fix: cloud draft remains stuck after worker teardown (#107759)

* fix: clear destroyed failed cloud drafts

* chore: leave cloud fix notes to release flow

src/gateway/server-methods/sessions-shared.ts

@@ -50,10 +50,18 @@ export function resolveSessionWorkerPlacementMutationError(params: {
   const placement = params.context.workerSessionPlacementService
     ?.getMany([params.sessionId])
     .get(params.sessionId);
+  // Failed placement normally keeps destructive mutation fenced. Missing worker identity or an
+  // authoritative destroyed environment proves cleanup cannot orphan a live worker.
+  const failedPlacementCanDelete =
+    params.action === "delete" &&
+    placement?.state === "failed" &&
+    (placement.environmentId === null ||
+      params.context.workerEnvironmentService?.get(placement.environmentId)?.state === "destroyed");
   if (
     !placement ||
     placement.state === "local" ||
-    (params.action === "delete" && placement.state === "reclaimed")
+    (params.action === "delete" && placement.state === "reclaimed") ||
+    failedPlacementCanDelete
   ) {
     return undefined;
   }

src/gateway/server.sessions.worker-placement-lifecycle.test.ts

@@ -172,7 +172,13 @@ test("sessions.delete rejects failed placement with unresolved worker ownership"
     "sessions.delete",
     { key: sessionKey },
     {
-      context: { workerSessionPlacementService: placementReader },
+      context: {
+        workerEnvironmentService: {
+          get: () => ({ state: "attached" }),
+          resolveInferenceSessionForRunId: () => undefined,
+        } as never,
+        workerSessionPlacementService: placementReader,
+      },
     },
   );
 
@@ -182,6 +188,60 @@ test("sessions.delete rejects failed placement with unresolved worker ownership"
   expect(embeddedRunMock.abortCalls).toEqual([]);
 });
 
+test("sessions.delete allows failed placement after its worker is destroyed", async () => {
+  await createSessionStoreDir();
+  const sessionKey = "discord:group:destroyed-failed-worker-session";
+  const sessionId = "sess-destroyed-failed-worker-delete";
+  await writeSessionStore({ entries: { [sessionKey]: sessionStoreEntry(sessionId) } });
+  const placementReader = sequencedPlacementReader([terminalPlacementRecord(sessionId, "failed")]);
+
+  const deleted = await directSessionReq(
+    "sessions.delete",
+    { key: sessionKey },
+    {
+      context: {
+        workerEnvironmentService: {
+          get: (environmentId: string) => {
+            expect(environmentId).toBe("worker-environment");
+            return { state: "destroyed" };
+          },
+          hasInferenceForSession: () => false,
+          resolveInferenceSessionForRunId: () => undefined,
+        } as never,
+        workerSessionPlacementService: placementReader,
+      },
+    },
+  );
+
+  expect(deleted.ok).toBe(true);
+  expect(deleted.payload).toMatchObject({ ok: true, deleted: true });
+  expect(loadSessionEntry(sessionKey).entry).toBeUndefined();
+});
+
+test("sessions.delete allows failed placement that never acquired a worker", async () => {
+  await createSessionStoreDir();
+  const sessionKey = "discord:group:unallocated-failed-worker-session";
+  const sessionId = "sess-unallocated-failed-worker-delete";
+  await writeSessionStore({ entries: { [sessionKey]: sessionStoreEntry(sessionId) } });
+  const placement = terminalPlacementRecord(sessionId, "failed");
+  if (placement.state !== "failed") {
+    throw new Error("expected failed placement fixture");
+  }
+  placement.environmentId = null;
+
+  const deleted = await directSessionReq(
+    "sessions.delete",
+    { key: sessionKey },
+    {
+      context: { workerSessionPlacementService: sequencedPlacementReader([placement]) },
+    },
+  );
+
+  expect(deleted.ok).toBe(true);
+  expect(deleted.payload).toMatchObject({ ok: true, deleted: true });
+  expect(loadSessionEntry(sessionKey).entry).toBeUndefined();
+});
+
 test("sessions.delete allows reclaimed placement with no live worker owner", async () => {
   await createSessionStoreDir();
   const sessionKey = "discord:group:reclaimed-worker-session";