diff --git a/litellm/litellm_core_utils/logging_worker.py b/litellm/litellm_core_utils/logging_worker.py
index 77792671f6f..1d74595781a 100644
--- a/litellm/litellm_core_utils/logging_worker.py
+++ b/litellm/litellm_core_utils/logging_worker.py
@@ -4,6 +4,7 @@
 import asyncio
 import atexit
 import contextvars
+import inspect
 import logging
 from collections.abc import Coroutine, Iterator
 from typing import Final
@@ -53,6 +54,7 @@ class LoggingWorker:
         self._queue: asyncio.Queue[LoggingTask] | None = None
         self._worker_task: asyncio.Task | None = None
         self._running_tasks: set[asyncio.Task] = set()
+        self._dequeued_tasks: dict[int, LoggingTask] = {}  # mutable-ok: refs so flush can rescue never-started tasks
         self._sem: asyncio.Semaphore | None = None
         self._bound_loop: asyncio.AbstractEventLoop | None = None
         self._last_aggressive_clear_time: float = 0.0
@@ -61,6 +63,38 @@ class LoggingWorker:
         # Register cleanup handler to flush remaining events on exit
         atexit.register(self._flush_on_exit)
 
+    def _track_dequeued(self, task: LoggingTask) -> None:
+        self._dequeued_tasks[id(task)] = task
+
+    def _untrack_dequeued(self, task: LoggingTask) -> None:
+        self._dequeued_tasks.pop(id(task), None)
+
+    def _unstarted_dequeued_tasks(self) -> tuple[LoggingTask, ...]:
+        return tuple(
+            task
+            for task in self._dequeued_tasks.values()
+            if inspect.getcoroutinestate(task["coroutine"]) == inspect.CORO_CREATED
+        )
+
+    def _requeue_unstarted_dequeued(self, new_queue: "asyncio.Queue[LoggingTask]") -> int:
+        revived: Final = self._unstarted_dequeued_tasks()
+        self._dequeued_tasks.clear()
+        for index, revived_task in enumerate(revived):
+            try:
+                new_queue.put_nowait(revived_task)
+            except asyncio.QueueFull:
+                for leftover in revived[index:]:
+                    self._track_dequeued(leftover)
+                return index
+        return len(revived)
+
+    def _run_coroutine_silently(self, loop: asyncio.AbstractEventLoop, coroutine: Coroutine) -> bool:
+        try:
+            loop.run_until_complete(asyncio.wait_for(coroutine, timeout=self.timeout))
+        except (Exception, asyncio.CancelledError):  # noqa: BLE001  # atexit flush must never break the user's program
+            return False
+        return True
+
     @staticmethod
     def _drain_pending(queue: "asyncio.Queue[LoggingTask]") -> tuple[LoggingTask, ...]:
         """Pop every task still queued, without awaiting them, so they can be moved to another queue."""
@@ -90,10 +124,12 @@ class LoggingWorker:
             new_queue: Final[asyncio.Queue[LoggingTask]] = asyncio.Queue(maxsize=self.max_queue_size)
             for carried_task in carried_over:
                 new_queue.put_nowait(carried_task)
-            if carried_over:
+            revived_count: Final = self._requeue_unstarted_dequeued(new_queue)
+            if carried_over or revived_count:
                 verbose_logger.warning(
-                    "LoggingWorker: event loop changed; carried %d pending logging task(s) onto the new loop",
+                    "LoggingWorker: event loop changed; carried %d pending and revived %d dequeued logging task(s) onto the new loop",
                     len(carried_over),
+                    revived_count,
                 )
             else:
                 verbose_logger.debug("LoggingWorker: Event loop changed, reinitializing queue and worker")
@@ -129,6 +165,7 @@ class LoggingWorker:
                 except Exception as e:
                     verbose_logger.exception("LoggingWorker error: %s", e)
                 finally:
+                    self._untrack_dequeued(task)
                     self._queue.task_done()
         finally:
             # Always release semaphore, even if queue is None
@@ -146,6 +183,7 @@ class LoggingWorker:
                 await self._sem.acquire()
                 try:
                     task = await self._queue.get()
+                    self._track_dequeued(task)
                     # Track each spawned coroutine so we can cancel on shutdown.
                     processing_task = asyncio.create_task(self._process_log_task(task, self._sem))
                     self._running_tasks.add(processing_task)
@@ -298,9 +336,10 @@ class LoggingWorker:
         extracted_tasks: Final = []
         for _ in range(items_to_extract):
             try:
-                extracted_tasks.append(self._queue.get_nowait())
+                extracted_tasks.append(extracted := self._queue.get_nowait())
             except asyncio.QueueEmpty:
                 break
+            self._track_dequeued(extracted)
 
         return extracted_tasks
 
@@ -318,6 +357,7 @@ class LoggingWorker:
 
             # Add new task to extracted tasks to process directly
             if new_task is not None:
+                self._track_dequeued(new_task)
                 extracted_tasks.append(new_task)
 
             # Process extracted tasks directly
@@ -343,6 +383,7 @@ class LoggingWorker:
             # Suppress errors during processing to ensure we keep going
             pass
         finally:
+            self._untrack_dequeued(task)
             self._queue.task_done()
 
     async def _process_extracted_tasks(self, tasks: list[LoggingTask]) -> None:
@@ -486,11 +527,12 @@ class LoggingWorker:
             self._safe_log("debug", "[LoggingWorker] atexit: No queue initialized")
             return
 
-        if self._queue.empty():
+        unstarted_dequeued: Final = self._unstarted_dequeued_tasks()
+        if self._queue.empty() and not unstarted_dequeued:
             self._safe_log("debug", "[LoggingWorker] atexit: Queue is empty")
             return
 
-        queue_size: Final = self._queue.qsize()
+        queue_size: Final = self._queue.qsize() + len(unstarted_dequeued)
         self._safe_log("info", f"[LoggingWorker] atexit: Flushing {queue_size} remaining events...")
 
         # Create a new event loop since the original is closed
@@ -509,6 +551,16 @@ class LoggingWorker:
             previous_raise_exceptions: Final = logging.raiseExceptions
             logging.raiseExceptions = False
             try:
+                for pending in unstarted_dequeued:
+                    if (
+                        processed >= MAX_ITERATIONS_TO_CLEAR_QUEUE
+                        or loop.time() - start_time >= MAX_TIME_TO_CLEAR_QUEUE
+                    ):
+                        break
+                    if self._run_coroutine_silently(loop, pending["coroutine"]):
+                        processed += 1
+                    self._untrack_dequeued(pending)
+
                 while not self._queue.empty() and processed < MAX_ITERATIONS_TO_CLEAR_QUEUE:
                     if loop.time() - start_time >= MAX_TIME_TO_CLEAR_QUEUE:
                         self._safe_log(
@@ -526,11 +578,8 @@ class LoggingWorker:
                     # Note: We run the coroutine directly, not via create_task,
                     # since we're in a new event loop context
                     try:
-                        loop.run_until_complete(task["coroutine"])
-                        processed += 1
-                    except Exception:
-                        # Silent failure to not break user's program
-                        pass
+                        if self._run_coroutine_silently(loop, task["coroutine"]):
+                            processed += 1
                     finally:
                         # Clear reference to prevent memory leaks
                         task = None
diff --git a/ruff-strict-budget.json b/ruff-strict-budget.json
index d5d24904a71..b24335ad112 100644
--- a/ruff-strict-budget.json
+++ b/ruff-strict-budget.json
@@ -57,7 +57,7 @@
     "limit": 3
   },
   "BLE001": {
-    "limit": 2918
+    "limit": 2917
   },
   "C401": {
     "limit": 8
@@ -189,7 +189,7 @@
     "limit": 0
   },
   "S110": {
-    "limit": 218
+    "limit": 217
   },
   "S112": {
     "limit": 22
diff --git a/tests/test_litellm/litellm_core_utils/test_logging_worker.py b/tests/test_litellm/litellm_core_utils/test_logging_worker.py
index 80c9585dae9..eb4e893adb8 100644
--- a/tests/test_litellm/litellm_core_utils/test_logging_worker.py
+++ b/tests/test_litellm/litellm_core_utils/test_logging_worker.py
@@ -97,6 +97,32 @@ class TestLoggingWorker:
             logging.raiseExceptions = previous_raise_exceptions
             logger.removeHandler(handler)
 
+    def test_flush_on_exit_rescues_dequeued_coroutine_never_started(self):
+        """
+        Regression test for cache-hit success callbacks lost in short-lived SDK scripts:
+        the worker loop dequeues the task, then ``asyncio.run`` cancels the processing
+        task before it ever runs, so the coroutine leaves the queue without being
+        awaited and the atexit flush used to find an empty queue and rescue nothing.
+        """
+        worker = LoggingWorker(timeout=1.0, max_queue_size=10)
+        fired = []
+
+        async def marker():
+            fired.append(True)
+
+        async def short_lived_script():
+            worker.ensure_initialized_and_enqueue(marker())
+
+        asyncio.run(short_lived_script())
+
+        assert worker._queue is not None
+        assert worker._queue.qsize() == 0, "precondition: the worker loop dequeued the task before loop close"
+        assert fired == [], "precondition: the callback never ran before loop close"
+
+        worker._flush_on_exit()
+
+        assert fired == [True]
+
     def test_flush_on_exit_swallows_errors_and_drains_remaining(self):
         """A failing queued coroutine must not abort the atexit drain of later events."""
         worker = LoggingWorker(timeout=1.0, max_queue_size=10)
@@ -118,6 +144,53 @@ class TestLoggingWorker:
         assert processed == ["ran"]
         assert worker._queue.empty()
 
+    def test_loop_change_revives_dequeued_coroutine_on_new_loop(self):
+        """
+        A callback dequeued but never started before its loop closed must run on the
+        next event loop's worker instead of staying stranded until process exit.
+        """
+        worker = LoggingWorker(timeout=1.0, max_queue_size=10)
+        fired = []
+
+        async def marker(name):
+            fired.append(name)
+
+        async def first_script():
+            worker.ensure_initialized_and_enqueue(marker("first"))
+
+        asyncio.run(first_script())
+        assert fired == [], "precondition: the callback was dequeued but never ran before loop close"
+
+        async def second_script():
+            worker.ensure_initialized_and_enqueue(marker("second"))
+            assert worker._queue is not None
+            await asyncio.wait_for(worker._queue.join(), timeout=5)
+
+        asyncio.run(second_script())
+
+        assert sorted(fired) == ["first", "second"]
+
+    def test_flush_on_exit_swallows_cancellation_and_drains_remaining(self):
+        """A callback raising CancelledError must not abort the atexit flush of later events."""
+        worker = LoggingWorker(timeout=1.0, max_queue_size=10)
+        worker._queue = asyncio.Queue(maxsize=10)
+
+        processed = []
+
+        async def cancels_during_flush():
+            raise asyncio.CancelledError()
+
+        async def records_during_flush():
+            processed.append("ran")
+
+        worker.enqueue(cancels_during_flush())
+        worker.enqueue(records_during_flush())
+
+        worker._flush_on_exit()
+
+        assert processed == ["ran"]
+        assert worker._queue.empty()
+
     @pytest.mark.asyncio
     async def test_worker_handles_cancellation_gracefully(self, logging_worker):
         """Test that the worker handles cancellation without throwing exceptions."""