping blind recipients out of custom headers.
+    *******************************************************************************/
+   @Override
+   public EmailTransportResult send(EmailEnvelope envelope, EmailProviderSettings settings) throws EmailTransportException
+   {
+      EmailHttpSupport.validate(envelope);
+      Map<String, Object> body = new LinkedHashMap<>();
+      Map<String, Object> personalization = new LinkedHashMap<>();
+      personalization.put("to", addresses(envelope.getTo()));
+      if(!envelope.getCc().isEmpty())
+      {
+         personalization.put("cc", addresses(envelope.getCc()));
+      }
+      if(!envelope.getBcc().isEmpty())
+      {
+         personalization.put("bcc", addresses(envelope.getBcc()));
+      }
+      body.put("personalizations", List.of(personalization));
+      body.put("from", addresses(List.of(envelope.getFrom())).getFirst());
+      if(envelope.getReplyTo() != null)
+      {
+         body.put("reply_to", addresses(List.of(envelope.getReplyTo())).getFirst());
+      }
+      body.put("subject", envelope.getSubject());
+      List<Map<String, String>> content = new ArrayList<>();
+      if(envelope.getTextBody() != null && !envelope.getTextBody().isEmpty())
+      {
+         content.add(Map.of("type", "text/plain", "value", envelope.getTextBody()));
+      }
+      if(envelope.getHtmlBody() != null && !envelope.getHtmlBody().isEmpty())
+      {
+         content.add(Map.of("type", "text/html", "value", envelope.getHtmlBody()));
+      }
+      body.put("content", content);
+      Map<String, String> headers = EmailHttpSupport.headers(envelope);
+      headers.keySet().removeIf(name -> RESERVED_HEADERS.contains(name.toLowerCase(Locale.ROOT)));
+      body.put("headers", headers);
+      body.put("custom_args", Map.of("qqq_email_id", envelope.getMessageId()));
+      body.put("tracking_settings", Map.of("open_tracking", Map.of("enable", settings.enabled("trackOpens")),
+         "click_tracking", Map.of("enable", settings.enabled("trackClicks"), "enable_text", settings.enabled("trackClicks"))));
+      HttpResponse<String> response = EmailHttpSupport.post(http, "https://api.sendgrid.com/v3/mail/send", "application/json",
+         "Authorization", "Bearer " + settings.requiredSecret(), EmailHttpSupport.json(body));
+      EmailHttpSupport.checkStatus(response, "SendGrid", 202);
+      return (EmailHttpSupport.result(response.headers().firstValue("X-Message-Id").orElse(null)));
+   }
+
+
+
+   /*******************************************************************************
+    ** Convert mailboxes without losing their decoded display names.
+    *******************************************************************************/
+   private static List<Map<String, String>> addresses(List<String> values) throws EmailTransportException
+   {
+      List<Map<String, String>> result = new ArrayList<>();
+      try
+      {
+         for(String value : values)
+         {
+            for(InternetAddress address : InternetAddress.parse(value, true))
+            {
+               address.validate();
+               Map<String, String> entry = new LinkedHashMap<>();
+               entry.put("email", address.getAddress());
+               if(address.getPersonal() != null)
+               {
+                  entry.put("name", address.getPersonal());
+               }
+               result.add(entry);
+            }
+         }
+      }
+      catch(AddressException e)
+      {
+         throw (new EmailTransportException("Invalid email message", true));
+      }
+      return (result);
+   }
+}
+

src/main/java/com/kingsrook/qbits/email/transport/SesEmailTransport.java

@@ -64,9 +64,9 @@ public class SesEmailTransport implements EmailTransport
    }
 
    /*******************************************************************************
-    ** Package-visible fake-client seam.
+    ** Injectable client factory for embedded hosts and local demonstrations.
     *******************************************************************************/
-   SesEmailTransport(Function<SesV2ClientBuilder, SesV2Client> clientFactory)
+   public SesEmailTransport(Function<SesV2ClientBuilder, SesV2Client> clientFactory)
    {
       this.clientFactory = clientFactory;
    }

src/main/java/com/kingsrook/qbits/email/transport/SmtpEmailTransport.java

@@ -48,6 +48,12 @@ public class SmtpEmailTransport implements EmailTransport
       {
          throw (new EmailTransportException("SMTP sign-in needs STARTTLS or TLS", false).withProviderLevel(true));
       }
+      if("GMAIL_SMTP".equals(settings.value("kind"))
+         && (settings.value("usernameEnvName") == null || settings.value("secretEnvName") == null
+         || (settings.value("security") != null && !"STARTTLS".equals(settings.value("security")))))
+      {
+         throw (new EmailTransportException("Gmail SMTP needs both credential names and STARTTLS", false).withProviderLevel(true));
+      }
       Properties properties = new Properties();
       properties.setProperty("mail.smtp.connectiontimeout", "10000");
       properties.setProperty("mail.smtp.timeout", "15000");

src/main/java/com/kingsrook/qbits/email/webhook/EmailWebhookRouteProvider.java

@@ -0,0 +1,292 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.webhook;
+
+
+import java.nio.charset.StandardCharsets;
+import java.util.List;
+import java.util.Locale;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.tracking.EmailTrackingStore;
+import com.kingsrook.qbits.email.tracking.EmailUnsubscribe;
+import com.kingsrook.qbits.email.tracking.MailgunVerifier;
+import com.kingsrook.qbits.email.tracking.PostmarkVerifier;
+import com.kingsrook.qbits.email.tracking.SendGridVerifier;
+import com.kingsrook.qbits.email.tracking.SnsVerifier;
+import com.kingsrook.qbits.email.tracking.WebhookVerification;
+import com.kingsrook.qqq.backend.core.context.CapturedContext;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.QInstance;
+import com.kingsrook.qqq.backend.core.model.metadata.code.QCodeReference;
+import com.kingsrook.qqq.backend.core.utils.CollectionUtils;
+import com.kingsrook.qqq.middleware.javalin.QJavalinMetaData;
+import com.kingsrook.qqq.middleware.javalin.QJavalinRouteProviderInterface;
+import io.javalin.config.JavalinConfig;
+import io.javalin.http.Context;
+import org.json.JSONArray;
+import org.json.JSONObject;
+
+
+/*******************************************************************************
+ ** Authenticated provider ingress and signed public opt-out outside the UI API.
+ ** No bodies, tokens, addresses or exception diagnostics are logged here.
+ *******************************************************************************/
+public class EmailWebhookRouteProvider implements QJavalinRouteProviderInterface
+{
+   private static final int MAX_BODY = 1024 * 1024;
+   private QInstance instance;
+   private final SnsVerifier sns;
+
+   /*******************************************************************************
+    ** Middleware constructs the default route provider.
+    *******************************************************************************/
+   public EmailWebhookRouteProvider()
+   {
+      this(new SnsVerifier());
+   }
+
+   /*******************************************************************************
+    ** Inject the existing HTTP seam through the SNS verifier for local tests.
+    *******************************************************************************/
+   public EmailWebhookRouteProvider(SnsVerifier sns)
+   {
+      this.sns = sns;
+   }
+
+   /*******************************************************************************
+    ** Idempotent registration even when a producer is run repeatedly.
+    *******************************************************************************/
+   public static void register(QInstance instance)
+   {
+      QJavalinMetaData metadata = QJavalinMetaData.ofOrWithNew(instance);
+      if(CollectionUtils.nonNullList(metadata.getAdditionalRouteProviderReferences()).stream()
+         .noneMatch(reference -> reference != null && EmailWebhookRouteProvider.class.getName().equals(reference.getName())))
+      {
+         metadata.withAdditionalRouteProviderReference(new QCodeReference(EmailWebhookRouteProvider.class));
+      }
+   }
+
+   /*******************************************************************************
+    ** Supplied by the host middleware.
+    *******************************************************************************/
+   @Override
+   public void setQInstance(QInstance instance)
+   {
+      this.instance = instance;
+   }
+
+   /*******************************************************************************
+    ** Specific unsubscribe routes precede the provider wildcard route.
+    *******************************************************************************/
+   @Override
+   public void acceptJavalinConfig(JavalinConfig config)
+   {
+      String base = EmailRuntime.config(instance).getWebhookBasePath();
+      config.routes.get(base + "/unsubscribe/{token}", this::unsubscribe);
+      config.routes.post(base + "/unsubscribe/{token}", this::unsubscribe);
+      config.routes.post(base + "/{kind}/{providerName}", this::receive);
+   }
+
+   /*******************************************************************************
+    ** Bound streaming input even when Content-Length is absent or dishonest.
+    *******************************************************************************/
+   private static byte[] body(Context context) throws java.io.IOException
+   {
+      if(context.req().getContentLengthLong() > MAX_BODY)
+      {
+         respond(context, 413, "error", "Payload too large");
+         return (null);
+      }
+      byte[] bytes = context.req().getInputStream().readNBytes(MAX_BODY + 1);
+      if(bytes.length > MAX_BODY)
+      {
+         respond(context, 413, "error", "Payload too large");
+         return (null);
+      }
+      return (bytes);
+   }
+
+   /*******************************************************************************
+    ** Authenticate before storing. Missing configuration and DB outages are retryable.
+    *******************************************************************************/
+   private void receive(Context context)
+   {
+      CapturedContext previous = QContext.capture();
+      try
+      {
+         QContext.init(instance, new com.kingsrook.qqq.backend.core.model.session.QSystemUserSession(instance));
+         byte[] bytes = body(context);
+         if(bytes == null)
+         {
+            return;
+         }
+         String kind = context.pathParam("kind").toUpperCase(Locale.ROOT);
+         List<QRecord> providers = SystemWrites.query(EmailTables.PROVIDER, EmailStore.equal("name", context.pathParam("providerName")));
+         if(providers.size() != 1 || !Boolean.TRUE.equals(providers.getFirst().getValueBoolean("enabled"))
+            || !kind.equals(providers.getFirst().getValueString("kind")) || !List.of("SES", "POSTMARK", "SENDGRID", "MAILGUN").contains(kind))
+         {
+            respond(context, 404, "error", "Provider not found");
+            return;
+         }
+         QRecord provider = providers.getFirst();
+         String secret = "SES".equals(kind) ? provider.getValueString("snsTopicArn") : WebhookVerification.secret(provider);
+         if(secret == null || secret.isBlank())
+         {
+            respond(context, 503, "error", "Webhook verification unavailable");
+            return;
+         }
+         String payload = new String(bytes, StandardCharsets.UTF_8);
+         JSONObject json = "SENDGRID".equals(kind) ? new JSONObject() : new JSONObject(payload);
+         boolean verified = switch(kind)
+         {
+            case "SES" -> sns.verify(json, secret, EmailRuntime.clock().instant());
+            case "POSTMARK" -> new PostmarkVerifier().verify(context.header("Authorization"), secret);
+            case "SENDGRID" -> new SendGridVerifier().verify(bytes, context.header("X-Twilio-Email-Event-Webhook-Signature"),
+               context.header("X-Twilio-Email-Event-Webhook-Timestamp"), secret, EmailRuntime.clock().instant());
+            case "MAILGUN" -> new MailgunVerifier().verify(json, secret, EmailRuntime.clock().instant());
+            default -> false;
+         };
+         if(!verified)
+         {
+            respond(context, 401, "error", "Webhook verification failed");
+            return;
+         }
+         String id = WebhookVerification.hash(bytes);
+         String nonce = null;
+         String note = null;
+         if("SES".equals(kind))
+         {
+            id = json.getString("MessageId");
+            if(!"Notification".equals(json.getString("Type")))
+            {
+               if(!SnsVerifier.allowedUrl(json.getString("SubscribeURL"), false))
+               {
+                  respond(context, 401, "error", "Webhook verification failed");
+                  return;
+               }
+               if("SubscriptionConfirmation".equals(json.getString("Type")))
+               {
+                  sns.confirm(json);
+               }
+               note = "SNS subscription control message verified";
+            }
+         }
+         else if("MAILGUN".equals(kind))
+         {
+            id = json.getJSONObject("event-data").getString("id");
+            nonce = json.getJSONObject("signature").getString("token");
+         }
+         else if("POSTMARK".equals(kind) && json.has("ID"))
+         {
+            id = json.getString("RecordType") + ":" + json.get("ID");
+         }
+         else if("SENDGRID".equals(kind))
+         {
+            new JSONArray(payload);
+         }
+         if(id.isBlank() || id.length() > 500)
+         {
+            respond(context, 401, "error", "Webhook verification failed");
+            return;
+         }
+         EmailTrackingStore.Receipt outcome = EmailTrackingStore.receive(provider, id, nonce, bytes, note);
+         respond(context, outcome == EmailTrackingStore.Receipt.REPLAY ? 401 : 200,
+            outcome == EmailTrackingStore.Receipt.REPLAY ? "error" : outcome == EmailTrackingStore.Receipt.DUPLICATE ? "duplicate" : "received", true);
+      }
+      catch(org.json.JSONException e)
+      {
+         respond(context, 401, "error", "Webhook verification failed");
+      }
+      catch(Exception e)
+      {
+         if(e instanceof InterruptedException)
+         {
+            Thread.currentThread().interrupt();
+         }
+         respond(context, 503, "error", "Email inbox unavailable");
+      }
+      finally
+      {
+         QContext.init(previous);
+      }
+   }
+
+   /*******************************************************************************
+    ** GET is read-only. Only an explicit one-click or page form POST opts out.
+    *******************************************************************************/
+   private void unsubscribe(Context context)
+   {
+      CapturedContext previous = QContext.capture();
+      try
+      {
+         QContext.init(instance, new com.kingsrook.qqq.backend.core.model.session.QSystemUserSession(instance));
+         context.header("Cache-Control", "no-store").header("Referrer-Policy", "no-referrer")
+            .header("Content-Security-Policy", "default-src 'none'; style-src 'unsafe-inline'; form-action 'self'; frame-ancestors 'none'");
+         byte[] bytes = body(context);
+         if(bytes == null)
+         {
+            return;
+         }
+         String token = context.pathParam("token");
+         EmailUnsubscribe service = new EmailUnsubscribe();
+         QRecord message = service.resolve(token);
+         if(message == null)
+         {
+            context.status(404).contentType("text/html; charset=utf-8").result("<!doctype html><html lang=\"en\"><meta charset=\"utf-8\"><title>Link not found</title><p>This link is unavailable.</p></html>");
+            return;
+         }
+         boolean post = "POST".equals(context.req().getMethod());
+         boolean oneClick = false;
+         if(post)
+         {
+            String form = new String(bytes, StandardCharsets.UTF_8);
+            oneClick = "List-Unsubscribe=One-Click".equals(form);
+            if(!oneClick && !"confirm=unsubscribe".equals(form))
+            {
+               respond(context, 400, "error", "Unsubscribe confirmation required");
+               return;
+            }
+            service.unsubscribe(token);
+         }
+         context.status(200).contentType(oneClick ? "text/plain" : "text/html; charset=utf-8").result(oneClick ? "" : service.page(message, post));
+      }
+      catch(Exception e)
+      {
+         respond(context, 503, "error", "Unsubscribe unavailable");
+      }
+      finally
+      {
+         QContext.init(previous);
+      }
+   }
+
+   /*******************************************************************************
+    ** Fixed JSON responses contain no request or credential data.
+    *******************************************************************************/
+   private static void respond(Context context, int status, String key, Object value)
+   {
+      context.status(status).contentType("application/json").result(new JSONObject().put(key, value).toString());
+   }
+}

src/test/java/com/kingsrook/qbits/email/EmailDeliveryTest.java

@@ -498,13 +498,13 @@ class EmailDeliveryTest
                         })
                         .sendNow(queued.messageId()))
             .isEqualTo(EmailDispatcher.SendResult.DEAD_LETTER);
-      SystemWrites.updateOne(
-            EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("kind", "POSTMARK"));
       var future = EmailService.send(request());
+      SystemWrites.updateOne(
+            EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("kind", "GMAIL_API"));
       assertThat(new EmailDispatcher().sendNow(future.messageId()))
             .isEqualTo(EmailDispatcher.SendResult.DEAD_LETTER);
-      assertThatThrownBy(() -> new EmailTransportRegistry().get("POSTMARK"))
-            .hasMessageContaining("phase (b)");
+      assertThatThrownBy(() -> new EmailTransportRegistry().get("GMAIL_API"))
+            .hasMessage("Gmail API sending is specified but not built; use GMAIL_SMTP");
    }
 
    /*******************************************************************************
@@ -544,6 +544,8 @@ class EmailDeliveryTest
    @Test
    void suppressionScopeCategoryExpiryAndPartial() throws Exception
    {
+      EmailRuntime.config().withPublicBaseUrl("https://app.example.com").withSecretResolver(name -> "test-unsubscribe-key");
+      H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "postal").withValue("isDefault", true).withValue("postalAddress", "123 Test Street"));
       H2Support.insert(
             EmailTables.SUPPRESSION,
             new QRecord()
@@ -581,6 +583,48 @@ class EmailDeliveryTest
             .isEqualTo(EmailSendResult.Status.QUEUED);
    }
 
+   /*******************************************************************************
+    ** Opt-out messages are one mailbox per send, before suppression can trim them.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"NOTIFICATION", "MARKETING"})
+   void unsubscribeRequiresOneToRecipient(String category) throws Exception
+   {
+      EmailRuntime.config().withPublicBaseUrl("https://app.example.com").withSecretResolver(name -> "test-unsubscribe-key");
+      H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "postal").withValue("isDefault", true).withValue("postalAddress", "123 Test Street"));
+      for(EmailRequest invalid : List.of(request().withTo(List.of("person@example.com", "other@example.com")),
+         request().withTo("person@example.com, other@example.com"), request().withCc("other@example.com"),
+         request().withBcc("other@example.com"), request().withTo(List.of()).withCc("other@example.com"),
+         request().withTo(List.of()).withBcc("other@example.com"), request().withTo(List.of()), request().withCc("person@example.com")))
+      {
+         var result = EmailService.send(invalid.withCategory(EmailCategory.valueOf(category)));
+         assertThat(result.status()).isEqualTo(EmailSendResult.Status.REFUSED);
+         assertThat(result.reasons()).containsExactly("Notification and marketing email with an unsubscribe link goes to one recipient per message; send one message per recipient.");
+      }
+      H2Support.insert(EmailTables.SUPPRESSION, new QRecord().withValue("address", "other@example.com").withValue("scope", "ALL").withValue("reason", "HARD_BOUNCE"));
+      assertThat(EmailService.send(request().withCc("other@example.com").withCategory(EmailCategory.valueOf(category))).status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      assertThat(H2Support.all(EmailTables.MESSAGE)).isEmpty();
+   }
+
+   /*******************************************************************************
+    ** Transactional mail and notification mail without opt-out retain multi-party delivery.
+    *******************************************************************************/
+   @Test
+   void multiRecipientWithoutUnsubscribeStillQueues() throws Exception
+   {
+      EmailRuntime.config().withPublicBaseUrl("https://app.example.com").withSecretResolver(name -> "test-unsubscribe-key");
+      var result = EmailService.send(request().withTo(List.of("person@example.com, other@example.com")).withCc("copy@example.com").withBcc("blind@example.com"));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      assertThat(message(result.messageId()).getValueString("unsubscribeUrl")).isNull();
+      assertThat(new EmailDispatcher().runOnce().sent()).isEqualTo(1);
+      assertThat(mail.getReceivedMessages()).hasSize(4);
+      assertThat(mail.getReceivedMessages()[0].getAllRecipients()).hasSize(3);
+      EmailRuntime.config().withSecretResolver(name -> null);
+      result = EmailService.send(request().withCc("copy@example.com").withBcc("blind@example.com").withCategory(EmailCategory.NOTIFICATION));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      assertThat(message(result.messageId()).getValueString("unsubscribeUrl")).isNull();
+   }
+
    /*******************************************************************************
     ** Rate Limits Do Not Consume Attempts And Send After Is Honored.
     *******************************************************************************/

src/test/java/com/kingsrook/qbits/email/EmailHomePolishTest.java

@@ -0,0 +1,262 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+
+import java.time.Clock;
+import java.time.Instant;
+import java.time.ZoneOffset;
+import java.util.List;
+import java.util.Map;
+import java.util.Set;
+import com.kingsrook.qbits.email.app.EmailHome;
+import com.kingsrook.qbits.email.metadata.EmailEnums;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.render.ContrastCheck;
+import com.kingsrook.qbits.email.render.EmailLayout;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.actions.dashboard.RenderWidgetAction;
+import com.kingsrook.qqq.backend.core.actions.tables.GetAction;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.actions.values.SearchPossibleValueSourceAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.tables.get.GetInput;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.actions.values.SearchPossibleValueSourceInput;
+import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.jsoup.Jsoup;
+import org.jsoup.nodes.Element;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+
+
+/*******************************************************************************
+ ** Home data and rendered output, real record labels, and branded preview contrast.
+ *******************************************************************************/
+class EmailHomePolishTest
+{
+   private static final Instant NOW = Instant.parse("2026-10-14T02:12:00Z");
+
+   /*******************************************************************************
+    ** Use a fixed UTC clock and isolated database for exact assertions.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      H2Support.setup(c -> { });
+      EmailRuntime.setClock(Clock.fixed(NOW, ZoneOffset.UTC));
+      H2Support.provider(25);
+   }
+
+   /*******************************************************************************
+    ** Clear session and clock.
+    *******************************************************************************/
+   @AfterEach
+   void cleanup()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** Exact counts, plain labels, large number first, and failures alone are red.
+    *******************************************************************************/
+   @Test
+   void tilesAndOrderedSections() throws Exception
+   {
+      SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("status", "DEAD_LETTER")
+         .withValue("sentDate", NOW.minusSeconds(86400)).withValue("deliveredDate", NOW.plusSeconds(1))
+         .withValue("deadLetterDate", NOW).withValue("bouncedDate", NOW.minusSeconds(7 * 86400))
+         .withValue("complainedDate", NOW.minusSeconds(7 * 86400 + 1)));
+      for(String type : List.of("DELIVERED", "BOUNCED", "COMPLAINED"))
+      {
+         SystemWrites.insertOne(EmailTables.EVENT, new QRecord().withValue("messageId", 1).withValue("eventType", type).withValue("eventKey", type)
+            .withValue("occurredDate", "DELIVERED".equals(type) ? NOW.plusSeconds(1)
+               : NOW.minusSeconds(7 * 86400 + ("COMPLAINED".equals(type) ? 1 : 0))));
+      }
+      H2Support.insert(EmailTables.SUPPRESSION, new QRecord().withValue("address", "a@example.test").withValue("scope", "ALL").withValue("reason", "MANUAL"));
+      var document = Jsoup.parse(EmailHome.overview().getHtml());
+      var tiles = document.select("body > div > div > div");
+      assertThat(tiles).extracting(Element::text).containsExactly("1 Sent (24 h)", "0 Delivered (24 h)", "1 Dead letters (24 h)", "1 Bounced (7 d)", "0 Complaints (7 d)", "1 Suppressed addresses");
+      for(int i = 0; i < tiles.size(); i++)
+      {
+         assertThat(tiles.get(i).child(0).attr("style")).contains("font-size:1.6rem");
+         assertThat(tiles.get(i).child(0).attr("style").contains("#d64545")).isEqualTo(i == 2 || i == 3);
+      }
+      assertThat(document.select("h3")).extracting(Element::text).containsExactly("Sends per hour, last 24 hours", "Provider health", "Recent messages", "Suppressions added, last 30 days");
+      assertThat(QContext.getQInstance().getApp("email").getWidgets()).containsExactly("emailHome");
+   }
+
+   /*******************************************************************************
+    ** Every attempt outcome and suppression reason feeds its actual UTC bucket.
+    *******************************************************************************/
+   @Test
+   void stackedBarsAndCompactAxes() throws Exception
+   {
+      int number = 0;
+      for(String outcome : List.of("SUCCEEDED", "TRANSIENT_FAILURE", "PROVIDER_FAILURE", "PERMANENT_FAILURE", "LEASE_EXPIRED", "IN_FLIGHT"))
+      {
+         SystemWrites.insertOne(EmailTables.ATTEMPT, new QRecord().withValue("messageId", 1).withValue("attemptNumber", ++number)
+            .withValue("outcome", outcome).withValue("endDate", NOW));
+      }
+      for(var reason : EmailEnums.SuppressionReason.values())
+      {
+         H2Support.insert(EmailTables.SUPPRESSION, new QRecord().withValue("address", reason.name() + "@example.test").withValue("scope", "ALL").withValue("reason", reason.name()));
+      }
+      var hourly = EmailHome.hourly().getChartData();
+      assertThat(hourly.getLabels()).hasSize(24).allMatch(s -> s.matches("[0-2][0-9]:00"));
+      assertThat(hourly.getLabels().getLast()).isEqualTo("02:00");
+      assertThat(hourly.getDatasets().get(0).getData().getLast()).isEqualTo(1);
+      assertThat(hourly.getDatasets().get(1).getData().getLast()).isEqualTo(4);
+      var suppressions = EmailHome.suppressions().getChartData();
+      assertThat(suppressions.getLabels()).hasSize(30).endsWith("Oct 14");
+      assertThat(suppressions.getDatasets()).extracting(d -> d.getLabel()).containsExactly("Hard bounce", "Complaint", "Unsubscribe", "Manual");
+      assertThat(suppressions.getDatasets()).allSatisfy(d -> assertThat(d.getData().getLast()).isEqualTo(1));
+      String html = EmailHome.overview().getHtml();
+      assertThat(html).contains("flex-direction:column-reverse", "02:00; Sent: 1; Failed: 4", "Oct 14; Hard bounce: 1; Complaint: 1; Unsubscribe: 1; Manual: 1")
+         .doesNotContain("<canvas", "<svg", "<style", "overflow:auto", "HARD_BOUNCE", "2026-10-");
+      assertThat(Jsoup.parse(html).select("div[role=img] > div")).hasSize(54).allSatisfy(e -> assertThat(e.attr("style")).contains("flex:1 1 0;min-width:0"));
+   }
+
+   /*******************************************************************************
+    ** Twenty newest linked rows wrap long text, mask addresses, and hide PHI.
+    *******************************************************************************/
+   @Test
+   void recentRowsAndProviderHealth() throws Exception
+   {
+      for(int i = 0; i < 21; i++)
+      {
+         SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("status", i == 20 ? "RETRY_WAIT" : "SENT")
+            .withValue("subject", i == 19 ? "private-canary" : "Subject <" + i + ">" + "x".repeat(150))
+            .withValue("phiApproved", i == 19).withValue("toAddresses", "Person <person@" + "x".repeat(100) + ".test>"));
+      }
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("lastSuccessDate", NOW)
+         .withValue("healthStatus", "UNHEALTHY").withValue("lastFailureMessage", "<broken>").withValue("maxPerMinute", 2));
+      SystemWrites.insertOne(EmailTables.ATTEMPT, new QRecord().withValue("messageId", 1).withValue("attemptNumber", 1).withValue("providerId", 1).withValue("startDate", NOW));
+      String html = EmailHome.overview().getHtml();
+      var document = Jsoup.parse(html);
+      var rows = document.select("a[href^=/app/email_message/]");
+      assertThat(rows).hasSize(20);
+      assertThat(rows.first().attr("href")).isEqualTo("/app/email_message/21");
+      assertThat(rows.last().attr("href")).isEqualTo("/app/email_message/2");
+      assertThat(rows.first().text()).contains("When", "To", "Subject", "Status", "Waiting to retry");
+      assertThat(html).contains("Secure message", "p***@", "Oct 14, 02:12 UTC", "Unhealthy", "&lt;broken&gt;", "min-width:0", "overflow-wrap:anywhere")
+         .doesNotContain("private-canary", "Person &lt;", "RETRY_WAIT", "2026-10-14T");
+      assertThat(document.select("section").get(1).text()).contains("Last success Oct 14, 02:12 UTC", "Per-minute headroom 1");
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("enabled", false).withValue("maxPerMinute", null));
+      assertThat(EmailHome.overview().getHtml()).contains("Disabled", "No limit");
+      QContext.getQSession().setPermissions(Set.of("email.view"));
+      assertThat(EmailHome.overview().getHtml()).contains("Provider health needs email.admin").doesNotContain("&lt;broken&gt;");
+   }
+
+   /*******************************************************************************
+    ** Query, get and possible-value labels use the same human-readable titles.
+    *******************************************************************************/
+   @Test
+   void recordLabels() throws Exception
+   {
+      QRecord version = EmailTemplatesTest.draft("welcome", "MARKDOWN", "[]", "{}", "Hello");
+      assertThat(get(EmailTables.VERSION, version.getValueInteger("id")).getRecordLabel()).isEqualTo("welcome v1");
+      SystemWrites.updateOne(EmailTables.VERSION, new QRecord().withValue("id", version.getValue("id")).withValue("locale", "fr"));
+      assertThat(get(EmailTables.VERSION, version.getValueInteger("id")).getRecordLabel()).isEqualTo("welcome v1 (fr)");
+      assertThat(get(EmailTables.PROVIDER, 1).getRecordLabel()).isEqualTo("Relay");
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("label", ""));
+      assertThat(get(EmailTables.PROVIDER, 1).getRecordLabel()).isEqualTo("relay");
+      for(String subject : List.of("A useful subject", "", "enc:v1:private"))
+      {
+         SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("subject", subject));
+      }
+      assertThat(get(EmailTables.MESSAGE, 1).getRecordLabel()).isEqualTo("A useful subject");
+      assertThat(get(EmailTables.MESSAGE, 2).getRecordLabel()).isEqualTo("Message 2");
+      assertThat(get(EmailTables.MESSAGE, 3).getRecordLabel()).isEqualTo("Secure message");
+      var queried = new QueryAction().execute(new QueryInput(EmailTables.MESSAGE).withShouldGenerateDisplayValues(true)).getRecords();
+      assertThat(queried).extracting(QRecord::getRecordLabel).containsExactly("A useful subject", "Message 2", "Secure message");
+      var possible = new SearchPossibleValueSourceAction().execute(new SearchPossibleValueSourceInput().withPossibleValueSourceName(EmailTables.VERSION).withSearchTerm("fr"));
+      assertThat(possible.getResults()).extracting(v -> v.getLabel()).contains("welcome v1 (fr)");
+      assertThat(EmailEnums.MessageStatus.RETRY_WAIT.getPossibleValueLabel()).isEqualTo("Waiting to retry");
+      assertThat(EmailEnums.MessageStatus.DEAD_LETTER.getPossibleValueLabel()).isEqualTo("Dead letter");
+   }
+
+   /*******************************************************************************
+    ** The demo brand's actual inline preview matches the email dark media query.
+    *******************************************************************************/
+   @Test
+   void demoPreviewButtonContrast() throws Exception
+   {
+      QRecord brand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "Kof22").withValue("label", "Kof22")
+         .withValue("primaryColor", "#2459a6").withValue("buttonTextColor", "#ffffff")
+         .withValue("textColor", "#172033").withValue("backgroundColor", "#ffffff")
+         .withValue("darkPrimaryColor", "#93c5fd").withValue("darkButtonTextColor", "#172033")
+         .withValue("darkBackgroundColor", "#111827").withValue("darkTextColor", "#f9fafb").withValue("isDefault", true));
+      QRecord version = EmailTemplatesTest.draft("preview", "MARKDOWN", "[]", "{}", "[Visit Kof22](https://example.test){.button}");
+      String html = ((RawHTML) new RenderWidgetAction().execute(new RenderWidgetInput().withWidgetMetaData(QContext.getQInstance().getWidget("emailTemplatePreview"))
+         .withUrlParams(Map.of("id", version.getValueString("id")))).getWidgetData()).getHtml();
+      var document = Jsoup.parse(html);
+      Element dark = document.select("h4").stream().filter(e -> e.text().startsWith("Dark")).findFirst().orElseThrow().nextElementSibling();
+      Element button = dark.select("a[href=https://example.test]").first();
+      assertThat(button).isNotNull();
+      String foreground = css(button, "color");
+      String background = css(button.parent(), "background-color");
+      assertThat(foreground).isEqualTo("#172033");
+      assertThat(background).isEqualTo("#93c5fd");
+      assertThat(ContrastCheck.ratio(foreground, background)).isGreaterThanOrEqualTo(4.5);
+      assertThat(dark.attr("style")).contains("background-color:#111827", "color:#f9fafb");
+      assertThat(EmailLayout.render("Body", "", brand, EmailCategory.TRANSACTIONAL, null))
+         .contains(".email-button{background-color:" + background + "!important}", ".email-button a{color:" + foreground + "!important}");
+   }
+
+   /*******************************************************************************
+    ** Missing dark button text chooses an accessible colour for either primary.
+    *******************************************************************************/
+   @Test
+   void accessibleDarkButtonFallback()
+   {
+      for(String primary : List.of("#93c5fd", "#172033", "#777777"))
+      {
+         QRecord brand = new QRecord().withValue("darkPrimaryColor", primary);
+         assertThat(ContrastCheck.ratio(ContrastCheck.color(brand, "darkButtonTextColor"), primary)).isGreaterThanOrEqualTo(4.5);
+         ContrastCheck.validate(brand);
+      }
+      assertThat(ContrastCheck.color(new QRecord().withValue("darkPrimaryColor", "#93c5fd").withValue("darkButtonTextColor", "#172033"), "darkButtonTextColor")).isEqualTo("#172033");
+   }
+
+   /*******************************************************************************
+    ** Exercise real get/display-value actions, not just metadata declarations.
+    *******************************************************************************/
+   private static QRecord get(String table, int id) throws Exception
+   {
+      return (new GetAction().execute(new GetInput(table).withPrimaryKey(id).withShouldGenerateDisplayValues(true)).getRecord());
+   }
+
+   /*******************************************************************************
+    ** Read the rendered inline pair; remove CSS priority before computing ratio.
+    *******************************************************************************/
+   private static String css(Element element, String property)
+   {
+      return (List.of(element.attr("style").split(";")).stream().map(String::trim).filter(s -> s.startsWith(property + ":"))
+         .findFirst().orElseThrow().substring(property.length() + 1).replace("!important", "").trim());
+   }
+}

src/test/java/com/kingsrook/qbits/email/EmailMetadataTest.java

@@ -73,7 +73,7 @@ class EmailMetadataTest
    void producerStandardsAndIntegrationFields() throws Exception
    {
       var instance = QContext.getQInstance();
-      assertThat(instance.getTables()).hasSize(7);
+      assertThat(instance.getTables()).hasSize(9);
       for(var table : instance.getTables().values())
       {
          assertThat(table.getName()).matches("email_[a-z_]+");
@@ -105,7 +105,7 @@ class EmailMetadataTest
       assertThat(
                   new EmailApp.HomeRenderer()
                         .render(
-                              new com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput()))
+                              new com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput().withWidgetMetaData(instance.getWidget(EmailApp.HOME_WIDGET))))
             .isNotNull();
       assertThat(EmailRuntime.isInstalled()).isTrue();
       assertThat(EmailRuntime.config(new QInstance())).isNull();
@@ -215,7 +215,7 @@ class EmailMetadataTest
                   .withSubject("s")
                   .withMarkdownBody("<script>alert(1)</script>\n\n**Hello**");
       assertThat(EmailService.send(new EmailRequest().withTemplateName("later")).reasons())
-            .contains("templates arrive in part 2");
+            .contains("Unknown email template");
       assertThat(EmailService.send(null).status()).isEqualTo(EmailSendResult.Status.REFUSED);
       assertThat(EmailService.send(new EmailRequest()).status())
             .isEqualTo(EmailSendResult.Status.REFUSED);
@@ -307,7 +307,7 @@ class EmailMetadataTest
    {
       var config = EmailRuntime.config();
       assertThat(config.getAllowPlaintextSmtpAuth()).isFalse();
-      for(String kind : List.of("SMTP", "GMAIL_SMTP"))
+      for(String kind : List.of("SMTP"))
       {
          for(String credential : List.of("usernameEnvName", "secretEnvName"))
          {
@@ -495,8 +495,8 @@ class EmailMetadataTest
       config.validate(QContext.getQInstance(), errors);
       assertThat(errors).isEmpty();
       var scheduled = EmailProcesses.processes(config).stream().filter(p -> p.getSchedule() != null).toList();
-      assertThat(scheduled).hasSize(3).allMatch(p -> p.getIsHidden());
-      assertThat(scheduled).extracting(p -> p.getSchedule().getRepeatSeconds()).containsExactly(15, 300, 86400);
+      assertThat(scheduled).hasSize(4).allMatch(p -> p.getIsHidden());
+      assertThat(scheduled).extracting(p -> p.getSchedule().getRepeatSeconds()).containsExactly(30, 15, 300, 86400);
    }
 
 }

src/test/java/com/kingsrook/qbits/email/EmailPhaseCReviewTest.java

@@ -0,0 +1,199 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+
+import java.time.Clock;
+import java.time.Duration;
+import java.time.ZoneOffset;
+import java.util.List;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.processes.EmailProcesses;
+import com.kingsrook.qbits.email.render.EmailUnsubscribeLinks;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailTemplateDefinition;
+import com.kingsrook.qbits.email.template.EmailTemplates;
+import com.kingsrook.qbits.email.template.EmailVersions;
+import com.kingsrook.qbits.email.tracking.EmailUnsubscribe;
+import com.kingsrook.qqq.backend.core.actions.tables.UpdateAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.NOW;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.SECRET;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+/*******************************************************************************
+ ** Retention of opt-out mail and the consumer-facing template API.
+ *******************************************************************************/
+class EmailPhaseCReviewTest
+{
+   /*******************************************************************************
+    ** Isolated database with opt-out links configured and message retention on.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      H2Support.setup(c -> c.withPublicBaseUrl("https://app.example.com").withSecretResolver(name -> SECRET).withMessageRetentionDays(30));
+      H2Support.provider(25);
+      EmailRuntime.setClock(Clock.fixed(NOW, ZoneOffset.UTC));
+   }
+
+   /*******************************************************************************
+    ** Clear thread and clock state.
+    *******************************************************************************/
+   @AfterEach
+   void cleanup()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** An old final message with content, in the given category.
+    *******************************************************************************/
+   private static QRecord oldMessage(String category, String address) throws Exception
+   {
+      return (SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("providerId", H2Support.all(EmailTables.PROVIDER).getFirst().getValue("id"))
+         .withValue("status", "SENT").withValue("category", category)
+         .withValue("toAddresses", address).withValue("sentDate", NOW.minus(Duration.ofDays(100))).withValue("htmlBody", "<p>hi</p>")
+         .withValue("textBody", "hi").withValue("variablesSnapshot", "{\"name\":\"x\"}")));
+   }
+
+   /*******************************************************************************
+    ** Old marketing and notification mail is kept (content cleared) so its
+    ** unsubscribe link works; transactional mail is deleted.
+    *******************************************************************************/
+   @Test
+   void retentionKeepsOptOutMessagesAndTheirUnsubscribeLinks() throws Exception
+   {
+      QRecord marketing = oldMessage("MARKETING", "pat@example.com");
+      QRecord notification = oldMessage("NOTIFICATION", "sam@example.com");
+      QRecord transactional = oldMessage("TRANSACTIONAL", "lee@example.com");
+      String url = EmailUnsubscribeLinks.create(marketing.getValueString("id"), "pat@example.com", "MARKETING");
+      assertThat(url).isNotNull();
+      EmailProcesses.retain();
+      assertThat(EmailStore.get(EmailTables.MESSAGE, transactional.getValueInteger("id"), null)).isNull();
+      for(QRecord kept : List.of(marketing, notification))
+      {
+         QRecord row = EmailStore.get(EmailTables.MESSAGE, kept.getValueInteger("id"), null);
+         assertThat(row).isNotNull();
+         assertThat(row.getValueString("htmlBody")).isNull();
+         assertThat(row.getValueString("textBody")).isNull();
+         assertThat(row.getValueString("variablesSnapshot")).isNull();
+      }
+      new EmailUnsubscribe().unsubscribe(url.substring(url.lastIndexOf('/') + 1));
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1).allSatisfy(row ->
+      {
+         assertThat(row.getValueString("address")).isEqualTo("pat@example.com");
+         assertThat(row.getValueString("scope")).isEqualTo("MARKETING");
+      });
+      EmailProcesses.retain();
+      assertThat(EmailStore.get(EmailTables.MESSAGE, marketing.getValueInteger("id"), null)).isNotNull();
+   }
+
+   /*******************************************************************************
+    ** A complete definition used by the template tests.
+    *******************************************************************************/
+   private static EmailTemplateDefinition definition()
+   {
+      return (new EmailTemplateDefinition().withName("order_ready").withLabel("Order ready").withCategory(EmailCategory.TRANSACTIONAL)
+         .withSubject("Order {{order_number}} is ready").withBody("Hi {{customer_name}}, order {{order_number}} is ready.")
+         .withVariable("order_number", "Order number", "STRING", true, "PUBLIC")
+         .withVariable("customer_name", "Customer name", "STRING", true, null)
+         .withSampleVariables("{\"order_number\":\"A-1\",\"customer_name\":\"Pat\"}").withOwnerQbit("orders"));
+   }
+
+   /*******************************************************************************
+    ** Created once as an ACTIVE version 1 that sends; the second call changes nothing.
+    *******************************************************************************/
+   @Test
+   void ensureCreatesOnceAndIsIdempotent() throws Exception
+   {
+      assertThat(EmailTemplates.ensure(definition())).isTrue();
+      assertThat(EmailTemplates.ensure(definition())).isFalse();
+      QRecord template = H2Support.all(EmailTables.TEMPLATE).getFirst();
+      assertThat(H2Support.all(EmailTables.TEMPLATE)).hasSize(1);
+      assertThat(template.getValueString("ownerQbit")).isEqualTo("orders");
+      assertThat(template.getValueString("kind")).isEqualTo("MARKDOWN");
+      assertThat(template.getValueBoolean("phiApproved")).isFalse();
+      List<QRecord> versions = H2Support.all(EmailTables.VERSION);
+      assertThat(versions).hasSize(1);
+      assertThat(versions.getFirst().getValueString("status")).isEqualTo("ACTIVE");
+      assertThat(versions.getFirst().getValueInteger("versionNumber")).isEqualTo(1);
+      assertThat(versions.getFirst().getValueString("variablesSchema")).contains("order_number").contains("PUBLIC");
+      assertThat(template.getValue("activeVersionId")).isEqualTo(versions.getFirst().getValue("id"));
+      EmailSendResult result = EmailService.send(new EmailRequest().withTemplateName("order_ready").withTo("pat@example.com")
+         .withVariable("order_number", "A-1").withVariable("customer_name", "Pat"));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+   }
+
+   /*******************************************************************************
+    ** An edited template keeps its edits when the defining qbit calls ensure again.
+    *******************************************************************************/
+   @Test
+   void ensureDoesNotTouchAnEditedTemplate() throws Exception
+   {
+      assertThat(EmailTemplates.ensure(definition())).isTrue();
+      QRecord template = H2Support.all(EmailTables.TEMPLATE).getFirst();
+      QRecord draft = EmailVersions.newVersion(template.getValueInteger("id"));
+      new UpdateAction().execute(new UpdateInput(EmailTables.VERSION).withRecords(List.of(new QRecord().withValue("id", draft.getValue("id"))
+         .withValue("bodySource", "Edited by a person for {{order_number}}"))));
+      EmailVersions.activate(draft.getValueInteger("id"));
+      assertThat(EmailTemplates.ensure(definition().withBody("Changed again {{order_number}} {{customer_name}}"))).isFalse();
+      assertThat(H2Support.all(EmailTables.VERSION)).hasSize(2);
+      QRecord active = EmailStore.get(EmailTables.VERSION, EmailStore.get(EmailTables.TEMPLATE, template.getValueInteger("id"), null).getValueInteger("activeVersionId"), null);
+      assertThat(active.getValueInteger("versionNumber")).isEqualTo(2);
+      assertThat(active.getValueString("bodySource")).isEqualTo("Edited by a person for {{order_number}}");
+   }
+
+   /*******************************************************************************
+    ** Invalid definitions are refused with plain reasons and write nothing.
+    *******************************************************************************/
+   @Test
+   void ensureRefusesInvalidDefinitions() throws Exception
+   {
+      assertThatThrownBy(() -> EmailTemplates.ensure(new EmailTemplateDefinition().withName("Bad Name").withKind("PDF")))
+         .isInstanceOf(IllegalArgumentException.class)
+         .hasMessageContaining("Name must be snake_case").hasMessageContaining("Label is required").hasMessageContaining("Category is required")
+         .hasMessageContaining("Kind must be").hasMessageContaining("Subject is required").hasMessageContaining("Body is required");
+      assertThatThrownBy(() -> EmailTemplates.ensure(definition().withVariablesSchema("[]")))
+         .hasMessageContaining("not both");
+      assertThatThrownBy(() -> EmailTemplates.ensure(new EmailTemplateDefinition().withName("x").withLabel("X").withCategory(EmailCategory.SECURITY)
+         .withSubject("S").withBody("B").withVariablesSchema("{").withSampleVariables("[")))
+         .hasMessageContaining("Invalid variables schema").hasMessageContaining("Variables must be a JSON object");
+      assertThatThrownBy(() -> EmailTemplates.ensure(definition().withBody("Hi {{undeclared_thing}}")))
+         .isInstanceOf(IllegalArgumentException.class).hasMessageContaining("refused");
+      assertThatThrownBy(() -> EmailTemplates.ensure(definition().withSampleVariables("{}")))
+         .isInstanceOf(IllegalArgumentException.class).hasMessageContaining("refused");
+      assertThat(H2Support.all(EmailTables.TEMPLATE)).isEmpty();
+      assertThat(H2Support.all(EmailTables.VERSION)).isEmpty();
+   }
+}

src/test/java/com/kingsrook/qbits/email/EmailProcessesTest.java

@@ -146,9 +146,11 @@ class EmailProcessesTest
    @Test
    void backendSendAndScheduledJobs() throws Exception
    {
+      assertThat(QContext.getQInstance().getProcess(EmailProcesses.SEND_TEMPLATED).getBackendStep("send").getInputMetaData().getField("category")).isEmpty();
+      assertThat(QContext.getQInstance().getProcess(EmailProcesses.SEND_AD_HOC).getBackendStep("send").getInputMetaData().getField("category")).isPresent();
       var queued =
             run(
-                  EmailProcesses.SEND_TEMPLATED,
+                  EmailProcesses.SEND_AD_HOC,
                   Map.of(
                         "to",
                         "a@example.com",
@@ -159,6 +161,7 @@ class EmailProcessesTest
                         "category",
                         "NOTIFICATION"));
       assertThat(queued.getValues().get("status")).isEqualTo("QUEUED");
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("category")).isEqualTo("NOTIFICATION");
       run(EmailProcesses.DISPATCH, Map.of());
       assertThat(mail.waitForIncomingEmail(2000, 1)).isTrue();
       run(EmailProcesses.MAINTAIN, Map.of());

src/test/java/com/kingsrook/qbits/email/EmailRenderingTest.java

@@ -0,0 +1,175 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+import java.math.BigDecimal;
+import java.util.List;
+import java.util.Map;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.render.ContrastCheck;
+import com.kingsrook.qbits.email.render.EmailBrands;
+import com.kingsrook.qbits.email.render.EmailLayout;
+import com.kingsrook.qbits.email.render.EmailMarkdown;
+import com.kingsrook.qbits.email.render.HtmlToText;
+import com.kingsrook.qbits.email.template.CliMjmlCompiler;
+import com.kingsrook.qbits.email.template.EmailTemplateEngine;
+import com.kingsrook.qbits.email.template.VariableSchema;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+/*******************************************************************************
+ ** Template grammar, content boundaries, accessible layout and validation.
+ *******************************************************************************/
+class EmailRenderingTest
+{
+   private final EmailTemplateEngine engine = new EmailTemplateEngine();
+   private final VariableSchema schema = new VariableSchema("[{\"name\":\"name\",\"type\":\"STRING\"},{\"name\":\"items\",\"type\":\"LIST\"},{\"name\":\"record\",\"type\":\"RECORD\"}]");
+
+   /*******************************************************************************
+    ** Escaping belongs to the output context, and fallbacks are escaped too.
+    *******************************************************************************/
+   @Test
+   void escapingAndFallbacks()
+   {
+      String attack = "<img src=x onerror='bad()'> & \"test\"";
+      var parsed = engine.parse("{{name}} {{record.name|<fallback>}}", schema);
+      assertThat(parsed.render(Map.of("name", attack), EmailTemplateEngine.Context.HTML)).contains("&lt;img", "&#39;", "&quot;", "&lt;fallback&gt;").doesNotContain("<img");
+      assertThat(parsed.render(Map.of("name", attack), EmailTemplateEngine.Context.TEXT)).contains(attack);
+      String markdown = engine.parse("{{name}}", schema).render(Map.of("name", "[x](javascript:alert(1))\n# heading <script>x</script>"), EmailTemplateEngine.Context.MARKDOWN);
+      String html = EmailMarkdown.render(markdown, new QRecord());
+      assertThat(html).doesNotContain("<a", "<h1", "<script").contains("javascript:alert(1)");
+   }
+
+   /*******************************************************************************
+    ** Nested conditionals, loops, dotted values, indices and restored scope.
+    *******************************************************************************/
+   @Test
+   void blocksAndTruthiness()
+   {
+      var parsed = engine.parse("{{#if name}}Hello {{name}}{{/if}}{{#each items}}[{{@index}}:{{this.field|empty}}{{#if this.ok}}!{{/if}}]{{/each}} {{record.name}}", schema);
+      assertThat(parsed.render(Map.of("name", "Pat", "items", List.of(Map.of("field", "A", "ok", true), Map.of()), "record", Map.of("name", "R")), EmailTemplateEngine.Context.TEXT))
+         .isEqualTo("Hello Pat[0:A!][1:empty] R");
+      assertThat(engine.parse("{{#each items}}{{this}}{{/each}}", schema).render(Map.of("items", List.of("a", "b")), EmailTemplateEngine.Context.HTML)).isEqualTo("ab");
+      for(Object falsy : List.of(false, "", List.of(), Map.of(), 0, new BigDecimal("0.00")))
+      {
+         assertThat(EmailTemplateEngine.truthy(falsy)).isFalse();
+      }
+      assertThat(EmailTemplateEngine.truthy(null)).isFalse();
+      assertThat(EmailTemplateEngine.truthy(-1)).isTrue();
+      assertThat(EmailTemplateEngine.truthy("false")).isTrue();
+      assertThat(engine.parse("literal", schema).render(Map.of(), EmailTemplateEngine.Context.HTML)).isEqualTo("literal");
+   }
+
+   /*******************************************************************************
+    ** Authors get precise source-line diagnostics for unsupported syntax.
+    *******************************************************************************/
+   @Test
+   void parseErrors()
+   {
+      assertThatThrownBy(() -> engine.parse("line\n{{missing}}", schema)).hasMessageContaining("Line 2").hasMessageContaining("missing");
+      assertThatThrownBy(() -> engine.parse("\n{{#if name}}", schema)).hasMessageContaining("Line 2: Unclosed");
+      for(String source : List.of("{{#if name}}{{/each}}", "{{/if}}", "{{this}}", "{{@index}}", "{{{name}}}", "{{> partial}}", "{{name", "{{#if name|fallback}}"))
+      {
+         assertThatThrownBy(() -> engine.parse(source, schema)).isInstanceOf(IllegalArgumentException.class);
+      }
+   }
+
+   /*******************************************************************************
+    ** Schema coercion is explicit, including strict URLs and required values.
+    *******************************************************************************/
+   @Test
+   void schemaValidation()
+   {
+      String json = "[{\"name\":\"n\",\"type\":\"NUMBER\",\"required\":true},{\"name\":\"d\",\"type\":\"DATE\"},{\"name\":\"t\",\"type\":\"DATE_TIME\"},{\"name\":\"b\",\"type\":\"BOOLEAN\"},{\"name\":\"url\",\"type\":\"URL\"}]";
+      VariableSchema schema = new VariableSchema(json);
+      var values = schema.validate(VariableSchema.values("{\"n\":\"1.20\",\"d\":\"2026-10-13\",\"t\":\"2026-10-13T12:00:00Z\",\"b\":\"true\",\"url\":\"https://example.com/path\"}"));
+      assertThat(values.get("n")).isEqualTo(new BigDecimal("1.20"));
+      assertThat(values.get("b")).isEqualTo(true);
+      assertThatThrownBy(() -> schema.validate(Map.of())).hasMessageContaining("Required variable n");
+      assertThatThrownBy(() -> schema.validate(Map.of("n", 1, "b", "yes"))).hasMessageContaining("BOOLEAN");
+      for(String url : List.of("javascript:alert(1)", "data:text/html,x", "/relative", "https://user:pass@example.com", "https://"))
+      {
+         assertThatThrownBy(() -> VariableSchema.url(url)).isInstanceOf(IllegalArgumentException.class);
+      }
+      for(String invalid : List.of("{}", "[{}]", "[{\"name\":\"x\",\"type\":\"CODE\"}]", "[{\"name\":\"x\",\"type\":\"STRING\",\"table\":\"t\"}]"))
+      {
+         assertThatThrownBy(() -> new VariableSchema(invalid)).hasMessage("Invalid variables schema");
+      }
+      assertThatThrownBy(() -> VariableSchema.values("[]")).hasMessage("Variables must be a JSON object");
+      assertThat(schema.knows("brand.site_url")).isTrue();
+      assertThat(schema.knows("brand.missing")).isFalse();
+   }
+
+   /*******************************************************************************
+    ** CommonMark extensions and table buttons cannot enable raw HTML.
+    *******************************************************************************/
+   @Test
+   void markdownAndText()
+   {
+      String html = EmailMarkdown.render("# Heading\n\n<script>alert(1)</script>\n\n| A | B |\n|---|---|\n| One | Two |\n\n[Open](https://example.com){.button}\n\nwww.example.com\n\n- First\n- Second", new QRecord());
+      assertThat(html).contains("<h1>", "&lt;script&gt;", "table-layout:fixed", "email-button", "href=\"https://example.com\"", "http://www.example.com").doesNotContain("<script>", "{.button}");
+      String text = HtmlToText.convert(html);
+      assertThat(text).contains("Heading", "One", "Two", "Open (https://example.com)", "- First", "- Second");
+      assertThat(HtmlToText.convert("<html><head><style>bad-css</style></head><body>A &amp; B<br>C<script>bad-code</script></body></html>"))
+         .contains("A & B", "C").doesNotContain("bad-css", "bad-code");
+   }
+
+   /*******************************************************************************
+    ** Both schemes, logo variants and category-specific footers are present.
+    *******************************************************************************/
+   @Test
+   void layoutAndContrast()
+   {
+      QRecord brand = new QRecord().withValue("label", "Brand").withValue("logoUrl", "https://example.com/logo.png")
+         .withValue("logoDarkUrl", "https://example.com/dark.png").withValue("logoAlt", "Brand logo")
+         .withValue("footerMarkdown", "Thanks **friend**").withValue("postalAddress", "123 Main Street")
+         .withValue("socialLinks", "[{\"label\":\"Social\",\"url\":\"https://example.com/social\"}]");
+      ContrastCheck.validate(brand);
+      assertThat(ContrastCheck.ratio("#000000", "#ffffff")).isEqualTo(21);
+      for(EmailCategory category : EmailCategory.values())
+      {
+         String html = EmailLayout.render("<p>Content</p>", "Preheader", brand, category, "https://example.com/unsubscribe");
+         assertThat(html).contains("prefers-color-scheme:dark", "color-scheme", "supported-color-schemes", "[data-ogsc]", "[data-ogsb]", "max-width:600px", "email-logo-dark", "Preheader", "Social").doesNotContain("background-image");
+         assertThat(html.contains("Unsubscribe")).isEqualTo(category == EmailCategory.NOTIFICATION || category == EmailCategory.MARKETING);
+         assertThat(html.contains("123 Main Street")).isEqualTo(category == EmailCategory.MARKETING);
+      }
+      String appended = EmailLayout.appendFooter("<html><body>content</body></html>", brand, EmailCategory.NOTIFICATION, "https://example.com/u");
+      assertThat(appended.indexOf("Unsubscribe")).isLessThan(appended.indexOf("</body>"));
+      assertThat(EmailLayout.appendFooter("fragment", brand, EmailCategory.TRANSACTIONAL, "")).isEqualTo("fragment");
+      assertThatThrownBy(() -> ContrastCheck.validate(new QRecord().withValue("darkTextColor", "#555555"))).hasMessageContaining("dark mode; it needs 4.5:1");
+      assertThatThrownBy(() -> ContrastCheck.validate(new QRecord().withValue("primaryColor", "#ffffff"))).hasMessageContaining("Button text");
+      assertThatThrownBy(() -> EmailBrands.validate(new QRecord().withValue("logoUrl", "javascript:x"))).hasMessageContaining("http or https");
+      assertThatThrownBy(() -> EmailBrands.validate(new QRecord().withValue("textColor", "red;display:none"))).hasMessageContaining("six-digit");
+      assertThatThrownBy(() -> EmailLayout.footer(new QRecord(), EmailCategory.MARKETING, "")).hasMessageContaining("postal address");
+   }
+
+   /*******************************************************************************
+    ** Missing or failing CLI tools return only a safe diagnostic.
+    *******************************************************************************/
+   @Test
+   void cliFailure()
+   {
+      assertThatThrownBy(() -> new CliMjmlCompiler("missing-mjml-binary-for-test").compile("private-source"))
+         .hasMessage("MJML compilation failed or exceeded 20 seconds");
+   }
+}

src/test/java/com/kingsrook/qbits/email/EmailReviewFixesTest.java

@@ -0,0 +1,285 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+
+import java.util.ArrayList;
+import java.util.Collections;
+import java.util.List;
+import java.util.Map;
+import java.util.Set;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailCategory;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.phi.EmailBodyEncryption;
+import com.kingsrook.qbits.email.render.EmailBrands;
+import com.kingsrook.qbits.email.render.EmailMarkdown;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailTemplateEngine;
+import com.kingsrook.qbits.email.template.EmailTemplateRenderer;
+import com.kingsrook.qbits.email.template.EmailVersions;
+import com.kingsrook.qbits.email.template.VariableSchema;
+import com.kingsrook.qqq.backend.core.actions.dashboard.RenderWidgetAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+
+/*******************************************************************************
+ ** Regression checks for the PR review's trust and resource boundaries.
+ *******************************************************************************/
+class EmailReviewFixesTest
+{
+   /*******************************************************************************
+    ** Isolated records and local test keys.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      H2Support.setup(c -> c.withSecretResolver(name -> "test-key").withPublicBaseUrl("https://example.com"));
+      H2Support.provider(25);
+   }
+
+   /*******************************************************************************
+    ** Release request state.
+    *******************************************************************************/
+   @AfterEach
+   void cleanup()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** Template categories cannot be downgraded, including notification suppression.
+    *******************************************************************************/
+   @Test
+   void categoryOverrideRefused() throws Exception
+   {
+      for(String category : List.of("MARKETING", "NOTIFICATION"))
+      {
+         QRecord version = EmailTemplatesTest.draft(category, "HTML", "[]", "{}", "<p>Hello</p>");
+         SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", version.getValue("templateId")).withValue("category", category));
+         if("MARKETING".equals(category))
+         {
+            H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "brand").withValue("postalAddress", "123 Main St").withValue("isDefault", true));
+         }
+         EmailVersions.activate(version.getValueInteger("id"));
+         var refused = EmailService.send(new EmailRequest().withTemplateName(category).withTo("p@example.com").withCategory(EmailCategory.TRANSACTIONAL));
+         assertThat(refused.status()).isEqualTo(EmailSendResult.Status.REFUSED);
+         assertThat(refused.reasons()).contains("Template category cannot be overridden");
+         assertThat(EmailService.send(new EmailRequest().withTemplateName(category).withTo("p@example.com")).status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      }
+   }
+
+   /*******************************************************************************
+    ** Nested loops share work and byte limits, and nesting stops at eight.
+    *******************************************************************************/
+   @Test
+   void sharedBudgetAndNesting()
+   {
+      var engine = new EmailTemplateEngine();
+      var schema = new VariableSchema("[{\"name\":\"items\",\"type\":\"LIST\"},{\"name\":\"value\",\"type\":\"STRING\"}]");
+      var loop = engine.parse("{{#each items}}{{#each items}}{{/each}}{{/each}}", schema);
+      assertThatThrownBy(() -> loop.render(Map.of("items", Collections.nCopies(100, "")), EmailTemplateEngine.Context.TEXT)).hasMessage("Template output is too large");
+      assertThatThrownBy(() -> engine.parse("{{value}}", schema).render(Map.of("value", "\u00e9".repeat(600_000)), EmailTemplateEngine.Context.TEXT))
+         .hasMessage("Template output is too large");
+      assertThat(engine.parse("{{#if value}}".repeat(8) + "ok" + "{{/if}}".repeat(8), schema).render(Map.of("value", true), EmailTemplateEngine.Context.TEXT)).isEqualTo("ok");
+      assertThatThrownBy(() -> engine.parse("{{#if value}}".repeat(9) + "{{/if}}".repeat(9), schema)).hasMessageContaining("8 levels");
+      var budget = new EmailTemplateEngine.Budget();
+      var parsed = engine.parse("{{value}}", schema);
+      parsed.render(Map.of("value", "x".repeat(600_000)), EmailTemplateEngine.Context.TEXT, budget, new ArrayList<>());
+      assertThatThrownBy(() -> parsed.render(Map.of("value", "x".repeat(600_000)), EmailTemplateEngine.Context.TEXT, budget, new ArrayList<>())).hasMessage("Template output is too large");
+   }
+
+   /*******************************************************************************
+    ** Activation reports budgets and sends refuse rather than storing excess output.
+    *******************************************************************************/
+   @Test
+   void budgetAtLifecycleBoundaries() throws Exception
+   {
+      QRecord version = EmailTemplatesTest.draft("budget", "HTML", "[{\"name\":\"items\",\"type\":\"LIST\"}]", "{}", "{{#each items}}x{{/each}}");
+      EmailVersions.activate(version.getValueInteger("id"));
+      var result = EmailService.send(new EmailRequest().withTemplateName("budget").withTo("p@example.com").withVariable("items", new ArrayList<>(Collections.nCopies(10_001, "x"))));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      assertThat(result.reasons()).contains("Template output is too large");
+      QRecord oversized = EmailTemplatesTest.draft("oversized", "HTML", "[]", "{}", "x".repeat(1_048_577));
+      assertThatThrownBy(() -> EmailVersions.activate(oversized.getValueInteger("id"))).hasMessage("Template output is too large");
+   }
+
+   /*******************************************************************************
+    ** Unsafe URL values are omitted with warnings, while normal links still work.
+    *******************************************************************************/
+   @Test
+   void urlContexts()
+   {
+      var engine = new EmailTemplateEngine();
+      var schema = new VariableSchema("[{\"name\":\"value\",\"type\":\"STRING\"}]");
+      for(String attribute : List.of("href", "src", "action", "background"))
+      {
+         for(String quote : List.of("\"", "'"))
+         {
+            var parsed = engine.parse("<a " + attribute + "=" + quote + "{{value}}" + quote + ">x</a>", schema);
+            for(String value : List.of("javascript:alert(1)", "data:text/html,evil"))
+            {
+               List<String> warnings = new ArrayList<>();
+               assertThat(parsed.render(Map.of("value", value), EmailTemplateEngine.Context.HTML, new EmailTemplateEngine.Budget(), warnings)).doesNotContain(value).contains(attribute + "=" + quote + quote);
+               assertThat(warnings).containsExactly("Unsafe URL omitted for value");
+            }
+            assertThat(parsed.render(Map.of("value", "https://example.com"), EmailTemplateEngine.Context.HTML)).contains("https://example.com");
+            assertThat(parsed.render(Map.of("value", "mailto:p@example.com"), EmailTemplateEngine.Context.HTML).contains("mailto:")).isEqualTo(attribute.equals("href"));
+         }
+      }
+      for(String source : List.of("<a href=\" {{value}}\">x</a>", "<a href=\"{{#if value}}{{value}}{{/if}}\">x</a>", "<a href=\"java{{value}}\">x</a>"))
+      {
+         List<String> warnings = new ArrayList<>();
+         String html = engine.parse(source, schema).render(Map.of("value", source.contains("java{{") ? "script:alert(1)" : "javascript:alert(1)"),
+            EmailTemplateEngine.Context.HTML, new EmailTemplateEngine.Budget(), warnings);
+         assertThat(html).contains("href=\"\"").doesNotContain("javascript:");
+         assertThat(warnings).isNotEmpty();
+      }
+   }
+
+   /*******************************************************************************
+    ** Refuse unquoted values and includes before a configured compiler executes.
+    *******************************************************************************/
+   @Test
+   void activationRejectsUnsafeSource() throws Exception
+   {
+      QRecord version = EmailTemplatesTest.draft("unquoted", "HTML", "[]", "{}", "<a href={{brand.site_url}}>Go</a>");
+      assertThatThrownBy(() -> EmailVersions.activate(version.getValueInteger("id"))).hasMessageContaining("must be quoted");
+      for(String source : List.of("<a {{brand.label}}>x</a>", "<{{brand.label}}>"))
+      {
+         assertThatThrownBy(() -> EmailTemplateEngine.validateHtml(source)).hasMessageContaining("must be quoted");
+      }
+      EmailRuntime.config().withMjmlCompiler(source -> { throw new AssertionError("Unsafe MJML reached compiler"); });
+      QRecord mjml = EmailTemplatesTest.draft("includes", "MJML", "[]", "{}", "<mjml><mj-include path='secret'/></mjml>");
+      assertThatThrownBy(() -> EmailVersions.activate(mjml.getValueInteger("id"))).hasMessage("MJML includes are not allowed");
+      assertThat(preview(mjml)).contains("MJML includes are not allowed");
+   }
+
+   /*******************************************************************************
+    ** A viewer can inspect stored output but cannot start a compiler.
+    *******************************************************************************/
+   @Test
+   void viewerNeverCompiles() throws Exception
+   {
+      QRecord version = EmailTemplatesTest.draft("viewer", "MJML", "[]", "{}", "<mjml/>");
+      EmailRuntime.config().withMjmlCompiler(source -> { throw new AssertionError("Viewer compiled MJML"); });
+      QContext.getQSession().setPermissions(Set.of("email.view"));
+      assertThat(preview(version)).contains("Not compiled yet. Activate the version or use Preview as a manager.");
+      QContext.getQSession().setPermissions(Set.of("email.manage"));
+      EmailRuntime.config().withMjmlCompiler(source -> "<p>Compiled sample</p>");
+      assertThat(preview(version)).contains("Compiled sample");
+      assertThat(EmailStore.get(EmailTables.VERSION, version.getValueInteger("id"), null).getValue("compiledHtml")).isNull();
+   }
+
+   /*******************************************************************************
+    ** Approved sends retain their template brand and restrict final image hosts.
+    *******************************************************************************/
+   @Test
+   void approvedBrandAndImages() throws Exception
+   {
+      QRecord brand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "trusted").withValue("label", "Trusted")
+         .withValue("siteUrl", "https://brand.example.com").withValue("logoUrl", "https://other.example.com/logo.png"));
+      H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "override").withValue("label", "Override"));
+      QRecord version = EmailTemplatesTest.draft("approved", "HTML", "[]", "{}", "<p>{{brand.label}}</p><img src='https://brand.example.com/a.png'><img src='https://cdn.example.com/b.png'><img src='https://evil.example.com/c.png'>"
+         + "<!--[if mso]><img src='https://evil.example.com/outlook.png'><![endif]--><style>@IMPORT 'https://evil.example.com/pixel.css';</style>");
+      SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", version.getValue("templateId")).withValue("brandId", brand.getValue("id")));
+      EmailVersions.approve(version.getValueInteger("id"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("phiAllowed", true));
+      EmailRuntime.config().withAllowedImageHosts(Set.of("cdn.example.com"));
+      var renderer = EmailTemplateRenderer.prepare(new EmailRequest().withTemplateName("approved").withBrandName("override"));
+      QRecord rendered = renderer.render("preview", null, false);
+      assertThat(rendered.getValue("brandId")).isEqualTo(brand.getValue("id"));
+      assertThat(rendered.getValueString("htmlBody")).contains("Trusted", "brand.example.com/a.png", "cdn.example.com/b.png").doesNotContain("Override", "evil.example.com", "other.example.com");
+      assertThat(renderer.warnings()).contains("Brand logo omitted: image host is not allowed", "Image omitted: image host is not allowed");
+      assertThat(EmailBrands.allowedImage("http://brand.example.com/a.png", brand)).isFalse();
+      assertThat(EmailBrands.allowedImage("https://brand.example.com.evil.com/a.png", brand)).isFalse();
+      assertThatThrownBy(() -> H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "badlogo").withValue("logoUrl", "http://example.com/logo"))).hasMessageContaining("https");
+      assertThatThrownBy(() -> H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "badsocial").withValue("socialLinks", "[{\"label\":\"X\",\"url\":\"http://example.com\"}]"))).hasMessageContaining("https");
+   }
+
+   /*******************************************************************************
+    ** Button conversion cannot consume an earlier ordinary link.
+    *******************************************************************************/
+   @Test
+   void buttonMatchesOneLink()
+   {
+      String html = EmailMarkdown.render("[First](https://first.example) and [Second](https://second.example){.button}", new QRecord());
+      var document = org.jsoup.Jsoup.parse(html);
+      assertThat(document.select(".email-button a").eachAttr("href")).containsExactly("https://second.example");
+      assertThat(document.select("a")).hasSize(2);
+   }
+
+   /*******************************************************************************
+    ** Authentication binds both row and column without changing the storage prefix.
+    *******************************************************************************/
+   @Test
+   void ciphertextSwapFails()
+   {
+      String first = EmailBodyEncryption.encrypt("first", "htmlBody", "1");
+      String second = EmailBodyEncryption.encrypt("second", "htmlBody", "2");
+      assertThat(first).startsWith("enc:v1:");
+      assertThat(EmailBodyEncryption.decrypt(first, "htmlBody", "1")).isEqualTo("first");
+      assertThatThrownBy(() -> EmailBodyEncryption.decrypt(first, "htmlBody", "2")).hasMessageContaining("could not be opened");
+      assertThatThrownBy(() -> EmailBodyEncryption.decrypt(second, "htmlBody", "1")).hasMessageContaining("could not be opened");
+      assertThatThrownBy(() -> EmailBodyEncryption.decrypt(first, "textBody", "1")).hasMessageContaining("could not be opened");
+   }
+
+   /*******************************************************************************
+    ** Swapped stored ciphertext never reaches a transport during delivery.
+    *******************************************************************************/
+   @Test
+   void swappedRowsCannotBeDispatched() throws Exception
+   {
+      QRecord version = EmailTemplatesTest.draft("protected", "HTML", "[]", "{}", "<p>Private message</p>");
+      EmailVersions.approve(version.getValueInteger("id"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("phiAllowed", true));
+      var first = EmailService.send(new EmailRequest().withTemplateName("protected").withTo("a@example.com"));
+      var second = EmailService.send(new EmailRequest().withTemplateName("protected").withTo("b@example.com"));
+      QRecord original = EmailStore.get(EmailTables.MESSAGE, first.messageId(), null);
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", second.messageId()).withValue("htmlBody", original.getValue("htmlBody")));
+      var dispatcher = new com.kingsrook.qbits.email.delivery.EmailDispatcher(new com.kingsrook.qbits.email.transport.EmailTransportRegistry()
+         .withTransport("SMTP", (envelope, settings) -> { throw new AssertionError("Swapped ciphertext reached transport"); }));
+      assertThat(dispatcher.sendNow(second.messageId())).isEqualTo(com.kingsrook.qbits.email.delivery.EmailDispatcher.SendResult.RETRY_WAIT);
+   }
+
+   /*******************************************************************************
+    ** Exercise the actual inline widget with current user permissions.
+    *******************************************************************************/
+   private String preview(QRecord version) throws Exception
+   {
+      return (((RawHTML) new RenderWidgetAction().execute(new RenderWidgetInput().withWidgetMetaData(QContext.getQInstance().getWidget("emailTemplatePreview"))
+         .withUrlParams(Map.of("id", version.getValueString("id")))).getWidgetData()).getHtml());
+   }
+}

src/test/java/com/kingsrook/qbits/email/EmailTemplatesTest.java

@@ -0,0 +1,345 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+import java.util.List;
+import java.util.Map;
+import java.util.Set;
+import com.icegreen.greenmail.util.GreenMail;
+import com.icegreen.greenmail.util.ServerSetup;
+import com.kingsrook.qbits.email.app.EmailHome;
+import com.kingsrook.qbits.email.delivery.EmailDispatcher;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.processes.EmailProcesses;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailVersions;
+import com.kingsrook.qqq.backend.core.actions.dashboard.RenderWidgetAction;
+import com.kingsrook.qqq.backend.core.actions.tables.UpdateAction;
+import com.kingsrook.qqq.backend.core.actions.values.SearchPossibleValueSourceAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput;
+import com.kingsrook.qqq.backend.core.model.actions.values.SearchPossibleValueSourceInput;
+import com.kingsrook.qqq.backend.core.model.actions.widgets.RenderWidgetInput;
+import com.kingsrook.qqq.backend.core.model.dashboard.widgets.RawHTML;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import jakarta.mail.Multipart;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+/*******************************************************************************
+ ** Version lifecycle, permissions, metadata filters, previews and real delivery.
+ *******************************************************************************/
+class EmailTemplatesTest
+{
+   /*******************************************************************************
+    ** Isolated database and sender session.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      H2Support.setup(c -> c.withPublicBaseUrl("https://app.example.com"));
+      H2Support.provider(25);
+   }
+
+   /*******************************************************************************
+    ** Clear thread and clock state.
+    *******************************************************************************/
+   @AfterEach
+   void cleanup()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** Reusable real template/version fixture.
+    *******************************************************************************/
+   static QRecord draft(String name, String kind, String schema, String samples, String body) throws Exception
+   {
+      QRecord template = H2Support.insert(EmailTables.TEMPLATE, new QRecord().withValue("name", name).withValue("kind", kind).withValue("category", "TRANSACTIONAL"));
+      QRecord version = EmailVersions.newVersion(template.getValueInteger("id"));
+      QRecord update = new QRecord().withValue("id", version.getValue("id")).withValue("subject", "Hello {{brand.label}} {{message.id}}")
+         .withValue("bodySource", body).withValue("variablesSchema", schema).withValue("sampleVariables", samples);
+      var output = new UpdateAction().execute(new UpdateInput(EmailTables.VERSION).withRecords(List.of(update)));
+      assertThat(output.getRecords().getFirst().getErrors()).isNullOrEmpty();
+      return (EmailStore.get(EmailTables.VERSION, version.getValueInteger("id"), null));
+   }
+
+   /*******************************************************************************
+    ** Review/Result creates drafts and atomically retires the old active locale.
+    *******************************************************************************/
+   @Test
+   void lifecycleActionsAndImmutability() throws Exception
+   {
+      QRecord first = draft("welcome", "MARKDOWN", "[]", "{}", "Hello");
+      assertThat(ProcessRunner.run(EmailProcesses.ACTIVATE_VERSION, first.getValue("id")).result().toString()).contains("ACTIVE");
+      var attempted = new UpdateAction().execute(new UpdateInput(EmailTables.VERSION).withRecords(List.of(new QRecord().withValue("id", first.getValue("id")).withValue("bodySource", "changed"))));
+      assertThat(attempted.getRecords().getFirst().getErrors()).isNotEmpty();
+      assertThat(ProcessRunner.run(EmailProcesses.NEW_VERSION, first.getValue("templateId")).result().toString()).contains("DRAFT 2");
+      QRecord next = H2Support.all(EmailTables.VERSION).stream().filter(v -> v.getValueInteger("versionNumber") == 2).findFirst().orElseThrow();
+      assertThat(next.getValueString("bodySource")).isEqualTo("Hello");
+      EmailVersions.activate(next.getValueInteger("id"));
+      assertThat(EmailStore.get(EmailTables.VERSION, first.getValueInteger("id"), null).getValueString("status")).isEqualTo("RETIRED");
+      assertThat(EmailStore.get(EmailTables.TEMPLATE, first.getValueInteger("templateId"), null).getValue("activeVersionId")).isEqualTo(next.getValue("id"));
+      assertThatThrownBy(() -> EmailVersions.activate(first.getValueInteger("id"))).hasMessageContaining("DRAFT");
+      attempted = new UpdateAction().execute(new UpdateInput(EmailTables.VERSION).withRecords(List.of(new QRecord().withValue("id", first.getValue("id")).withValue("status", "DRAFT"))));
+      assertThat(attempted.getRecords().getFirst().getErrors()).isNotEmpty();
+   }
+
+   /*******************************************************************************
+    ** New PHI versions need their own approval and drafts freeze on approval.
+    *******************************************************************************/
+   @Test
+   void phiApprovalAndEditPermission() throws Exception
+   {
+      QRecord version = draft("private_notice", "HTML", "[{\"name\":\"patient\",\"type\":\"STRING\",\"classification\":\"PHI\"}]", "{\"patient\":\"sample\"}", "<p>{{patient}}</p>");
+      assertThatThrownBy(() -> EmailVersions.activate(version.getValueInteger("id"))).hasMessageContaining("patient is PHI");
+      QContext.getQSession().setPermissions(Set.of("email.manage"));
+      assertThatThrownBy(() -> EmailVersions.approve(version.getValueInteger("id"))).hasMessageContaining("email.admin");
+      QContext.getQSession().setPermissions(Set.of("email.admin"));
+      assertThat(ProcessRunner.run(EmailProcesses.APPROVE_PHI, version.getValue("id")).result().toString()).contains("Approved");
+      var edit = new UpdateAction().execute(new UpdateInput(EmailTables.VERSION).withRecords(List.of(new QRecord().withValue("id", version.getValue("id")).withValue("bodySource", "replaced"))));
+      assertThat(edit.getRecords().getFirst().getErrors()).isNotEmpty();
+      EmailVersions.activate(version.getValueInteger("id"));
+      QRecord next = EmailVersions.newVersion(version.getValueInteger("templateId"));
+      assertThatThrownBy(() -> EmailVersions.activate(next.getValueInteger("id"))).hasMessageContaining("not approved");
+      SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", version.getValue("templateId")).withValue("editPermissionName", "clinical.edit"));
+      assertThatThrownBy(() -> EmailVersions.newVersion(version.getValueInteger("templateId"))).hasMessageContaining("clinical.edit");
+      QContext.getQSession().setPermissions(Set.of("email.admin", "clinical.edit"));
+      assertThat(EmailVersions.newVersion(version.getValueInteger("templateId")).getValueInteger("versionNumber")).isEqualTo(3);
+   }
+
+   /*******************************************************************************
+    ** MJML requires activation compilation, and sending never runs it again.
+    *******************************************************************************/
+   @Test
+   void mjmlCompilerAndLocaleFallback() throws Exception
+   {
+      QRecord version = draft("mjml", "MJML", "[]", "{}", "<mjml><mj-body>{{brand.label}}</mj-body></mjml>");
+      assertThatThrownBy(() -> EmailVersions.activate(version.getValueInteger("id"))).hasMessageContaining("configured compiler");
+      EmailRuntime.config().withMjmlCompiler(source -> "<html><body><p>{{brand.label}}</p></body></html>");
+      var preview = new RenderWidgetAction().execute(new RenderWidgetInput().withWidgetMetaData(QContext.getQInstance().getWidget("emailTemplatePreview"))
+         .withUrlParams(Map.of("id", version.getValueString("id"))));
+      assertThat(((RawHTML) preview.getWidgetData()).getHtml()).contains("<p>Email</p>");
+      assertThat(EmailStore.get(EmailTables.VERSION, version.getValueInteger("id"), null).getValue("compiledHtml")).isNull();
+      EmailVersions.activate(version.getValueInteger("id"));
+      EmailRuntime.config().withMjmlCompiler(source -> { throw new AssertionError("Compiler ran at send time"); });
+      var result = EmailService.send(new EmailRequest().withTemplateName("mjml").withLocale("fr").withTo("p@example.com"));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      QRecord row = EmailStore.get(EmailTables.MESSAGE, result.messageId(), null);
+      assertThat(row.getValueString("locale")).isEqualTo("en");
+      assertThat(row.getValueString("htmlBody")).contains("<p>Email</p>");
+      assertThat(row.getValueString("subject")).endsWith(result.messageId().toString());
+   }
+
+   /*******************************************************************************
+    ** Template categories and retained resend links enforce the same mailbox boundary.
+    *******************************************************************************/
+   @Test
+   void unsubscribeTemplateCategoryAndResend() throws Exception
+   {
+      EmailRuntime.config().withSecretResolver(name -> "test-unsubscribe-key");
+      QRecord version = draft("notice", "MARKDOWN", "[]", "{}", "A notification");
+      SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", version.getValue("templateId")).withValue("category", "NOTIFICATION"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      var refused = EmailService.send(new EmailRequest().withTemplateName("notice").withTo("person@example.com").withBcc("other@example.com"));
+      assertThat(refused.status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      assertThat(refused.reasons()).containsExactly("Notification and marketing email with an unsubscribe link goes to one recipient per message; send one message per recipient.");
+      var queued = EmailService.send(new EmailRequest().withTemplateName("notice").withTo("\"Person, One\" <PERSON@example.com>"));
+      assertThat(queued.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      var resent = EmailService.resend(queued.messageId());
+      assertThat(resent.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      QRecord message = EmailStore.get(EmailTables.MESSAGE, queued.messageId(), null);
+      String url = message.getValueString("unsubscribeUrl");
+      assertThat(EmailStore.get(EmailTables.MESSAGE, resent.messageId(), null).getValueString("unsubscribeUrl")).isEqualTo(url);
+      new com.kingsrook.qbits.email.tracking.EmailUnsubscribe().unsubscribe(url.substring(url.lastIndexOf('/') + 1));
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1).allSatisfy(row -> assertThat(row.getValueString("address")).isEqualTo("person@example.com"));
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", queued.messageId()).withValue("ccAddresses", "other@example.com"));
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(EmailService.resend(queued.messageId()).status()).isEqualTo(EmailSendResult.Status.REFUSED);
+   }
+
+   /*******************************************************************************
+    ** Branded rendered templates reach a real SMTP sink with both alternatives.
+    *******************************************************************************/
+   @Test
+   void greenMailAndBuiltIn() throws Exception
+   {
+      GreenMail mail = new GreenMail(new ServerSetup(0, "127.0.0.1", "smtp"));
+      try
+      {
+         mail.start();
+         SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("port", mail.getSmtp().getPort()));
+         H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "blue").withValue("label", "Blue Brand").withValue("primaryColor", "#123456").withValue("isDefault", true));
+         var result = EmailService.send(new EmailRequest().withTemplateName("email_secure_message").withTo("p@example.com").withVariable("link", "https://example.com/secure"));
+         assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+         assertThat(new EmailDispatcher().runOnce().sent()).isEqualTo(1);
+         assertThat(mail.waitForIncomingEmail(2000, 1)).isTrue();
+         Multipart parts = (Multipart) mail.getReceivedMessages()[0].getContent();
+         assertThat(parts.getBodyPart(0).getContent().toString()).contains("Blue Brand", "https://example.com/secure");
+         assertThat(parts.getBodyPart(1).getContent().toString()).contains("#123456", "email-button", "Blue Brand");
+         EmailService.send(new EmailRequest().withTemplateName("email_secure_message").withTo("p@example.com").withVariable("link", "https://example.com/secure"));
+         assertThat(H2Support.all(EmailTables.TEMPLATE)).hasSize(1);
+      }
+      finally
+      {
+         mail.stop();
+      }
+   }
+
+   /*******************************************************************************
+    ** Preview and home render through the standard widget endpoint, with empties.
+    *******************************************************************************/
+   @Test
+   void previewAndHome() throws Exception
+   {
+      assertThat(EmailHome.overview().getHtml()).contains("No messages yet", "Relay").doesNotContain("<style", "overflow:auto");
+      assertThat(EmailHome.hourly().getSublabel()).contains("No completed attempts");
+      assertThat(EmailHome.suppressions().getSublabel()).contains("No new suppressions");
+      QRecord version = draft("preview", "HTML", "[]", "{}", "<html><body><p>Preview text</p><script>evil()</script><img src=x onerror=evil()></body></html>");
+      var widget = QContext.getQInstance().getWidget("emailTemplatePreview");
+      var output = new RenderWidgetAction().execute(new RenderWidgetInput().withWidgetMetaData(widget).withUrlParams(Map.of("id", version.getValueString("id"))));
+      String html = ((RawHTML) output.getWidgetData()).getHtml();
+      assertThat(html).contains("Light", "Dark", "390px", "600px", "Plain text", "Preview text").doesNotContain("<iframe", "<script", "onerror", "<style");
+      EmailVersions.activate(version.getValueInteger("id"));
+      EmailService.send(new EmailRequest().withTemplateName("preview").withTo("Person <person@example.com>"));
+      assertThat(EmailHome.overview().getHtml()).contains("p***@example.com", "/app/email_message/");
+      QContext.getQSession().setPermissions(Set.of("email.view"));
+      assertThat(EmailHome.overview().getHtml()).contains("needs email.admin");
+   }
+
+   /*******************************************************************************
+    ** Exact metrics use event dates and viewer permissions, with no sample limits.
+    *******************************************************************************/
+   @Test
+   void homeCountsAndBrandPrecedence() throws Exception
+   {
+      java.time.Instant now = java.time.Instant.parse("2026-10-13T12:00:00Z");
+      EmailRuntime.setClock(java.time.Clock.fixed(now, java.time.ZoneOffset.UTC));
+      SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("status", "DELIVERED").withValue("subject", "Visible")
+         .withValue("toAddresses", "person@example.com").withValue("sentDate", now.minusSeconds(60)).withValue("deliveredDate", now)
+         .withValue("bouncedDate", now.minusSeconds(2 * 86400)).withValue("complainedDate", now.minusSeconds(8 * 86400)));
+      SystemWrites.insertOne(EmailTables.ATTEMPT, new QRecord().withValue("messageId", 1).withValue("providerId", 1).withValue("attemptNumber", 1)
+         .withValue("outcome", "SUCCEEDED").withValue("startDate", now.minusSeconds(10)).withValue("endDate", now));
+      H2Support.insert(EmailTables.SUPPRESSION, new QRecord().withValue("address", "x@example.com").withValue("scope", "ALL").withValue("reason", "MANUAL"));
+      for(String type : List.of("DELIVERED", "BOUNCED", "COMPLAINED"))
+      {
+         SystemWrites.insertOne(EmailTables.EVENT, new QRecord().withValue("messageId", 1).withValue("eventType", type).withValue("eventKey", type)
+            .withValue("occurredDate", "DELIVERED".equals(type) ? now : now.minusSeconds(("BOUNCED".equals(type) ? 2 : 8) * 86400)));
+      }
+      SystemWrites.insertOne(EmailTables.EVENT, new QRecord().withValue("messageId", 1).withValue("eventType", "DELIVERED").withValue("eventKey", "second-delivery")
+         .withValue("occurredDate", now.minusSeconds(60)));
+      var tiles = org.jsoup.Jsoup.parse(EmailHome.overview().getHtml()).select("body > div > div > div");
+      assertThat(tiles).extracting(org.jsoup.nodes.Element::text).containsExactly("1 Sent (24 h)", "2 Delivered (24 h)", "0 Dead letters (24 h)", "1 Bounced (7 d)", "0 Complaints (7 d)", "1 Suppressed addresses");
+      assertThat(EmailHome.hourly().getChartData().getDatasets().getFirst().getData()).contains(1);
+      assertThat(EmailHome.suppressions().getChartData().getDatasets().get(3).getData()).contains(1);
+      QRecord defaultBrand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "default").withValue("label", "Default").withValue("isDefault", true));
+      QRecord appBrand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "app").withValue("label", "App").withValue("appName", "email"));
+      assertThat(com.kingsrook.qbits.email.render.EmailBrands.resolve(null, null).getValue("id")).isEqualTo(appBrand.getValue("id"));
+      assertThat(com.kingsrook.qbits.email.render.EmailBrands.resolve(null, new QRecord().withValue("brandId", defaultBrand.getValue("id"))).getValue("id")).isEqualTo(defaultBrand.getValue("id"));
+      assertThat(com.kingsrook.qbits.email.render.EmailBrands.resolve("app", new QRecord().withValue("brandId", defaultBrand.getValue("id"))).getValue("id")).isEqualTo(appBrand.getValue("id"));
+      assertThatThrownBy(() -> H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "bad").withValue("textColor", "#ffffff")))
+         .hasMessageContaining("needs 4.5:1");
+   }
+
+   /*******************************************************************************
+    ** Signed links bind the real database id, and HTML footers precede body end.
+    *******************************************************************************/
+   @Test
+   void signedNotificationFooter() throws Exception
+   {
+      EmailRuntime.config().withSecretResolver(name -> "QQQ_EMAIL_UNSUBSCRIBE_KEY".equals(name) ? "test-unsubscribe-key" : null);
+      QRecord version = draft("notice", "HTML", "[]", "{}", "<html><body><p>Notice</p></body></html>");
+      SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", version.getValue("templateId")).withValue("category", "NOTIFICATION"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      var result = EmailService.send(new EmailRequest().withTemplateName("notice").withTo("person@example.com"));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      QRecord message = EmailStore.get(EmailTables.MESSAGE, result.messageId(), null);
+      String link = message.getValueString("unsubscribeUrl");
+      assertThat(link).startsWith("https://app.example.com/qqq/hooks/email/unsubscribe/v1.").doesNotContain("person@example.com");
+      String token = link.substring(link.lastIndexOf('/') + 1);
+      String payload = new String(java.util.Base64.getUrlDecoder().decode(token.split("\\.")[1]), java.nio.charset.StandardCharsets.UTF_8);
+      assertThat(payload).contains("\"messageId\":\"" + result.messageId() + "\"", "NOTIFICATION", "addressHash");
+      assertThat(message.getValueString("htmlBody").indexOf("Unsubscribe")).isLessThan(message.getValueString("htmlBody").indexOf("</body>"));
+      var dispatcher = new EmailDispatcher(new com.kingsrook.qbits.email.transport.EmailTransportRegistry().withTransport("SMTP", (envelope, settings) ->
+      {
+         assertThat(envelope.getHeaders()).containsEntry("List-Unsubscribe", "<" + link + ">");
+         return new com.kingsrook.qbits.email.transport.EmailTransportResult("signed");
+      }));
+      assertThat(dispatcher.sendNow(result.messageId())).isEqualTo(EmailDispatcher.SendResult.SENT);
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(com.kingsrook.qbits.email.render.EmailUnsubscribeLinks.create("1", "address", "NOTIFICATION")).isNull();
+      assertThatThrownBy(() -> com.kingsrook.qbits.email.render.EmailUnsubscribeLinks.create("1", "address", "MARKETING")).hasMessageContaining("QQQ_EMAIL_UNSUBSCRIBE_KEY");
+      EmailRuntime.config().withSecretResolver(name -> { throw new IllegalArgumentException("resolver detail"); });
+      assertThatThrownBy(() -> com.kingsrook.qbits.email.render.EmailUnsubscribeLinks.create("1", "person@example.com", "NOTIFICATION"))
+         .hasMessage("Opt-out email needs publicBaseUrl and QQQ_EMAIL_UNSUBSCRIBE_KEY");
+   }
+
+   /*******************************************************************************
+    ** Template active-version possible values are scoped to the template record.
+    *******************************************************************************/
+   @Test
+   void templateVersionPossibleValues() throws Exception
+   {
+      possibleValues(EmailTables.TEMPLATE, "activeVersionId", "id");
+   }
+
+   /*******************************************************************************
+    ** Message version possible values follow the selected template input.
+    *******************************************************************************/
+   @Test
+   void messageVersionPossibleValues() throws Exception
+   {
+      possibleValues(EmailTables.MESSAGE, "templateVersionId", "templateId");
+   }
+
+   /*******************************************************************************
+    ** Approval pointers use the same parent-scoped possible values.
+    *******************************************************************************/
+   @Test
+   void approvedVersionPossibleValues() throws Exception
+   {
+      possibleValues(EmailTables.TEMPLATE, "approvedVersionId", "id");
+   }
+
+   /*******************************************************************************
+    ** Execute core's possible-value search with the interpreted form binding.
+    *******************************************************************************/
+   private void possibleValues(String table, String field, String inputName) throws Exception
+   {
+      QRecord a = draft("a", "HTML", "[]", "{}", "A");
+      QRecord b = draft("b", "HTML", "[]", "{}", "B");
+      var metadata = QContext.getQInstance().getTable(table).getField(field);
+      assertThat(metadata.getPossibleValueSourceFilter()).isNotNull();
+      var filter = metadata.getPossibleValueSourceFilter().clone();
+      assertThat(filter.toString()).contains("${input." + inputName + "}");
+      filter.interpretValues(Map.of(inputName, a.getValue("templateId")));
+      var found = new SearchPossibleValueSourceAction().execute(new SearchPossibleValueSourceInput().withPossibleValueSourceName(metadata.getPossibleValueSourceName()).withDefaultQueryFilter(filter));
+      assertThat(found.getResults().stream().map(v -> v.getId().toString()).toList()).contains(a.getValueString("id")).doesNotContain(b.getValueString("id"));
+   }
+}

src/test/java/com/kingsrook/qbits/email/H2Support.java

@@ -20,8 +20,6 @@
 
 package com.kingsrook.qbits.email;
 
-import java.nio.file.Files;
-import java.nio.file.Path;
 import java.sql.Connection;
 import java.util.List;
 import java.util.UUID;
@@ -72,7 +70,7 @@ public final class H2Support
    {
       try(Connection connection = new ConnectionManager().getConnection(backend))
       {
-         for(String sql : Files.readString(Path.of("src/test/resources/email-h2.sql")).split(";"))
+         for(String sql : new String(H2Support.class.getResourceAsStream("/email-h2.sql").readAllBytes(), java.nio.charset.StandardCharsets.UTF_8).split(";"))
          {
             if(!sql.isBlank())
             {

src/test/java/com/kingsrook/qbits/email/PhiCanaryEgressTest.java

@@ -0,0 +1,419 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email;
+
+import java.io.Serializable;
+import java.math.BigDecimal;
+import java.sql.Connection;
+import java.time.Instant;
+import java.util.ArrayList;
+import java.util.Base64;
+import java.util.List;
+import java.util.Map;
+import java.util.UUID;
+import com.kingsrook.qbits.email.app.EmailHome;
+import com.kingsrook.qbits.email.bridge.EmailTemplatedMessageInput;
+import com.kingsrook.qbits.email.delivery.EmailDispatcher;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.phi.EmailBodyEncryption;
+import com.kingsrook.qbits.email.phi.EmailClassifications;
+import com.kingsrook.qbits.email.phi.EmailValueTokens;
+import com.kingsrook.qbits.email.processes.EmailProcesses;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailVersions;
+import com.kingsrook.qqq.backend.core.actions.messaging.SendMessageAction;
+import com.kingsrook.qqq.backend.core.actions.processes.RunProcessAction;
+import com.kingsrook.qqq.backend.core.actions.tables.QueryAction;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.processes.RunProcessInput;
+import com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.fields.QFieldMetaData;
+import com.kingsrook.qqq.backend.core.model.metadata.fields.QFieldType;
+import com.kingsrook.qqq.backend.core.model.metadata.tables.QTableMetaData;
+import com.kingsrook.qqq.backend.module.rdbms.jdbc.ConnectionManager;
+import com.kingsrook.qqq.backend.module.rdbms.model.metadata.RDBMSBackendMetaData;
+import org.apache.logging.log4j.LogManager;
+import org.apache.logging.log4j.core.LogEvent;
+import org.apache.logging.log4j.core.LoggerContext;
+import org.apache.logging.log4j.core.appender.AbstractAppender;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+/*******************************************************************************
+ ** Canary egress across every templated entry path, retry, dead letter, export,
+ ** home and Log4j. Transport receives plaintext; no other inspected surface does.
+ *******************************************************************************/
+class PhiCanaryEgressTest
+{
+   private String canary;
+   private QRecord version;
+   private QTableMetaData patient;
+
+   /*******************************************************************************
+    ** Plant PHI in an application table and configure only classification overrides.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      canary = "CANARY-PHI-" + UUID.randomUUID();
+      H2Support.setup(c -> c.withMaxAttempts(2).withSecretResolver(PhiCanaryEgressTest::secret)
+         .withClassificationOverrides(Map.of("test_patient.name", EmailClassifications.Level.PHI)));
+      H2Support.provider(25);
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("phiAllowed", true));
+      patient = new QTableMetaData().withName("test_patient").withBackendName("rdbms").withPrimaryKeyField("id")
+         .withField(new QFieldMetaData("id", QFieldType.INTEGER).withBackendName("id"))
+         .withField(new QFieldMetaData("name", QFieldType.STRING).withBackendName("name"));
+      QContext.getQInstance().addTable(patient);
+      try(Connection connection = new ConnectionManager().getConnection((RDBMSBackendMetaData) QContext.getQInstance().getBackend("rdbms")))
+      {
+         connection.createStatement().execute("CREATE TABLE test_patient (id INTEGER PRIMARY KEY, name VARCHAR(200))");
+         try(var statement = connection.prepareStatement("INSERT INTO test_patient (id, name) VALUES (1, ?)"))
+         {
+            statement.setString(1, canary);
+            statement.executeUpdate();
+         }
+      }
+      version = EmailTemplatesTest.draft("phi_notice", "MARKDOWN", "[{\"name\":\"patient\",\"type\":\"RECORD\",\"required\":true}]",
+         "{\"patient\":{\"name\":\"Example\"}}", "# {{patient.name}}\n\nPrivate message");
+      SystemWrites.updateOne(EmailTables.VERSION, new QRecord().withValue("id", version.getValue("id")).withValue("subject", "{{patient.name}}"));
+   }
+
+   private static boolean coreVectorKey = false;
+
+
+
+   /*******************************************************************************
+    ** The stand-in matches core ClassifiedValueTokens (QRun-IO/qqq#1182) on its
+    ** published context vector: key bytes 00..1f, key id env1.
+    *******************************************************************************/
+   @Test
+   void standInMatchesCoreVector()
+   {
+      coreVectorKey = true;
+      try
+      {
+         assertThat(EmailValueTokens.forContext(List.of("email", "welcome", "recipient", "message-7"), "Ada@example.com"))
+            .isEqualTo("hmac:v1:env1:p1BggBbb8ytFgS5YeM6eBiriGgC1j3x0YGjics5qVeM");
+      }
+      finally
+      {
+         coreVectorKey = false;
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Fixed non-production keys, resolved in memory only.
+    *******************************************************************************/
+   private static String secret(String name)
+   {
+      if(coreVectorKey && "QQQ_AUDIT_HMAC_KEY".equals(name))
+      {
+         byte[] key = new byte[32];
+         for(int i = 0; i < key.length; i++)
+         {
+            key[i] = (byte) i;
+         }
+         return (Base64.getEncoder().encodeToString(key));
+      }
+      return (switch(name)
+      {
+         case "QQQ_EMAIL_BODY_KEY" -> "test-only-body-key";
+         case "QQQ_AUDIT_HMAC_KEY" -> Base64.getEncoder().encodeToString("test-only-audit-key-32-bytes-long!".getBytes(java.nio.charset.StandardCharsets.UTF_8));
+         default -> null;
+      });
+   }
+
+   /*******************************************************************************
+    ** Clear request-local state.
+    *******************************************************************************/
+   @AfterEach
+   void cleanup()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** The record is fetched under the existing sender session at send time.
+    *******************************************************************************/
+   private EmailRequest request()
+   {
+      return (new EmailRequest().withTemplateName("phi_notice").withTo("person@example.com").withRecordVariable("patient", "test_patient", 1));
+   }
+
+   /*******************************************************************************
+    ** No unapproved PHI request can leave any outbox or attempt row.
+    *******************************************************************************/
+   @Test
+   void unapprovedRefusedWithoutStorage() throws Exception
+   {
+      EmailVersions.activate(version.getValueInteger("id"));
+      var refused = EmailService.send(request());
+      assertThat(refused.status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      assertThat(refused.reasons()).contains("The variable patient.name is PHI; this template is not approved for PHI.");
+      assertThat(H2Support.all(EmailTables.MESSAGE)).isEmpty();
+      assertThat(H2Support.all(EmailTables.ATTEMPT)).isEmpty();
+      noCanary(refused.toString());
+   }
+
+   /*******************************************************************************
+    ** Every path encrypts, redacts, retries and dead-letters without egress.
+    *******************************************************************************/
+   @Test
+   void canaryAcrossServiceProcessBridgeAndOperationalSurfaces() throws Exception
+   {
+      EmailVersions.approve(version.getValueInteger("id"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      List<String> logs = new ArrayList<>();
+      AbstractAppender capture = new AbstractAppender("phi-canary", null, null, true, null)
+      {
+         @Override
+         public void append(LogEvent event)
+         {
+            logs.add(event.getMessage().getFormattedMessage());
+            if(event.getThrown() != null)
+            {
+               logs.add(event.getThrown().toString());
+            }
+         }
+      };
+      capture.start();
+      LoggerContext context = (LoggerContext) LogManager.getContext(false);
+      var root = context.getConfiguration().getRootLogger();
+      var priorLevel = root.getLevel();
+      root.addAppender(capture, org.apache.logging.log4j.Level.ALL, null);
+      root.setLevel(org.apache.logging.log4j.Level.INFO);
+      context.updateLoggers();
+      try
+      {
+         var sent = EmailService.send(request());
+         assertThat(sent.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+         var input = new RunProcessInput();
+         input.setProcessName(EmailProcesses.SEND_TEMPLATED);
+         input.setFrontendStepBehavior(RunProcessInput.FrontendStepBehavior.SKIP);
+         input.addValue("templateName", "phi_notice");
+         input.addValue("to", "person@example.com");
+         input.addValue("recordVariablesJson", "{\"patient\":{\"table\":\"test_patient\",\"id\":1}}");
+         var process = new RunProcessAction().execute(input);
+         assertThat(process.getException()).isEmpty();
+         assertThat(process.getValues().get("status")).isEqualTo("QUEUED");
+         noCanary(process.getValues().toString());
+         new SendMessageAction().execute(new EmailTemplatedMessageInput().withEmailRequest(request()).withMessagingProviderName("qbitEmail"));
+         assertThat(H2Support.all(EmailTables.MESSAGE)).hasSize(3);
+         var dispatcher = new EmailDispatcher(new com.kingsrook.qbits.email.transport.EmailTransportRegistry().withTransport("SMTP", (envelope, settings) ->
+         {
+            assertThat(envelope.getSubject()).isEqualTo(canary);
+            assertThat(envelope.getHtmlBody()).contains(canary);
+            throw new com.kingsrook.qbits.email.transport.EmailTransportException("Provider echoed " + canary, false);
+         }));
+         for(QRecord message : H2Support.all(EmailTables.MESSAGE))
+         {
+            Integer id = message.getValueInteger("id");
+            assertThat(dispatcher.sendNow(id)).isEqualTo(EmailDispatcher.SendResult.RETRY_WAIT);
+            assertThat(dispatcher.sendNow(id)).isEqualTo(EmailDispatcher.SendResult.DEAD_LETTER);
+            QRecord raw = EmailStore.get(EmailTables.MESSAGE, id, null);
+            for(String field : List.of("subject", "htmlBody", "textBody"))
+            {
+               assertThat(raw.getValueString(field)).startsWith("enc:v1:").doesNotContain(canary);
+               assertThat(EmailBodyEncryption.decrypt(raw.getValueString(field), field, raw.getValueString("id"))).contains(canary);
+            }
+            assertThat(raw.getValueString("variablesSnapshot")).contains("hmac:v1:");
+            for(var value : raw.getValues().entrySet())
+            {
+               if(!List.of("subject", "htmlBody", "textBody").contains(value.getKey()))
+               {
+                  noCanary(String.valueOf(value.getValue()));
+               }
+            }
+         }
+         for(String table : List.of(EmailTables.MESSAGE, EmailTables.ATTEMPT))
+         {
+            var exported = new QueryAction().execute(new QueryInput(table).withShouldFetchHeavyFields(true).withShouldGenerateDisplayValues(true));
+            noCanary(exported.getRecords().toString());
+            if(table.equals(EmailTables.MESSAGE))
+            {
+               assertThat(exported.getRecords()).allSatisfy(row ->
+               {
+                  assertThat(row.getValueString("subject")).isEqualTo("[encrypted]");
+                  assertThat(row.getValueString("htmlBody")).isEqualTo("[encrypted]");
+                  assertThat(row.getValueString("textBody")).isEqualTo("[encrypted]");
+               });
+            }
+         }
+         noCanary(EmailHome.overview().getHtml());
+         assertThat(EmailHome.overview().getHtml()).contains("Secure message");
+         noCanary(EmailHome.hourly().getSublabel());
+         assertThat(logs).isNotEmpty();
+         logs.forEach(this::noCanary);
+      }
+      finally
+      {
+         root.removeAppender(capture.getName());
+         root.setLevel(priorLevel);
+         context.updateLoggers();
+         capture.stop();
+      }
+   }
+
+   /*******************************************************************************
+    ** Checking every five-character window detects every longer substring too.
+    *******************************************************************************/
+   private void noCanary(String output)
+   {
+      for(int i = 0; i <= canary.length() - 5; i++)
+      {
+         assertThat(output).doesNotContain(canary.substring(i, i + 5));
+      }
+   }
+
+   /*******************************************************************************
+    ** Provider attestation, tracking, encryption key and category are mandatory.
+    *******************************************************************************/
+   @Test
+   void phiPolicyAndKeyRefusals() throws Exception
+   {
+      EmailVersions.approve(version.getValueInteger("id"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(EmailService.send(request()).reasons()).contains("PHI email needs QQQ_EMAIL_BODY_KEY");
+      EmailRuntime.config().withSecretResolver(PhiCanaryEgressTest::secret);
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("trackOpens", true));
+      assertThat(EmailService.send(request()).status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("trackOpens", false).withValue("phiAllowed", false));
+      assertThat(EmailService.send(request()).status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      assertThat(EmailService.send(request().withCategory(com.kingsrook.qbits.email.outbox.EmailCategory.MARKETING)).reasons().toString()).contains("Template category cannot be overridden");
+      assertThat(H2Support.all(EmailTables.MESSAGE)).isEmpty();
+   }
+
+   /*******************************************************************************
+    ** Masked fields remain masked when rendered, even for an approved template.
+    *******************************************************************************/
+   @Test
+   void recordMaskingAndProviderChangesAreRespected() throws Exception
+   {
+      EmailVersions.approve(version.getValueInteger("id"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      patient.getField("name").withFieldSecurityLock(new com.kingsrook.qqq.backend.core.model.metadata.security.FieldSecurityLock()
+         .withSecurityKeyType("clinical").withDefaultBehavior(com.kingsrook.qqq.backend.core.model.metadata.security.FieldSecurityLock.Behavior.DENY)
+         .withOverrideValues(List.of("allowed")));
+      var result = EmailService.send(request());
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      var row = EmailStore.get(EmailTables.MESSAGE, result.messageId(), null);
+      assertThat(EmailBodyEncryption.decrypt(row.getValueString("subject"), "subject", row.getValueString("id"))).isEqualTo("************");
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("trackClicks", true));
+      var dispatcher = new EmailDispatcher(new com.kingsrook.qbits.email.transport.EmailTransportRegistry().withTransport("SMTP", (envelope, settings) ->
+      {
+         throw new AssertionError("Unsafe provider received PHI");
+      }));
+      assertThat(dispatcher.sendNow(result.messageId())).isEqualTo(EmailDispatcher.SendResult.RETRY_WAIT);
+      assertThat(EmailService.resend(result.messageId()).status()).isEqualTo(EmailSendResult.Status.REFUSED);
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", 1).withValue("trackClicks", false));
+      var resent = EmailService.resend(result.messageId());
+      assertThat(resent.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      QRecord copy = EmailStore.get(EmailTables.MESSAGE, resent.messageId(), null);
+      assertThat(copy.getValueBoolean("phiApproved")).isTrue();
+      assertThat(copy.getValueString("subject")).isNotEqualTo(row.getValueString("subject"));
+      assertThat(EmailBodyEncryption.decrypt(copy.getValueString("subject"), "subject", copy.getValueString("id"))).isEqualTo("************");
+      assertThatThrownBy(() -> EmailBodyEncryption.decrypt(copy.getValueString("subject"), "subject", row.getValueString("id"))).hasMessageContaining("could not be opened");
+      assertThat(copy.getValue("templateVersionId")).isEqualTo(row.getValue("templateVersionId"));
+   }
+
+   /*******************************************************************************
+    ** Ad-hoc callers cannot turn a ciphertext string into a decryption request.
+    *******************************************************************************/
+   @Test
+   void ciphertextPrefixIsNotAuthority() throws Exception
+   {
+      String encrypted = EmailBodyEncryption.encrypt(canary, "subject", "test");
+      var result = EmailService.send(new EmailRequest().withTo("p@example.com").withSubject(encrypted).withTextBody(encrypted));
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      var dispatcher = new EmailDispatcher(new com.kingsrook.qbits.email.transport.EmailTransportRegistry().withTransport("SMTP", (envelope, settings) ->
+      {
+         assertThat(envelope.getSubject()).isEqualTo(encrypted);
+         assertThat(envelope.getTextBody()).isEqualTo(encrypted);
+         return new com.kingsrook.qbits.email.transport.EmailTransportResult("safe");
+      }));
+      assertThat(dispatcher.sendNow(result.messageId())).isEqualTo(EmailDispatcher.SendResult.SENT);
+   }
+
+   /*******************************************************************************
+    ** Token bindings, canonicalization, sentinels and authenticated encryption.
+    *******************************************************************************/
+   @Test
+   void tokensAndEncryption()
+   {
+      List<String> binding = List.of("email", "template", "variable", "123");
+      String token = EmailValueTokens.forContext(binding, canary);
+      assertThat(token).startsWith("hmac:v1:");
+      assertThat(EmailValueTokens.forContext(binding, canary)).isEqualTo(token);
+      assertThat(EmailValueTokens.verifyContext(binding, canary, token)).isTrue();
+      assertThat(EmailValueTokens.verifyContext(List.of("different"), canary, token)).isFalse();
+      assertThat(EmailValueTokens.forContext(binding, true)).isEqualTo("changed:v1");
+      assertThat(EmailValueTokens.forContext(binding, "aaaaaa")).isEqualTo("changed:v1");
+      assertThat(EmailValueTokens.verifyContext(binding, true, "shred:v1")).isFalse();
+      assertThat(EmailValueTokens.verifyContext(binding, true, "changed:v1")).isFalse();
+      String record = EmailValueTokens.forRecordField(patient, patient.getField("name"), 1, canary);
+      assertThat(EmailValueTokens.verifyRecordField(patient, patient.getField("name"), 1, canary, record)).isTrue();
+      assertThat(EmailValueTokens.verifyRecordField(patient, patient.getField("name"), 2, canary, record)).isFalse();
+      assertThat(EmailValueTokens.canonical(new BigDecimal("1.2000"))).isEqualTo("1.2");
+      assertThat(EmailValueTokens.canonical(Instant.parse("2026-10-13T12:00:00Z"))).isEqualTo("2026-10-13T12:00:00Z");
+      String encrypted = EmailBodyEncryption.encrypt(canary, "subject", "test");
+      assertThat(EmailBodyEncryption.encrypt(canary, "subject", "test")).isNotEqualTo(encrypted);
+      assertThat(EmailBodyEncryption.decrypt(encrypted, "subject", "test")).isEqualTo(canary);
+      assertThatThrownBy(() -> EmailBodyEncryption.decrypt(encrypted.substring(0, encrypted.length() - 4) + "AAAA", "subject", "test")).hasMessageContaining("could not be opened");
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(EmailValueTokens.forContext(binding, canary)).isEqualTo("changed:v1");
+      assertThatThrownBy(() -> EmailBodyEncryption.encrypt(canary, "subject", "test")).hasMessageContaining("QQQ_EMAIL_BODY_KEY");
+   }
+
+   /*******************************************************************************
+    ** Record projection follows parsed references and snapshots fail closed.
+    *******************************************************************************/
+   @Test
+   void referencedFieldsOnlyAndUnclassifiedTokens() throws Exception
+   {
+      EmailRuntime.config().withClassificationOverrides(Map.of());
+      patient.withField(new QFieldMetaData("unused", QFieldType.STRING).withBackendName("unused"));
+      try(Connection connection = new ConnectionManager().getConnection((RDBMSBackendMetaData) QContext.getQInstance().getBackend("rdbms")))
+      {
+         connection.createStatement().execute("ALTER TABLE test_patient ADD unused VARCHAR(200) DEFAULT 'never-load-this'");
+      }
+      SystemWrites.updateOne(EmailTables.VERSION, new QRecord().withValue("id", version.getValue("id"))
+         .withValue("subject", "Notice").withValue("bodySource", "{{#if patient.name}}Hello {{patient.name}}{{/if}}"));
+      EmailVersions.activate(version.getValueInteger("id"));
+      var result = EmailService.send(request());
+      assertThat(result.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+      QRecord row = EmailStore.get(EmailTables.MESSAGE, result.messageId(), null);
+      assertThat(row.getValueString("htmlBody")).contains(canary);
+      assertThat(row.getValueString("variablesSnapshot")).contains("name", "hmac:v1:").doesNotContain(canary, "unused", "never-load-this", "\"id\"");
+   }
+
+}

src/test/java/com/kingsrook/qbits/email/demo/EmailDemoServer.java

@@ -0,0 +1,293 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.demo;
+
+
+import java.time.Clock;
+import java.time.Duration;
+import java.time.Instant;
+import java.time.ZoneOffset;
+import java.time.temporal.ChronoUnit;
+import java.util.List;
+import java.util.Map;
+import java.util.UUID;
+import com.icegreen.greenmail.util.GreenMail;
+import com.icegreen.greenmail.util.ServerSetup;
+import com.kingsrook.qbits.email.EmailQBitConfig;
+import com.kingsrook.qbits.email.EmailQBitProducer;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.H2Support;
+import com.kingsrook.qbits.email.delivery.EmailDispatcher;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.permissions.EmailPermissions;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.template.EmailBuiltIns;
+import com.kingsrook.qbits.email.template.EmailVersions;
+import com.kingsrook.qbits.email.transport.EmailTransportRegistry;
+import com.kingsrook.qbits.email.transport.SesEmailTransport;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.exceptions.QException;
+import com.kingsrook.qqq.backend.core.instances.AbstractQQQApplication;
+import com.kingsrook.qqq.backend.core.instances.QInstanceValidator;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.QAuthenticationType;
+import com.kingsrook.qqq.backend.core.model.metadata.QInstance;
+import com.kingsrook.qqq.backend.core.model.metadata.authentication.QAuthenticationMetaData;
+import com.kingsrook.qqq.backend.core.model.session.QSession;
+import com.kingsrook.qqq.backend.core.modules.authentication.QAuthenticationModuleDispatcher;
+import com.kingsrook.qqq.backend.core.modules.authentication.implementations.FullyAnonymousAuthenticationModule;
+import com.kingsrook.qqq.backend.module.rdbms.jdbc.ConnectionManager;
+import com.kingsrook.qqq.backend.module.rdbms.model.metadata.RDBMSBackendMetaData;
+import com.kingsrook.qqq.middleware.javalin.QApplicationJavalinServer;
+import software.amazon.awssdk.services.sesv2.SesV2Client;
+import software.amazon.awssdk.services.sesv2.model.SendEmailResponse;
+
+
+/*******************************************************************************
+ ** Local screenshot application: H2, GreenMail and fake SES, all in memory.
+ ** Home links already use /app/table/id, equivalent to webhooks' table prefix.
+ ** Nothing in this test package is shipped or included in coverage.
+ **
+ ** ./mvnw -o test-compile exec:java -Dexec.classpathScope=test
+ **    -Dexec.mainClass=com.kingsrook.qbits.email.demo.EmailDemoServer -Dexec.args=8098
+ *******************************************************************************/
+public class EmailDemoServer extends AbstractQQQApplication
+{
+   private static final RDBMSBackendMetaData DATABASE = backend();
+
+   /*******************************************************************************
+    ** Anonymous sessions with all email permissions, exclusively for this demo.
+    *******************************************************************************/
+   public static class DemoAuthenticationModule extends FullyAnonymousAuthenticationModule
+   {
+      /*******************************************************************************
+       ** Local demo session.
+       *******************************************************************************/
+      @Override
+      public QSession createSession(QInstance instance, Map<String, String> context)
+      {
+         return (super.createSession(instance, context).withPermissions(EmailPermissions.ALL));
+      }
+   }
+
+   /*******************************************************************************
+    ** H2 survives connections for this JVM only, without filesystem storage.
+    *******************************************************************************/
+   private static RDBMSBackendMetaData backend()
+   {
+      var backend = new RDBMSBackendMetaData().withName("rdbms").withVendor("h2").withHostName("mem").withDatabaseName("email_demo").withUsername("sa");
+      backend.setJdbcUrl(ConnectionManager.getJdbcUrl(backend) + ";DATABASE_TO_UPPER=FALSE;DB_CLOSE_DELAY=-1");
+      return (backend);
+   }
+
+   /*******************************************************************************
+    ** Exercise SES MIME and request construction without making AWS calls.
+    *******************************************************************************/
+   private static SesV2Client fakeSes()
+   {
+      return ((SesV2Client) java.lang.reflect.Proxy.newProxyInstance(SesV2Client.class.getClassLoader(), new Class<?>[] {SesV2Client.class}, (proxy, method, args) ->
+      {
+         return (switch(method.getName())
+         {
+            case "sendEmail" -> SendEmailResponse.builder().messageId("demo-ses-" + UUID.randomUUID()).build();
+            case "serviceName" -> "sesv2";
+            case "close" -> null;
+            default -> throw (new UnsupportedOperationException("Unsupported demo SES call"));
+         });
+      }));
+   }
+
+   /*******************************************************************************
+    ** UI actions also use the fake SES client, after startup seeding completes.
+    *******************************************************************************/
+   @Override
+   public QInstance defineQInstance() throws QException
+   {
+      QInstance instance = new QInstance();
+      instance.withInstanceDefaultAuthentication(new QAuthenticationMetaData().withName("anonymous").withType(QAuthenticationType.FULLY_ANONYMOUS));
+      instance.addBackend(DATABASE);
+      new EmailQBitProducer().withQBitConfig(new EmailQBitConfig().withBackendName("rdbms")
+         .withPublicBaseUrl("https://kof22.example").withMaxAttempts(3).withRetryMinutes(List.of(1, 5)).withSecretResolver(System::getProperty)
+         .withTransportRegistryFactory(() -> new EmailTransportRegistry().withTransport("SES", new SesEmailTransport(builder -> fakeSes()))))
+         .produce(instance);
+      instance.setHomeAppName("email");
+      return (instance);
+   }
+
+   /*******************************************************************************
+    ** Provider rows pass through actual save validation.
+    *******************************************************************************/
+   private static QRecord provider(String name, String label, String kind, int port, boolean defaultProvider) throws Exception
+   {
+      return (H2Support.insert(EmailTables.PROVIDER, new QRecord().withValue("name", name).withValue("label", label).withValue("kind", kind)
+         .withValue("host", "127.0.0.1").withValue("port", port).withValue("security", "NONE").withValue("region", "us-east-1")
+         .withValue("fromAddress", "hello@kof22.example").withValue("fromName", "Kof22").withValue("enabled", true)
+         .withValue("isDefault", defaultProvider).withValue("phiAllowed", true).withValue("trackOpens", false).withValue("trackClicks", false)));
+   }
+
+   /*******************************************************************************
+    ** Real template/version lifecycle with sample data for the inline preview.
+    *******************************************************************************/
+   private static QRecord template(String name, String label, String kind, String category, Integer brand, String body, boolean active) throws Exception
+   {
+      QRecord template = H2Support.insert(EmailTables.TEMPLATE, new QRecord().withValue("name", name).withValue("label", label)
+         .withValue("kind", kind).withValue("category", category).withValue("brandId", brand));
+      QRecord version = EmailVersions.newVersion(template.getValueInteger("id"));
+      SystemWrites.updateOne(EmailTables.VERSION, new QRecord().withValue("id", version.getValue("id")).withValue("subject", label + " - {{topic}}")
+         .withValue("preheader", "An update from Kof22").withValue("bodySource", body)
+         .withValue("variablesSchema", "[{\"name\":\"name\",\"type\":\"STRING\"},{\"name\":\"topic\",\"type\":\"STRING\"}]")
+         .withValue("sampleVariables", "{\"name\":\"Alex Morgan\",\"topic\":\"Your community project\"}"));
+      if(active)
+      {
+         EmailVersions.activate(version.getValueInteger("id"));
+      }
+      return (version);
+   }
+
+   /*******************************************************************************
+    ** Messages and attempts are created only by the real service and dispatcher.
+    *******************************************************************************/
+   static Map<String, Integer> seed(QInstance instance, GreenMail mail, int closedPort) throws Exception
+   {
+      H2Support.prime(DATABASE);
+      QContext.init(instance, H2Support.admin());
+      QRecord relay = provider("galaxy", "Galaxy relay (PMG)", "SMTP", mail.getSmtp().getPort(), true);
+      provider("ses", "Amazon SES", "SES", 25, false);
+      provider("backup", "Backup relay", "SMTP", closedPort, false);
+      QRecord brand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "Kof22").withValue("label", "Kof22")
+         .withValue("isDefault", true).withValue("siteUrl", "https://kof22.com").withValue("postalAddress", "100 Market Street, Chester, IL 62233")
+         .withValue("primaryColor", "#2459a6").withValue("textColor", "#172033").withValue("backgroundColor", "#ffffff")
+         .withValue("buttonTextColor", "#ffffff").withValue("darkPrimaryColor", "#93c5fd").withValue("darkButtonTextColor", "#172033")
+         .withValue("darkBackgroundColor", "#111827").withValue("darkTextColor", "#f9fafb").withValue("footerMarkdown", "**Kof22** - Ideas, projects, and community."));
+      Integer brandId = brand.getValueInteger("id");
+      QRecord contact = template("contact_form_received", "Contact form received", "MARKDOWN", "NOTIFICATION", brandId,
+         "# Thanks for reaching out, {{name}}\n\nWe received your message about **{{topic}}**. We will follow up shortly.\n\n[Visit Kof22](https://kof22.com){.button}", true);
+      QRecord v2 = EmailVersions.newVersion(contact.getValueInteger("templateId"));
+      EmailVersions.activate(v2.getValueInteger("id"));
+      template("alerts_notification", "Project alert", "MARKDOWN", "NOTIFICATION", brandId,
+         "# A project needs your attention\n\nHello {{name}}, there is an update for **{{topic}}**.\n\n| Item | Status |\n|---|---|\n| Community project | Ready for review |\n\n[Review update](https://kof22.com){.button}", true);
+      template("newsletter_october", "October at Kof22", "HTML", "MARKETING", brandId,
+         "<html><body><h1>October at Kof22</h1><p>Hello {{name}},</p><p>This month: {{topic}}.</p><h2>Building something useful</h2><p>Stories from our projects and community.</p><a href='https://kof22.com'>Explore the latest</a></body></html>", false);
+      EmailBuiltIns.ensure();
+      QRecord secure = SystemWrites.query(EmailTables.TEMPLATE, EmailStore.equal("name", "email_secure_message")).getFirst();
+      SystemWrites.updateOne(EmailTables.TEMPLATE, new QRecord().withValue("id", secure.getValue("id")).withValue("brandId", brandId));
+      EmailVersions.approve(secure.getValueInteger("activeVersionId"));
+
+      Instant now = Instant.now().truncatedTo(ChronoUnit.MINUTES);
+      String[] reasons = {"HARD_BOUNCE", "COMPLAINT", "UNSUBSCRIBE", "MANUAL"};
+      for(int i = 0; i < 20; i++)
+      {
+         EmailRuntime.setClock(Clock.fixed(now.minus(Duration.ofDays(i * 29L / 19)), ZoneOffset.UTC));
+         H2Support.insert(EmailTables.SUPPRESSION, new QRecord().withValue("address", "suppressed" + i + "@example.test")
+            .withValue("scope", "ALL").withValue("reason", reasons[i % reasons.length]).withValue("note", "Demo suppression history"));
+      }
+      Integer messageId = null;
+      EmailDispatcher dispatcher = new EmailDispatcher();
+      for(int hour = 23; hour >= 0; hour--)
+      {
+         Instant start = now.minus(Duration.ofHours(hour)).minus(Duration.ofMinutes(25));
+         EmailRuntime.setClock(Clock.fixed(start, ZoneOffset.UTC));
+         for(int i = 0; i < 5; i++)
+         {
+            int sequence = (23 - hour) * 5 + i;
+            boolean phi = sequence == 37 || sequence == 88;
+            EmailRequest request = new EmailRequest().withTemplateName(phi ? "email_secure_message" : sequence % 3 == 0 ? "alerts_notification" : "contact_form_received")
+               .withProviderName(sequence % 11 == 0 ? "backup" : sequence % 5 == 0 ? "ses" : "galaxy")
+               .withTo(sequence % 19 == 0 ? "suppressed" + (sequence % 20) + "@example.test" : "reader" + sequence + "@example.test");
+            if(phi)
+            {
+               request.withVariable("link", "https://kof22.com/secure/demo-" + sequence);
+            }
+            else
+            {
+               request.withVariable("name", List.of("Alex Morgan", "Jordan Lee", "Sam Taylor", "Casey Rivera", "Riley Chen").get(i))
+                  .withVariable("topic", List.of("Community center", "October newsletter", "Website feedback", "Volunteer program", "Project update").get(i));
+            }
+            EmailSendResult result = EmailService.send(request);
+            if(result.status() == EmailSendResult.Status.REFUSED)
+            {
+               throw (new IllegalStateException("Demo send refused: " + result.reasons()));
+            }
+            if(messageId == null && result.status() == EmailSendResult.Status.QUEUED)
+            {
+               messageId = result.messageId();
+            }
+            SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", result.messageId()).withValue("createDate", start));
+         }
+         for(int pass = 0; pass < 3; pass++)
+         {
+            EmailRuntime.setClock(Clock.fixed(start.plus(Duration.ofMinutes(pass * 6L)), ZoneOffset.UTC));
+            dispatcher.runOnce();
+         }
+      }
+      EmailRuntime.setClock(null);
+      System.out.println("Seeded " + H2Support.all(EmailTables.MESSAGE).size() + " messages, " + H2Support.all(EmailTables.ATTEMPT).size() + " real attempts; " + mail.getReceivedMessages().length + " captured SMTP deliveries.");
+      QContext.clear();
+      return (Map.of("message", messageId, "version", v2.getValueInteger("id"), "provider", relay.getValueInteger("id")));
+   }
+
+   /*******************************************************************************
+    ** Start SMTP and Next UI; shutdown releases in-memory mail.
+    *******************************************************************************/
+   public static void main(String[] args) throws Exception
+   {
+      int port = args.length == 0 ? 8098 : Integer.parseInt(args[0]);
+      System.setProperty("QQQ_EMAIL_BODY_KEY", "local-demo-only-body-key");
+      System.setProperty("QQQ_EMAIL_UNSUBSCRIBE_KEY", "local-demo-only-unsubscribe-key");
+      var field = QAuthenticationModuleDispatcher.class.getDeclaredField("authenticationTypeToModuleClassNameMap");
+      field.setAccessible(true);
+      @SuppressWarnings("unchecked")
+      Map<String, String> modules = (Map<String, String>) field.get(null);
+      modules.put(QAuthenticationType.FULLY_ANONYMOUS.getName(), DemoAuthenticationModule.class.getName());
+      GreenMail mail = new GreenMail(new ServerSetup(0, "127.0.0.1", "smtp"));
+      mail.start();
+      Runtime.getRuntime().addShutdownHook(new Thread(mail::stop));
+      int closedPort;
+      try(var socket = new java.net.ServerSocket(0, 1, java.net.InetAddress.getLoopbackAddress()))
+      {
+         closedPort = socket.getLocalPort();
+      }
+      try
+      {
+         EmailDemoServer application = new EmailDemoServer();
+         QInstance instance = application.defineQInstance();
+         new QInstanceValidator().validate(instance);
+         Map<String, Integer> ids = seed(instance, mail, closedPort);
+         new QApplicationJavalinServer(application).withPort(port).withServeFrontendNext(true).start();
+         String base = "http://localhost:" + port + "/app/";
+         System.out.println("Home: " + base + "email");
+         System.out.println("Message: " + base + EmailTables.MESSAGE + "/" + ids.get("message"));
+         System.out.println("Template preview: " + base + EmailTables.VERSION + "/" + ids.get("version"));
+         System.out.println("Provider: " + base + EmailTables.PROVIDER + "/" + ids.get("provider"));
+      }
+      catch(Exception e)
+      {
+         mail.stop();
+         EmailRuntime.setClock(null);
+         QContext.clear();
+         throw (e);
+      }
+   }
+}

src/test/java/com/kingsrook/qbits/email/template/CliMjmlCompilerTest.java

@@ -0,0 +1,55 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.template;
+
+
+import org.junit.jupiter.api.Test;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+
+/*******************************************************************************
+ ** Compiler isolation without spawning a child or writing temporary files.
+ *******************************************************************************/
+class CliMjmlCompilerTest
+{
+   /*******************************************************************************
+    ** Only PATH survives; includes are disabled even for an include-free input.
+    *******************************************************************************/
+   @Test
+   void isolatedProcessBuilder()
+   {
+      var builder = new CliMjmlCompiler("mjml").processBuilder();
+      assertThat(builder.environment().keySet()).allMatch("PATH"::equals);
+      assertThat(builder.command()).containsExactly("mjml", "-i", "-s", "--config.allowIncludes=false");
+      assertThat(builder.redirectError()).isEqualTo(ProcessBuilder.Redirect.DISCARD);
+   }
+
+   /*******************************************************************************
+    ** Refuse before attempting to launch even a nonexistent executable.
+    *******************************************************************************/
+   @Test
+   void includesRefusedBeforeLaunch()
+   {
+      assertThatThrownBy(() -> new CliMjmlCompiler("nonexistent").compile("<MJ-INCLUDE path='private'/>"))
+         .hasMessage("MJML includes are not allowed");
+   }
+}

src/test/java/com/kingsrook/qbits/email/tracking/EmailEventParserTest.java

@@ -0,0 +1,167 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+import java.util.List;
+import org.json.JSONArray;
+import org.json.JSONObject;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.CsvSource;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.*;
+import static org.assertj.core.api.Assertions.*;
+
+/*******************************************************************************
+ ** Provider-specific normalization contracts use realistic fixture envelopes.
+ *******************************************************************************/
+class EmailEventParserTest
+{
+   /*******************************************************************************
+    ** All SES event types, with notificationType fallback and header correlation.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"Delivery,DELIVERED", "Bounce,BOUNCED", "Complaint,COMPLAINED", "Reject,REJECTED", "DeliveryDelay,DEFERRED", "Open,OPENED", "Click,CLICKED"})
+   void sesTypes(String raw, String expected) throws Exception
+   {
+      JSONObject envelope = new JSONObject(resource("/webhooks/ses-bounce.json"));
+      JSONObject body = new JSONObject(envelope.getString("Message"));
+      body.remove("eventType");
+      body.put("notificationType", raw);
+      String field = "DeliveryDelay".equals(raw) ? "deliveryDelay" : raw.toLowerCase();
+      JSONObject data = new JSONObject().put("timestamp", NOW.toString()).put("link", "https://example.com/page").put("bounceType", "Transient");
+      if("Bounce".equals(raw) || "Complaint".equals(raw))
+      {
+         data.put("Bounce".equals(raw) ? "bouncedRecipients" : "complainedRecipients", new JSONArray()
+            .put(new JSONObject().put("emailAddress", "recipient@example.com")).put(new JSONObject().put("emailAddress", "second@example.com")));
+      }
+      body.put(field, data);
+      envelope.put("Message", body.toString());
+      var events = new EmailEventParser().parse("SES", envelope.toString(), NOW);
+      assertThat(events).hasSize(2).allSatisfy(event ->
+      {
+         assertThat(event.type()).isEqualTo(expected);
+         assertThat(event.occurred()).isEqualTo(NOW);
+         assertThat(event.messageId()).isEqualTo("1");
+         assertThat(event.url()).isEqualTo("CLICKED".equals(expected) ? "https://example.com/page" : null);
+      });
+      if("BOUNCED".equals(expected))
+      {
+         assertThat(events.getFirst().bounceType()).isEqualTo("SOFT");
+      }
+   }
+
+   /*******************************************************************************
+    ** Postmark mappings keep subscriber reactivation out of suppression.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"Delivery,DELIVERED", "Bounce,BOUNCED", "SpamComplaint,COMPLAINED", "Open,OPENED", "Click,CLICKED", "SubscriptionChange,UNSUBSCRIBED"})
+   void postmarkTypes(String raw, String expected) throws Exception
+   {
+      JSONObject body = new JSONObject(resource("/webhooks/postmark-delivery.json")).put("RecordType", raw).put("SuppressSending", true)
+         .put("OriginalLink", "https://example.com/page").put("Type", "Transient").put("ChangedAt", NOW.toString());
+      var event = new EmailEventParser().parse("POSTMARK", body.toString(), NOW).getFirst();
+      assertThat(event.type()).isEqualTo(expected);
+      assertThat(event.occurred()).isEqualTo(NOW);
+      assertThat(event.providerMessageId()).isEqualTo("provider-message-1");
+      assertThat(event.url()).isEqualTo("CLICKED".equals(expected) ? "https://example.com/page" : null);
+      if("BOUNCED".equals(expected))
+      {
+         assertThat(event.bounceType()).isEqualTo("SOFT");
+      }
+   }
+
+   /*******************************************************************************
+    ** SendGrid event mappings retain reason and provider-message prefix correlation.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"delivered,DELIVERED", "bounce,BOUNCED", "dropped,REJECTED", "deferred,DEFERRED", "spamreport,COMPLAINED", "open,OPENED", "click,CLICKED", "unsubscribe,UNSUBSCRIBED"})
+   void sendgridTypes(String raw, String expected) throws Exception
+   {
+      JSONObject body = new JSONArray(resource("/webhooks/sendgrid-batch.json")).getJSONObject(0).put("event", raw)
+         .put("custom_args", new JSONObject().put("qqq_email_id", "25")).put("url", "https://example.com/page");
+      var event = new EmailEventParser().parse("SENDGRID", new JSONArray().put(body).toString(), NOW).getFirst();
+      assertThat(event.type()).isEqualTo(expected);
+      assertThat(event.messageId()).isEqualTo("25");
+      assertThat(event.providerMessageId()).isEqualTo("provider-message-1");
+      assertThat(event.url()).isEqualTo("CLICKED".equals(expected) ? "https://example.com/page" : null);
+   }
+
+   /*******************************************************************************
+    ** Mailgun's nested MIME id and both documented variable spellings correlate.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"delivered,DELIVERED", "failed,BOUNCED", "complained,COMPLAINED", "opened,OPENED", "clicked,CLICKED", "unsubscribed,UNSUBSCRIBED"})
+   void mailgunTypes(String raw, String expected) throws Exception
+   {
+      JSONObject body = new JSONObject(resource("/webhooks/mailgun-failed.json"));
+      body.getJSONObject("event-data").put("event", raw).put("severity", "temporary").put("url", "https://example.com/page")
+         .put("user-variables", new JSONObject().put("v:qqq_email_id", "25"));
+      var event = new EmailEventParser().parse("MAILGUN", body.toString(), NOW).getFirst();
+      assertThat(event.type()).isEqualTo(expected);
+      assertThat(event.messageId()).isEqualTo("25");
+      assertThat(event.providerMessageId()).isEqualTo("provider-message-1");
+      assertThat(event.url()).isEqualTo("CLICKED".equals(expected) ? "https://example.com/page" : null);
+      if("BOUNCED".equals(expected))
+      {
+         assertThat(event.bounceType()).isEqualTo("SOFT");
+      }
+   }
+
+   /*******************************************************************************
+    ** Unknown events are ignored; incomplete known events fail for bounded retry.
+    *******************************************************************************/
+   @Test
+   void unknownEventsAndMissingFields() throws Exception
+   {
+      var parser = new EmailEventParser();
+      assertThat(parser.parse("SES", "{\"Type\":\"SubscriptionConfirmation\"}", NOW)).isEmpty();
+      assertThat(parser.parse("SES", new JSONObject().put("Type", "Notification").put("Message", "{\"eventType\":\"Send\"}").toString(), NOW)).isEmpty();
+      assertThat(parser.parse("POSTMARK", "{\"RecordType\":\"Unknown\"}", NOW)).isEmpty();
+      assertThat(parser.parse("SENDGRID", "[{\"event\":\"processed\"}]", NOW)).isEmpty();
+      assertThat(parser.parse("MAILGUN", "{\"event-data\":{\"event\":\"accepted\"}}", NOW)).isEmpty();
+      assertThatThrownBy(() -> parser.parse("POSTMARK", "invalid", NOW)).isInstanceOf(RuntimeException.class);
+      assertThatThrownBy(() -> parser.parse("OTHER", "{}", NOW)).isInstanceOf(IllegalArgumentException.class);
+      for(String kind : List.of("SES", "POSTMARK", "SENDGRID", "MAILGUN"))
+      {
+         assertThatThrownBy(() -> parser.parse(kind, "{}", NOW)).isInstanceOf(RuntimeException.class);
+      }
+      assertThat(EmailEventParser.detail("550 \"name with spaces\"@example.com unavailable " + "x".repeat(600))).hasSize(500).doesNotContain("example.com", "name with spaces");
+      assertThat(EmailEventParser.detail("bad person+tag@example.com and other@example.org")).isEqualTo("bad [address] and [address]");
+   }
+
+   /*******************************************************************************
+    ** Explicit uncertain bounce types remain uncertain, not hard suppression.
+    *******************************************************************************/
+   @Test
+   void undeterminedBounceTypes() throws Exception
+   {
+      var parser = new EmailEventParser();
+      JSONObject ses = new JSONObject(resource("/webhooks/ses-bounce.json"));
+      JSONObject inner = new JSONObject(ses.getString("Message"));
+      inner.getJSONObject("bounce").put("bounceType", "Undetermined");
+      assertThat(parser.parse("SES", ses.put("Message", inner.toString()).toString(), NOW).getFirst().bounceType()).isEqualTo("UNDETERMINED");
+      JSONObject postmark = new JSONObject(resource("/webhooks/postmark-bounce.json")).put("Type", "Unknown");
+      assertThat(parser.parse("POSTMARK", postmark.toString(), NOW).getFirst().bounceType()).isEqualTo("UNDETERMINED");
+      JSONObject mailgun = new JSONObject(resource("/webhooks/mailgun-failed.json"));
+      mailgun.getJSONObject("event-data").put("severity", "unknown");
+      assertThat(parser.parse("MAILGUN", mailgun.toString(), NOW).getFirst().bounceType()).isEqualTo("UNDETERMINED");
+   }
+}

src/test/java/com/kingsrook/qbits/email/tracking/EmailInboxProcessorTest.java

@@ -0,0 +1,448 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+import java.nio.charset.StandardCharsets;
+import java.time.Clock;
+import java.time.ZoneOffset;
+import java.util.ArrayList;
+import java.util.List;
+import java.util.concurrent.Executors;
+import java.util.concurrent.TimeUnit;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.H2Support;
+import com.kingsrook.qbits.email.ProcessRunner;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.processes.EmailProcesses;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.actions.processes.RunBackendStepInput;
+import com.kingsrook.qqq.backend.core.model.actions.processes.RunBackendStepOutput;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.QInstance;
+import org.json.JSONArray;
+import org.json.JSONObject;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.CsvSource;
+import org.junit.jupiter.params.provider.ValueSource;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.*;
+import static org.assertj.core.api.Assertions.*;
+
+/*******************************************************************************
+ ** Durable processing, rollback, suppression and race acceptance on real H2.
+ *******************************************************************************/
+class EmailInboxProcessorTest
+{
+   private QInstance instance;
+
+   /*******************************************************************************
+    ** Use a fixed clock for retry and provider event times.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      instance = H2Support.setup(c -> c.withSecretResolver(name -> SECRET));
+      EmailRuntime.setClock(Clock.fixed(NOW, ZoneOffset.UTC));
+   }
+
+   /*******************************************************************************
+    ** Restore host-independent runtime state.
+    *******************************************************************************/
+   @AfterEach
+   void teardown()
+   {
+      QContext.clear();
+      EmailRuntime.setClock(null);
+   }
+
+   /*******************************************************************************
+    ** Ingest the same authenticated payload boundary used by HTTP.
+    *******************************************************************************/
+   private static void receive(QRecord provider, String id, String body) throws Exception
+   {
+      assertThat(EmailTrackingStore.receive(provider, id, null, body.getBytes(StandardCharsets.UTF_8), null)).isEqualTo(EmailTrackingStore.Receipt.RECEIVED);
+   }
+
+   /*******************************************************************************
+    ** All provider fixtures produce hard-bounce suppression and masked diagnostics.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"SES,ses-bounce.json,2", "POSTMARK,postmark-bounce.json,1", "SENDGRID,sendgrid-batch.json,2", "MAILGUN,mailgun-failed.json,1"})
+   void realisticFixtures(String kind, String fixture, int count) throws Exception
+   {
+      QRecord provider = provider(kind);
+      QRecord message = message(provider);
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("toAddresses", "recipient@example.com, second@example.com"));
+      receive(provider, "fixture", resource("/webhooks/" + fixture));
+      assertThat(new EmailInboxProcessor().runOnce()).isEqualTo(1);
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(count);
+      assertThat(H2Support.all(EmailTables.INBOX).getFirst().getValueString("status")).isEqualTo("PROCESSED");
+      QRecord updated = EmailStore.get(EmailTables.MESSAGE, message.getValueInteger("id"), null);
+      assertThat(updated.getValueString("status")).isEqualTo("BOUNCED");
+      assertThat(updated.getValueInstant("bouncedDate")).isNotNull();
+      for(QRecord suppression : H2Support.all(EmailTables.SUPPRESSION))
+      {
+         assertThat(suppression.getValueString("scope")).isEqualTo("ALL");
+         assertThat(suppression.getValueString("reason")).isEqualTo("HARD_BOUNCE");
+         assertThat(suppression.getValueInteger("sourceMessageId")).isEqualTo(message.getValueInteger("id"));
+         assertThat(suppression.getValueInteger("sourceEventId")).isPositive();
+      }
+      assertThat(H2Support.all(EmailTables.EVENT)).allSatisfy(event -> assertThat(event.getValueString("detail")).doesNotContain("recipient@example.com", "second@example.com"));
+      assertThat(new EmailInboxProcessor().runOnce()).isZero();
+   }
+
+   /*******************************************************************************
+    ** Soft bounces do not suppress; complaint dominates all later delivery events.
+    *******************************************************************************/
+   @Test
+   void statusOrderSuppressionUpsertsAndOverlappingBatches() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider);
+      JSONObject event = new JSONObject().put("email", "Recipient@EXAMPLE.COM").put("qqq_email_id", message.getValueString("id"))
+         .put("timestamp", NOW.getEpochSecond()).put("event", "bounce").put("type", "blocked").put("sg_event_id", "soft");
+      receive(provider, "one", new JSONArray().put(event).toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("status")).isEqualTo("SENT");
+      event.put("type", "bounce").put("sg_event_id", "hard");
+      receive(provider, "two", new JSONArray().put(event).toString());
+      new EmailInboxProcessor().runOnce();
+      event.put("event", "spamreport").put("sg_event_id", "complaint");
+      receive(provider, "three", new JSONArray().put(event).toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("status")).isEqualTo("COMPLAINED");
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueInstant("complainedDate")).isEqualTo(NOW);
+      event.put("event", "delivered").put("sg_event_id", "late-delivery");
+      JSONArray overlap = new JSONArray(resource("/webhooks/sendgrid-batch.json")).put(event);
+      receive(provider, "four", overlap.toString());
+      new EmailInboxProcessor().runOnce();
+      receive(provider, "five", overlap.toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.INBOX).getLast().getValueString("status")).isEqualTo("IGNORED");
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(6);
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("status")).isEqualTo("COMPLAINED");
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION).getFirst().getValueString("reason")).isEqualTo("COMPLAINT");
+   }
+
+   /*******************************************************************************
+    ** Provider unsubscribes cannot suppress account/security mail.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"MARKETING", "NOTIFICATION", "TRANSACTIONAL", "SECURITY"})
+   void categoryRule(String category) throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      QRecord message = message(provider);
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("category", category));
+      JSONObject event = new JSONObject(resource("/webhooks/postmark-delivery.json")).put("RecordType", "SubscriptionChange").put("SuppressSending", true);
+      receive(provider, "unsubscribe", event.toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+      if(List.of("MARKETING", "NOTIFICATION").contains(category))
+      {
+         assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+         assertThat(H2Support.all(EmailTables.SUPPRESSION).getFirst().getValueString("scope")).isEqualTo(category);
+      }
+      else
+      {
+         assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      }
+      receive(provider, "reactivation", event.put("SuppressSending", false).toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+   }
+
+   /*******************************************************************************
+    ** Tracking flags apply before matching, and protected mail never stores tracking.
+    *******************************************************************************/
+   @Test
+   void opensAndClicksOnlyWhenEnabled() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider);
+      JSONArray batch = new JSONArray();
+      for(String type : List.of("open", "click"))
+      {
+         batch.put(new JSONObject().put("event", type).put("email", "recipient@example.com").put("qqq_email_id", message.getValue("id"))
+            .put("sg_event_id", type).put("url", "https://example.com/link").put("timestamp", NOW.getEpochSecond()));
+      }
+      receive(provider, "off", batch.toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", provider.getValue("id")).withValue("trackOpens", true).withValue("trackClicks", true));
+      receive(provider, "on", batch.toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(2);
+      assertThat(H2Support.all(EmailTables.EVENT).getFirst().getValueString("url")).isNull();
+      assertThat(H2Support.all(EmailTables.EVENT).getLast().getValueString("url")).isEqualTo("https://example.com/link");
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("phiApproved", true));
+      batch.getJSONObject(0).put("sg_event_id", "protected-open");
+      batch.getJSONObject(1).put("sg_event_id", "protected-click");
+      receive(provider, "protected", batch.toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(2);
+   }
+
+   /*******************************************************************************
+    ** Partial batch failure rolls back events, suppression and message status.
+    *******************************************************************************/
+   @Test
+   void retriesSixTimesThenReviewReprocess() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider);
+      receive(provider, "retry", "[{not json");
+      for(int i = 1; i <= 6; i++)
+      {
+         assertThat(new EmailInboxProcessor().runOnce()).isZero();
+         QRecord row = H2Support.all(EmailTables.INBOX).getFirst();
+         assertThat(row.getValueInteger("attempts")).isEqualTo(i);
+         assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+         assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+         assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("status")).isEqualTo("SENT");
+         if(i < 6)
+         {
+            assertThat(row.getValueString("status")).isEqualTo("PENDING");
+            assertThat(new EmailInboxProcessor().runOnce()).isZero();
+            EmailRuntime.setClock(Clock.fixed(row.getValueInstant("nextAttemptDate"), ZoneOffset.UTC));
+         }
+      }
+      QRecord failed = H2Support.all(EmailTables.INBOX).getFirst();
+      assertThat(failed.getValueString("status")).isEqualTo("FAILED");
+      var lines = ProcessRunner.run(EmailProcesses.REPROCESS, failed.getValue("id"));
+      assertThat(lines.review().toString()).contains("will be processed");
+      assertThat(lines.result().toString()).contains("PENDING");
+      assertThat(EmailInboxProcessor.reprocess(failed.getValueInteger("id"))).isFalse();
+      assertThat(EmailInboxProcessor.reprocess(9999)).isFalse();
+      SystemWrites.updateOne(EmailTables.INBOX, new QRecord().withValue("id", failed.getValue("id")).withValue("payloadJson", resource("/webhooks/sendgrid-batch.json")));
+      new EmailProcesses.ScheduledStep().run(new RunBackendStepInput().withProcessName(EmailProcesses.PROCESS_WEBHOOKS), new RunBackendStepOutput());
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(2);
+   }
+
+   /*******************************************************************************
+    ** A foreign event never blocks a real hard bounce in the same SendGrid batch; the
+    ** foreign one retries, then the row finishes PROCESSED with a note, not FAILED.
+    *******************************************************************************/
+   @Test
+   void unmatchedEventDoesNotBlockMatchedBounce() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider);
+      JSONArray batch = new JSONArray(resource("/webhooks/sendgrid-batch.json"));
+      batch.put(new JSONObject().put("email", "stranger@example.com").put("timestamp", NOW.getEpochSecond()).put("event", "bounce")
+         .put("type", "bounce").put("sg_event_id", "foreign").put("sg_message_id", "someone-elses-message.filter009"));
+      receive(provider, "mixed", batch.toString());
+      for(int i = 1; i <= 6; i++)
+      {
+         assertThat(new EmailInboxProcessor().runOnce()).isEqualTo(1);
+         QRecord row = H2Support.all(EmailTables.INBOX).getFirst();
+         assertThat(row.getValueInteger("attempts")).isEqualTo(i);
+         assertThat(H2Support.all(EmailTables.EVENT)).hasSize(2);
+         assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+         assertThat(EmailStore.get(EmailTables.MESSAGE, message.getValueInteger("id"), null).getValueString("status")).isEqualTo("BOUNCED");
+         if(i < 6)
+         {
+            assertThat(row.getValueString("status")).isEqualTo("PENDING");
+            assertThat(row.getValueString("lastError")).isEqualTo("1 event did not match a message");
+            EmailRuntime.setClock(Clock.fixed(row.getValueInstant("nextAttemptDate"), ZoneOffset.UTC));
+         }
+      }
+      QRecord done = H2Support.all(EmailTables.INBOX).getFirst();
+      assertThat(done.getValueString("status")).isEqualTo("PROCESSED");
+      assertThat(done.getValueString("lastError")).isEqualTo("1 event did not match a message");
+      assertThat(done.getValueInstant("processedDate")).isNotNull();
+      assertThat(done.getValue("nextAttemptDate")).isNull();
+   }
+
+   /*******************************************************************************
+    ** Only a recipient of the matched message can be suppressed, and an SES bounce
+    ** without bouncedRecipients is skipped rather than widened to all destinations.
+    *******************************************************************************/
+   @Test
+   void suppressionOnlyForRecipientsOfTheMessage() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider);
+      JSONObject event = new JSONObject().put("event", "bounce").put("type", "bounce").put("email", "intruder@example.com")
+         .put("qqq_email_id", message.getValueString("id")).put("timestamp", NOW.getEpochSecond()).put("sg_event_id", "intruder");
+      receive(provider, "intruder", new JSONArray().put(event).toString());
+      assertThat(new EmailInboxProcessor().runOnce()).isEqualTo(1);
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      QRecord row = H2Support.all(EmailTables.INBOX).getFirst();
+      assertThat(row.getValueString("status")).isEqualTo("IGNORED");
+      assertThat(row.getValueString("lastError")).contains("1 event was skipped");
+      assertThat(row.getValueString("lastError")).doesNotContain("intruder");
+
+      QRecord ses = provider("SES");
+      QRecord sesMessage = message(ses);
+      JSONObject envelope = new JSONObject(resource("/webhooks/ses-bounce.json"));
+      JSONObject body = new JSONObject(envelope.getString("Message"));
+      body.getJSONObject("mail").getJSONArray("headers").getJSONObject(0).put("value", sesMessage.getValueString("id"));
+      body.getJSONObject("bounce").remove("bouncedRecipients");
+      receive(ses, "no-recipients", envelope.put("Message", body.toString()).toString());
+      assertThat(new EmailInboxProcessor().runOnce()).isEqualTo(1);
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      assertThat(EmailStore.get(EmailTables.MESSAGE, sesMessage.getValueInteger("id"), null).getValueString("status")).isEqualTo("SENT");
+   }
+
+   /*******************************************************************************
+    ** Our custom id cannot match another provider's message; callbacks may race SENT.
+    *******************************************************************************/
+   @Test
+   void providerBoundaryAndSendingRace() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = message(provider("POSTMARK"));
+      JSONObject event = new JSONObject().put("event", "delivered").put("qqq_email_id", message.getValue("id"))
+         .put("email", "recipient@example.com").put("sg_event_id", "cross-provider");
+      receive(provider, "cross", new JSONArray().put(event).toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      QRecord actual = message(provider);
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", actual.getValue("id")).withValue("status", "SENDING"));
+      receive(provider, "racing", new JSONArray().put(event.put("qqq_email_id", actual.getValue("id")).put("sg_event_id", "racing")).toString());
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", actual.getValue("id")).withValue("status", "SENT"));
+      EmailRuntime.setClock(Clock.fixed(NOW.plusSeconds(61), ZoneOffset.UTC));
+      new EmailInboxProcessor().runOnce();
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+      assertThat(EmailStore.get(EmailTables.MESSAGE, actual.getValueInteger("id"), null).getValueString("status")).isEqualTo("DELIVERED");
+   }
+
+   /*******************************************************************************
+    ** Custom arguments support the entire integer primary-key range.
+    *******************************************************************************/
+   @Test
+   void fullIntegerMessageId() throws Exception
+   {
+      QRecord provider = provider("SENDGRID");
+      QRecord message = SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("id", 2000000000)
+         .withValue("providerId", provider.getValue("id")).withValue("status", "SENT").withValue("category", "NOTIFICATION")
+         .withValue("toAddresses", "recipient@example.com"));
+      assertThat(message.getValueInteger("id")).isEqualTo(2000000000);
+      JSONObject event = new JSONObject().put("event", "delivered").put("qqq_email_id", "2000000000")
+         .put("email", "recipient@example.com").put("sg_event_id", "large-message-id");
+      receive(provider, "large", new JSONArray().put(event).toString());
+      assertThat(new EmailInboxProcessor().runOnce()).isEqualTo(1);
+      assertThat(H2Support.all(EmailTables.EVENT).getFirst().getValueInteger("messageId")).isEqualTo(2000000000);
+   }
+
+   /*******************************************************************************
+    ** Two processor replicas observe one receipt but only one applies it.
+    *******************************************************************************/
+   @Test
+   void concurrentProcessors() throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      message(provider);
+      receive(provider, "race", resource("/webhooks/postmark-bounce.json"));
+      try(var workers = Executors.newFixedThreadPool(2))
+      {
+         var tasks = new ArrayList<java.util.concurrent.Future<Integer>>();
+         for(int i = 0; i < 2; i++)
+         {
+            tasks.add(workers.submit(() ->
+            {
+               QContext.init(instance, H2Support.admin());
+               try
+               {
+                  return (new EmailInboxProcessor().runOnce());
+               }
+               finally
+               {
+                  QContext.clear();
+               }
+            }));
+         }
+         assertThat(tasks.get(0).get(20, TimeUnit.SECONDS) + tasks.get(1).get(20, TimeUnit.SECONDS)).isEqualTo(1);
+      }
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+   }
+
+   /*******************************************************************************
+    ** Core's optional alert sink receives a day-scoped warning after threshold.
+    *******************************************************************************/
+   @Test
+   void complaintAlertThreshold() throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      message(provider);
+      Alerts.signals.clear();
+      com.kingsrook.qqq.backend.core.alerts.AlertsInstanceMetaData.ofOrWithNew(instance)
+         .withSink(new com.kingsrook.qqq.backend.core.model.metadata.code.QCodeReference(Alerts.class));
+      for(int i = 0; i < 5; i++)
+      {
+         JSONObject event = new JSONObject(resource("/webhooks/postmark-bounce.json")).put("RecordType", "SpamComplaint").put("ID", i);
+         receive(provider, "complaint-" + i, event.toString());
+         new EmailInboxProcessor().runOnce();
+         assertThat(Alerts.signals).hasSize(Math.max(0, i - 2));
+      }
+      assertThat(Alerts.signals).allSatisfy(signal ->
+      {
+         assertThat(signal.getAlertTypeName()).isEqualTo("email.complaint");
+         assertThat(signal.getDedupKey()).startsWith("complaints:");
+      });
+      assertThat(Alerts.signals.get(0).getDedupKey()).isEqualTo(Alerts.signals.get(1).getDedupKey());
+   }
+
+   /*******************************************************************************
+    ** Captures content-free core alert signals.
+    *******************************************************************************/
+   public static class Alerts implements com.kingsrook.qqq.backend.core.alerts.AlertSinkInterface
+   {
+      static final List<com.kingsrook.qqq.backend.core.alerts.AlertSignal> signals = new ArrayList<>();
+      /*******************************************************************************
+       ** Test adapter implementation.
+       *******************************************************************************/
+      @Override
+      public void raise(com.kingsrook.qqq.backend.core.alerts.AlertSignal signal)
+      {
+         signals.add(signal);
+      }
+
+      /*******************************************************************************
+       ** Test adapter implementation.
+       *******************************************************************************/
+      @Override
+      public void resolve(com.kingsrook.qqq.backend.core.alerts.AlertResolution resolution)
+      {
+      }
+
+      /*******************************************************************************
+       ** Test adapter implementation.
+       *******************************************************************************/
+      @Override
+      public void heartbeat(String source, java.time.Instant timestamp)
+      {
+      }
+
+   }
+}

src/test/java/com/kingsrook/qbits/email/tracking/EmailWebhookRoutesTest.java

@@ -0,0 +1,512 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+import java.net.URI;
+import java.net.http.HttpClient;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+import java.nio.charset.StandardCharsets;
+import java.security.KeyPairGenerator;
+import java.security.Signature;
+import java.time.Clock;
+import java.time.ZoneOffset;
+import java.util.ArrayList;
+import java.util.Base64;
+import java.util.List;
+import java.util.Map;
+import java.util.concurrent.Executors;
+import java.util.concurrent.TimeUnit;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.H2Support;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.render.EmailUnsubscribeLinks;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qbits.email.webhook.EmailWebhookRouteProvider;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.kingsrook.qqq.backend.core.model.metadata.QInstance;
+import com.kingsrook.qqq.middleware.javalin.QJavalinMetaData;
+import io.javalin.Javalin;
+import org.json.JSONObject;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.ValueSource;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.*;
+import static org.assertj.core.api.Assertions.*;
+
+/*******************************************************************************
+ ** Real random-port HTTP exercises the exact route provider and database boundary.
+ *******************************************************************************/
+class EmailWebhookRoutesTest
+{
+   private Javalin server;
+   private HttpClient client;
+   private QInstance instance;
+   private final List<String> fetched = new java.util.concurrent.CopyOnWriteArrayList<>();
+   private static final String BASE = "/custom/email";
+
+   /*******************************************************************************
+    ** Test the configurable path and injected SNS HTTP seam.
+    *******************************************************************************/
+   @BeforeEach
+   void setup() throws Exception
+   {
+      instance = H2Support.setup(c -> c.withWebhookBasePath(BASE).withPublicBaseUrl("https://app.example.com").withSecretResolver(name -> SECRET));
+      EmailRuntime.setClock(Clock.fixed(NOW, ZoneOffset.UTC));
+      String pem = resource("/sns-test/test-only-certificate.pem");
+      var routes = new EmailWebhookRouteProvider(new SnsVerifier(request ->
+      {
+         fetched.add(request.uri().toString());
+         return (response(request, 200, request.uri().getPath().endsWith(".pem") ? pem : "confirmed"));
+      }));
+      routes.setQInstance(instance);
+      server = Javalin.create(routes::acceptJavalinConfig).start(0);
+      client = HttpClient.newHttpClient();
+   }
+
+   /*******************************************************************************
+    ** Release every server, connection and thread-local test context.
+    *******************************************************************************/
+   @AfterEach
+   void teardown()
+   {
+      server.stop();
+      client.close();
+      EmailRuntime.setClock(null);
+      QContext.clear();
+   }
+
+   /*******************************************************************************
+    ** HTTP request helper, with no application code bypass.
+    *******************************************************************************/
+   private HttpResponse<String> request(String path, String method, String body, String... headers) throws Exception
+   {
+      var builder = HttpRequest.newBuilder(URI.create("http://localhost:" + server.port() + BASE + path));
+      if(headers.length > 0)
+      {
+         builder.headers(headers);
+      }
+      builder.method(method, body == null ? HttpRequest.BodyPublishers.noBody() : HttpRequest.BodyPublishers.ofString(body));
+      return (client.send(builder.build(), HttpResponse.BodyHandlers.ofString()));
+   }
+
+   /*******************************************************************************
+    ** Fixed Basic auth used only by synthetic Postmark requests.
+    *******************************************************************************/
+   private static String auth()
+   {
+      return ("Basic " + Base64.getEncoder().encodeToString(("postmark:" + SECRET).getBytes(StandardCharsets.UTF_8)));
+   }
+
+   /*******************************************************************************
+    ** All status codes and streaming size caps before any authentication lookup.
+    *******************************************************************************/
+   @Test
+   void postmarkStatusesAndDedup() throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      String body = resource("/webhooks/postmark-delivery.json");
+      assertThat(request("/postmark/postmark", "POST", body, "Authorization", auth()).body()).contains("received");
+      assertThat(request("/postmark/postmark", "POST", body, "Authorization", auth()).body()).contains("duplicate");
+      assertThat(H2Support.all(EmailTables.INBOX)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      assertThat(request("/postmark/postmark", "POST", body).statusCode()).isEqualTo(401);
+      assertThat(request("/postmark/postmark", "POST", "invalid", "Authorization", auth()).statusCode()).isEqualTo(401);
+      assertThat(request("/mailgun/postmark", "POST", body).statusCode()).isEqualTo(404);
+      assertThat(request("/postmark/missing", "POST", body).statusCode()).isEqualTo(404);
+      assertThat(request("/postmark/postmark", "POST", "x".repeat(1024 * 1024 + 1)).statusCode()).isEqualTo(413);
+      var chunked = HttpRequest.newBuilder(URI.create("http://localhost:" + server.port() + BASE + "/postmark/postmark"))
+         .POST(HttpRequest.BodyPublishers.ofInputStream(() -> new java.io.ByteArrayInputStream(new byte[1024 * 1024 + 1]))).build();
+      assertThat(client.send(chunked, HttpResponse.BodyHandlers.ofString()).statusCode()).isEqualTo(413);
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(request("/postmark/postmark", "POST", body).statusCode()).isEqualTo(503);
+      SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", provider.getValue("id")).withValue("enabled", false).withValue("isDefault", false));
+      assertThat(request("/postmark/postmark", "POST", body).statusCode()).isEqualTo(404);
+   }
+
+   /*******************************************************************************
+    ** Missing per-provider verification configuration is explicitly retryable.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"SES", "SENDGRID", "MAILGUN"})
+   void missingSecretOrTopic(String kind) throws Exception
+   {
+      QRecord provider = provider(kind);
+      if("SES".equals(kind))
+      {
+         SystemWrites.updateOne(EmailTables.PROVIDER, new QRecord().withValue("id", provider.getValue("id")).withValue("snsTopicArn", null));
+      }
+      EmailRuntime.config().withSecretResolver(name -> null);
+      assertThat(request("/" + kind.toLowerCase() + "/" + kind.toLowerCase(), "POST", "{}").statusCode()).isEqualTo(503);
+   }
+
+   /*******************************************************************************
+    ** DB failure is 503, and idempotent registration never adds duplicate routes.
+    *******************************************************************************/
+   @Test
+   void unavailableStoreAndRegistration() throws Exception
+   {
+      provider("POSTMARK");
+      EmailWebhookRouteProvider.register(instance);
+      EmailWebhookRouteProvider.register(instance);
+      assertThat(QJavalinMetaData.ofOrWithNew(instance).getAdditionalRouteProviderReferences()).hasSize(1);
+      var removed = instance.getTables().remove(EmailTables.INBOX);
+      try
+      {
+         assertThat(request("/postmark/postmark", "POST", resource("/webhooks/postmark-delivery.json"), "Authorization", auth()).statusCode()).isEqualTo(503);
+      }
+      finally
+      {
+         instance.addTable(removed);
+      }
+   }
+
+   /*******************************************************************************
+    ** SNS verifies before confirming, with a durable ignored control message.
+    *******************************************************************************/
+   @Test
+   void snsNotificationConfirmationAndTopicMismatch() throws Exception
+   {
+      provider("SES");
+      EmailRuntime.setClock(Clock.fixed(certificateTime(), ZoneOffset.UTC));
+      JSONObject payload = signSns(new JSONObject(resource("/webhooks/ses-bounce.json")));
+      assertThat(request("/ses/ses", "POST", payload.toString()).statusCode()).isEqualTo(200);
+      assertThat(request("/ses/ses", "POST", payload.toString()).body()).contains("duplicate");
+      payload.put("MessageId", "subscription").put("Type", "SubscriptionConfirmation").put("Token", "test-token")
+         .put("SubscribeURL", "https://sns.us-east-1.amazonaws.com/?Action=ConfirmSubscription&Token=test");
+      signSns(payload);
+      assertThat(request("/ses/ses", "POST", payload.toString()).statusCode()).isEqualTo(200);
+      assertThat(H2Support.all(EmailTables.INBOX).get(1).getValueString("status")).isEqualTo("IGNORED");
+      assertThat(fetched).anyMatch(url -> url.contains("ConfirmSubscription"));
+      assertThat(request("/ses/ses", "POST", signSns(payload.put("SubscribeURL", "http://evil.example/")).toString()).statusCode()).isEqualTo(401);
+      assertThat(request("/ses/ses", "POST", signSns(payload.put("TopicArn", TOPIC + "other")).toString()).statusCode()).isEqualTo(401);
+   }
+
+   /*******************************************************************************
+    ** Signed raw SendGrid body is accepted and tampering leaves no extra receipt.
+    *******************************************************************************/
+   @Test
+   void sendgridSignedBatch() throws Exception
+   {
+      provider("SENDGRID");
+      var keys = KeyPairGenerator.getInstance("EC").generateKeyPair();
+      EmailRuntime.config().withSecretResolver(name -> Base64.getEncoder().encodeToString(keys.getPublic().getEncoded()));
+      String body = resource("/webhooks/sendgrid-batch.json");
+      String timestamp = Long.toString(NOW.getEpochSecond());
+      Signature signer = Signature.getInstance("SHA256withECDSA");
+      signer.initSign(keys.getPrivate());
+      signer.update((timestamp + body).getBytes(StandardCharsets.UTF_8));
+      String signature = Base64.getEncoder().encodeToString(signer.sign());
+      String[] headers = {"X-Twilio-Email-Event-Webhook-Signature", signature, "X-Twilio-Email-Event-Webhook-Timestamp", timestamp};
+      assertThat(request("/sendgrid/sendgrid", "POST", body, headers).statusCode()).isEqualTo(200);
+      assertThat(request("/sendgrid/sendgrid", "POST", body + " ", headers).statusCode()).isEqualTo(401);
+      assertThat(request("/sendgrid/sendgrid", "POST", body, headers).body()).contains("duplicate");
+   }
+
+   /*******************************************************************************
+    ** Mailgun replay is 401, but a new signed nonce with an old event id is 200.
+    *******************************************************************************/
+   @Test
+   void mailgunReplayAndDuplicateEvent() throws Exception
+   {
+      provider("MAILGUN");
+      JSONObject payload = signMailgun(new JSONObject(resource("/webhooks/mailgun-failed.json")), "nonce-one", NOW);
+      assertThat(request("/mailgun/mailgun", "POST", payload.toString()).body()).contains("received");
+      assertThat(request("/mailgun/mailgun", "POST", payload.toString()).statusCode()).isEqualTo(401);
+      signMailgun(payload, "nonce-two", NOW);
+      assertThat(request("/mailgun/mailgun", "POST", payload.toString()).body()).contains("duplicate");
+      signMailgun(payload, "stale", NOW.minusSeconds(301));
+      assertThat(request("/mailgun/mailgun", "POST", payload.toString()).statusCode()).isEqualTo(401);
+   }
+
+   /*******************************************************************************
+    ** Concurrent receipt dedup is durable across separate HTTP worker threads.
+    *******************************************************************************/
+   @Test
+   void concurrentDuplicates() throws Exception
+   {
+      provider("POSTMARK");
+      String body = resource("/webhooks/postmark-bounce.json");
+      try(var workers = Executors.newFixedThreadPool(2))
+      {
+         var first = workers.submit(() -> request("/postmark/postmark", "POST", body, "Authorization", auth()));
+         var second = workers.submit(() -> request("/postmark/postmark", "POST", body, "Authorization", auth()));
+         assertThat(first.get(20, TimeUnit.SECONDS).statusCode()).isEqualTo(200);
+         assertThat(second.get(20, TimeUnit.SECONDS).statusCode()).isEqualTo(200);
+         assertThat(H2Support.all(EmailTables.INBOX)).hasSize(1);
+      }
+   }
+
+   /*******************************************************************************
+    ** GET never opts out, page content is escaped and one-click returns no body.
+    *******************************************************************************/
+   @Test
+   void unsubscribeGetAndBothPosts() throws Exception
+   {
+      QRecord message = message(provider("POSTMARK"));
+      QRecord brand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "brand").withValue("label", "<script>Brand & Co</script>"));
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("brandId", brand.getValue("id")));
+      String token = token(message);
+      var get = request("/unsubscribe/" + token, "GET", null);
+      assertThat(get.statusCode()).isEqualTo(200);
+      assertThat(get.body()).contains("&lt;script&gt;Brand &amp; Co&lt;/script&gt;", "Unsubscribe from Marketing", "color-scheme:light dark", "prefers-color-scheme:dark", "<form method=\"post\">")
+         .doesNotContain("<script>", "recipient@example.com", "http://", "https://");
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      assertThat(request("/unsubscribe/" + token, "POST", "anything").statusCode()).isEqualTo(400);
+      var click = request("/unsubscribe/" + token, "POST", "List-Unsubscribe=One-Click", "Content-Type", "application/x-www-form-urlencoded");
+      assertThat(click.statusCode()).isEqualTo(200);
+      assertThat(click.body()).isEmpty();
+      assertThat(request("/unsubscribe/" + token, "POST", "confirm=unsubscribe").body()).contains("You are unsubscribed").doesNotContain("<form");
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION).getFirst().getValueString("scope")).isEqualTo("MARKETING");
+      assertThat(H2Support.all(EmailTables.MESSAGE).getFirst().getValueString("status")).isEqualTo("SENT");
+      assertThat(request("/unsubscribe/" + token, "POST", "x".repeat(1024 * 1024 + 1)).statusCode()).isEqualTo(413);
+   }
+
+   /*******************************************************************************
+    ** Real enqueue uses the existing signer and preserves the ad-hoc brand label.
+    *******************************************************************************/
+   @Test
+   void queuedAdHocBrandAndSigner() throws Exception
+   {
+      provider("POSTMARK");
+      QRecord brand = H2Support.insert(EmailTables.BRAND, new QRecord().withValue("name", "chosen-brand").withValue("label", "Chosen Brand"));
+      var result = com.kingsrook.qbits.email.outbox.EmailService.send(new com.kingsrook.qbits.email.outbox.EmailRequest()
+         .withTo("recipient@example.com").withSubject("Notice").withMarkdownBody("A notice").withBrandName("chosen-brand")
+         .withCategory(com.kingsrook.qbits.email.outbox.EmailCategory.NOTIFICATION));
+      assertThat(result.status()).isEqualTo(com.kingsrook.qbits.email.outbox.EmailSendResult.Status.QUEUED);
+      QRecord stored = H2Support.all(EmailTables.MESSAGE).getFirst();
+      assertThat(stored.getValueInteger("brandId")).isEqualTo(brand.getValueInteger("id"));
+      String url = stored.getValueString("unsubscribeUrl");
+      String path = "/unsubscribe/" + url.substring(url.lastIndexOf('/') + 1);
+      assertThat(request(path, "GET", null).body()).contains("Notification email from Chosen Brand?");
+      assertThat(request(path, "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(200);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION).getFirst().getValueString("scope")).isEqualTo("NOTIFICATION");
+   }
+
+   /*******************************************************************************
+    ** One signed mailbox is suppressed, while repeat POST restores its opt-out.
+    *******************************************************************************/
+   @Test
+   void unsubscribeSingleRecipientAndRepeatedSuppression() throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      QRecord message = message(provider);
+      message.withValue("toAddresses", "\"Recipient, One\" <Recipient@example.com>").withValue("category", "NOTIFICATION");
+      SystemWrites.updateOne(EmailTables.MESSAGE, message);
+      QRecord other = message(provider);
+      SystemWrites.updateOne(EmailTables.MESSAGE, other.withValue("toAddresses", "other@example.com"));
+      String signed = token(message);
+      assertThat(EmailUnsubscribeLinks.verify(signed).getString("addressHash"))
+         .isEqualTo(WebhookVerification.hash("recipient@example.com".getBytes(StandardCharsets.UTF_8)));
+      String path = "/unsubscribe/" + signed;
+      assertThat(request(path, "POST", "confirm=unsubscribe").statusCode()).isEqualTo(200);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1).allSatisfy(row ->
+      {
+         assertThat(row.getValueString("scope")).isEqualTo("NOTIFICATION");
+         assertThat(row.getValueString("address")).isEqualTo("recipient@example.com");
+      });
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+      SystemWrites.delete(EmailTables.SUPPRESSION, new com.kingsrook.qqq.backend.core.model.actions.tables.query.QQueryFilter());
+      assertThat(request(path, "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(200);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+      assertThat(H2Support.all(EmailTables.EVENT)).hasSize(1);
+   }
+
+   /*******************************************************************************
+    ** Legacy single-recipient links keep working; legacy multi-recipient links fail closed.
+    *******************************************************************************/
+   @Test
+   void legacyUnsubscribeRequiresSingleRecipient() throws Exception
+   {
+      QRecord message = message(provider("POSTMARK"));
+      String safe = legacyToken(message);
+      assertThat(request("/unsubscribe/" + safe, "GET", null).statusCode()).isEqualTo(200);
+      for(String field : List.of("toAddresses", "ccAddresses", "bccAddresses"))
+      {
+         QRecord changed = new QRecord().withValue("id", message.getValue("id")).withValue("toAddresses", "recipient@example.com")
+            .withValue("ccAddresses", null).withValue("bccAddresses", null)
+            .withValue(field, "toAddresses".equals(field) ? "recipient@example.com, other@example.com" : "other@example.com");
+         SystemWrites.updateOne(EmailTables.MESSAGE, changed);
+         changed.withValue("category", "MARKETING");
+         String legacy = legacyToken(changed);
+         for(String signed : List.of(safe, legacy))
+         {
+            assertThat(request("/unsubscribe/" + signed, "GET", null).statusCode()).isEqualTo(404);
+            assertThat(request("/unsubscribe/" + signed, "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(404);
+         }
+      }
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+      assertThat(H2Support.all(EmailTables.EVENT)).isEmpty();
+      SystemWrites.updateOne(EmailTables.MESSAGE, message.withValue("ccAddresses", null).withValue("bccAddresses", null));
+      assertThat(request("/unsubscribe/" + safe, "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(200);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).hasSize(1);
+   }
+
+   /*******************************************************************************
+    ** Reproduce the old signature without relying on the current signer's validation.
+    *******************************************************************************/
+   private static String legacyToken(QRecord message) throws Exception
+   {
+      String envelope = message.getValueString("toAddresses") + "," + message.getValueString("ccAddresses") + "," + message.getValueString("bccAddresses");
+      JSONObject payload = new JSONObject().put("messageId", message.getValueString("id")).put("category", message.getValueString("category"))
+         .put("addressHash", WebhookVerification.hash(envelope.getBytes(StandardCharsets.UTF_8)));
+      String signed = "v1." + Base64.getUrlEncoder().withoutPadding().encodeToString(payload.toString().getBytes(StandardCharsets.UTF_8));
+      javax.crypto.Mac mac = javax.crypto.Mac.getInstance("HmacSHA256");
+      mac.init(new javax.crypto.spec.SecretKeySpec(SECRET.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+      return (signed + "." + Base64.getUrlEncoder().withoutPadding().encodeToString(mac.doFinal(signed.getBytes(StandardCharsets.UTF_8))));
+   }
+
+   /*******************************************************************************
+    ** Signer and receiver reject non-opt-out categories, including valid HMACs.
+    *******************************************************************************/
+   @Test
+   void invalidAndTransactionalTokens() throws Exception
+   {
+      QRecord message = message(provider("POSTMARK"));
+      String token = token(message);
+      assertThat(request("/unsubscribe/bad-token", "GET", null).statusCode()).isEqualTo(404);
+      assertThat(request("/unsubscribe/" + token + "x", "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(404);
+      for(String category : List.of("TRANSACTIONAL", "SECURITY"))
+      {
+         assertThat(EmailUnsubscribeLinks.create("1", "recipient@example.com", category)).isNull();
+         JSONObject data = EmailUnsubscribeLinks.verify(token).put("category", category);
+         String signed = "v1." + Base64.getUrlEncoder().withoutPadding().encodeToString(data.toString().getBytes(StandardCharsets.UTF_8));
+         javax.crypto.Mac mac = javax.crypto.Mac.getInstance("HmacSHA256");
+         mac.init(new javax.crypto.spec.SecretKeySpec(SECRET.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+         String forged = signed + "." + Base64.getUrlEncoder().withoutPadding().encodeToString(mac.doFinal(signed.getBytes(StandardCharsets.UTF_8)));
+         assertThat(request("/unsubscribe/" + forged, "POST", "List-Unsubscribe=One-Click").statusCode()).isEqualTo(404);
+      }
+      SystemWrites.updateOne(EmailTables.MESSAGE, new QRecord().withValue("id", message.getValue("id")).withValue("toAddresses", "changed@example.com"));
+      assertThat(request("/unsubscribe/" + token, "GET", null).statusCode()).isEqualTo(404);
+      assertThat(H2Support.all(EmailTables.SUPPRESSION)).isEmpty();
+   }
+
+   /*******************************************************************************
+    ** Logs at normal operational levels never contain addresses or payload bodies.
+    *******************************************************************************/
+   @Test
+   void logsContainNoAddresses() throws Exception
+   {
+      QRecord provider = provider("POSTMARK");
+      message(provider);
+      List<String> logs = new java.util.concurrent.CopyOnWriteArrayList<>();
+      var capture = new org.apache.logging.log4j.core.appender.AbstractAppender("tracking-privacy", null, null, true, null)
+      {
+         @Override
+         public void append(org.apache.logging.log4j.core.LogEvent event)
+         {
+            // Match log4j2-test.xml: core's explicitly OFF diagnostics are not output.
+            if(event.getLevel() == org.apache.logging.log4j.Level.OFF)
+            {
+               return;
+            }
+            logs.add(event.getMessage().getFormattedMessage());
+            if(event.getThrown() != null)
+            {
+               logs.add(event.getThrown().toString());
+            }
+         }
+      };
+      capture.start();
+      var context = (org.apache.logging.log4j.core.LoggerContext) org.apache.logging.log4j.LogManager.getContext(false);
+      var root = context.getConfiguration().getRootLogger();
+      var previousLevel = root.getLevel();
+      root.addAppender(capture, org.apache.logging.log4j.Level.ALL, null);
+      root.setLevel(org.apache.logging.log4j.Level.INFO);
+      context.updateLoggers();
+      try
+      {
+         String body = resource("/webhooks/postmark-bounce.json");
+         assertThat(request("/postmark/postmark", "POST", body, "Authorization", auth()).statusCode()).isEqualTo(200);
+         assertThat(request("/postmark/postmark", "POST", body, "Authorization", auth()).statusCode()).isEqualTo(200);
+         assertThat(request("/postmark/postmark", "POST", body).statusCode()).isEqualTo(401);
+         new EmailInboxProcessor().runOnce();
+         String broken = new JSONObject(body).put("ID", 999).put("MessageID", "missing").toString();
+         assertThat(request("/postmark/postmark", "POST", broken, "Authorization", auth()).statusCode()).isEqualTo(200);
+         new EmailInboxProcessor().runOnce();
+         assertThat(String.join("\n", logs)).doesNotContain("recipient@example.com", "sender@example.com", SECRET, "RecordType", "550 mailbox");
+         assertThat(H2Support.all(EmailTables.INBOX).getLast().getValueString("lastError")).doesNotContain("@", "missing");
+      }
+      finally
+      {
+         root.removeAppender(capture.getName());
+         root.setLevel(previousLevel);
+         context.updateLoggers();
+         capture.stop();
+      }
+   }
+
+   /*******************************************************************************
+    ** Path validation excludes UI API routes and route metacharacters.
+    *******************************************************************************/
+   @Test
+   void routeConfigurationValidation()
+   {
+      for(String path : List.of("relative", "/qqq/v1", "/qqq/v1/email", "/hooks/{param}", "//hooks", "/hooks/"))
+      {
+         List<String> errors = new ArrayList<>();
+         EmailRuntime.config().withWebhookBasePath(path).validate(instance, errors);
+         assertThat(errors).anyMatch(error -> error.contains("webhookBasePath"));
+      }
+      List<String> errors = new ArrayList<>();
+      EmailRuntime.config().withWebhookBasePath("/qqq/hooks/email").validate(instance, errors);
+      assertThat(errors).isEmpty();
+   }
+
+   /*******************************************************************************
+    ** Both system tables are readable by viewers and reject direct user writes.
+    *******************************************************************************/
+   @Test
+   void systemTablePermissions() throws Exception
+   {
+      QContext.getQSession().setPermissions(java.util.Set.of("email.view"));
+      var checker = new com.kingsrook.qbits.email.permissions.EmailPermissionChecker();
+      for(String table : List.of(EmailTables.EVENT, EmailTables.INBOX))
+      {
+         var metadata = instance.getTable(table);
+         checker.checkPermissionsThrowing(new com.kingsrook.qqq.backend.core.model.actions.tables.query.QueryInput(table), metadata);
+         assertThatThrownBy(() -> checker.checkPermissionsThrowing(new com.kingsrook.qqq.backend.core.model.actions.tables.insert.InsertInput(table), metadata))
+            .isInstanceOf(com.kingsrook.qqq.backend.core.exceptions.QPermissionDeniedException.class);
+         assertThatThrownBy(() -> checker.checkPermissionsThrowing(new com.kingsrook.qqq.backend.core.model.actions.tables.update.UpdateInput(table), metadata))
+            .isInstanceOf(com.kingsrook.qqq.backend.core.exceptions.QPermissionDeniedException.class);
+         assertThatThrownBy(() -> checker.checkPermissionsThrowing(new com.kingsrook.qqq.backend.core.model.actions.tables.delete.DeleteInput(table), metadata))
+            .isInstanceOf(com.kingsrook.qqq.backend.core.exceptions.QPermissionDeniedException.class);
+      }
+      assertThat(instance.getTable(EmailTables.PROVIDER).getSections()).anyMatch(section -> (EmailTables.INBOX + "_children").equals(section.getWidgetName()));
+      assertThat(instance.getTable(EmailTables.MESSAGE).getSections()).anyMatch(section -> (EmailTables.EVENT + "_children").equals(section.getWidgetName()));
+   }
+
+   /*******************************************************************************
+    ** Sign the same single To mailbox as enqueue.
+    *******************************************************************************/
+   private static String token(QRecord message)
+   {
+      String url = EmailUnsubscribeLinks.create(message.getValueString("id"), message.getValueString("toAddresses"), message.getValueString("category"));
+      assertThat(url).startsWith("https://app.example.com" + BASE + "/unsubscribe/");
+      return (url.substring(url.lastIndexOf('/') + 1));
+   }
+}

src/test/java/com/kingsrook/qbits/email/tracking/TrackingTestSupport.java

@@ -0,0 +1,248 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+import java.net.URI;
+import java.net.http.HttpHeaders;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+import java.nio.charset.StandardCharsets;
+import java.security.KeyFactory;
+import java.security.PrivateKey;
+import java.security.Signature;
+import java.security.cert.CertificateFactory;
+import java.security.cert.X509Certificate;
+import java.security.spec.PKCS8EncodedKeySpec;
+import java.time.Instant;
+import java.util.Base64;
+import java.util.List;
+import java.util.Map;
+import java.util.Optional;
+import javax.crypto.Mac;
+import javax.crypto.spec.SecretKeySpec;
+import javax.net.ssl.SSLSession;
+import com.kingsrook.qbits.email.H2Support;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.support.SystemWrites;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import org.json.JSONObject;
+
+/*******************************************************************************
+ ** Synthetic provider and crypto fixtures, always non-production.
+ *******************************************************************************/
+public final class TrackingTestSupport
+{
+   public static final Instant NOW = Instant.parse("2026-10-13T12:05:00Z");
+   public static final String SECRET = "test-only-webhook-secret";
+   public static final String TOPIC = "arn:aws:sns:us-east-1:123456789012:email-events";
+
+   /*******************************************************************************
+    ** Utility class.
+    *******************************************************************************/
+   private TrackingTestSupport()
+   {
+   }
+
+   /*******************************************************************************
+    ** Load a synthetic JSON or test-only PEM fixture from the classpath.
+    *******************************************************************************/
+   public static String resource(String name) throws Exception
+   {
+      try(var stream = TrackingTestSupport.class.getResourceAsStream(name))
+      {
+         return (new String(stream.readAllBytes(), StandardCharsets.UTF_8));
+      }
+   }
+
+   /*******************************************************************************
+    ** Configure a fully valid provider row without resolving its sending key.
+    *******************************************************************************/
+   public static QRecord provider(String kind) throws Exception
+   {
+      return (H2Support.insert(EmailTables.PROVIDER, new QRecord().withValue("name", kind.toLowerCase(java.util.Locale.ROOT))
+         .withValue("kind", kind).withValue("enabled", true).withValue("isDefault", H2Support.all(EmailTables.PROVIDER).isEmpty())
+         .withValue("fromAddress", "sender@example.com").withValue("sendingDomain", "example.com").withValue("region", "SES".equals(kind) ? "us-east-1" : "US")
+         .withValue("secretEnvName", switch(kind)
+         {
+            case "POSTMARK" -> "POSTMARK_SERVER_TOKEN";
+            case "SENDGRID" -> "SENDGRID_API_KEY";
+            case "MAILGUN" -> "MAILGUN_API_KEY";
+            default -> null;
+         })
+         .withValue("webhookSecretEnvName", switch(kind)
+         {
+            case "POSTMARK" -> "POSTMARK_WEBHOOK_PASSWORD";
+            case "SENDGRID" -> "SENDGRID_WEBHOOK_PUBLIC_KEY";
+            case "MAILGUN" -> "MAILGUN_WEBHOOK_SIGNING_KEY";
+            default -> null;
+         })
+         .withValue("snsTopicArn", TOPIC)));
+   }
+
+   /*******************************************************************************
+    ** Persist an accepted outbox row through the same authorized scope as delivery.
+    *******************************************************************************/
+   public static QRecord message(QRecord provider) throws Exception
+   {
+      return (SystemWrites.insertOne(EmailTables.MESSAGE, new QRecord().withValue("providerId", provider.getValue("id"))
+         .withValue("providerMessageId", "provider-message-1").withValue("status", "SENT").withValue("category", "MARKETING")
+         .withValue("toAddresses", "recipient@example.com").withValue("sentDate", NOW.minusSeconds(600))));
+   }
+
+   /*******************************************************************************
+    ** Test certificate controls the verification date independent of execution day.
+    *******************************************************************************/
+   public static Instant certificateTime() throws Exception
+   {
+      try(var stream = TrackingTestSupport.class.getResourceAsStream("/sns-test/test-only-certificate.pem"))
+      {
+         var cert = (X509Certificate) CertificateFactory.getInstance("X.509").generateCertificate(stream);
+         return (cert.getNotBefore().toInstant().plusSeconds(60));
+      }
+   }
+
+   /*******************************************************************************
+    ** Sign independently using AWS's required order, not the implementation helper.
+    *******************************************************************************/
+   public static JSONObject signSns(JSONObject payload) throws Exception
+   {
+      return (signSns(payload, certificateTime()));
+   }
+
+   /*******************************************************************************
+    ** Sign with an explicit envelope Timestamp (the verifier enforces freshness).
+    *******************************************************************************/
+   public static JSONObject signSns(JSONObject payload, Instant timestamp) throws Exception
+   {
+      payload.put("Timestamp", timestamp.toString());
+      String pem = resource("/sns-test/test-only-private-key.pem").replaceAll("-----[^-]+-----", "").replaceAll("\\s", "");
+      PrivateKey key = KeyFactory.getInstance("RSA").generatePrivate(new PKCS8EncodedKeySpec(Base64.getDecoder().decode(pem)));
+      List<String> fields = "Notification".equals(payload.getString("Type")) ? List.of("Message", "MessageId", "Subject", "Timestamp", "TopicArn", "Type")
+         : List.of("Message", "MessageId", "SubscribeURL", "Timestamp", "Token", "TopicArn", "Type");
+      StringBuilder canonical = new StringBuilder();
+      for(String field : fields)
+      {
+         if(payload.has(field))
+         {
+            canonical.append(field).append('\n').append(payload.getString(field)).append('\n');
+         }
+      }
+      Signature signer = Signature.getInstance("1".equals(payload.getString("SignatureVersion")) ? "SHA1withRSA" : "SHA256withRSA");
+      signer.initSign(key);
+      signer.update(canonical.toString().getBytes(StandardCharsets.UTF_8));
+      return (payload.put("Signature", Base64.getEncoder().encodeToString(signer.sign())));
+   }
+
+   /*******************************************************************************
+    ** Sign Mailgun's timestamp and nonce with a clearly test-only HMAC key.
+    *******************************************************************************/
+   public static JSONObject signMailgun(JSONObject body, String nonce, Instant now) throws Exception
+   {
+      String timestamp = Long.toString(now.getEpochSecond());
+      Mac mac = Mac.getInstance("HmacSHA256");
+      mac.init(new SecretKeySpec(SECRET.getBytes(StandardCharsets.UTF_8), "HmacSHA256"));
+      body.put("signature", new JSONObject().put("timestamp", timestamp).put("token", nonce)
+         .put("signature", java.util.HexFormat.of().formatHex(mac.doFinal((timestamp + nonce).getBytes(StandardCharsets.UTF_8)))));
+      return (body);
+   }
+
+   /*******************************************************************************
+    ** Memory-only HTTP response for the existing EmailHttp seam.
+    *******************************************************************************/
+   public static HttpResponse<String> response(HttpRequest request, int status, String body)
+   {
+      return (new HttpResponse<>()
+      {
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public int statusCode()
+         {
+            return (status);
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public HttpRequest request()
+         {
+            return (request);
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public Optional<HttpResponse<String>> previousResponse()
+         {
+            return (Optional.empty());
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public HttpHeaders headers()
+         {
+            return (HttpHeaders.of(Map.of(), (a, b) -> true));
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public String body()
+         {
+            return (body);
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public Optional<SSLSession> sslSession()
+         {
+            return (Optional.empty());
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public URI uri()
+         {
+            return (request.uri());
+         }
+
+         /*******************************************************************************
+          ** Test adapter implementation.
+          *******************************************************************************/
+         @Override
+         public java.net.http.HttpClient.Version version()
+         {
+            return (java.net.http.HttpClient.Version.HTTP_1_1);
+         }
+
+      });
+   }
+}

src/test/java/com/kingsrook/qbits/email/tracking/WebhookVerifiersTest.java

@@ -0,0 +1,231 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.tracking;
+
+import java.nio.charset.StandardCharsets;
+import java.security.KeyPairGenerator;
+import java.security.Signature;
+import java.time.Instant;
+import java.util.Base64;
+import java.util.List;
+import java.util.concurrent.atomic.AtomicInteger;
+import org.json.JSONObject;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.ValueSource;
+import static com.kingsrook.qbits.email.tracking.TrackingTestSupport.*;
+import static org.assertj.core.api.Assertions.*;
+
+/*******************************************************************************
+ ** Crypto boundaries use genuine signatures and a public test-only RSA fixture.
+ *******************************************************************************/
+class WebhookVerifiersTest
+{
+   /*******************************************************************************
+    ** Postmark's fixed user and constant-time credential verification.
+    *******************************************************************************/
+   @Test
+   void postmarkValidTamperedMissing()
+   {
+      var verifier = new PostmarkVerifier();
+      String auth = "Basic " + Base64.getEncoder().encodeToString(("postmark:" + SECRET).getBytes(StandardCharsets.UTF_8));
+      assertThat(verifier.verify(auth, SECRET)).isTrue();
+      assertThat(verifier.verify(auth, "wrong")).isFalse();
+      assertThat(verifier.verify(auth, null)).isFalse();
+      assertThat(verifier.verify(auth, " ")).isFalse();
+      assertThat(verifier.verify(null, SECRET)).isFalse();
+      assertThat(verifier.verify("Bearer abc", SECRET)).isFalse();
+      assertThat(verifier.verify("Basic ?", SECRET)).isFalse();
+      assertThat(verifier.verify("Basic " + Base64.getEncoder().encodeToString(("other:" + SECRET).getBytes(StandardCharsets.UTF_8)), SECRET)).isFalse();
+   }
+
+   /*******************************************************************************
+    ** Genuine ECDSA validates unchanged bytes, timestamp freshness and DER key.
+    *******************************************************************************/
+   @Test
+   void sendgridValidTamperedStaleMissing() throws Exception
+   {
+      var keys = KeyPairGenerator.getInstance("EC").generateKeyPair();
+      String publicKey = Base64.getEncoder().encodeToString(keys.getPublic().getEncoded());
+      byte[] body = "[{\"event\":\"delivered\"}]".getBytes(StandardCharsets.UTF_8);
+      String timestamp = Long.toString(NOW.getEpochSecond());
+      Signature signer = Signature.getInstance("SHA256withECDSA");
+      signer.initSign(keys.getPrivate());
+      signer.update(timestamp.getBytes(StandardCharsets.UTF_8));
+      signer.update(body);
+      String signed = Base64.getEncoder().encodeToString(signer.sign());
+      var verifier = new SendGridVerifier();
+      assertThat(verifier.verify(body, signed, timestamp, publicKey, NOW)).isTrue();
+      assertThat(verifier.verify("tampered".getBytes(StandardCharsets.UTF_8), signed, timestamp, publicKey, NOW)).isFalse();
+      assertThat(verifier.verify(body, signed, timestamp, publicKey, NOW.plusSeconds(301))).isFalse();
+      assertThat(verifier.verify(body, signed, timestamp, publicKey, NOW.minusSeconds(301))).isFalse();
+      assertThat(verifier.verify(body, signed, "9223372036854775807", publicKey, NOW)).isFalse();
+      assertThat(verifier.verify(body, signed, timestamp, null, NOW)).isFalse();
+      assertThat(verifier.verify(body, null, timestamp, publicKey, NOW)).isFalse();
+      assertThat(verifier.verify(body, "?", timestamp, publicKey, NOW)).isFalse();
+      assertThat(verifier.verify(body, signed, timestamp, "?", NOW)).isFalse();
+   }
+
+   /*******************************************************************************
+    ** Mailgun validates the signed nonce, not its unsigned event body.
+    *******************************************************************************/
+   @Test
+   void mailgunValidTamperedStaleMissing() throws Exception
+   {
+      var verifier = new MailgunVerifier();
+      JSONObject data = signMailgun(new JSONObject(), "test-nonce", NOW);
+      assertThat(verifier.verify(data, SECRET, NOW)).isTrue();
+      assertThat(verifier.verify(data, SECRET, NOW.plusSeconds(301))).isFalse();
+      assertThat(verifier.verify(data, SECRET, NOW.minusSeconds(301))).isFalse();
+      assertThat(verifier.verify(data, null, NOW)).isFalse();
+      assertThat(verifier.verify(data, "wrong", NOW)).isFalse();
+      data.getJSONObject("signature").put("token", "changed");
+      assertThat(verifier.verify(data, SECRET, NOW)).isFalse();
+      assertThat(verifier.verify(new JSONObject(), SECRET, NOW)).isFalse();
+      data.getJSONObject("signature").put("token", "");
+      assertThat(verifier.verify(data, SECRET, NOW)).isFalse();
+   }
+
+   /*******************************************************************************
+    ** Both SNS algorithms, optional Subject and certificate caching.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"1", "2"})
+   void snsSignatureAndCache(String version) throws Exception
+   {
+      String pem = resource("/sns-test/test-only-certificate.pem");
+      AtomicInteger requests = new AtomicInteger();
+      var verifier = new SnsVerifier(request ->
+      {
+         requests.incrementAndGet();
+         return (response(request, 200, pem));
+      });
+      JSONObject data = signSns(new JSONObject(resource("/webhooks/ses-bounce.json")).put("SignatureVersion", version));
+      Instant now = certificateTime();
+      assertThat(verifier.verify(data, TOPIC, now)).isTrue();
+      assertThat(verifier.verify(signSns(data.put("Subject", "Test subject")), TOPIC, now)).isTrue();
+      assertThat(requests.get()).isEqualTo(1);
+      assertThat(verifier.verify(data, TOPIC + "other", now)).isFalse();
+      assertThat(verifier.verify(data, null, now)).isFalse();
+      data.put("Message", "tampered");
+      assertThat(verifier.verify(data, TOPIC, now)).isFalse();
+      data.put("SignatureVersion", "3");
+      assertThat(verifier.verify(data, TOPIC, now)).isFalse();
+   }
+
+   /*******************************************************************************
+    ** Notifications outside the one hour past / five minute future window are refused
+    ** before any certificate fetch.
+    *******************************************************************************/
+   @Test
+   void snsTimestampWindow() throws Exception
+   {
+      AtomicInteger requests = new AtomicInteger();
+      String pem = resource("/sns-test/test-only-certificate.pem");
+      var verifier = new SnsVerifier(request ->
+      {
+         requests.incrementAndGet();
+         return (response(request, 200, pem));
+      });
+      Instant now = certificateTime();
+      JSONObject base = new JSONObject(resource("/webhooks/ses-bounce.json"));
+      assertThat(verifier.verify(signSns(new JSONObject(base.toString()), now.minusSeconds(3601)), TOPIC, now)).isFalse();
+      assertThat(verifier.verify(signSns(new JSONObject(base.toString()), now.plusSeconds(301)), TOPIC, now)).isFalse();
+      assertThat(requests.get()).isZero();
+      assertThat(verifier.verify(signSns(new JSONObject(base.toString()), now.minusSeconds(3599)), TOPIC, now)).isTrue();
+      assertThat(verifier.verify(signSns(new JSONObject(base.toString()), now.plusSeconds(299)), TOPIC, now)).isTrue();
+      assertThat(verifier.verify(signSns(new JSONObject(base.toString())).put("Timestamp", "yesterday"), TOPIC, now)).isFalse();
+   }
+
+   /*******************************************************************************
+    ** A failed certificate fetch is remembered per URL for five minutes.
+    *******************************************************************************/
+   @Test
+   void snsCachesCertificateFetchFailures() throws Exception
+   {
+      AtomicInteger requests = new AtomicInteger();
+      var verifier = new SnsVerifier(request ->
+      {
+         requests.incrementAndGet();
+         return (response(request, 503, "down"));
+      });
+      Instant now = certificateTime();
+      JSONObject data = signSns(new JSONObject(resource("/webhooks/ses-bounce.json")));
+      assertThatThrownBy(() -> verifier.verify(data, TOPIC, now)).isInstanceOf(java.io.IOException.class);
+      assertThatThrownBy(() -> verifier.verify(data, TOPIC, now.plusSeconds(299))).isInstanceOf(java.io.IOException.class);
+      assertThat(requests.get()).isEqualTo(1);
+      assertThatThrownBy(() -> verifier.verify(signSns(new JSONObject(data.toString()), now.plusSeconds(300)), TOPIC, now.plusSeconds(300))).isInstanceOf(java.io.IOException.class);
+      assertThat(requests.get()).isEqualTo(2);
+   }
+
+   /*******************************************************************************
+    ** Strict AWS URL host, scheme, path and authority before network access.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"http://sns.us-east-1.amazonaws.com/cert.pem", "https://evil.example/cert.pem", "https://sns.us-east-1.amazonaws.com/cert.txt",
+      "https://sns.us-east-1.amazonaws.com.evil.example/cert.pem", "https://user@sns.us-east-1.amazonaws.com/cert.pem", "https://sns.us-east-1.amazonaws.com:8443/cert.pem",
+      "https://sns.us-east-1.amazonaws.com/cert.pem?x=1", "not a URI"})
+   void snsRejectsCertificateUrls(String url) throws Exception
+   {
+      var verifier = new SnsVerifier(request ->
+      {
+         throw (new AssertionError("Must not fetch untrusted URL"));
+      });
+      JSONObject data = new JSONObject(resource("/webhooks/ses-bounce.json")).put("SigningCertURL", url);
+      assertThat(verifier.verify(data, TOPIC, certificateTime())).isFalse();
+   }
+
+   /*******************************************************************************
+    ** Confirmations use AWS field order and only verified AWS URLs are fetched.
+    *******************************************************************************/
+   @Test
+   void snsConfirmationsAndFailures() throws Exception
+   {
+      String pem = resource("/sns-test/test-only-certificate.pem");
+      AtomicInteger confirms = new AtomicInteger();
+      var verifier = new SnsVerifier(request ->
+      {
+         if(request.uri().getPath().endsWith(".pem"))
+         {
+            return (response(request, 200, pem));
+         }
+         confirms.incrementAndGet();
+         return (response(request, 200, "confirmed"));
+      });
+      for(String type : List.of("SubscriptionConfirmation", "UnsubscribeConfirmation"))
+      {
+         JSONObject data = signSns(new JSONObject(resource("/webhooks/ses-bounce.json")).put("Type", type)
+            .put("SubscribeURL", "https://sns.us-east-1.amazonaws.com/?Action=ConfirmSubscription&Token=test")
+            .put("Token", "test-token"));
+         assertThat(verifier.verify(data, TOPIC, certificateTime())).isTrue();
+         verifier.confirm(data);
+         assertThatThrownBy(() -> verifier.confirm(data.put("SubscribeURL", "https://evil.example/"))).isInstanceOf(IllegalArgumentException.class);
+      }
+      assertThat(confirms.get()).isEqualTo(2);
+      assertThat(SnsVerifier.allowedUrl("https://sns.cn-north-1.amazonaws.com.cn/test.pem", true)).isTrue();
+      JSONObject data = signSns(new JSONObject(resource("/webhooks/ses-bounce.json")));
+      assertThat(new SnsVerifier(request -> response(request, 200, "bad cert")).verify(data, TOPIC, certificateTime())).isFalse();
+      assertThatThrownBy(() -> new SnsVerifier(request -> response(request, 503, "error")).verify(data, TOPIC, certificateTime())).isInstanceOf(java.io.IOException.class);
+      assertThat(verifier.verify(data, TOPIC, Instant.parse("2000-01-01T00:00:00Z"))).isFalse();
+      data.put("Type", "Unsupported");
+      assertThat(verifier.verify(data, TOPIC, certificateTime())).isFalse();
+   }
+}

src/test/java/com/kingsrook/qbits/email/transport/EmailHttpTransportsTest.java

@@ -0,0 +1,756 @@
+/*
+ * QQQ - Low-code Application Framework for Engineers.
+ * Copyright (C) 2021-2025.  Kingsrook, LLC
+ * 651 N Broad St Ste 205 # 6917 | Middletown DE 19709 | United States
+ * contact@kingsrook.com
+ * https://github.com/Kingsrook/
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package com.kingsrook.qbits.email.transport;
+
+
+import java.io.ByteArrayInputStream;
+import java.io.IOException;
+import java.net.InetSocketAddress;
+import java.net.URI;
+import java.net.http.HttpClient;
+import java.net.http.HttpHeaders;
+import java.net.http.HttpRequest;
+import java.net.http.HttpResponse;
+import java.nio.charset.StandardCharsets;
+import java.time.Clock;
+import java.time.Duration;
+import java.time.Instant;
+import java.time.ZoneOffset;
+import java.time.ZonedDateTime;
+import java.time.format.DateTimeFormatter;
+import java.util.Base64;
+import java.util.List;
+import java.util.Map;
+import java.util.Optional;
+import java.util.Properties;
+import java.util.Set;
+import java.util.concurrent.atomic.AtomicInteger;
+import java.util.concurrent.atomic.AtomicReference;
+import javax.net.ssl.SSLSession;
+import com.fasterxml.jackson.databind.JsonNode;
+import com.kingsrook.qbits.email.EmailQBitConfig;
+import com.kingsrook.qbits.email.EmailRuntime;
+import com.kingsrook.qbits.email.H2Support;
+import com.kingsrook.qbits.email.delivery.EmailDispatcher;
+import com.kingsrook.qbits.email.metadata.EmailTableCustomizers;
+import com.kingsrook.qbits.email.metadata.EmailTables;
+import com.kingsrook.qbits.email.outbox.EmailRequest;
+import com.kingsrook.qbits.email.outbox.EmailSendResult;
+import com.kingsrook.qbits.email.outbox.EmailService;
+import com.kingsrook.qbits.email.support.EmailStore;
+import com.kingsrook.qqq.backend.core.context.QContext;
+import com.kingsrook.qqq.backend.core.model.data.QRecord;
+import com.sun.net.httpserver.HttpServer;
+import jakarta.mail.Session;
+import jakarta.mail.internet.MimeMessage;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.params.ParameterizedTest;
+import org.junit.jupiter.params.provider.CsvSource;
+import org.junit.jupiter.params.provider.ValueSource;
+import static org.assertj.core.api.Assertions.assertThat;
+import static org.assertj.core.api.Assertions.assertThatThrownBy;
+
+
+/*******************************************************************************
+ ** Provider contracts, safe failures and database-to-HTTP delivery without vendors.
+ *******************************************************************************/
+class EmailHttpTransportsTest
+{
+   private static final String SECRET = "fake-sensitive-token";
+   private static final String ECHO = "private-recipient@example.com " + SECRET;
+
+
+
+   /*******************************************************************************
+    ** A deterministic response without any network or third-party test dependency.
+    *******************************************************************************/
+   private record Response(int statusCode, HttpHeaders headers, String body) implements HttpResponse<String>
+   {
+      /*******************************************************************************
+       ** Unused request metadata.
+       *******************************************************************************/
+      @Override
+      public HttpRequest request()
+      {
+         return (null);
+      }
+
+      /*******************************************************************************
+       ** Redirects are never followed.
+       *******************************************************************************/
+      @Override
+      public Optional<HttpResponse<String>> previousResponse()
+      {
+         return (Optional.empty());
+      }
+
+      /*******************************************************************************
+       ** No TLS session is needed for the fake.
+       *******************************************************************************/
+      @Override
+      public Optional<SSLSession> sslSession()
+      {
+         return (Optional.empty());
+      }
+
+      /*******************************************************************************
+       ** No response URL is consumed by a transport.
+       *******************************************************************************/
+      @Override
+      public URI uri()
+      {
+         return (URI.create("https://example.com"));
+      }
+
+      /*******************************************************************************
+       ** Test protocol version.
+       *******************************************************************************/
+      @Override
+      public HttpClient.Version version()
+      {
+         return (HttpClient.Version.HTTP_1_1);
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Build an HTTP response with case-insensitive headers.
+    *******************************************************************************/
+   private static Response response(int status, String body, Map<String, List<String>> headers)
+   {
+      return (new Response(status, HttpHeaders.of(headers, (name, value) -> true), body));
+   }
+
+
+
+   /*******************************************************************************
+    ** The same envelope exercises alternatives, display names and blind recipients.
+    *******************************************************************************/
+   private static EmailEnvelope envelope()
+   {
+      return (new EmailEnvelope().withMessageId("42").withFrom("Sender <sender@example.com>")
+         .withTo(List.of("Person <to@example.com>")).withCc(List.of("cc@example.com")).withBcc(List.of("bcc@example.com"))
+         .withReplyTo("Replies <reply@example.com>").withSubject("Hello \u00e9").withTextBody("Plain \u00e9").withHtmlBody("<b>Hello \u00e9</b>")
+         .withHeaders(Map.of("List-Unsubscribe", "<https://example.com/unsubscribe>",
+            "List-Unsubscribe-Post", "List-Unsubscribe=One-Click", "X-Custom", "kept")));
+   }
+
+
+
+   /*******************************************************************************
+    ** Required row fields, using the new default allowlisted credential names.
+    *******************************************************************************/
+   private static QRecord row(String kind)
+   {
+      String env = switch(kind)
+      {
+         case "POSTMARK" -> "POSTMARK_SERVER_TOKEN";
+         case "SENDGRID" -> "SENDGRID_API_KEY";
+         case "MAILGUN" -> "MAILGUN_API_KEY";
+         default -> "GMAIL_APP_PASSWORD";
+      };
+      return (new QRecord().withValue("kind", kind).withValue("secretEnvName", env)
+         .withValue("fromAddress", "sender@example.com").withValue("sendingDomain", "example.com").withValue("region", "US"));
+   }
+
+
+
+   /*******************************************************************************
+    ** Secrets are supplied only when the transport starts its attempt.
+    *******************************************************************************/
+   private static EmailProviderSettings settings(QRecord row)
+   {
+      return (new EmailProviderSettings(row, new EmailQBitConfig().withSecretResolver(name -> SECRET)));
+   }
+
+
+
+   /*******************************************************************************
+    ** Select the real transport behind the fake exchange seam.
+    *******************************************************************************/
+   private static EmailTransport transport(String kind, EmailHttp http)
+   {
+      return (switch(kind)
+      {
+         case "POSTMARK" -> new PostmarkEmailTransport(http);
+         case "SENDGRID" -> new SendGridEmailTransport(http);
+         case "MAILGUN" -> new MailgunEmailTransport(http);
+         default -> throw new IllegalArgumentException(kind);
+      });
+   }
+
+
+
+   /*******************************************************************************
+    ** Read an in-memory request publisher just as a client would.
+    *******************************************************************************/
+   private static byte[] body(HttpRequest request) throws Exception
+   {
+      var subscriber = HttpResponse.BodySubscribers.ofByteArray();
+      request.bodyPublisher().orElseThrow().subscribe(new java.util.concurrent.Flow.Subscriber<java.nio.ByteBuffer>()
+      {
+         /*******************************************************************************
+          ** Pass demand through to the in-memory publisher.
+          *******************************************************************************/
+         @Override
+         public void onSubscribe(java.util.concurrent.Flow.Subscription subscription)
+         {
+            subscriber.onSubscribe(subscription);
+         }
+
+         /*******************************************************************************
+          ** Request publishers emit buffers; response subscribers consume buffer lists.
+          *******************************************************************************/
+         @Override
+         public void onNext(java.nio.ByteBuffer buffer)
+         {
+            subscriber.onNext(List.of(buffer));
+         }
+
+         /*******************************************************************************
+          ** Preserve test failures through the completion stage.
+          *******************************************************************************/
+         @Override
+         public void onError(Throwable error)
+         {
+            subscriber.onError(error);
+         }
+
+         /*******************************************************************************
+          ** Complete the byte array.
+          *******************************************************************************/
+         @Override
+         public void onComplete()
+         {
+            subscriber.onComplete();
+         }
+      });
+      return (subscriber.getBody().toCompletableFuture().get());
+   }
+
+
+
+   /*******************************************************************************
+    ** Postmark includes all rendered fields, opt-in tracking and the chosen stream.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(booleans = {false, true})
+   void postmarkRequestAndSuccess(boolean tracking) throws Exception
+   {
+      AtomicReference<HttpRequest> captured = new AtomicReference<>();
+      var transport = new PostmarkEmailTransport(request ->
+      {
+         captured.set(request);
+         return (response(200, "{\"ErrorCode\":0,\"MessageID\":\"pm-id\",\"Message\":\"" + ECHO + "\"}", Map.of()));
+      });
+      var provider = row("POSTMARK").withValue("trackOpens", tracking).withValue("trackClicks", tracking)
+         .withValue("messageStream", tracking ? "broadcasts" : null);
+      assertThat(transport.send(envelope(), settings(provider)).providerMessageId()).isEqualTo("pm-id");
+      HttpRequest request = captured.get();
+      assertThat(request.uri().toString()).isEqualTo("https://api.postmarkapp.com/email");
+      assertThat(request.method()).isEqualTo("POST");
+      assertThat(request.timeout()).contains(Duration.ofSeconds(30));
+      assertThat(request.headers().firstValue("X-Postmark-Server-Token")).contains(SECRET);
+      assertThat(request.headers().firstValue("Content-Type")).contains("application/json");
+      JsonNode json = EmailHttpSupport.JSON.readTree(body(request));
+      assertThat(json.path("From").asText()).isEqualTo(envelope().getFrom());
+      assertThat(json.path("To").asText()).isEqualTo("Person <to@example.com>");
+      assertThat(json.path("Cc").asText()).isEqualTo("cc@example.com");
+      assertThat(json.path("Bcc").asText()).isEqualTo("bcc@example.com");
+      assertThat(json.path("ReplyTo").asText()).isEqualTo(envelope().getReplyTo());
+      assertThat(json.path("Subject").asText()).isEqualTo(envelope().getSubject());
+      assertThat(json.path("TextBody").asText()).isEqualTo(envelope().getTextBody());
+      assertThat(json.path("HtmlBody").asText()).isEqualTo(envelope().getHtmlBody());
+      assertThat(json.path("MessageStream").asText()).isEqualTo(tracking ? "broadcasts" : "outbound");
+      assertThat(json.path("TrackOpens").asBoolean()).isEqualTo(tracking);
+      assertThat(json.path("TrackLinks").asText()).isEqualTo(tracking ? "HtmlAndText" : "None");
+      assertThat(json.path("Headers").toString()).contains("List-Unsubscribe", "List-Unsubscribe-Post", "X-QQQ-Email-Id", "42", "Auto-Submitted");
+      assertThat(json.toString()).doesNotContain(SECRET);
+   }
+
+
+
+   /*******************************************************************************
+    ** SendGrid filters forbidden headers case-insensitively, retaining unsubscribe.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(booleans = {false, true})
+   void sendGridRequestAndSuccess(boolean tracking) throws Exception
+   {
+      AtomicReference<HttpRequest> captured = new AtomicReference<>();
+      var transport = new SendGridEmailTransport(request ->
+      {
+         captured.set(request);
+         return (response(202, "", Map.of("x-message-id", List.of("sg-id"))));
+      });
+      Map<String, String> headers = new java.util.HashMap<>(envelope().getHeaders());
+      for(String reserved : List.of("X-SG-ID", "x-sg-eid", "Received", "DKIM-Signature", "Content-Type",
+         "Content-Transfer-Encoding", "To", "From", "Subject", "Reply-To", "CC", "BcC"))
+      {
+         headers.put(reserved, "must-be-removed");
+      }
+      assertThat(transport.send(envelope().withHeaders(headers), settings(row("SENDGRID")
+         .withValue("trackOpens", tracking).withValue("trackClicks", tracking))).providerMessageId()).isEqualTo("sg-id");
+      HttpRequest request = captured.get();
+      assertThat(request.uri().toString()).isEqualTo("https://api.sendgrid.com/v3/mail/send");
+      assertThat(request.method()).isEqualTo("POST");
+      assertThat(request.timeout()).contains(Duration.ofSeconds(30));
+      assertThat(request.headers().firstValue("Authorization")).contains("Bearer " + SECRET);
+      JsonNode json = EmailHttpSupport.JSON.readTree(body(request));
+      assertThat(json.at("/personalizations/0/to/0/email").asText()).isEqualTo("to@example.com");
+      assertThat(json.at("/personalizations/0/to/0/name").asText()).isEqualTo("Person");
+      assertThat(json.at("/personalizations/0/cc/0/email").asText()).isEqualTo("cc@example.com");
+      assertThat(json.at("/personalizations/0/bcc/0/email").asText()).isEqualTo("bcc@example.com");
+      assertThat(json.at("/from/email").asText()).isEqualTo("sender@example.com");
+      assertThat(json.at("/from/name").asText()).isEqualTo("Sender");
+      assertThat(json.at("/reply_to/email").asText()).isEqualTo("reply@example.com");
+      assertThat(json.path("subject").asText()).isEqualTo(envelope().getSubject());
+      assertThat(json.at("/content/0/type").asText()).isEqualTo("text/plain");
+      assertThat(json.at("/content/0/value").asText()).isEqualTo(envelope().getTextBody());
+      assertThat(json.at("/content/1/type").asText()).isEqualTo("text/html");
+      assertThat(json.at("/content/1/value").asText()).isEqualTo(envelope().getHtmlBody());
+      assertThat(json.at("/custom_args/qqq_email_id").asText()).isEqualTo("42");
+      assertThat(json.path("headers").toString()).doesNotContain("must-be-removed").contains("List-Unsubscribe", "List-Unsubscribe-Post");
+      assertThat(json.at("/tracking_settings/open_tracking/enable").asBoolean()).isEqualTo(tracking);
+      assertThat(json.at("/tracking_settings/click_tracking/enable").asBoolean()).isEqualTo(tracking);
+      assertThat(json.at("/tracking_settings/click_tracking/enable_text").asBoolean()).isEqualTo(tracking);
+      assertThat(json.toString()).doesNotContain(SECRET);
+   }
+
+
+
+   /*******************************************************************************
+    ** Multipart preserves the MIME bytes and explicit Bcc envelope destinations.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({"US,false", "EU,true"})
+   void mailgunRequestAndSuccess(String region, boolean tracking) throws Exception
+   {
+      AtomicReference<HttpRequest> captured = new AtomicReference<>();
+      var transport = new MailgunEmailTransport(request ->
+      {
+         captured.set(request);
+         return (response(200, "{\"id\":\"<mg-id@example.com>\",\"message\":\"" + ECHO + "\"}", Map.of()));
+      });
+      assertThat(transport.send(envelope(), settings(row("MAILGUN").withValue("region", region)
+         .withValue("trackOpens", tracking).withValue("trackClicks", tracking))).providerMessageId()).isEqualTo("mg-id@example.com");
+      HttpRequest request = captured.get();
+      assertThat(request.uri().toString()).isEqualTo("https://api." + ("EU".equals(region) ? "eu." : "") + "mailgun.net/v3/example.com/messages.mime");
+      assertThat(request.method()).isEqualTo("POST");
+      assertThat(request.timeout()).contains(Duration.ofSeconds(30));
+      assertThat(request.headers().firstValue("Authorization")).contains("Basic " + Base64.getEncoder().encodeToString(("api:" + SECRET).getBytes(StandardCharsets.UTF_8)));
+      String contentType = request.headers().firstValue("Content-Type").orElseThrow();
+      String boundary = contentType.substring(contentType.indexOf("boundary=") + 9);
+      String multipart = new String(body(request), StandardCharsets.UTF_8);
+      assertThat(multipart).startsWith("--" + boundary + "\r\n").endsWith("\r\n--" + boundary + "--\r\n");
+      assertThat(multipart).contains("name=\"to\"\r\n\r\nto@example.com,cc@example.com,bcc@example.com\r\n");
+      assertThat(multipart).contains("name=\"o:tracking-opens\"\r\n\r\n" + (tracking ? "yes" : "no") + "\r\n");
+      assertThat(multipart).contains("name=\"o:tracking-clicks\"\r\n\r\n" + (tracking ? "yes" : "no") + "\r\n");
+      assertThat(multipart).contains("name=\"v:qqq_email_id\"\r\n\r\n42\r\n", "name=\"message\"; filename=\"message.eml\"");
+      String mime = multipart.substring(multipart.indexOf("Content-Type: message/rfc822\r\n\r\n") + "Content-Type: message/rfc822\r\n\r\n".length());
+      mime = mime.substring(0, mime.lastIndexOf("\r\n--" + boundary));
+      assertThat(mime).doesNotContain("bcc@example.com", "Bcc:", SECRET);
+      MimeMessage message = new MimeMessage(Session.getInstance(new Properties()), new ByteArrayInputStream(mime.getBytes(StandardCharsets.UTF_8)));
+      assertThat(message.getSubject()).isEqualTo(envelope().getSubject());
+      assertThat(message.getHeader("X-QQQ-Email-Id", null)).isEqualTo("42");
+      assertThat(message.getHeader("List-Unsubscribe-Post", null)).isEqualTo("List-Unsubscribe=One-Click");
+      assertThat(message.getRecipients(jakarta.mail.Message.RecipientType.CC)[0].toString()).isEqualTo("cc@example.com");
+      var alternatives = (jakarta.mail.Multipart) message.getContent();
+      assertThat(alternatives.getBodyPart(0).getContent().toString()).isEqualTo(envelope().getTextBody());
+      assertThat(alternatives.getBodyPart(1).getContent().toString()).isEqualTo(envelope().getHtmlBody());
+   }
+
+
+
+   /*******************************************************************************
+    ** Provider codes are numeric and never include echoed diagnostics.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({
+      "10,false,true", "300,true,false", "406,true,false", "400,false,true", "401,false,true",
+      "405,false,true", "412,false,true", "413,false,true", "422,false,true",
+      "1235,false,true", "1236,false,true", "1480,false,true", "403,true,false"
+   })
+   void postmarkErrorCodes(int code, boolean permanent, boolean providerLevel)
+   {
+      assertFailure(new PostmarkEmailTransport(request -> response(422,
+         "{\"ErrorCode\":" + code + ",\"Message\":\"" + ECHO + "\"}", Map.of())), "POSTMARK", permanent, providerLevel, null, "code " + code);
+   }
+
+
+
+   /*******************************************************************************
+    ** HTTP status classification takes precedence over Postmark's JSON error code.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({
+      "POSTMARK,401,false,true", "POSTMARK,403,false,true", "POSTMARK,400,true,false", "POSTMARK,413,true,false",
+      "POSTMARK,429,false,false", "POSTMARK,500,false,false", "POSTMARK,503,false,false", "POSTMARK,302,false,true",
+      "SENDGRID,401,false,true", "SENDGRID,403,false,true", "SENDGRID,400,true,false", "SENDGRID,413,true,false",
+      "SENDGRID,429,false,false", "SENDGRID,500,false,false", "SENDGRID,503,false,false", "SENDGRID,302,false,true",
+      "MAILGUN,401,false,true", "MAILGUN,403,false,true", "MAILGUN,400,true,false", "MAILGUN,413,true,false",
+      "MAILGUN,429,false,false", "MAILGUN,500,false,false", "MAILGUN,503,false,false", "MAILGUN,302,false,true"
+   })
+   void httpFailures(String kind, int status, boolean permanent, boolean providerLevel)
+   {
+      String body = status >= 429 ? "{\"ErrorCode\":10,\"Message\":\"" + ECHO + "\"}" : ECHO;
+      assertFailure(transport(kind, request -> response(status, body, Map.of("Retry-After", List.of("123")))),
+         kind, permanent, providerLevel, Duration.ofSeconds(123), "HTTP " + status);
+   }
+
+
+
+   /*******************************************************************************
+    ** Assert flags and the entire exposed exception remain free of diagnostics.
+    *******************************************************************************/
+   private static void assertFailure(EmailTransport transport, String kind, boolean permanent, boolean providerLevel, Duration retryAfter, String message)
+   {
+      assertThatThrownBy(() -> transport.send(envelope(), settings(row(kind))))
+         .isInstanceOfSatisfying(EmailTransportException.class, error ->
+         {
+            assertThat(error.getPermanent()).isEqualTo(permanent);
+            assertThat(error.getProviderLevel()).isEqualTo(providerLevel);
+            assertThat(error.getRetryAfter()).isEqualTo(retryAfter);
+            assertThat(error).hasMessageContaining(message).hasNoCause();
+            assertThat(error.toString()).doesNotContain(SECRET, ECHO, "private-recipient");
+         });
+   }
+
+
+
+   /*******************************************************************************
+    ** Support delta seconds, HTTP dates, stale dates and invalid retry headers.
+    *******************************************************************************/
+   @Test
+   void retryAfterAndHttpPolicy() throws Exception
+   {
+      String future = ZonedDateTime.now(ZoneOffset.UTC).plusMinutes(5).format(DateTimeFormatter.RFC_1123_DATE_TIME);
+      Duration delay = EmailHttpSupport.retryAfter(response(429, "", Map.of("retry-after", List.of(future))));
+      assertThat(delay.getSeconds()).isBetween(295L, 300L);
+      assertThat(EmailHttpSupport.retryAfter(response(429, "", Map.of("retry-after", List.of("0"))))).isEqualTo(Duration.ZERO);
+      assertThat(EmailHttpSupport.retryAfter(response(429, "", Map.of("retry-after", List.of("Sun, 06 Nov 1994 08:49:37 GMT"))))).isEqualTo(Duration.ZERO);
+      for(String value : List.of("-1", "99999999999999999999999", "invalid", ""))
+      {
+         assertThat(EmailHttpSupport.retryAfter(response(429, "", Map.of("retry-after", List.of(value))))).isNull();
+      }
+      try(HttpClient client = EmailHttp.newClient())
+      {
+         assertThat(client.followRedirects()).isEqualTo(HttpClient.Redirect.NEVER);
+         assertThat(client.connectTimeout()).contains(Duration.ofSeconds(10));
+      }
+      assertThatThrownBy(() -> EmailHttp.sendJdk(HttpRequest.newBuilder(URI.create("http://127.0.0.1/")).build()))
+         .isInstanceOf(IOException.class).hasMessage("Email HTTP requires HTTPS");
+   }
+
+
+
+   /*******************************************************************************
+    ** Unknown or malformed successes must not be silently recorded as sent.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"POSTMARK", "SENDGRID", "MAILGUN"})
+   void invalidResponsesAndNetworkFailures(String kind) throws Exception
+   {
+      int success = "SENDGRID".equals(kind) ? 202 : 200;
+      for(String body : List.of(ECHO, "", "[]", "null", "{}", "{\"ErrorCode\":0}", "{\"id\":123}", "{\"ErrorCode\":\"" + SECRET + "\"}"))
+      {
+         assertFailure(transport(kind, request -> response(success, body, Map.of())), kind, false, false, null, "provider");
+      }
+      assertFailure(transport(kind, request ->
+      {
+         throw new IOException(ECHO);
+      }), kind, false, false, null, "temporarily unavailable");
+      assertFailure(transport(kind, request ->
+      {
+         throw new IllegalArgumentException(ECHO);
+      }), kind, false, true, null, "configuration invalid");
+      try
+      {
+         assertFailure(transport(kind, request ->
+         {
+            throw new InterruptedException(ECHO);
+         }), kind, false, false, null, "interrupted");
+         assertThat(Thread.currentThread().isInterrupted()).isTrue();
+      }
+      finally
+      {
+         Thread.interrupted();
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Required secrets resolve per attempt, never on construction or failed validation.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"POSTMARK", "SENDGRID", "MAILGUN"})
+   void secretResolutionAndInvalidEnvelopes(String kind) throws Exception
+   {
+      EmailHttp mustNotSend = request ->
+      {
+         throw new AssertionError("No HTTP request should have been sent");
+      };
+      var transport = transport(kind, mustNotSend);
+      var config = new EmailQBitConfig().withSecretResolver(name -> null);
+      assertThatThrownBy(() -> transport.send(envelope(), new EmailProviderSettings(row(kind), config)))
+         .hasNoCause().hasMessage("Credential environment variable is not set");
+      config.withSecretResolver(name ->
+      {
+         throw new IllegalStateException(ECHO);
+      });
+      assertThatThrownBy(() -> transport.send(envelope(), new EmailProviderSettings(row(kind), config)))
+         .hasNoCause().hasMessage("Credential environment variable is not set");
+      assertThatThrownBy(() -> transport.send(envelope(), settings(row(kind).withValue("secretEnvName", null))))
+         .hasNoCause().hasMessage("Provider needs a secret environment name");
+      assertThatThrownBy(() -> transport.send(envelope(), settings(row(kind).withValue("secretEnvName", "UNAPPROVED"))))
+         .hasNoCause().hasMessage("Credential environment name is not allowed");
+      for(EmailEnvelope invalid : List.of(envelope().withSubject("Injected\r\nBcc: " + ECHO),
+         envelope().withTo(List.of("bad\r\naddress")), envelope().withHeaders(Map.of("X-Test", "bad\n" + ECHO))))
+      {
+         assertThatThrownBy(() -> transport.send(invalid, settings(row(kind))))
+            .hasNoCause().hasMessage("Invalid email message");
+      }
+
+      AtomicInteger resolutions = new AtomicInteger();
+      AtomicInteger sends = new AtomicInteger();
+      var rotating = new EmailProviderSettings(row(kind), new EmailQBitConfig().withSecretResolver(name -> "token-" + resolutions.incrementAndGet()));
+      var real = transport(kind, request ->
+      {
+         String token = "token-" + sends.incrementAndGet();
+         String auth = "POSTMARK".equals(kind) ? request.headers().firstValue("X-Postmark-Server-Token").orElseThrow()
+            : request.headers().firstValue("Authorization").orElseThrow();
+         String expected = "MAILGUN".equals(kind) ? "Basic " + Base64.getEncoder().encodeToString(("api:" + token).getBytes(StandardCharsets.UTF_8))
+            : "SENDGRID".equals(kind) ? "Bearer " + token : token;
+         assertThat(auth).isEqualTo(expected);
+         return (response("SENDGRID".equals(kind) ? 202 : 200,
+            "{\"ErrorCode\":0,\"MessageID\":\"id\",\"id\":\"id\"}", Map.of("X-Message-Id", List.of("id"))));
+      });
+      assertThat(resolutions.get()).isZero();
+      real.send(envelope(), rotating);
+      real.send(envelope(), rotating);
+      assertThat(resolutions.get()).isEqualTo(2);
+   }
+
+
+
+   /*******************************************************************************
+    ** Optional fields are omitted, null tracking is disabled and streams default.
+    *******************************************************************************/
+   @ParameterizedTest
+   @ValueSource(strings = {"POSTMARK", "SENDGRID"})
+   void minimalJsonMessages(String kind) throws Exception
+   {
+      AtomicReference<HttpRequest> captured = new AtomicReference<>();
+      var transport = transport(kind, request ->
+      {
+         captured.set(request);
+         return (response("SENDGRID".equals(kind) ? 202 : 200, "{\"ErrorCode\":0,\"MessageID\":\"id\"}",
+            Map.of("X-Message-Id", List.of("id"))));
+      });
+      for(boolean htmlOnly : List.of(true, false))
+      {
+         var minimal = envelope().withFrom("sender@example.com").withCc(List.of()).withBcc(List.of()).withReplyTo(null)
+            .withTextBody(htmlOnly ? null : "plain").withHtmlBody(htmlOnly ? "<b>html</b>" : null);
+         transport.send(minimal, settings(row(kind).withValue("messageStream", "")));
+         JsonNode json = EmailHttpSupport.JSON.readTree(body(captured.get()));
+         if("SENDGRID".equals(kind))
+         {
+            assertThat(json.at("/content").size()).isEqualTo(1);
+            assertThat(json.at("/personalizations/0").has("cc")).isFalse();
+            assertThat(json.at("/personalizations/0").has("bcc")).isFalse();
+            assertThat(json.has("reply_to")).isFalse();
+            assertThat(json.at("/from").has("name")).isFalse();
+         }
+         else
+         {
+            assertThat(json.has("ReplyTo")).isFalse();
+            assertThat(json.has(htmlOnly ? "TextBody" : "HtmlBody")).isFalse();
+            assertThat(json.path("MessageStream").asText()).isEqualTo("outbound");
+         }
+      }
+   }
+
+
+
+   /*******************************************************************************
+    ** Authentication and regional requirements are validated without resolving values.
+    *******************************************************************************/
+   @Test
+   void providerValidationAndGmailPreset() throws Exception
+   {
+      var config = new EmailQBitConfig().withSecretResolver(name ->
+      {
+         throw new AssertionError("Validation must not resolve a secret");
+      });
+      for(String kind : List.of("POSTMARK", "SENDGRID", "MAILGUN"))
+      {
+         config.withAllowedEnvNames(Set.of());
+         QRecord provider = row(kind);
+         assertThat(EmailTableCustomizers.validateProvider(provider, config)).isEmpty();
+         assertThat(EmailTableCustomizers.validateProvider(provider.withValue("secretEnvName", null), config))
+            .contains("Provider needs a secret environment name");
+         provider.withValue("secretEnvName", "CUSTOM_TOKEN");
+         assertThat(EmailTableCustomizers.validateProvider(provider, config)).isNotEmpty();
+         assertThat(EmailTableCustomizers.validateProvider(provider, config.withAllowedEnvNames(Set.of("CUSTOM_TOKEN")))).isEmpty();
+      }
+      for(String domain : List.of("", "https://example.com", "../example.com", "example.com/path", "example.com?x=y", "-bad.com", "bad-.com"))
+      {
+         assertThat(EmailTableCustomizers.validateProvider(row("MAILGUN").withValue("sendingDomain", domain), config)).isNotEmpty();
+         assertThatThrownBy(() -> new MailgunEmailTransport(request ->
+         {
+            throw new AssertionError("Invalid domain must not send");
+         }).send(envelope(), settings(row("MAILGUN").withValue("sendingDomain", domain))))
+            .isInstanceOfSatisfying(EmailTransportException.class, error -> assertThat(error.getProviderLevel()).isTrue());
+      }
+      assertThat(EmailTableCustomizers.validateProvider(row("MAILGUN").withValue("region", "EU"), config)).isEmpty();
+      assertThat(EmailTableCustomizers.validateProvider(row("MAILGUN").withValue("region", null), config)).contains("Mailgun region must be US or EU");
+      assertThat(EmailTableCustomizers.validateProvider(row("MAILGUN").withValue("region", "APAC"), config)).contains("Mailgun region must be US or EU");
+      Map<String, String> webhookNames = Map.of("POSTMARK", "POSTMARK_WEBHOOK_PASSWORD", "SENDGRID", "SENDGRID_WEBHOOK_PUBLIC_KEY", "MAILGUN", "MAILGUN_WEBHOOK_SIGNING_KEY");
+      webhookNames.forEach((kind, env) -> assertThat(EmailTableCustomizers.validateProvider(row(kind).withValue("webhookSecretEnvName", env), config)).isEmpty());
+      assertThat(config.effectiveAllowedEnvNames("SES")).doesNotContain("SES_SNS_TOPIC_ARN");
+
+      QRecord gmail = row("GMAIL_SMTP").withValue("usernameEnvName", "GMAIL_USERNAME");
+      assertThat(EmailTableCustomizers.validateProvider(gmail, config)).isEmpty();
+      var settings = new EmailProviderSettings(gmail.withValue("host", "ignored.example.com").withValue("port", 25), config);
+      assertThat(settings.host()).isEqualTo("smtp.gmail.com");
+      assertThat(settings.port()).isEqualTo(587);
+      assertThat(settings.security()).isEqualTo("STARTTLS");
+      assertThat(new EmailTransportRegistry().get("GMAIL_SMTP")).isInstanceOf(SmtpEmailTransport.class);
+      assertThat(EmailTableCustomizers.validateProvider(gmail.withValue("security", "STARTTLS"), config)).isEmpty();
+      for(String security : List.of("NONE", "TLS", "invalid"))
+      {
+         assertThat(EmailTableCustomizers.validateProvider(gmail.withValue("security", security), config.withAllowPlaintextSmtpAuth(true)))
+            .contains("Gmail SMTP requires STARTTLS");
+         assertThatThrownBy(() -> new SmtpEmailTransport().send(envelope(), settings))
+            .isInstanceOfSatisfying(EmailTransportException.class, error -> assertThat(error.getProviderLevel()).isTrue());
+      }
+      gmail.withValue("security", "STARTTLS").withValue("usernameEnvName", null);
+      assertThat(EmailTableCustomizers.validateProvider(gmail, config)).contains("Gmail SMTP needs an account address environment name");
+      assertThatThrownBy(() -> new SmtpEmailTransport().send(envelope(), settings)).hasMessageContaining("both credential names");
+      gmail.withValue("usernameEnvName", "GMAIL_USERNAME").withValue("secretEnvName", null);
+      assertThat(EmailTableCustomizers.validateProvider(gmail, config)).contains("Provider needs a secret environment name");
+      assertThat(EmailTableCustomizers.validateProvider(row("GMAIL_API"), config))
+         .contains("Gmail API sending is specified but not built; use GMAIL_SMTP");
+      assertThatThrownBy(() -> new EmailTransportRegistry().get("GMAIL_API"))
+         .hasMessage("Gmail API sending is specified but not built; use GMAIL_SMTP");
+      assertThatThrownBy(() -> new EmailTransportRegistry().get("future")).hasMessage("Unknown email provider kind");
+      assertThat(new EmailTransportRegistry().get("POSTMARK")).isInstanceOf(PostmarkEmailTransport.class);
+      assertThat(new EmailTransportRegistry().get("SENDGRID")).isInstanceOf(SendGridEmailTransport.class);
+      assertThat(new EmailTransportRegistry().get("MAILGUN")).isInstanceOf(MailgunEmailTransport.class);
+   }
+
+
+
+   /*******************************************************************************
+    ** A real socket exchange from enqueue through dispatcher, including stored errors.
+    *******************************************************************************/
+   @ParameterizedTest
+   @CsvSource({
+      "POSTMARK,200,SENT", "POSTMARK,401,RETRY_WAIT", "POSTMARK,400,DEAD_LETTER", "POSTMARK,429,RETRY_WAIT",
+      "SENDGRID,202,SENT", "SENDGRID,403,RETRY_WAIT", "SENDGRID,413,DEAD_LETTER", "SENDGRID,503,RETRY_WAIT",
+      "MAILGUN,200,SENT", "MAILGUN,401,RETRY_WAIT", "MAILGUN,400,DEAD_LETTER", "MAILGUN,429,RETRY_WAIT"
+   })
+   void dispatchThroughLocalHttp(String kind, int status, String expectedStatus) throws Exception
+   {
+      Instant now = Instant.parse("2026-10-13T12:00:00Z");
+      AtomicInteger resolutions = new AtomicInteger();
+      AtomicReference<String> received = new AtomicReference<>();
+      HttpServer server = HttpServer.create(new InetSocketAddress("127.0.0.1", 0), 0);
+      server.createContext("/", exchange ->
+      {
+         received.set(new String(exchange.getRequestBody().readAllBytes(), StandardCharsets.UTF_8));
+         exchange.getResponseHeaders().set("X-Message-Id", "http-id");
+         exchange.getResponseHeaders().set("Retry-After", "123");
+         byte[] reply = ("{\"ErrorCode\":" + (status == 200 ? 0 : 300)
+            + ",\"MessageID\":\"http-id\",\"id\":\"<http-id>\",\"Message\":\"" + ECHO + "\"}").getBytes(StandardCharsets.UTF_8);
+         exchange.sendResponseHeaders(status, reply.length);
+         exchange.getResponseBody().write(reply);
+         exchange.close();
+      });
+      server.start();
+      try(HttpClient client = EmailHttp.newClient())
+      {
+         EmailRuntime.setClock(Clock.fixed(now, ZoneOffset.UTC));
+         H2Support.setup(config -> config.withSecretResolver(name ->
+         {
+            resolutions.incrementAndGet();
+            return (SECRET);
+         }));
+         H2Support.insert(EmailTables.PROVIDER, row(kind).withValue("name", "http").withValue("label", "HTTP")
+            .withValue("enabled", true).withValue("isDefault", true));
+         var queued = EmailService.send(new EmailRequest().withTo("to@example.com").withCc("cc@example.com").withBcc("bcc@example.com")
+            .withSubject("HTTP integration").withTextBody("body"));
+         assertThat(queued.status()).isEqualTo(EmailSendResult.Status.QUEUED);
+         assertThat(resolutions.get()).isZero();
+         assertThat(received.get()).isNull();
+         EmailHttp local = request ->
+         {
+            // Only the test seam rewrites the fixed production URL to a local server.
+            HttpRequest.Builder localRequest = HttpRequest.newBuilder(URI.create("http://127.0.0.1:" + server.getAddress().getPort() + request.uri().getPath()))
+               .timeout(request.timeout().orElseThrow()).POST(request.bodyPublisher().orElseThrow());
+            request.headers().map().forEach((name, values) -> values.forEach(value -> localRequest.header(name, value)));
+            return (client.send(localRequest.build(), HttpResponse.BodyHandlers.ofString()));
+         };
+         var dispatcher = new EmailDispatcher(new EmailTransportRegistry().withTransport(kind, transport(kind, local)));
+         dispatcher.runOnce();
+         assertThat(resolutions.get()).isEqualTo(1);
+         assertThat(received.get()).contains("to@example.com", "bcc@example.com").doesNotContain(SECRET);
+         QRecord message = EmailStore.get(EmailTables.MESSAGE, queued.messageId(), null);
+         QRecord attempt = H2Support.all(EmailTables.ATTEMPT).getFirst();
+         QRecord provider = H2Support.all(EmailTables.PROVIDER).getFirst();
+         assertThat(message.getValueString("status")).isEqualTo(expectedStatus);
+         if("SENT".equals(expectedStatus))
+         {
+            assertThat(message.getValueString("providerMessageId")).isEqualTo("http-id");
+            assertThat(attempt.getValueString("outcome")).isEqualTo("SUCCEEDED");
+            assertThat(message.getValueString("lastError")).isNull();
+         }
+         else
+         {
+            assertThat(message.getValueString("lastError")).doesNotContain(SECRET, "private-recipient", ECHO);
+            assertThat(attempt.getValueString("error")).isEqualTo(message.getValueString("lastError"));
+            assertThat(provider.getValueString("lastFailureMessage")).isEqualTo(message.getValueString("lastError"));
+            if(status == 401 || status == 403)
+            {
+               assertThat(provider.getValueString("healthStatus")).isEqualTo("UNHEALTHY");
+               assertThat(attempt.getValueString("outcome")).isEqualTo("PROVIDER_FAILURE");
+            }
+            else
+            {
+               assertThat(attempt.getValueString("outcome")).isEqualTo("DEAD_LETTER".equals(expectedStatus) ? "PERMANENT_FAILURE" : "TRANSIENT_FAILURE");
+            }
+            if("RETRY_WAIT".equals(expectedStatus))
+            {
+               assertThat(message.getValueInstant("nextAttemptDate")).isEqualTo(now.plusSeconds(123));
+            }
+         }
+      }
+      finally
+      {
+         server.stop(0);
+         QContext.clear();
+         EmailRuntime.setClock(null);
+      }
+   }
+}
+

src/test/resources/email-h2.sql

@@ -1,4 +1,4 @@
--- Phase (a), part 1. Apply before producing the qbit. Host security columns must be added by the host.
+-- Phases (a), (b) and (c). Apply before producing the qbit. Host security columns must be added by the host.
 
 CREATE TABLE email_provider (
    id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
@@ -58,6 +58,8 @@ CREATE TABLE email_message (
    html_body TEXT,
    text_body TEXT,
    body_sha256 VARCHAR(500),
+   phi_approved BOOLEAN,
+   unsubscribe_url TEXT,
    idempotency_key VARCHAR(500),
    provider_id INTEGER,
    provider_message_id VARCHAR(500),
@@ -68,6 +70,8 @@ CREATE TABLE email_message (
    finished_date TIMESTAMP,
    sent_date TIMESTAMP,
    delivered_date TIMESTAMP,
+   bounced_date TIMESTAMP,
+   complained_date TIMESTAMP,
    dead_letter_date TIMESTAMP,
    linked_table_name VARCHAR(500),
    linked_record_id VARCHAR(500),
@@ -105,6 +109,8 @@ CREATE TABLE email_template (
    kind VARCHAR(500),
    brand_id INTEGER,
    active_version_id INTEGER,
+   approved_version_id INTEGER,
+   version_lock INTEGER,
    phi_approved BOOLEAN,
    phi_approved_by VARCHAR(500),
    phi_approved_date TIMESTAMP,
@@ -148,6 +154,8 @@ CREATE TABLE email_brand (
    background_color VARCHAR(500),
    dark_background_color VARCHAR(500),
    dark_text_color VARCHAR(500),
+   dark_primary_color VARCHAR(500),
+   dark_button_text_color VARCHAR(500),
    button_text_color VARCHAR(500),
    footer_markdown TEXT,
    postal_address TEXT,
@@ -176,3 +184,42 @@ CREATE TABLE email_suppression (
 CREATE INDEX email_message_due ON email_message (status, next_attempt_date);
 CREATE INDEX email_attempt_provider_start ON email_message_attempt (provider_id, start_date);
 CREATE INDEX email_attempt_provider_end ON email_message_attempt (provider_id, end_date, id);
+
+CREATE TABLE email_webhook_inbox (
+   id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+   create_date TIMESTAMP,
+   modify_date TIMESTAMP,
+   provider_id INTEGER NOT NULL,
+   kind VARCHAR(500) NOT NULL,
+   external_event_id VARCHAR(500) NOT NULL,
+   nonce VARCHAR(500),
+   status VARCHAR(500) NOT NULL,
+   attempts INTEGER NOT NULL DEFAULT 0,
+   next_attempt_date TIMESTAMP,
+   last_error VARCHAR(500),
+   payload_json TEXT,
+   payload_sha256 VARCHAR(500),
+   received_date TIMESTAMP,
+   processed_date TIMESTAMP,
+   UNIQUE (provider_id, external_event_id),
+   UNIQUE (provider_id, nonce)
+);
+
+CREATE TABLE email_event (
+   id INTEGER GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+   create_date TIMESTAMP,
+   modify_date TIMESTAMP,
+   message_id INTEGER NOT NULL,
+   provider_id INTEGER,
+   event_type VARCHAR(500) NOT NULL,
+   bounce_type VARCHAR(500),
+   recipient VARCHAR(500),
+   occurred_date TIMESTAMP,
+   detail VARCHAR(500),
+   url TEXT,
+   event_key VARCHAR(500) NOT NULL UNIQUE
+);
+CREATE INDEX email_inbox_due ON email_webhook_inbox (status, next_attempt_date);
+CREATE INDEX email_event_message ON email_event (message_id);
+CREATE INDEX email_event_type_date ON email_event (event_type, occurred_date);
+CREATE INDEX email_message_provider_id ON email_message (provider_id, provider_message_id);

src/test/resources/sns-test/README.md

@@ -0,0 +1,13 @@
+# Test-only SNS certificate and private key
+
+These are public test fixtures, never production credentials. Generated at authoring
+time with OpenSSL; tests do not spawn OpenSSL or write certificate files.
+
+```
+openssl req -x509 -newkey rsa:2048 -nodes -sha256 -days 36500 \
+  -subj "/CN=TEST ONLY - SNS webhook verification fixture" \
+  -keyout test-only-private-key.pem -out test-only-certificate.pem
+```
+
+The fake EmailHttp serves this certificate for an AWS-shaped test URL. SNS tests
+sign with this key in memory. Never trust this certificate outside the tests.

src/test/resources/sns-test/test-only-certificate.pem

@@ -0,0 +1,20 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----

src/test/resources/sns-test/test-only-private-key.pem

@@ -0,0 +1,28 @@
+-----BEGIN PRIVATE KEY-----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+-----END PRIVATE KEY-----

src/test/resources/webhooks/mailgun-failed.json

@@ -0,0 +1,23 @@
+{
+  "signature": {
+    "timestamp": "1791892800",
+    "token": "test-mailgun-nonce",
+    "signature": "signed-in-test"
+  },
+  "event-data": {
+    "id": "mailgun-event-1",
+    "event": "failed",
+    "severity": "permanent",
+    "timestamp": 1791892800,
+    "recipient": "recipient@example.com",
+    "message": {
+      "headers": {
+        "message-id": "<provider-message-1>"
+      }
+    },
+    "delivery-status": {
+      "message": "550 recipient@example.com unavailable"
+    },
+    "user-variables": {}
+  }
+}

src/test/resources/webhooks/postmark-bounce.json

@@ -0,0 +1,9 @@
+{
+  "RecordType": "Bounce",
+  "ID": 10001,
+  "MessageID": "provider-message-1",
+  "Type": "HardBounce",
+  "Email": "recipient@example.com",
+  "BouncedAt": "2026-10-13T12:01:00Z",
+  "Description": "550 mailbox recipient@example.com is unavailable"
+}

src/test/resources/webhooks/postmark-delivery.json

@@ -0,0 +1,7 @@
+{
+  "RecordType": "Delivery",
+  "MessageID": "provider-message-1",
+  "Recipient": "recipient@example.com",
+  "DeliveredAt": "2026-10-13T12:00:00Z",
+  "Details": "250 accepted"
+}

src/test/resources/webhooks/sendgrid-batch.json

@@ -0,0 +1,19 @@
+[
+  {
+    "email": "recipient@example.com",
+    "timestamp": 1791892800,
+    "event": "delivered",
+    "sg_event_id": "sg-event-1",
+    "sg_message_id": "provider-message-1.filter001",
+    "response": "250 accepted"
+  },
+  {
+    "email": "recipient@example.com",
+    "timestamp": 1791892860,
+    "event": "bounce",
+    "type": "bounce",
+    "sg_event_id": "sg-event-2",
+    "sg_message_id": "provider-message-1.filter001",
+    "reason": "550 recipient@example.com does not exist"
+  }
+]

src/test/resources/webhooks/ses-bounce.json

@@ -0,0 +1,10 @@
+{
+  "Type": "Notification",
+  "MessageId": "sns-envelope-1",
+  "TopicArn": "arn:aws:sns:us-east-1:123456789012:email-events",
+  "Timestamp": "2026-10-13T12:00:00Z",
+  "SignatureVersion": "2",
+  "SigningCertURL": "https://sns.us-east-1.amazonaws.com/test-only.pem",
+  "Signature": "signed-in-test",
+  "Message": "{\"eventType\": \"Bounce\", \"mail\": {\"messageId\": \"provider-message-1\", \"destination\": [\"recipient@example.com\", \"second@example.com\"], \"headers\": [{\"name\": \"X-QQQ-Email-Id\", \"value\": \"1\"}]}, \"bounce\": {\"bounceType\": \"Permanent\", \"bounceSubType\": \"General\", \"timestamp\": \"2026-10-13T12:01:00Z\", \"bouncedRecipients\": [{\"emailAddress\": \"recipient@example.com\", \"diagnosticCode\": \"smtp; 550 recipient@example.com unavailable\"}, {\"emailAddress\": \"second@example.com\", \"diagnosticCode\": \"smtp; 550 second@example.com unavailable\"}]}}"
+}