diff --git a/apps/sim/lib/desktop/application/executor.integration.ts b/apps/sim/lib/desktop/application/executor.integration.ts
index a292d738d2f..174a9d924d2 100644
--- a/apps/sim/lib/desktop/application/executor.integration.ts
+++ b/apps/sim/lib/desktop/application/executor.integration.ts
@@ -883,6 +883,27 @@ describe.runIf(Boolean(redisUrl))('desktop background executor protocol', () =>
       ).toEqual([first, second, vfs])
     })
 
+    it('lists calls persisted within the same millisecond in persistence order', async () => {
+      const desktop = await signedInDesktop()
+      const run = await boundRun(desktop)
+      /** Ids sorted against persistence order, so an id tiebreak would reverse them. */
+      const persisted = [generateId(), generateId(), generateId()].sort().reverse()
+      await db.insert(copilotAsyncToolCalls).values(
+        persisted.map((toolCallId, index) => ({
+          runId: run.runId,
+          toolCallId,
+          toolName: 'browser_click',
+          args: { ref: 'e1' },
+          pickupDeadlineAt: sql`now() + interval '1 minute'`,
+          createdAt: sql`date_trunc('milliseconds', localtimestamp) + ${index + 1} * interval '1 microsecond'`,
+        }))
+      )
+
+      expect(
+        (await inbox(desktop)).items.map((item) => item.kind === 'call' && item.toolCallId)
+      ).toEqual(persisted)
+    })
+
     it('counts the device online after a pull or a stream open, and keeps it online when the stream closes', async () => {
       const desktop = await signedInDesktop()
       const presenceKey = `desktop:presence:${desktop.deviceId}`
diff --git a/apps/sim/lib/desktop/executor/repository.ts b/apps/sim/lib/desktop/executor/repository.ts
index 94496ce84ae..77851d529fe 100644
--- a/apps/sim/lib/desktop/executor/repository.ts
+++ b/apps/sim/lib/desktop/executor/repository.ts
@@ -171,6 +171,11 @@ export async function listDesktopInboxRows(identity: Omit<DesktopDeviceIdentity,
         permissionDecision: copilotAsyncToolCalls.permissionDecision,
         claimed: sql<boolean>`${copilotAsyncToolCalls.executionOwnerToken} IS NOT NULL`,
         createdAt: copilotAsyncToolCalls.createdAt,
+        // A Date's milliseconds would tie calls written within the same millisecond.
+        persistedAtMicros:
+          sql<number>`(extract(epoch from ${copilotAsyncToolCalls.createdAt}) * 1000000)::bigint`.mapWith(
+            Number
+          ),
         chatId: copilotRuns.chatId,
         chatTitle: copilotChats.title,
         workspaceId: copilotRuns.workspaceId,
@@ -208,8 +213,7 @@ export async function listDesktopInboxRows(identity: Omit<DesktopDeviceIdentity,
     ),
   ])
   return [...waiting, ...cancelled].sort(
-    (a, b) =>
-      a.createdAt.getTime() - b.createdAt.getTime() || a.toolCallId.localeCompare(b.toolCallId)
+    (a, b) => a.persistedAtMicros - b.persistedAtMicros || a.toolCallId.localeCompare(b.toolCallId)
   )
 }