diff --git a/CHANGELOG.md b/CHANGELOG.md
index 180de01..bdc0550 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,6 +9,28 @@ Versions follow [Keep a Changelog](https://keepachangelog.com/en/1.1.0/).
 Pre-1.0, `MINOR` bumps cover new modules; `PATCH` bumps cover bug fixes
 and polish.
 
+## [0.4.0] — 2026-07-01
+
+Completes the public API (#245): **outbound event webhooks** so
+automations can *react* to activity instead of polling.
+
+### Added
+
+- **Outbound event webhooks (`/api/v1/webhooks`).** Register an HTTPS
+  endpoint (scope `webhooks:manage`) to be POSTed to when an event
+  happens in your account — `message.received`, `message.status_updated`,
+  or `conversation.created`. Manage endpoints with
+  `GET/POST /api/v1/webhooks` and `GET/PATCH/DELETE /api/v1/webhooks/{id}`.
+  Each delivery is signed with an `X-Wacrm-Signature`
+  (HMAC-SHA256 over `timestamp.body`) so receivers can verify
+  authenticity and reject replays; the signing secret is returned once
+  at creation and stored encrypted. Delivery is best-effort — an
+  endpoint that fails repeatedly is auto-disabled after a threshold of
+  consecutive failures. See `docs/public-api.md`.
+  **Migration required:** apply
+  `supabase/migrations/028_webhook_endpoints.sql`.
+  ([#245](https://github.com/ArnasDon/wacrm/issues/245))
+
 ## [0.3.0] — 2026-07-01
 
 Multi-user accounts ship. Every wacrm install is multi-tenant on the
diff --git a/docs/public-api.md b/docs/public-api.md
index 0201fc3..1d2b890 100644
--- a/docs/public-api.md
+++ b/docs/public-api.md
@@ -4,10 +4,9 @@ The public API lets you drive your wacrm instance from your own
 scripts and automations — send messages, manage contacts, launch
 broadcasts — without going through the dashboard UI.
 
-> **Status:** stable. Authentication, scopes, rate limiting, and the
-> messages / contacts / conversations / broadcasts endpoints ship now.
-> The one remaining roadmap item is outbound event webhooks — see
-> [Roadmap](#roadmap).
+> **Status:** stable. Authentication, scopes, rate limiting, the
+> messages / contacts / conversations / broadcasts endpoints, and
+> outbound event [webhooks](#webhooks) all ship now.
 
 ## Authentication
 
@@ -50,6 +49,7 @@ it. Grant the minimum.
 | `contacts:write`     | Create and update contacts               |
 | `conversations:read` | List and read conversations              |
 | `broadcasts:send`    | Launch broadcast campaigns               |
+| `webhooks:manage`    | Register and manage outbound webhooks    |
 
 A key with **no scopes** still authenticates and can call
 `GET /api/v1/me` — useful for verifying a key works.
@@ -281,15 +281,103 @@ Cursors are keyset-based (stable under concurrent inserts). Pass the
 cursor back verbatim — don't parse it. `next_cursor: null` means the
 last page.
 
+## Webhooks
+
+Rather than polling, register an endpoint and wacrm will POST to it when
+things happen in your account. **Migration required:** apply
+`supabase/migrations/028_webhook_endpoints.sql`.
+
+### Events
+
+| Event                    | Fires when                                        |
+| ------------------------ | ------------------------------------------------- |
+| `message.received`       | An inbound message arrives from a contact         |
+| `message.status_updated` | A message you sent changed delivery status        |
+| `conversation.created`   | A new conversation is opened for a contact        |
+
+### Managing endpoints
+
+All under scope `webhooks:manage`.
+
+- `POST /api/v1/webhooks` — register `{ "url": "https://…", "events": ["message.received"] }`. `url` must be `https://`. **The response includes `secret` exactly once** — store it to verify signatures; wacrm keeps only an encrypted copy.
+- `GET /api/v1/webhooks` — list your endpoints (never returns the secret).
+- `GET /api/v1/webhooks/{id}` — read one.
+- `PATCH /api/v1/webhooks/{id}` — update `url`, `events`, or `is_active` (re-enabling clears the failure counter).
+- `DELETE /api/v1/webhooks/{id}` — remove one.
+
+```bash
+curl -X POST https://your-crm.example.com/api/v1/webhooks \
+  -H "Authorization: Bearer wacrm_live_xxx" \
+  -H "Content-Type: application/json" \
+  -d '{ "url": "https://example.com/hooks/wacrm", "events": ["message.received"] }'
+# → 201 { "data": { "id": "…", "url": "…", "events": [...], "secret": "whsec_…" } }
+```
+
+### Delivery payload
+
+Every delivery is a POST with this envelope; `id` is a unique per-
+delivery uuid you can dedupe on, and `data` varies by `event`:
+
+```json
+{
+  "id": "8f3c…",
+  "event": "message.received",
+  "occurred_at": "2026-07-01T12:00:00.000Z",
+  "account_id": "…",
+  "data": { /* per-event, see below */ }
+}
+```
+
+`data` by event:
+
+```jsonc
+// message.received
+{ "conversation_id": "…", "contact_id": "…", "whatsapp_message_id": "wamid.…", "content_type": "text", "text": "Hi 👋" }
+// conversation.created
+{ "conversation_id": "…", "contact_id": "…" }
+// message.status_updated
+{ "whatsapp_message_id": "wamid.…", "conversation_id": "…", "status": "delivered" }
+```
+
+Headers: `X-Wacrm-Event`, `X-Wacrm-Webhook-Id`, and `X-Wacrm-Signature`.
+
+### Verifying the signature
+
+`X-Wacrm-Signature: t=<unix_seconds>,v1=<hex>` where `v1 =
+HMAC-SHA256(secret, "${t}.${rawBody}")`. Recompute it over the **raw
+request body** and compare in constant time; reject if `t` is more than
+a few minutes old (replay protection).
+
+```js
+const [, t, v1] = header.match(/t=(\d+),v1=([0-9a-f]+)/);
+const expected = crypto.createHmac('sha256', secret)
+  .update(`${t}.${rawBody}`).digest('hex');
+const ok = crypto.timingSafeEqual(Buffer.from(expected), Buffer.from(v1));
+```
+
+### Delivery semantics
+
+Delivery is **best-effort**: a single attempt per event with a short
+timeout, and **redirects are not followed**. `message.status_updated`
+covers messages wacrm stores (inbox + API sends), not broadcast-only
+sends, and — because providers re-send and re-order status callbacks —
+the same status may arrive more than once or out of order; **dedupe on
+`id` and don't assume ordering**. Each consecutive failure increments
+`failure_count`; after enough consecutive failures the endpoint is
+auto-disabled (`is_active: false`) — re-enable it with `PATCH` (which
+resets the counter). Durable retry-with-backoff (a delivery queue) is a
+future enhancement; today, treat missed deliveries as possible and
+reconcile with the read endpoints when it matters.
+
+**Target restrictions (SSRF).** The `url` must be `https://` and must
+resolve to a public address — requests to `localhost`, private/RFC1918
+ranges, link-local (incl. cloud metadata `169.254.169.254`), and similar
+internal targets are refused at delivery time.
+
 ## Roadmap
 
-The one remaining item tracked in
-[#245](https://github.com/ArnasDon/wacrm/issues/245):
-
-- **Outbound event webhooks** — register a URL to receive signed POSTs
-  when things happen in your account (`message.received`,
-  `message.status_updated`, `conversation.created`) so automations can
-  *react* to inbound activity instead of polling. Planned:
-  a `webhook_endpoints` table (next migration, `028_*`), a
-  `webhooks:manage` scope, `/api/v1/webhooks` management endpoints, and
-  HMAC-`X-Wacrm-Signature`-signed delivery with retry/backoff.
+The public API now covers messaging, contacts, conversations,
+broadcasts, and outbound webhooks — the full scope of
+[#245](https://github.com/ArnasDon/wacrm/issues/245). Future ideas
+(deals/pipelines, templates, flows, a delivery queue for webhooks) are
+not yet scheduled.
diff --git a/package.json b/package.json
index a8ec223..4e4f539 100644
--- a/package.json
+++ b/package.json
@@ -1,6 +1,6 @@
 {
   "name": "wacrm",
-  "version": "0.3.0",
+  "version": "0.4.0",
   "private": true,
   "description": "Self-hostable CRM template for WhatsApp built on Next.js and Supabase — shared inbox, contacts, sales pipelines, broadcasts, and no-code automations.",
   "license": "MIT",
diff --git a/src/app/api/v1/webhooks/[id]/route.ts b/src/app/api/v1/webhooks/[id]/route.ts
new file mode 100644
index 0000000..30c4951
--- /dev/null
+++ b/src/app/api/v1/webhooks/[id]/route.ts
@@ -0,0 +1,146 @@
+// ============================================================
+// GET    /api/v1/webhooks/{id} — read an endpoint   (webhooks:manage)
+// PATCH  /api/v1/webhooks/{id} — update url/events/is_active
+// DELETE /api/v1/webhooks/{id} — remove an endpoint
+//
+// All account-scoped: a foreign id → 404 (never 403). The signing
+// secret is never returned here — it's shown once at creation only.
+// ============================================================
+
+import { requireApiKey } from '@/lib/auth/api-context';
+import { ok, fail, toApiErrorResponse } from '@/lib/api/v1/respond';
+import { normalizeEvents } from '@/lib/webhooks/events';
+import {
+  WEBHOOK_PUBLIC_COLUMNS,
+  serializeWebhookEndpoint,
+  normalizeWebhookUrl,
+} from '@/lib/webhooks/endpoints';
+
+export async function GET(
+  request: Request,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  try {
+    const ctx = await requireApiKey(request, 'webhooks:manage');
+    const { id } = await params;
+
+    const { data, error } = await ctx.supabase
+      .from('webhook_endpoints')
+      .select(WEBHOOK_PUBLIC_COLUMNS)
+      .eq('id', id)
+      .eq('account_id', ctx.accountId)
+      .maybeSingle();
+
+    if (error) {
+      console.error('[api/v1/webhooks] read error:', error);
+      return fail('internal', 'Failed to read webhook', 500);
+    }
+    if (!data) return fail('not_found', 'Webhook not found', 404);
+
+    return ok(serializeWebhookEndpoint(data as Record<string, unknown>));
+  } catch (err) {
+    return toApiErrorResponse(err);
+  }
+}
+
+export async function PATCH(
+  request: Request,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  try {
+    const ctx = await requireApiKey(request, 'webhooks:manage');
+    const { id } = await params;
+
+    const body = (await request.json().catch(() => null)) as Record<
+      string,
+      unknown
+    > | null;
+    if (!body || typeof body !== 'object') {
+      return fail('bad_request', 'Request body must be a JSON object', 400);
+    }
+
+    const updates: Record<string, unknown> = {};
+
+    if ('url' in body) {
+      const url = normalizeWebhookUrl(body.url);
+      if (!url) {
+        return fail('bad_request', "'url' must be a valid https:// URL", 400);
+      }
+      updates.url = url;
+    }
+
+    if ('events' in body) {
+      const events = normalizeEvents(body.events);
+      if (!events) {
+        return fail(
+          'bad_request',
+          "'events' must be a non-empty array of known event names",
+          400
+        );
+      }
+      updates.events = events;
+    }
+
+    if ('is_active' in body) {
+      if (typeof body.is_active !== 'boolean') {
+        return fail('bad_request', "'is_active' must be a boolean", 400);
+      }
+      updates.is_active = body.is_active;
+      // Re-enabling a disabled endpoint clears its failure streak so it
+      // isn't instantly re-disabled by a single stale failure.
+      if (body.is_active === true) updates.failure_count = 0;
+    }
+
+    if (Object.keys(updates).length === 0) {
+      return fail('bad_request', 'No updatable fields provided', 400);
+    }
+
+    // Scope the update by account_id so a foreign id touches nothing;
+    // the returned row (null when unmatched) drives the 404.
+    const { data, error } = await ctx.supabase
+      .from('webhook_endpoints')
+      .update(updates)
+      .eq('id', id)
+      .eq('account_id', ctx.accountId)
+      .select(WEBHOOK_PUBLIC_COLUMNS)
+      .maybeSingle();
+
+    if (error) {
+      console.error('[api/v1/webhooks] update error:', error);
+      return fail('internal', 'Failed to update webhook', 500);
+    }
+    if (!data) return fail('not_found', 'Webhook not found', 404);
+
+    return ok(serializeWebhookEndpoint(data as Record<string, unknown>));
+  } catch (err) {
+    return toApiErrorResponse(err);
+  }
+}
+
+export async function DELETE(
+  request: Request,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  try {
+    const ctx = await requireApiKey(request, 'webhooks:manage');
+    const { id } = await params;
+
+    const { data, error } = await ctx.supabase
+      .from('webhook_endpoints')
+      .delete()
+      .eq('id', id)
+      .eq('account_id', ctx.accountId)
+      .select('id')
+      .maybeSingle();
+
+    if (error) {
+      console.error('[api/v1/webhooks] delete error:', error);
+      return fail('internal', 'Failed to delete webhook', 500);
+    }
+    if (!data) return fail('not_found', 'Webhook not found', 404);
+
+    return ok({ id: data.id, deleted: true });
+  } catch (err) {
+    return toApiErrorResponse(err);
+  }
+}
diff --git a/src/app/api/v1/webhooks/route.ts b/src/app/api/v1/webhooks/route.ts
new file mode 100644
index 0000000..cd4e71b
--- /dev/null
+++ b/src/app/api/v1/webhooks/route.ts
@@ -0,0 +1,102 @@
+// ============================================================
+// GET  /api/v1/webhooks — list webhook endpoints (scope: webhooks:manage)
+// POST /api/v1/webhooks — register an endpoint    (scope: webhooks:manage)
+//
+// POST returns the signing `secret` in plaintext exactly once — store
+// it to verify the `X-Wacrm-Signature` on deliveries. wacrm keeps only
+// an encrypted copy and can never show it again.
+// ============================================================
+
+import { requireApiKey } from '@/lib/auth/api-context';
+import { ok, okList, fail, toApiErrorResponse } from '@/lib/api/v1/respond';
+import { encrypt } from '@/lib/whatsapp/encryption';
+import { normalizeEvents } from '@/lib/webhooks/events';
+import {
+  WEBHOOK_PUBLIC_COLUMNS,
+  serializeWebhookEndpoint,
+  generateWebhookSecret,
+  normalizeWebhookUrl,
+} from '@/lib/webhooks/endpoints';
+
+export async function GET(request: Request) {
+  try {
+    const ctx = await requireApiKey(request, 'webhooks:manage');
+
+    const { data, error } = await ctx.supabase
+      .from('webhook_endpoints')
+      .select(WEBHOOK_PUBLIC_COLUMNS)
+      .eq('account_id', ctx.accountId)
+      .order('created_at', { ascending: false });
+
+    if (error) {
+      console.error('[api/v1/webhooks] list error:', error);
+      return fail('internal', 'Failed to list webhooks', 500);
+    }
+
+    // The roster is small and settings-class — return it whole (the
+    // list envelope's cursor is always null here).
+    return okList(
+      (data ?? []).map((r) =>
+        serializeWebhookEndpoint(r as Record<string, unknown>)
+      ),
+      null
+    );
+  } catch (err) {
+    return toApiErrorResponse(err);
+  }
+}
+
+export async function POST(request: Request) {
+  try {
+    const ctx = await requireApiKey(request, 'webhooks:manage');
+
+    const body = (await request.json().catch(() => null)) as Record<
+      string,
+      unknown
+    > | null;
+    if (!body || typeof body !== 'object') {
+      return fail('bad_request', 'Request body must be a JSON object', 400);
+    }
+
+    const url = normalizeWebhookUrl(body.url);
+    if (!url) {
+      return fail('bad_request', "'url' must be a valid https:// URL", 400);
+    }
+
+    const events = normalizeEvents(body.events);
+    if (!events) {
+      return fail(
+        'bad_request',
+        "'events' must be a non-empty array of known event names",
+        400
+      );
+    }
+
+    const secret = generateWebhookSecret();
+
+    const { data: created, error } = await ctx.supabase
+      .from('webhook_endpoints')
+      .insert({
+        account_id: ctx.accountId,
+        created_by: ctx.createdBy,
+        url,
+        secret: encrypt(secret),
+        events,
+      })
+      .select(WEBHOOK_PUBLIC_COLUMNS)
+      .single();
+
+    if (error || !created) {
+      console.error('[api/v1/webhooks] create error:', error);
+      return fail('internal', 'Failed to create webhook', 500);
+    }
+
+    // Secret shown exactly once.
+    return ok(
+      { ...serializeWebhookEndpoint(created as Record<string, unknown>), secret },
+      201
+    );
+  } catch (err) {
+    return toApiErrorResponse(err);
+  }
+}
diff --git a/src/app/api/whatsapp/webhook/route.ts b/src/app/api/whatsapp/webhook/route.ts
index aff9761..a1f1504 100644
--- a/src/app/api/whatsapp/webhook/route.ts
+++ b/src/app/api/whatsapp/webhook/route.ts
@@ -7,6 +7,7 @@ import { findExistingContact, isUniqueViolation } from '@/lib/contacts/dedupe'
 import { verifyMetaWebhookSignature } from '@/lib/whatsapp/webhook-signature'
 import { runAutomationsForTrigger } from '@/lib/automations/engine'
 import { dispatchInboundToFlows } from '@/lib/flows/engine'
+import { dispatchWebhookEvent } from '@/lib/webhooks/deliver'
 import {
   handleTemplateWebhookChange,
   isTemplateWebhookField,
@@ -354,7 +355,10 @@ async function handleStatusUpdate(status: {
   recipient_id: string
 }) {
   // 1) Mirror onto messages (legacy behavior) — Meta's status values
-  //    already match the CHECK constraint on messages.status.
+  //    already match the CHECK constraint on messages.status. No
+  //    `.select()`: message_id is NOT unique (migration 009 — Meta ids
+  //    repeat across numbers), so this updates 0..N rows and must not
+  //    assume a single row.
   const { error: msgErr } = await supabaseAdmin()
     .from('messages')
     .update({ status: status.status })
@@ -364,6 +368,10 @@ async function handleStatusUpdate(status: {
     console.error('Error updating message status:', msgErr)
   }
 
+  // Webhook fan-out for this status change happens at the END of this
+  // handler (after the broadcast mirror below), so a slow subscriber
+  // endpoint can't delay the broadcast_recipients update.
+
   // 2) Mirror onto broadcast_recipients via whatsapp_message_id
   //    (added in migration 003). The aggregate trigger on
   //    broadcast_recipients re-derives the parent broadcast's
@@ -378,26 +386,53 @@ async function handleStatusUpdate(status: {
 
   if (recFetchErr) {
     console.error('Error fetching broadcast recipient:', recFetchErr)
-    return
+  } else if (
+    recipient &&
+    // Guard transitions — forward-only on the success ladder, and
+    // `failed` only from pre-delivered states.
+    isValidStatusTransition(recipient.status, status.status)
+  ) {
+    const update: Record<string, unknown> = { status: status.status }
+    if (status.status === 'sent' && !('sent_at' in update)) update.sent_at = tsIso
+    if (status.status === 'delivered') update.delivered_at = tsIso
+    if (status.status === 'read') update.read_at = tsIso
+
+    const { error: recUpdateErr } = await supabaseAdmin()
+      .from('broadcast_recipients')
+      .update(update)
+      .eq('id', recipient.id)
+
+    if (recUpdateErr) {
+      console.error('Error updating broadcast recipient status:', recUpdateErr)
+    }
   }
-  if (!recipient) return // message wasn't part of a broadcast — fine
 
-  // Guard transitions — forward-only on the success ladder, and
-  // `failed` only from pre-delivered states.
-  if (!isValidStatusTransition(recipient.status, status.status)) return
+  // 3) Webhook fan-out for messages we store (inbox / API sends).
+  //    Runs last so a slow subscriber can't delay the mirrors above.
+  //    Bounded to one row (message_id isn't unique) purely to resolve
+  //    the owning account for delivery.
+  const { data: msgRow } = await supabaseAdmin()
+    .from('messages')
+    .select('conversation_id, conversations(account_id)')
+    .eq('message_id', status.id)
+    .limit(1)
+    .maybeSingle()
 
-  const update: Record<string, unknown> = { status: status.status }
-  if (status.status === 'sent' && !('sent_at' in update)) update.sent_at = tsIso
-  if (status.status === 'delivered') update.delivered_at = tsIso
-  if (status.status === 'read') update.read_at = tsIso
-
-  const { error: recUpdateErr } = await supabaseAdmin()
-    .from('broadcast_recipients')
-    .update(update)
-    .eq('id', recipient.id)
-
-  if (recUpdateErr) {
-    console.error('Error updating broadcast recipient status:', recUpdateErr)
+  if (msgRow) {
+    const conv = msgRow.conversations as { account_id: string } | null
+    const accountId = conv?.account_id
+    if (accountId) {
+      await dispatchWebhookEvent(
+        supabaseAdmin(),
+        accountId,
+        'message.status_updated',
+        {
+          whatsapp_message_id: status.id,
+          conversation_id: msgRow.conversation_id,
+          status: status.status,
+        }
+      )
+    }
   }
 }
 
@@ -548,12 +583,24 @@ async function processMessage(
   const contactRecord = contactOutcome.contact
 
   // Find or create conversation
-  const conversation = await findOrCreateConversation(
+  const convResult = await findOrCreateConversation(
     accountId,
     configOwnerUserId,
     contactRecord.id
   )
-  if (!conversation) return
+  if (!convResult) return
+  const conversation = convResult.conversation
+
+  // Emit conversation.created as soon as the thread is opened — BEFORE
+  // the reaction short-circuit below — so a conversation first opened by
+  // a reaction still fires the event, and a subscriber always sees the
+  // thread open before its first message.received.
+  if (convResult.created) {
+    await dispatchWebhookEvent(supabaseAdmin(), accountId, 'conversation.created', {
+      conversation_id: conversation.id,
+      contact_id: contactRecord.id,
+    })
+  }
 
   // Reactions short-circuit here — they aren't messages. We never insert
   // into `messages`, never bump unread_count, never update last_message_text.
@@ -736,6 +783,21 @@ async function processMessage(
       },
     }).catch((err) => console.error('[automations] dispatch failed:', err))
   }
+
+  // message.received webhook (public API). Awaited — not fire-and-forget
+  // — because we're inside the route's `after()` block, which only keeps
+  // the function alive for promises it can see; a detached promise could
+  // be frozen before it delivers. `dispatchWebhookEvent` early-exits
+  // when the account has no matching endpoint and never throws.
+  // (conversation.created is emitted earlier, right after the thread is
+  // opened.)
+  await dispatchWebhookEvent(supabaseAdmin(), accountId, 'message.received', {
+    conversation_id: conversation.id,
+    contact_id: contactRecord.id,
+    whatsapp_message_id: message.id,
+    content_type: contentType,
+    text: contentText,
+  })
 }
 
 async function parseMessageContent(
@@ -967,7 +1029,7 @@ async function findOrCreateConversation(
     .single()
 
   if (!findError && existing) {
-    return existing
+    return { conversation: existing, created: false }
   }
 
   // Create new conversation. Same tenancy + audit split as
@@ -987,5 +1049,5 @@ async function findOrCreateConversation(
     return null
   }
 
-  return newConv
+  return { conversation: newConv, created: true }
 }
diff --git a/src/lib/api-keys/scopes.ts b/src/lib/api-keys/scopes.ts
index e274063..62c1257 100644
--- a/src/lib/api-keys/scopes.ts
+++ b/src/lib/api-keys/scopes.ts
@@ -20,6 +20,7 @@ export const API_SCOPES = [
   'contacts:write',
   'conversations:read',
   'broadcasts:send',
+  'webhooks:manage',
 ] as const;
 
 export type ApiScope = (typeof API_SCOPES)[number];
@@ -32,6 +33,7 @@ export const SCOPE_DESCRIPTIONS: Record<ApiScope, string> = {
   'contacts:write': 'Create and update contacts',
   'conversations:read': 'List and read conversations',
   'broadcasts:send': 'Launch broadcast campaigns',
+  'webhooks:manage': 'Register and manage outbound event webhooks',
 };
 
 /** Type-narrow an unknown value into a valid `ApiScope`. */
diff --git a/src/lib/webhooks/deliver.test.ts b/src/lib/webhooks/deliver.test.ts
new file mode 100644
index 0000000..50cb72b
--- /dev/null
+++ b/src/lib/webhooks/deliver.test.ts
@@ -0,0 +1,135 @@
+import { describe, it, expect, vi, beforeEach, afterEach } from 'vitest';
+import type { SupabaseClient } from '@supabase/supabase-js';
+
+vi.mock('@/lib/whatsapp/encryption', () => ({
+  decrypt: (s: string) => s,
+  encrypt: (s: string) => s,
+}));
+
+// Control the SSRF guard per-test.
+vi.mock('@/lib/webhooks/ssrf', () => ({
+  isDeliverableUrl: vi.fn(async () => true),
+}));
+
+import { dispatchWebhookEvent, MAX_CONSECUTIVE_FAILURES } from './deliver';
+import { isDeliverableUrl } from './ssrf';
+
+interface Row {
+  id: string;
+  url: string;
+  secret: string;
+}
+interface Calls {
+  updates: { id: string; payload: Record<string, unknown> }[];
+  rpcs: { name: string; args: Record<string, unknown> }[];
+}
+
+function makeDb(rows: Row[], calls: Calls) {
+  const from = () => {
+    let mode: 'select' | 'update' = 'select';
+    let payload: Record<string, unknown> = {};
+    let id: string | null = null;
+    const b: Record<string, unknown> = {
+      select: () => b,
+      eq: (col: string, val: string) => {
+        if (col === 'id') id = val;
+        return b;
+      },
+      update: (p: Record<string, unknown>) => {
+        mode = 'update';
+        payload = p;
+        return b;
+      },
+      contains: () => Promise.resolve({ data: rows, error: null }),
+      then: (resolve: (v: unknown) => unknown) => {
+        if (mode === 'update' && id) calls.updates.push({ id, payload });
+        return resolve({ data: null, error: null });
+      },
+    };
+    return b;
+  };
+  const rpc = (name: string, args: Record<string, unknown>) => {
+    calls.rpcs.push({ name, args });
+    return Promise.resolve({ data: null, error: null });
+  };
+  return { from, rpc } as unknown as SupabaseClient;
+}
+
+const emptyCalls = (): Calls => ({ updates: [], rpcs: [] });
+
+beforeEach(() => {
+  vi.mocked(isDeliverableUrl).mockResolvedValue(true);
+  vi.stubGlobal('fetch', vi.fn());
+});
+afterEach(() => vi.unstubAllGlobals());
+
+describe('dispatchWebhookEvent', () => {
+  it('signs + POSTs (no redirect follow) and resets failure_count on success', async () => {
+    const fetchMock = vi.fn().mockResolvedValue({ ok: true, status: 200 } as Response);
+    vi.stubGlobal('fetch', fetchMock);
+    const calls = emptyCalls();
+
+    await dispatchWebhookEvent(
+      makeDb([{ id: 'a', url: 'https://a.test/hook', secret: 's1' }], calls),
+      'acct-1',
+      'message.received',
+      { x: 1 }
+    );
+
+    expect(fetchMock).toHaveBeenCalledTimes(1);
+    const [url, opts] = fetchMock.mock.calls[0];
+    expect(url).toBe('https://a.test/hook');
+    expect(opts.redirect).toBe('manual');
+    expect(opts.headers['X-Wacrm-Event']).toBe('message.received');
+    expect(opts.headers['X-Wacrm-Signature']).toMatch(/^t=\d+,v1=[0-9a-f]{64}$/);
+    // Payload carries a dedupe id.
+    expect(JSON.parse(opts.body).id).toMatch(/[0-9a-f-]{36}/);
+    expect(calls.updates[0]).toMatchObject({ id: 'a', payload: { failure_count: 0 } });
+    expect(calls.rpcs).toHaveLength(0);
+  });
+
+  it('records an atomic failure (RPC) when the endpoint errors', async () => {
+    vi.stubGlobal('fetch', vi.fn().mockResolvedValue({ ok: false, status: 500 } as Response));
+    const calls = emptyCalls();
+
+    await dispatchWebhookEvent(
+      makeDb([{ id: 'b', url: 'https://b.test/hook', secret: 's2' }], calls),
+      'acct-1',
+      'message.received',
+      {}
+    );
+
+    expect(calls.rpcs[0]).toEqual({
+      name: 'record_webhook_failure',
+      args: { endpoint_id: 'b', max_failures: MAX_CONSECUTIVE_FAILURES },
+    });
+    expect(calls.updates).toHaveLength(0);
+  });
+
+  it('blocks a non-public target (SSRF guard) without fetching', async () => {
+    vi.mocked(isDeliverableUrl).mockResolvedValue(false);
+    const fetchMock = vi.fn();
+    vi.stubGlobal('fetch', fetchMock);
+    const calls = emptyCalls();
+
+    await dispatchWebhookEvent(
+      makeDb([{ id: 'c', url: 'https://127.0.0.1/hook', secret: 's3' }], calls),
+      'acct-1',
+      'message.received',
+      {}
+    );
+
+    expect(fetchMock).not.toHaveBeenCalled();
+    expect(calls.rpcs[0].name).toBe('record_webhook_failure');
+  });
+
+  it('does nothing when no endpoints are subscribed', async () => {
+    const fetchMock = vi.fn();
+    vi.stubGlobal('fetch', fetchMock);
+    const calls = emptyCalls();
+    await dispatchWebhookEvent(makeDb([], calls), 'acct-1', 'message.received', {});
+    expect(fetchMock).not.toHaveBeenCalled();
+    expect(calls.rpcs).toHaveLength(0);
+    expect(calls.updates).toHaveLength(0);
+  });
+});
diff --git a/src/lib/webhooks/deliver.ts b/src/lib/webhooks/deliver.ts
new file mode 100644
index 0000000..e60c722
--- /dev/null
+++ b/src/lib/webhooks/deliver.ts
@@ -0,0 +1,158 @@
+// ============================================================
+// Outbound webhook delivery.
+//
+// `dispatchWebhookEvent` finds the account's active endpoints
+// subscribed to an event, signs one JSON payload, and POSTs it to
+// each in parallel. It is best-effort and never throws — callers fire
+// it from the inbound webhook's `after()` block, where a failed
+// delivery must not affect the 200 OK returned to Meta.
+//
+// Delivery semantics (documented in docs/public-api.md):
+//   - At-most-once per event, single attempt with a short timeout.
+//   - Each consecutive failure bumps `failure_count`; once it crosses
+//     MAX_CONSECUTIVE_FAILURES the endpoint is auto-disabled
+//     (`is_active = false`) so a dead sink stops being hit. A success
+//     resets the counter and stamps `last_delivery_at`.
+//   - Durable retry-with-backoff would need a queue/worker (a
+//     follow-up); in-process retries inside `after()` would burn the
+//     route's duration budget without a real durability guarantee.
+// ============================================================
+
+import { randomUUID } from 'node:crypto';
+
+import type { SupabaseClient } from '@supabase/supabase-js';
+
+import { decrypt } from '@/lib/whatsapp/encryption';
+import { buildSignatureHeader } from '@/lib/webhooks/sign';
+import { isDeliverableUrl } from '@/lib/webhooks/ssrf';
+import type { WebhookEvent } from '@/lib/webhooks/events';
+
+/** Per-endpoint HTTP timeout. Kept short — this runs in `after()`. */
+export const DELIVERY_TIMEOUT_MS = 5000;
+
+/** Auto-disable an endpoint after this many consecutive failures. */
+export const MAX_CONSECUTIVE_FAILURES = 15;
+
+interface EndpointRow {
+  id: string;
+  url: string;
+  secret: string;
+}
+
+/**
+ * Deliver `event` (+ `data`) to every active endpoint of `accountId`
+ * subscribed to it. Never throws.
+ */
+export async function dispatchWebhookEvent(
+  db: SupabaseClient,
+  accountId: string,
+  event: WebhookEvent,
+  data: unknown
+): Promise<void> {
+  try {
+    const { data: rows, error } = await db
+      .from('webhook_endpoints')
+      .select('id, url, secret')
+      .eq('account_id', accountId)
+      .eq('is_active', true)
+      .contains('events', [event]);
+
+    if (error || !rows || rows.length === 0) return;
+
+    // Sign the exact bytes we send so a receiver can recompute the
+    // HMAC over the raw request body. `id` is a per-delivery uuid the
+    // receiver can dedupe on (deliveries are at-least-once and may
+    // repeat / arrive out of order).
+    const payload = JSON.stringify({
+      id: randomUUID(),
+      event,
+      occurred_at: new Date().toISOString(),
+      account_id: accountId,
+      data,
+    });
+    const tsSeconds = Math.floor(Date.now() / 1000);
+
+    await Promise.allSettled(
+      (rows as EndpointRow[]).map((row) =>
+        deliverOne(db, row, event, payload, tsSeconds)
+      )
+    );
+  } catch (err) {
+    // Never let a delivery problem bubble into the webhook response.
+    console.error('[webhooks] dispatch failed:', err);
+  }
+}
+
+async function deliverOne(
+  db: SupabaseClient,
+  row: EndpointRow,
+  event: WebhookEvent,
+  payload: string,
+  tsSeconds: number
+): Promise<void> {
+  // SSRF guard: refuse to POST to a host that resolves to a private /
+  // loopback / link-local address. Counts as a failure so a
+  // misconfigured internal URL surfaces and eventually auto-disables.
+  if (!(await isDeliverableUrl(row.url))) {
+    console.warn('[webhooks] refusing non-public delivery target for', row.id);
+    await recordFailure(db, row);
+    return;
+  }
+
+  let secret: string;
+  try {
+    secret = decrypt(row.secret);
+  } catch (err) {
+    // A row whose secret can't be decrypted can never produce a valid
+    // signature — count it as a failure so it eventually auto-disables.
+    console.error('[webhooks] secret decrypt failed for', row.id, err);
+    await recordFailure(db, row);
+    return;
+  }
+
+  try {
+    const res = await fetch(row.url, {
+      method: 'POST',
+      headers: {
+        'Content-Type': 'application/json',
+        'X-Wacrm-Event': event,
+        'X-Wacrm-Webhook-Id': row.id,
+        'X-Wacrm-Signature': buildSignatureHeader(payload, secret, tsSeconds),
+      },
+      body: payload,
+      // Do NOT follow redirects — a public URL could 3xx-bounce to an
+      // internal address, bypassing the SSRF check above. A 3xx is a
+      // misconfiguration; treat it as a failure.
+      redirect: 'manual',
+      signal: AbortSignal.timeout(DELIVERY_TIMEOUT_MS),
+    });
+    if (!res.ok) throw new Error(`endpoint responded ${res.status}`);
+
+    // Success: clear the failure streak.
+    await db
+      .from('webhook_endpoints')
+      .update({ failure_count: 0, last_delivery_at: new Date().toISOString() })
+      .eq('id', row.id);
+  } catch (err) {
+    console.warn(
+      `[webhooks] delivery to ${row.id} failed:`,
+      err instanceof Error ? err.message : err
+    );
+    await recordFailure(db, row);
+  }
+}
+
+async function recordFailure(db: SupabaseClient, row: EndpointRow): Promise<void> {
+  // Atomic increment (+ auto-disable at the threshold) via a SQL
+  // function — a read-modify-write here would lose increments when two
+  // deliveries to the same endpoint run concurrently (e.g.
+  // conversation.created + message.received for one inbound message),
+  // so a dead endpoint might never reach the disable threshold.
+  const { error } = await db.rpc('record_webhook_failure', {
+    endpoint_id: row.id,
+    max_failures: MAX_CONSECUTIVE_FAILURES,
+  });
+  if (error) {
+    console.error('[webhooks] record_webhook_failure failed for', row.id, error);
+  }
+}
diff --git a/src/lib/webhooks/endpoints.test.ts b/src/lib/webhooks/endpoints.test.ts
new file mode 100644
index 0000000..851f441
--- /dev/null
+++ b/src/lib/webhooks/endpoints.test.ts
@@ -0,0 +1,59 @@
+import { describe, it, expect } from 'vitest';
+import {
+  generateWebhookSecret,
+  serializeWebhookEndpoint,
+  normalizeWebhookUrl,
+  WEBHOOK_SECRET_PREFIX,
+} from './endpoints';
+
+describe('generateWebhookSecret', () => {
+  it('is prefixed and high-entropy, and unique per call', () => {
+    const a = generateWebhookSecret();
+    const b = generateWebhookSecret();
+    expect(a.startsWith(WEBHOOK_SECRET_PREFIX)).toBe(true);
+    expect(a.length).toBeGreaterThan(WEBHOOK_SECRET_PREFIX.length + 20);
+    expect(a).not.toBe(b);
+  });
+});
+
+describe('serializeWebhookEndpoint', () => {
+  it('projects public fields and never leaks the secret', () => {
+    const out = serializeWebhookEndpoint({
+      id: 'w1',
+      account_id: 'acct',
+      created_by: 'u1',
+      url: 'https://example.com/hook',
+      secret: 'encrypted-blob',
+      events: ['message.received'],
+      is_active: true,
+      last_delivery_at: null,
+      failure_count: 0,
+      created_at: '2026-01-01T00:00:00Z',
+    });
+    expect(out).not.toHaveProperty('secret');
+    expect(out).not.toHaveProperty('account_id');
+    expect(out).toEqual({
+      id: 'w1',
+      url: 'https://example.com/hook',
+      events: ['message.received'],
+      is_active: true,
+      last_delivery_at: null,
+      failure_count: 0,
+      created_at: '2026-01-01T00:00:00Z',
+    });
+  });
+});
+
+describe('normalizeWebhookUrl', () => {
+  it('accepts https and normalizes', () => {
+    expect(normalizeWebhookUrl('  https://example.com/hook  ')).toBe(
+      'https://example.com/hook'
+    );
+  });
+
+  it('rejects http, non-URLs, and non-strings', () => {
+    expect(normalizeWebhookUrl('http://example.com/hook')).toBeNull();
+    expect(normalizeWebhookUrl('not a url')).toBeNull();
+    expect(normalizeWebhookUrl(123)).toBeNull();
+  });
+});
diff --git a/src/lib/webhooks/endpoints.ts b/src/lib/webhooks/endpoints.ts
new file mode 100644
index 0000000..a1dbd52
--- /dev/null
+++ b/src/lib/webhooks/endpoints.ts
@@ -0,0 +1,66 @@
+// ============================================================
+// Webhook endpoint store helpers — secret generation + the public
+// (secret-free) serialization used by the management API.
+//
+// The signing secret is stored AES-256-GCM-encrypted at rest (see
+// migration 028) and returned in plaintext exactly once, at creation.
+// ============================================================
+
+import { randomBytes } from 'node:crypto';
+
+/** Secret prefix — self-identifying, like `wacrm_live_` for keys. */
+export const WEBHOOK_SECRET_PREFIX = 'whsec_';
+
+/**
+ * Columns safe to return over the API — everything except the
+ * (encrypted) `secret`, which is only ever surfaced once at creation.
+ */
+export const WEBHOOK_PUBLIC_COLUMNS =
+  'id, url, events, is_active, last_delivery_at, failure_count, created_at';
+
+export interface ApiWebhookEndpoint {
+  id: string;
+  url: string;
+  events: string[];
+  is_active: boolean;
+  last_delivery_at: string | null;
+  failure_count: number;
+  created_at: string;
+}
+
+/** Generate a fresh signing secret (full-entropy, URL/header-safe). */
+export function generateWebhookSecret(): string {
+  return `${WEBHOOK_SECRET_PREFIX}${randomBytes(32).toString('base64url')}`;
+}
+
+/** Project a `WEBHOOK_PUBLIC_COLUMNS` row into the API shape. */
+export function serializeWebhookEndpoint(
+  row: Record<string, unknown>
+): ApiWebhookEndpoint {
+  return {
+    id: row.id as string,
+    url: row.url as string,
+    events: (row.events as string[] | null) ?? [],
+    is_active: Boolean(row.is_active),
+    last_delivery_at: (row.last_delivery_at as string | null) ?? null,
+    failure_count: (row.failure_count as number | null) ?? 0,
+    created_at: row.created_at as string,
+  };
+}
+
+/**
+ * Validate a webhook target URL: must be a well-formed absolute
+ * `https://` URL (an unencrypted `http://` sink would leak signed
+ * event payloads). Returns the normalized string or null.
+ */
+export function normalizeWebhookUrl(input: unknown): string | null {
+  if (typeof input !== 'string') return null;
+  const trimmed = input.trim();
+  try {
+    const u = new URL(trimmed);
+    if (u.protocol !== 'https:') return null;
+    return u.toString();
+  } catch {
+    return null;
+  }
+}
diff --git a/src/lib/webhooks/events.test.ts b/src/lib/webhooks/events.test.ts
new file mode 100644
index 0000000..e497eca
--- /dev/null
+++ b/src/lib/webhooks/events.test.ts
@@ -0,0 +1,40 @@
+import { describe, it, expect } from 'vitest';
+import {
+  WEBHOOK_EVENTS,
+  WEBHOOK_EVENT_DESCRIPTIONS,
+  isWebhookEvent,
+  normalizeEvents,
+} from './events';
+
+describe('isWebhookEvent', () => {
+  it('accepts every declared event and rejects others', () => {
+    for (const e of WEBHOOK_EVENTS) expect(isWebhookEvent(e)).toBe(true);
+    expect(isWebhookEvent('message.deleted')).toBe(false);
+    expect(isWebhookEvent(42)).toBe(false);
+  });
+});
+
+describe('every event has a description', () => {
+  it('covers the vocabulary', () => {
+    for (const e of WEBHOOK_EVENTS) {
+      expect(WEBHOOK_EVENT_DESCRIPTIONS[e]).toBeTruthy();
+    }
+  });
+});
+
+describe('normalizeEvents', () => {
+  it('de-duplicates a valid list', () => {
+    expect(
+      normalizeEvents(['message.received', 'message.received', 'conversation.created'])
+    ).toEqual(['message.received', 'conversation.created']);
+  });
+
+  it('rejects an unknown event', () => {
+    expect(normalizeEvents(['message.received', 'nope'])).toBeNull();
+  });
+
+  it('rejects a non-array and an empty array', () => {
+    expect(normalizeEvents('message.received')).toBeNull();
+    expect(normalizeEvents([])).toBeNull();
+  });
+});
diff --git a/src/lib/webhooks/events.ts b/src/lib/webhooks/events.ts
new file mode 100644
index 0000000..f2108b9
--- /dev/null
+++ b/src/lib/webhooks/events.ts
@@ -0,0 +1,48 @@
+// ============================================================
+// Outbound webhook event vocabulary — pure, no I/O.
+//
+// An endpoint subscribes to one or more of these. Adding an event is
+// one entry here plus a `dispatchWebhookEvent` call at the source of
+// the event (the DB stores subscriptions as a free `text[]`, so no
+// migration is needed — same model as API scopes).
+// ============================================================
+
+export const WEBHOOK_EVENTS = [
+  'message.received', // an inbound WhatsApp message landed
+  'message.status_updated', // a sent message advanced (sent/delivered/read)
+  'conversation.created', // a new conversation was opened for a contact
+] as const;
+
+export type WebhookEvent = (typeof WEBHOOK_EVENTS)[number];
+
+/** Human-readable descriptions (surfaced in docs / a future UI). */
+export const WEBHOOK_EVENT_DESCRIPTIONS: Record<WebhookEvent, string> = {
+  'message.received': 'An inbound message was received from a contact',
+  'message.status_updated':
+    'A message you sent changed delivery status (sent/delivered/read/failed)',
+  'conversation.created': 'A new conversation was opened',
+};
+
+/** Type-narrow an unknown value into a valid `WebhookEvent`. */
+export function isWebhookEvent(value: unknown): value is WebhookEvent {
+  return (
+    typeof value === 'string' &&
+    (WEBHOOK_EVENTS as readonly string[]).includes(value)
+  );
+}
+
+/**
+ * Validate + de-duplicate a caller-supplied event list. Returns the
+ * cleaned list, or `null` if any entry is unknown (callers turn that
+ * into a 400). An empty list is rejected as `null` too — an endpoint
+ * subscribed to nothing is almost certainly a mistake.
+ */
+export function normalizeEvents(input: unknown): WebhookEvent[] | null {
+  if (!Array.isArray(input) || input.length === 0) return null;
+  const out: WebhookEvent[] = [];
+  for (const entry of input) {
+    if (!isWebhookEvent(entry)) return null;
+    if (!out.includes(entry)) out.push(entry);
+  }
+  return out;
+}
diff --git a/src/lib/webhooks/sign.test.ts b/src/lib/webhooks/sign.test.ts
new file mode 100644
index 0000000..fe28e0f
--- /dev/null
+++ b/src/lib/webhooks/sign.test.ts
@@ -0,0 +1,45 @@
+import { describe, it, expect } from 'vitest';
+import { buildSignatureHeader, verifySignatureHeader } from './sign';
+
+const secret = 'whsec_testsecret';
+const body = JSON.stringify({ event: 'message.received', data: { a: 1 } });
+
+describe('buildSignatureHeader', () => {
+  it('emits the t=,v1= shape and is deterministic', () => {
+    const h1 = buildSignatureHeader(body, secret, 1_700_000_000);
+    const h2 = buildSignatureHeader(body, secret, 1_700_000_000);
+    expect(h1).toMatch(/^t=1700000000,v1=[0-9a-f]{64}$/);
+    expect(h1).toBe(h2);
+  });
+});
+
+describe('verifySignatureHeader', () => {
+  const now = 1_700_000_000;
+  const header = buildSignatureHeader(body, secret, now);
+
+  it('accepts a valid, in-tolerance signature', () => {
+    expect(verifySignatureHeader(header, body, secret, now + 10)).toBe(true);
+  });
+
+  it('rejects a tampered body', () => {
+    expect(verifySignatureHeader(header, body + 'x', secret, now)).toBe(false);
+  });
+
+  it('rejects a wrong secret', () => {
+    expect(verifySignatureHeader(header, body, 'whsec_other', now)).toBe(false);
+  });
+
+  it('rejects a stale timestamp (replay protection)', () => {
+    expect(verifySignatureHeader(header, body, secret, now + 10_000)).toBe(false);
+  });
+
+  it('rejects a malformed header', () => {
+    expect(verifySignatureHeader('garbage', body, secret, now)).toBe(false);
+  });
+
+  it('tolerates uppercase hex and whitespace in the header', () => {
+    const [, t, v1] = header.match(/^t=(\d+),v1=([0-9a-f]+)$/)!;
+    const loose = `t=${t}, v1=${v1.toUpperCase()}`;
+    expect(verifySignatureHeader(loose, body, secret, Number(t))).toBe(true);
+  });
+});
diff --git a/src/lib/webhooks/sign.ts b/src/lib/webhooks/sign.ts
new file mode 100644
index 0000000..4d5ad06
--- /dev/null
+++ b/src/lib/webhooks/sign.ts
@@ -0,0 +1,68 @@
+// ============================================================
+// Webhook payload signing — pure, server-side.
+//
+// Every delivery carries an `X-Wacrm-Signature` header so receivers
+// can verify the request really came from wacrm and wasn't tampered
+// with or replayed. The scheme is Stripe-style:
+//
+//   X-Wacrm-Signature: t=<unix_seconds>,v1=<hex HMAC-SHA256>
+//
+// where the signed message is `${t}.${rawBody}` and the key is the
+// endpoint's secret. Receivers recompute the HMAC over the raw body
+// they received (not a re-serialized copy) and compare in constant
+// time, and reject if `t` is too old (replay protection).
+// ============================================================
+
+import { createHmac, timingSafeEqual } from 'node:crypto';
+
+/**
+ * Build the `X-Wacrm-Signature` header value for `rawBody`, signed
+ * with `secret` at time `timestampSeconds` (pass it in — never call
+ * Date.now() here, so the value is testable and callers control the
+ * clock).
+ */
+export function buildSignatureHeader(
+  rawBody: string,
+  secret: string,
+  timestampSeconds: number
+): string {
+  const signature = createHmac('sha256', secret)
+    .update(`${timestampSeconds}.${rawBody}`)
+    .digest('hex');
+  return `t=${timestampSeconds},v1=${signature}`;
+}
+
+/**
+ * Verify a signature header. Exposed so a wacrm-to-wacrm integration
+ * (or a test) can validate deliveries; receivers in other stacks
+ * reimplement the same three lines. `toleranceSeconds` bounds replay.
+ */
+export function verifySignatureHeader(
+  header: string,
+  rawBody: string,
+  secret: string,
+  nowSeconds: number,
+  toleranceSeconds = 300
+): boolean {
+  const parts = Object.fromEntries(
+    header.split(',').map((kv) => {
+      const i = kv.indexOf('=');
+      return [kv.slice(0, i).trim(), kv.slice(i + 1)];
+    })
+  );
+  const t = Number(parts.t);
+  // Normalize the presented signature: hex is case-insensitive and a
+  // header may carry stray whitespace (e.g. `t=…, v1=…`), so lower-case
+  // and trim before the constant-time compare.
+  const v1 = typeof parts.v1 === 'string' ? parts.v1.trim().toLowerCase() : '';
+  if (!Number.isFinite(t) || !v1) return false;
+  if (Math.abs(nowSeconds - t) > toleranceSeconds) return false;
+
+  const expected = createHmac('sha256', secret)
+    .update(`${t}.${rawBody}`)
+    .digest('hex');
+  // Constant-time compare; guard against length mismatch (timingSafeEqual
+  // throws on unequal-length buffers).
+  if (expected.length !== v1.length) return false;
+  return timingSafeEqual(Buffer.from(expected), Buffer.from(v1));
+}
diff --git a/src/lib/webhooks/ssrf.test.ts b/src/lib/webhooks/ssrf.test.ts
new file mode 100644
index 0000000..ea429f9
--- /dev/null
+++ b/src/lib/webhooks/ssrf.test.ts
@@ -0,0 +1,50 @@
+import { describe, it, expect } from 'vitest';
+import { isPrivateOrReservedIp, isDeliverableUrl } from './ssrf';
+
+describe('isPrivateOrReservedIp', () => {
+  it('flags loopback / private / link-local / CGNAT IPv4', () => {
+    for (const ip of [
+      '127.0.0.1',
+      '10.0.0.5',
+      '172.16.0.1',
+      '172.31.255.255',
+      '192.168.1.1',
+      '169.254.169.254', // cloud metadata
+      '100.64.0.1', // CGNAT
+      '0.0.0.0',
+    ]) {
+      expect(isPrivateOrReservedIp(ip)).toBe(true);
+    }
+  });
+
+  it('allows public IPv4', () => {
+    for (const ip of ['8.8.8.8', '1.1.1.1', '172.15.0.1', '172.32.0.1', '93.184.216.34']) {
+      expect(isPrivateOrReservedIp(ip)).toBe(false);
+    }
+  });
+
+  it('flags loopback / ULA / link-local IPv6 and IPv4-mapped privates', () => {
+    for (const ip of ['::1', 'fe80::1', 'fc00::1', 'fd12::34', '::ffff:127.0.0.1']) {
+      expect(isPrivateOrReservedIp(ip)).toBe(true);
+    }
+    expect(isPrivateOrReservedIp('2606:4700:4700::1111')).toBe(false);
+  });
+});
+
+describe('isDeliverableUrl', () => {
+  it('rejects literal private IPs and internal names without DNS', async () => {
+    expect(await isDeliverableUrl('https://127.0.0.1/hook')).toBe(false);
+    expect(await isDeliverableUrl('https://169.254.169.254/latest/meta-data')).toBe(false);
+    expect(await isDeliverableUrl('https://[::1]/hook')).toBe(false);
+    expect(await isDeliverableUrl('https://localhost/hook')).toBe(false);
+    expect(await isDeliverableUrl('https://foo.internal/hook')).toBe(false);
+  });
+
+  it('rejects a malformed URL', async () => {
+    expect(await isDeliverableUrl('not a url')).toBe(false);
+  });
+
+  it('allows a literal public IP', async () => {
+    expect(await isDeliverableUrl('https://8.8.8.8/hook')).toBe(true);
+  });
+});
diff --git a/src/lib/webhooks/ssrf.ts b/src/lib/webhooks/ssrf.ts
new file mode 100644
index 0000000..c4bad5d
--- /dev/null
+++ b/src/lib/webhooks/ssrf.ts
@@ -0,0 +1,83 @@
+// ============================================================
+// SSRF guard for outbound webhook delivery.
+//
+// A webhook URL is attacker-influenced (any account admin with
+// `webhooks:manage` can register one) and our server makes the request,
+// so an unguarded fetch is a Server-Side Request Forgery primitive: a
+// URL pointing at `127.0.0.1`, a cloud metadata IP (`169.254.169.254`),
+// or an RFC1918 host would let a caller probe / POST to internal
+// services from the app's network.
+//
+// `isDeliverableUrl` resolves the host and rejects any address that is
+// loopback, private, link-local, ULA, or otherwise non-publicly-
+// routable. Combined with `redirect: 'manual'` at the call site (so a
+// public URL can't 3xx-bounce to an internal one), this blocks the
+// common SSRF vectors. It is NOT a defense against DNS rebinding (a
+// host that resolves public here but flips to private before connect) —
+// that needs pinning the resolved IP into the socket, which fetch
+// doesn't expose; documented as a residual risk.
+// ============================================================
+
+import { lookup } from 'node:dns/promises';
+import { isIP } from 'node:net';
+
+/** True for loopback / private / link-local / reserved IPv4 or IPv6. */
+export function isPrivateOrReservedIp(ip: string): boolean {
+  const v4 = ip.match(/^(\d{1,3})\.(\d{1,3})\.(\d{1,3})\.(\d{1,3})$/);
+  if (v4) {
+    const a = Number(v4[1]);
+    const b = Number(v4[2]);
+    if (a === 0) return true; // "this" network
+    if (a === 10) return true; // private
+    if (a === 127) return true; // loopback
+    if (a === 169 && b === 254) return true; // link-local + cloud metadata
+    if (a === 172 && b >= 16 && b <= 31) return true; // private
+    if (a === 192 && b === 168) return true; // private
+    if (a === 100 && b >= 64 && b <= 127) return true; // CGNAT
+    return false;
+  }
+
+  const v6 = ip.toLowerCase().replace(/^\[|\]$/g, '');
+  if (v6 === '::1' || v6 === '::') return true; // loopback / unspecified
+  if (v6.startsWith('fe8') || v6.startsWith('fe9') || v6.startsWith('fea') || v6.startsWith('feb'))
+    return true; // fe80::/10 link-local
+  if (v6.startsWith('fc') || v6.startsWith('fd')) return true; // fc00::/7 ULA
+  const mapped = v6.match(/::ffff:(\d{1,3}\.\d{1,3}\.\d{1,3}\.\d{1,3})$/);
+  if (mapped) return isPrivateOrReservedIp(mapped[1]); // IPv4-mapped
+  return false;
+}
+
+/**
+ * True if `rawUrl`'s host resolves only to publicly-routable
+ * address(es). Returns false for a malformed URL, an obvious internal
+ * name (`localhost`, `*.local`, `*.internal`), a literal private IP, or
+ * a hostname that resolves to any private/reserved address.
+ */
+export async function isDeliverableUrl(rawUrl: string): Promise<boolean> {
+  let host: string;
+  try {
+    host = new URL(rawUrl).hostname.replace(/^\[|\]$/g, '');
+  } catch {
+    return false;
+  }
+
+  if (isIP(host)) return !isPrivateOrReservedIp(host);
+
+  const lower = host.toLowerCase();
+  if (
+    lower === 'localhost' ||
+    lower.endsWith('.localhost') ||
+    lower.endsWith('.local') ||
+    lower.endsWith('.internal')
+  ) {
+    return false;
+  }
+
+  try {
+    const results = await lookup(host, { all: true });
+    if (results.length === 0) return false;
+    return results.every((r) => !isPrivateOrReservedIp(r.address));
+  } catch {
+    return false; // unresolvable → not deliverable
+  }
+}
diff --git a/supabase/migrations/028_webhook_endpoints.sql b/supabase/migrations/028_webhook_endpoints.sql
new file mode 100644
index 0000000..dccb6e0
--- /dev/null
+++ b/supabase/migrations/028_webhook_endpoints.sql
@@ -0,0 +1,103 @@
+-- ============================================================
+-- 028_webhook_endpoints.sql — Outbound event webhooks (public API)
+--
+-- Lets an account register HTTPS endpoints that wacrm POSTs to when
+-- something happens (an inbound message arrives, a delivery status
+-- changes, a conversation is created). This is the "react to inbound"
+-- half of the public API (#245): instead of polling
+-- `GET /api/v1/conversations`, an automation subscribes once and is
+-- pushed the events it cares about.
+--
+-- Design notes
+--   - Account-scoped, never user-scoped (same as `api_keys`).
+--     `created_by` records who registered it (audit); ON DELETE SET
+--     NULL so removing a teammate doesn't drop their integration's
+--     endpoint.
+--   - `secret` is the HMAC signing key. UNLIKE `api_keys` (where we
+--     store only a hash because the key is a bearer credential the
+--     *client* presents), here *we* sign each outgoing payload with
+--     the secret and the receiver verifies it — so we need the
+--     plaintext at delivery time. We store it AES-256-GCM-encrypted
+--     at rest (same `encrypt()`/`decrypt()` as `whatsapp_config.
+--     access_token`), and return the plaintext to the creator exactly
+--     once so they can configure their verifier.
+--   - `events[]` is the subscription filter (free text[], validated
+--     in the app layer against `src/lib/webhooks/events.ts` — a new
+--     event type is a code change, not a migration, mirroring scopes).
+--   - `failure_count` counts *consecutive* delivery failures; the
+--     deliverer auto-sets `is_active = false` once it crosses a
+--     threshold so a permanently-dead endpoint stops being retried.
+--     A successful delivery resets it to 0.
+--
+-- RLS
+--   Settings-class, mirroring `api_keys`: any member may read the
+--   roster; only admin+ may create/update/delete. The delivery path
+--   and the public-API management routes both use the service-role
+--   client (an API caller has no `auth.uid()`), so RLS is the guard
+--   for any dashboard UI that reads the table directly.
+--
+-- Idempotent — safe to run multiple times.
+-- ============================================================
+
+CREATE TABLE IF NOT EXISTS webhook_endpoints (
+  id               uuid PRIMARY KEY DEFAULT gen_random_uuid(),
+  account_id       uuid NOT NULL REFERENCES accounts(id) ON DELETE CASCADE,
+  created_by       uuid REFERENCES auth.users(id) ON DELETE SET NULL,
+  url              text NOT NULL,             -- HTTPS endpoint we POST to
+  secret           text NOT NULL,             -- AES-256-GCM-encrypted HMAC signing secret
+  events           text[] NOT NULL DEFAULT '{}',
+  is_active        boolean NOT NULL DEFAULT true,
+  last_delivery_at timestamptz,               -- last successful delivery
+  failure_count    integer NOT NULL DEFAULT 0, -- consecutive failures; reset to 0 on success
+  created_at       timestamptz NOT NULL DEFAULT now()
+);
+
+-- Every delivery + management query filters by account_id.
+CREATE INDEX IF NOT EXISTS webhook_endpoints_account_id_idx
+  ON webhook_endpoints (account_id);
+
+ALTER TABLE webhook_endpoints ENABLE ROW LEVEL SECURITY;
+
+-- SELECT: any member of the account (viewer+) can see the roster.
+DROP POLICY IF EXISTS webhook_endpoints_select ON webhook_endpoints;
+CREATE POLICY webhook_endpoints_select ON webhook_endpoints FOR SELECT
+  USING (is_account_member(account_id));
+
+-- INSERT / UPDATE / DELETE: admin+ only (settings-class).
+DROP POLICY IF EXISTS webhook_endpoints_insert ON webhook_endpoints;
+CREATE POLICY webhook_endpoints_insert ON webhook_endpoints FOR INSERT
+  WITH CHECK (is_account_member(account_id, 'admin'));
+
+DROP POLICY IF EXISTS webhook_endpoints_update ON webhook_endpoints;
+CREATE POLICY webhook_endpoints_update ON webhook_endpoints FOR UPDATE
+  USING (is_account_member(account_id, 'admin'));
+
+DROP POLICY IF EXISTS webhook_endpoints_delete ON webhook_endpoints;
+CREATE POLICY webhook_endpoints_delete ON webhook_endpoints FOR DELETE
+  USING (is_account_member(account_id, 'admin'));
+
+-- ============================================================
+-- Atomic consecutive-failure counter.
+--
+-- The deliverer records failures through this function rather than a
+-- read-modify-write: two deliveries to the same endpoint can run
+-- concurrently (e.g. conversation.created + message.received for one
+-- inbound message), and a client-side `count = count + 1` would lose
+-- increments, so a dead endpoint might never reach the auto-disable
+-- threshold. The `+ 1` and the disable decision happen in one UPDATE.
+-- Only ever disables (never re-enables) — re-enabling is an explicit
+-- PATCH by an admin, which resets the counter.
+-- ============================================================
+CREATE OR REPLACE FUNCTION public.record_webhook_failure(
+  endpoint_id uuid,
+  max_failures int
+)
+RETURNS void AS $$
+  UPDATE webhook_endpoints
+  SET failure_count = failure_count + 1,
+      is_active = CASE
+        WHEN failure_count + 1 >= max_failures THEN false
+        ELSE is_active
+      END
+  WHERE id = endpoint_id;
+$$ LANGUAGE sql SECURITY DEFINER SET search_path = public;