diff --git a/hooks/agentmon/HOOK.md b/hooks/agentmon/HOOK.md
index e4d6654..15b4441 100644
--- a/hooks/agentmon/HOOK.md
+++ b/hooks/agentmon/HOOK.md
@@ -9,13 +9,8 @@ metadata:
       - "command:reset"
       - "message:received"
       - "message:sent"
-      - "tool_result_persist"
-      - "session:compact:before"
-      - "session:compact:after"
+      - "agent:bootstrap"
     export: "default"
-    requires:
-      env:
-        - "AGENTMON_INGEST_URL"
 ---
 
 # Agentmon Telemetry Hook
diff --git a/hooks/agentmon/handler.ts b/hooks/agentmon/handler.ts
index 4a2e180..1b09d9c 100644
--- a/hooks/agentmon/handler.ts
+++ b/hooks/agentmon/handler.ts
@@ -14,7 +14,6 @@ let flushTimer: ReturnType<typeof setTimeout> | null = null;
 let isFlushing = false;
 
 const activeRuns = new Map<string, string>();
-const activeCompactions = new Map<string, string>();
 
 function isRecord(value: unknown): value is Dict {
   return value !== null && typeof value === 'object' && !Array.isArray(value);
@@ -274,7 +273,6 @@ const handler = async (rawEvent: unknown) => {
       enqueue(buildEnvelope('session.end', sessionKey));
       if (sessionKey) {
         activeRuns.delete(sessionKey);
-        activeCompactions.delete(sessionKey);
       }
       return;
     }
@@ -284,7 +282,28 @@ const handler = async (rawEvent: unknown) => {
       enqueue(buildEnvelope('session.start', sessionKey));
       if (sessionKey) {
         activeRuns.delete(sessionKey);
-        activeCompactions.delete(sessionKey);
+      }
+      return;
+    }
+
+    if (eventName === 'agent:bootstrap') {
+      // Only emit run.start if no run is already active for this session.
+      // Interactive message-channel sessions already emit run.start via
+      // message:received; this handler captures cron/automation embedded runs.
+      const existingRunId = sessionKey ? activeRuns.get(sessionKey) : undefined;
+      if (!existingRunId) {
+        const runId = randomUUID();
+        if (sessionKey) {
+          activeRuns.set(sessionKey, runId);
+        }
+
+        enqueue(buildEnvelope('run.start', sessionKey, {
+          runId,
+          attributes: {
+            agent_id: pickString(context.agentId as string | undefined),
+            run_kind: 'embedded',
+          },
+        }));
       }
       return;
     }
@@ -330,79 +349,6 @@ const handler = async (rawEvent: unknown) => {
       return;
     }
 
-    if (eventName === 'tool_result_persist') {
-      const runId = sessionKey ? activeRuns.get(sessionKey) : undefined;
-      const spanId = randomUUID();
-      const success = context.success !== false && !context.error;
-      const toolName = pickString(context.toolName, context.tool_name, context.name) || 'unknown_tool';
-      const payload: Dict = {
-        status: success ? 'success' : 'error',
-      };
-
-      const duration = pickNumber(context.duration_ms, context.durationMs, context.elapsed_ms);
-      if (duration !== undefined) {
-        payload.duration_ms = duration;
-      }
-
-      const resultPreview = truncate(context.result ?? context.output, 500);
-      if (resultPreview) {
-        payload.result_preview = resultPreview;
-      }
-
-      enqueue(buildEnvelope('span.end', sessionKey, {
-        runId,
-        spanId,
-        attributes: {
-          span_kind: 'tool',
-          name: toolName,
-        },
-        payload,
-      }));
-
-      if (!success) {
-        emitError(sessionKey, runId, spanId, context.error);
-      }
-      return;
-    }
-
-    if (eventName === 'session:compact:before') {
-      const runId = sessionKey ? activeRuns.get(sessionKey) : undefined;
-      const spanId = randomUUID();
-      if (sessionKey) {
-        activeCompactions.set(sessionKey, spanId);
-      }
-
-      enqueue(buildEnvelope('span.start', sessionKey, {
-        runId,
-        spanId,
-        attributes: {
-          span_kind: 'internal',
-          name: 'context_compaction',
-        },
-      }));
-      return;
-    }
-
-    if (eventName === 'session:compact:after') {
-      const runId = sessionKey ? activeRuns.get(sessionKey) : undefined;
-      const spanId = (sessionKey && activeCompactions.get(sessionKey)) || randomUUID();
-      if (sessionKey) {
-        activeCompactions.delete(sessionKey);
-      }
-
-      enqueue(buildEnvelope('span.end', sessionKey, {
-        runId,
-        spanId,
-        attributes: {
-          span_kind: 'internal',
-          name: 'context_compaction',
-        },
-        payload: {
-          status: 'success',
-          duration_ms: pickNumber(context.duration_ms, context.durationMs, context.elapsed_ms),
-        },
-      }));
-    }
   } catch {
     console.debug('[agentmon] handler error');
   }