diff --git a/apps/server/src/device/DeviceService.test.ts b/apps/server/src/device/DeviceService.test.ts
index c70f30b1fe87..183f24d95c5b 100644
--- a/apps/server/src/device/DeviceService.test.ts
+++ b/apps/server/src/device/DeviceService.test.ts
@@ -7,6 +7,7 @@ import {
   type DeviceServiceState,
 } from "@t3tools/contracts";
 import * as Effect from "effect/Effect";
+import * as Exit from "effect/Exit";
 import * as Deferred from "effect/Deferred";
 import * as Fiber from "effect/Fiber";
 import * as PubSub from "effect/PubSub";
@@ -469,3 +470,104 @@ it.effect.each(["shutdown", "close"] as const)(
       Effect.scoped,
     ),
 );
+
+it.effect.each([
+  { hubReports: "off", outcome: "succeeds" },
+  { hubReports: "booted", outcome: "fails" },
+  { hubReports: "missing", outcome: "fails" },
+] as const)(
+  "iOS shutdown $outcome when serve-sim rejects it and the hub reports the simulator $hubReports",
+  ({ hubReports, outcome }) =>
+    Effect.gen(function* () {
+      const deviceId = DeviceId.make("22222222-2222-2222-2222-222222222222");
+      const paths: string[] = [];
+      // The device list is stale until shutdown re-reads it from the hub.
+      let listed: "booted" | "off" | "missing" = "booted";
+      const ready: DeviceHost.DeviceHostReady = {
+        nodePath: process.execPath,
+        hub: { origin: "http://device.test" },
+        helpers: { serveSimAxSettings: null, serveSimCli: null },
+        run: () => Effect.succeed({ code: 0, stdout: "", stderr: "" }),
+      };
+      const host: DeviceHost.DeviceHost["Service"] = {
+        id: LOCAL_DEVICE_HOST_ID,
+        summary: Effect.succeed({
+          id: LOCAL_DEVICE_HOST_ID,
+          kind: "local",
+          label: "Simulator host",
+          platforms: [{ platform: "ios", available: true }],
+          hubInstalled: true,
+          agentDeviceInstalled: false,
+        }),
+        platformAvailability: (platform) => Effect.succeed({ platform, available: true }),
+        ensureReady: () => Effect.succeed(ready),
+        ensureAgentReady: () => Effect.die("Agent access is not used in this test"),
+        current: Effect.succeed(ready),
+        stopAgent: Effect.void,
+        stop: Effect.void,
+      };
+      const http = HttpClient.make((request) =>
+        Effect.sync(() => {
+          const path = new URL(request.url).pathname;
+          paths.push(path);
+          if (path === "/api/devices") {
+            return HttpClientResponse.fromWeb(
+              request,
+              Response.json({
+                emulators: [],
+                simulators:
+                  listed === "missing"
+                    ? []
+                    : [
+                        {
+                          id: deviceId,
+                          name: "iPhone",
+                          platform: "ios",
+                          version: "26",
+                          physical: false,
+                          booted: listed === "booted",
+                        },
+                      ],
+                // A partial listing still decodes; it must not read as "off".
+                errors: listed === "missing" ? [{ message: "simctl list failed" }] : [],
+              }),
+            );
+          }
+          if (path === "/vendor/serve-sim/grid/api/shutdown") {
+            // serve-sim runs `simctl shutdown` bare and returns its failure as-is.
+            listed = hubReports;
+            return HttpClientResponse.fromWeb(
+              request,
+              Response.json(
+                { ok: false, error: "Unable to shutdown device in current state: Shutdown" },
+                { status: 500 },
+              ),
+            );
+          }
+          throw new Error(`Unexpected hub path: ${path}`);
+        }),
+      );
+      const service = yield* makeWithHosts(new Map([[host.id, host]])).pipe(
+        Effect.provideService(HttpClient.HttpClient, http),
+      );
+      yield* service.list;
+      const exit = yield* Effect.exit(service.shutdown({ deviceId, platform: "ios" }));
+      expect(paths.filter((path) => path.endsWith("shutdown"))).toEqual([
+        "/vendor/serve-sim/grid/api/shutdown",
+      ]);
+      if (outcome === "succeeds") {
+        expect(Exit.isSuccess(exit)).toBe(true);
+        expect(
+          (yield* service.state).devices.find((device) => device.id === deviceId)?.booted,
+        ).toBe(false);
+      } else {
+        expect(Exit.isFailure(exit)).toBe(true);
+        expect(
+          (yield* service.state).devices.find((device) => device.id === deviceId)?.booted,
+        ).toBe(true);
+      }
+    }).pipe(
+      Effect.provide(ServerSettingsService.layerTest({ enableDeviceSupport: true })),
+      Effect.scoped,
+    ),
+);
diff --git a/apps/server/src/device/DeviceService.ts b/apps/server/src/device/DeviceService.ts
index 8b7db9b5e590..45a2f928ecaa 100644
--- a/apps/server/src/device/DeviceService.ts
+++ b/apps/server/src/device/DeviceService.ts
@@ -670,31 +670,44 @@ export const makeWithHosts = Effect.fn("DeviceService.makeWithHosts")(function*
     platform: DevicePlatform,
   ) {
     const ready = yield* readiness(hostId);
-    // serve-sim's shutdown closes its in-process capture session before powering off.
-    // The hub's generic shutdown can leave that session cached across a reboot.
-    const path =
-      platform === "ios" ? `${vendorPrefix("ios")}/grid/api/shutdown` : "/api/devices/shutdown";
-    yield* HttpClientRequest.post(`${ready.hub.origin}${path}`).pipe(
-      HttpClientRequest.bodyJson(
-        platform === "ios" ? { udid: deviceId } : { platform, id: deviceId },
-      ),
-      Effect.mapError(
-        (cause) =>
-          new DeviceOperationError({ operation: "shutdown", reason: "invalid_payload", cause }),
-      ),
-      Effect.flatMap((request) => hubJson(request, HubActionResult, "shutdown")),
-      Effect.flatMap((result) =>
-        result.ok
-          ? Effect.void
-          : Effect.fail(
-              new DeviceOperationError({
-                operation: "shutdown",
-                reason: "hub_rejected",
-                cause: result,
-              }),
+    const postShutdown = (path: string, body: Record<string, string>) =>
+      HttpClientRequest.post(`${ready.hub.origin}${path}`).pipe(
+        HttpClientRequest.bodyJson(body),
+        Effect.mapError(
+          (cause) =>
+            new DeviceOperationError({ operation: "shutdown", reason: "invalid_payload", cause }),
+        ),
+        Effect.flatMap((request) => hubJson(request, HubActionResult, "shutdown")),
+        Effect.flatMap((result) =>
+          result.ok
+            ? Effect.void
+            : Effect.fail(
+                new DeviceOperationError({
+                  operation: "shutdown",
+                  reason: "hub_rejected",
+                  cause: result,
+                }),
+              ),
+        ),
+      );
+    // serve-sim's shutdown closes its in-process capture session before it runs
+    // `simctl shutdown`; the hub's generic shutdown can leave that session cached
+    // across a reboot. serve-sim runs simctl bare, though, so a simulator that is
+    // already off fails there. Accept that failure only when the hub confirms
+    // the simulator is off; a failure on a running one still surfaces.
+    yield* platform === "ios"
+      ? postShutdown(`${vendorPrefix("ios")}/grid/api/shutdown`, { udid: deviceId }).pipe(
+          Effect.catch((cause) =>
+            fetchDevices(ready).pipe(
+              Effect.flatMap(({ devices }) =>
+                devices.find((device) => device.id === deviceId)?.booted === false
+                  ? Effect.logInfo("iOS simulator was already shut down", { deviceId })
+                  : Effect.fail(cause),
+              ),
             ),
-      ),
-    );
+          ),
+        )
+      : postShutdown("/api/devices/shutdown", { platform, id: deviceId });
     yield* publish((state) => ({
       ...state,
       devices: state.devices.map((device) =>