diff --git a/astrbot/core/cron/manager.py b/astrbot/core/cron/manager.py
index 9e6feb37f6..c42b7197ba 100644
--- a/astrbot/core/cron/manager.py
+++ b/astrbot/core/cron/manager.py
@@ -103,22 +103,28 @@ def __init__(self, db: BaseDatabase) -> None:
         self._basic_handlers: dict[str, Callable[..., Any]] = {}
         self._lock = asyncio.Lock()
         self._started = False
+        # The scheduler may start early via _schedule_job; track DB sync separately.
+        self._db_synced = False
 
     async def start(self, ctx: "Context") -> None:
         self.ctx: Context = ctx  # star context
         async with self._lock:
-            if self._started:
+            if self._db_synced:
                 return
-            self.scheduler.start()
-            self._started = True
+            if not self._started:
+                self.scheduler.start()
+                self._started = True
             await self.sync_from_db()
+            self._db_synced = True
 
     async def shutdown(self) -> None:
         async with self._lock:
             if not self._started:
                 return
             self.scheduler.shutdown(wait=False)
+            await asyncio.sleep(0)
             self._started = False
+            self._db_synced = False
 
     async def sync_from_db(self) -> None:
         jobs = await self.db.list_cron_jobs()
diff --git a/tests/unit/test_cron_manager.py b/tests/unit/test_cron_manager.py
index 242312754b..47f97ef445 100644
--- a/tests/unit/test_cron_manager.py
+++ b/tests/unit/test_cron_manager.py
@@ -69,6 +69,7 @@ def test_init(self, mock_db):
         assert manager.db == mock_db
         assert manager._basic_handlers == {}
         assert manager._started is False
+        assert manager._db_synced is False
 
 
 class TestCronJobManagerStart:
@@ -95,6 +96,52 @@ async def test_start_idempotent(self, cron_manager, mock_db, mock_context):
         # Should only sync once
         assert mock_db.list_cron_jobs.call_count == 1
 
+    @pytest.mark.asyncio
+    async def test_start_resyncs_after_shutdown(
+        self, cron_manager, mock_db, mock_context
+    ):
+        """Test that restarting the manager resyncs the database."""
+        mock_db.list_cron_jobs.return_value = []
+
+        await cron_manager.start(mock_context)
+        await cron_manager.shutdown()
+
+        assert cron_manager._started is False
+        assert cron_manager._db_synced is False
+
+        await cron_manager.start(mock_context)
+
+        assert mock_db.list_cron_jobs.call_count == 2
+        assert cron_manager._started is True
+        assert cron_manager._db_synced is True
+
+        await cron_manager.shutdown()
+
+    @pytest.mark.asyncio
+    async def test_start_syncs_after_scheduler_started_early(
+        self, cron_manager, mock_db, mock_context, sample_cron_job
+    ):
+        """Test that early scheduler startup does not skip database sync."""
+        mock_db.create_cron_job.return_value = sample_cron_job
+        mock_db.list_cron_jobs.return_value = [sample_cron_job]
+
+        await cron_manager.add_basic_job(
+            name="Early Job",
+            cron_expression="0 9 * * *",
+            handler=MagicMock(),
+            enabled=True,
+            persistent=False,
+        )
+
+        await cron_manager.start(mock_context)
+
+        assert cron_manager._started is True
+        assert cron_manager._db_synced is True
+        assert cron_manager.scheduler.get_job(sample_cron_job.job_id) is not None
+        assert mock_db.list_cron_jobs.call_count == 1
+
+        await cron_manager.shutdown()
+
 
 class TestCronJobManagerShutdown:
     """Tests for CronJobManager.shutdown method."""