diff --git a/backend/src/modules/agent-actions/routes.ts b/backend/src/modules/agent-actions/routes.ts
index e235642..37aa619 100644
--- a/backend/src/modules/agent-actions/routes.ts
+++ b/backend/src/modules/agent-actions/routes.ts
@@ -20,6 +20,12 @@ import {
   type AgentActionDoc,
 } from './types.js';
 import { PRODUCT_ID } from '../../lib/product-config.js';
+import { trackEvent } from '../../lib/telemetry.js';
+import {
+  AGENT_INBOX_ACTION_APPROVED,
+  AGENT_INBOX_ACTION_REJECTED,
+  AGENT_INBOX_BATCH_APPROVED,
+} from '../../lib/telemetry-events.js';
 
 export async function agentActionRoutes(app: FastifyInstance) {
   // ── Feature flag gate ─────────────────────────────────────
@@ -78,6 +84,7 @@ export async function agentActionRoutes(app: FastifyInstance) {
     if (!updated) throw new NotFoundError('Agent action not found');
 
     req.log.info({ actionId: id }, 'Approved agent action');
+    trackEvent(AGENT_INBOX_ACTION_APPROVED, auth.sub, { actionId: id, actorId: updated.actorId, toolName: updated.toolName });
     return updated;
   });
 
@@ -96,6 +103,7 @@ export async function agentActionRoutes(app: FastifyInstance) {
     if (!updated) throw new NotFoundError('Agent action not found');
 
     req.log.info({ actionId: id }, 'Rejected agent action');
+    trackEvent(AGENT_INBOX_ACTION_REJECTED, auth.sub, { actionId: id, actorId: updated.actorId, toolName: updated.toolName });
     return updated;
   });
 
@@ -109,6 +117,7 @@ export async function agentActionRoutes(app: FastifyInstance) {
 
     const result = await repo.batchApproveByActor(auth.sub, PRODUCT_ID, parsed.data.actorId);
     req.log.info({ actorId: parsed.data.actorId, count: result.approved.length }, 'Batch approved agent actions');
+    trackEvent(AGENT_INBOX_BATCH_APPROVED, auth.sub, { actorId: parsed.data.actorId, count: result.approved.length });
     return result;
   });
 }
diff --git a/backend/src/server.ts b/backend/src/server.ts
index 28d7262..4354a7c 100644
--- a/backend/src/server.ts
+++ b/backend/src/server.ts
@@ -20,9 +20,10 @@ import { config } from './lib/config.js';
 import { getAllFlags, isFeatureEnabled } from './lib/feature-flags.js';
 import { generateContextMessage, type ContextMessageInput } from './lib/ai-context.js';
 import { z } from 'zod';
-import { getBufferedEvents, flushEvents } from './lib/telemetry.js';
+import { trackEvent, getBufferedEvents, flushEvents } from './lib/telemetry.js';
 import { PRODUCT_ID, productConfig } from './lib/product-config.js';
 import { initWebhookSubscriber, stopWebhookSubscriber } from './lib/webhook-subscriber.js';
+import { AI_CONTEXT_ENRICHED, AI_CONTEXT_FALLBACK_USED } from './lib/telemetry-events.js';
 
 import { jwtVerify } from 'jose';
 import type { JwtPayload } from './lib/request-context.js';
@@ -78,7 +79,13 @@ app.post('/api/context-message', async (req, reply) => {
     reply.code(400);
     return { message: 'Get ready!', source: 'generic' as const };
   }
-  return generateContextMessage(parsed.data as ContextMessageInput);
+  const result = await generateContextMessage(parsed.data as ContextMessageInput);
+  if (result.source === 'llm') {
+    trackEvent(AI_CONTEXT_ENRICHED, undefined, { timerLabel: parsed.data.timerLabel });
+  } else {
+    trackEvent(AI_CONTEXT_FALLBACK_USED, undefined, { timerLabel: parsed.data.timerLabel, source: result.source });
+  }
+  return result;
 });
 
 // ── Bootstrap (no auth) ──────────────────────────────────────────