diff --git a/.changeset/fix-ipc-shutdown-entrypoint.md b/.changeset/fix-ipc-shutdown-entrypoint.md
new file mode 100644
index 000000000..74f5407e0
--- /dev/null
+++ b/.changeset/fix-ipc-shutdown-entrypoint.md
@@ -0,0 +1,5 @@
+---
+'@livekit/agents': patch
+---
+
+fix(ipc): run shutdown callbacks when entrypoint raises during shutdown
diff --git a/agents/src/ipc/job_proc_lazy_main.ts b/agents/src/ipc/job_proc_lazy_main.ts
index dba451ada..6ae57314e 100644
--- a/agents/src/ipc/job_proc_lazy_main.ts
+++ b/agents/src/ipc/job_proc_lazy_main.ts
@@ -15,6 +15,7 @@ import type { InferenceExecutor } from './inference_executor.js';
 import type { IPCMessage } from './message.js';
 
 const ORPHANED_TIMEOUT = 15 * 1000;
+const ENTRYPOINT_SHUTDOWN_TIMEOUT = 15 * 1000;
 
 const safeSend = (msg: IPCMessage): boolean => {
   try {
@@ -128,41 +129,59 @@ const startJob = (
       }
     }, 10000);
 
-    try {
-      const closePromise = once(closeEvent, 'close').then((close) => {
-        logger.debug('shutting down');
-        shutdown = true;
-        safeSend({ case: 'exiting', value: { reason: close[1] } });
-      });
+    const closePromise = once(closeEvent, 'close').then((close) => {
+      logger.debug('shutting down');
+      shutdown = true;
+      safeSend({ case: 'exiting', value: { reason: close[1] } });
+    });
 
-      // Run the job function within the AsyncLocalStorage context
-      await runWithJobContextAsync(ctx, async () => {
-        const { tracer, traceTypes } = await import('../telemetry/index.js');
-        return tracer.startActiveSpan(
-          async (span) => {
-            span.setAttribute(traceTypes.ATTR_JOB_ID, info.job.id);
-            span.setAttribute(traceTypes.ATTR_AGENT_NAME, info.job.agentName);
-            span.setAttribute(traceTypes.ATTR_ROOM_NAME, info.job.room?.name ?? '');
-            return func(ctx);
-          },
-          { name: 'job_entrypoint' },
-        );
-      })
-        .then(async () => {
-          if (!shutdown) {
-            await closePromise;
-          }
-        })
-        .finally(async () => {
-          clearTimeout(unconnectedTimeout);
+    let entrypointDone = false;
+    const entrypointPromise = runWithJobContextAsync(ctx, async () => {
+      const { tracer, traceTypes } = await import('../telemetry/index.js');
+      return tracer.startActiveSpan(
+        async (span) => {
+          span.setAttribute(traceTypes.ATTR_JOB_ID, info.job.id);
+          span.setAttribute(traceTypes.ATTR_AGENT_NAME, info.job.agentName);
+          span.setAttribute(traceTypes.ATTR_ROOM_NAME, info.job.room?.name ?? '');
+          return func(ctx);
+        },
+        { name: 'job_entrypoint' },
+      );
+    })
+      .catch((error) => {
+        if (shutdown) {
+          logger.debug({ error }, 'entrypoint raised during shutdown');
+          return;
+        }
+
+        logger.error({ error }, 'error in entry function');
+        shutdown = true;
+        safeSend({
+          case: 'exiting',
+          value: { reason: error instanceof Error ? error.message : String(error) },
         });
-    } catch (error) {
-      logger.error({ error }, 'error in entry function');
-      shutdown = true;
-      safeSend({
-        case: 'exiting',
-        value: { reason: error instanceof Error ? error.message : String(error) },
+      })
+      .finally(() => {
+        entrypointDone = true;
+        clearTimeout(unconnectedTimeout);
       });
+
+    await Promise.race([entrypointPromise, closePromise]);
+
+    if (!shutdown) {
+      await closePromise;
+    } else if (!entrypointDone) {
+      await Promise.race([
+        entrypointPromise,
+        new Promise<void>((resolve) => {
+          const timeout = setTimeout(() => {
+            logger.warn('entrypoint did not exit in time');
+            resolve();
+          }, ENTRYPOINT_SHUTDOWN_TIMEOUT);
+
+          void entrypointPromise.finally(() => clearTimeout(timeout));
+        }),
+      ]);
     }
 
     // Close the primary agent session if it exists