diff --git a/litellm/constants.py b/litellm/constants.py
index 5e86927ef56..1012ca831f2 100644
--- a/litellm/constants.py
+++ b/litellm/constants.py
@@ -1749,6 +1749,12 @@ SPEND_LOG_CLEANUP_BATCH_FAILURE_BACKOFF_SECONDS: Final = float(
 SPEND_LOG_CLEANUP_RUN_BUDGET_SECONDS: Final = float(os.getenv("SPEND_LOG_CLEANUP_RUN_BUDGET_SECONDS", "300"))
 SPEND_LOG_CLEANUP_BATCH_TIMEOUT_SECONDS: Final = float(os.getenv("SPEND_LOG_CLEANUP_BATCH_TIMEOUT_SECONDS", "30"))
 SPEND_LOG_CLEANUP_REMAINING_COUNT_CAP: Final = int(os.getenv("SPEND_LOG_CLEANUP_REMAINING_COUNT_CAP", "100000"))
+SCHEDULED_JOB_SHUTDOWN_FINISH_TIMEOUT_SECONDS: Final = float(
+    os.getenv("SCHEDULED_JOB_SHUTDOWN_FINISH_TIMEOUT_SECONDS", "5")
+)
+SCHEDULED_JOB_SHUTDOWN_CANCEL_TIMEOUT_SECONDS: Final = float(
+    os.getenv("SCHEDULED_JOB_SHUTDOWN_CANCEL_TIMEOUT_SECONDS", "5")
+)
 TOOL_SPEND_TOP_TOOLS: Final = 100
 SPEND_LOG_PARTITION_INTERVAL: Final = os.getenv("SPEND_LOG_PARTITION_INTERVAL", "day")
 SPEND_LOG_PARTITION_PRECREATE_AHEAD: Final = int(os.getenv("SPEND_LOG_PARTITION_PRECREATE_AHEAD", 7))
diff --git a/litellm/proxy/db/db_transaction_queue/spend_log_cleanup.py b/litellm/proxy/db/db_transaction_queue/spend_log_cleanup.py
index db6045071a8..85e19fa8a32 100644
--- a/litellm/proxy/db/db_transaction_queue/spend_log_cleanup.py
+++ b/litellm/proxy/db/db_transaction_queue/spend_log_cleanup.py
@@ -1,5 +1,6 @@
 import asyncio
 import time
+from contextvars import ContextVar
 from dataclasses import dataclass
 from datetime import datetime, timedelta, timezone
 from typing import Final, Literal, TypeAlias
@@ -40,6 +41,28 @@ class TableCleanupResult:
     stop_reason: StopReason
 
 
+class _RunProgress:
+    """How far one cleanup run has got, reported if that run is cancelled"""
+
+    def __init__(self) -> None:
+        self.rows_deleted: int = 0
+        self.batches: int = 0
+
+    def record_batch(self, rows_deleted: int) -> None:
+        self.rows_deleted += rows_deleted
+        self.batches += 1
+
+
+_run_progress: ContextVar[_RunProgress] = ContextVar("spend_log_cleanup_run_progress")
+
+
+def _record_run_batch(rows_deleted: int) -> None:
+    """Count a batch towards the run in progress, if a run is what issued it"""
+    progress: Final = _run_progress.get(None)
+    if progress is not None:
+        progress.record_batch(rows_deleted)
+
+
 class _RemainingRow(BaseModel):
     """One row of the capped outstanding-rows probe, validated out of prisma's untyped result."""
 
@@ -422,6 +445,7 @@ class SpendLogCleanup:
 
             total_deleted += deleted_count
             run_count += 1
+            _record_run_batch(deleted_count)
 
             # Add a small sleep to prevent overwhelming the database
             await asyncio.sleep(0.1)
@@ -621,6 +645,9 @@ class SpendLogCleanup:
         If no pod_lock_manager, runs cleanup without distributed locking.
         """
         lock_acquired = False
+        run_started_at: Final = time.monotonic()
+        progress: Final = _RunProgress()
+        progress_token: Final = _run_progress.set(progress)
         try:
             verbose_proxy_logger.info("Cleanup job triggered at %s", datetime.now())
             self._refresh_bounds()
@@ -701,6 +728,15 @@ class SpendLogCleanup:
                 self._run_outcome(spend_log_results + session_results + health_check_results)
             )
 
+        except asyncio.CancelledError:
+            verbose_proxy_logger.error(
+                "Spend log cleanup cancelled after %.2fs (rows_deleted=%d, batches=%d); the next run resumes from here",
+                time.monotonic() - run_started_at,
+                progress.rows_deleted,
+                progress.batches,
+            )
+            SpendLogCleanupMetrics.record_run("aborted")
+            raise
         except Exception as e:
             # .exception() captures the traceback; str(e) alone on a Prisma/DB
             # timeout is often empty and gives operators no signal to diagnose.
@@ -712,6 +748,7 @@ class SpendLogCleanup:
             SpendLogCleanupMetrics.record_run("aborted")
             return  # Return after error handling
         finally:
+            _run_progress.reset(progress_token)
             # Only release the lock if it was actually acquired
             if lock_acquired and self.pod_lock_manager and self.pod_lock_manager.redis_cache:
                 await self.pod_lock_manager.release_lock(cronjob_id=SPEND_LOG_CLEANUP_JOB_NAME)
diff --git a/litellm/proxy/proxy_server.py b/litellm/proxy/proxy_server.py
index e22da5b190a..534dcf418cc 100644
--- a/litellm/proxy/proxy_server.py
+++ b/litellm/proxy/proxy_server.py
@@ -722,6 +722,11 @@ from litellm.proxy.route_llm_request import route_request
 from litellm.proxy.route_priority import hot_routes_first
 from litellm.proxy.search_endpoints.endpoints import router as search_router
 from litellm.proxy.shutdown.graceful_shutdown_manager import GracefulShutdownManager
+from litellm.proxy.shutdown.scheduled_jobs import (
+    AwaitableAsyncIOExecutor,
+    pause_scheduled_jobs,
+    stop_in_flight_scheduler_jobs,
+)
 from litellm.proxy.spend_tracking.budget_reservation import get_budget_window_start
 from litellm.proxy.spend_tracking.daily_global_spend_rollup import (
     run_scheduled_daily_global_spend_reconcile,
@@ -1495,6 +1500,10 @@ async def proxy_startup_event(app: FastAPI) -> AsyncGenerator[None, None]:
         if model_info_scheduler is not scheduler:
             model_info_scheduler.shutdown(wait=False)
 
+    # Shutdown event - stop starting scheduled jobs; the ones already running keep the drain window
+    if scheduler is not None:
+        pause_scheduled_jobs(scheduler)
+
     # Shutdown event - drain in-flight requests before tearing down dependencies
     # so SIGTERM (rolling update, scale-down, liveness kill) doesn't drop them.
     GracefulShutdownManager.start_shutdown()
@@ -1534,6 +1543,13 @@ async def proxy_startup_event(app: FastAPI) -> AsyncGenerator[None, None]:
 
     await _drain_spend_event_producer_on_shutdown()
 
+    # Shutdown event - finish or cancel in-flight scheduled jobs before the shutdown flushes and the DB disconnect
+    if scheduler is not None and scheduler_executor is not None:
+        try:
+            await stop_in_flight_scheduler_jobs(scheduler, scheduler_executor)
+        except Exception as e:
+            verbose_proxy_logger.error("Error stopping in-flight scheduled jobs: %s", e)
+
     await flush_spend_counters_on_shutdown()
 
     await _flush_spend_logs_queue_on_shutdown()
@@ -2536,6 +2552,7 @@ celery_app_conn: Final = None
 celery_fn: Final = None  # Redis Queue for handling requests
 
 scheduler = None
+scheduler_executor: AwaitableAsyncIOExecutor | None = None  # rebind-ok: bound once the scheduler is built at startup
 
 # Global variable for anthropic beta headers reload scheduling
 last_anthropic_beta_headers_reload = None
@@ -10094,7 +10111,7 @@ class ProxyStartupEvent:
         proxy_logging_obj: ProxyLogging,
     ) -> ProxyWorkerHeartbeat:
         """Initializes scheduled background jobs"""
-        global heuristic_v1_tuning_baselines, store_model_in_db, scheduler  # rebind-ok: startup publishes the one read-only baseline snapshot
+        global heuristic_v1_tuning_baselines, store_model_in_db, scheduler, scheduler_executor  # rebind-ok: startup publishes the one read-only baseline snapshot
 
         # MEMORY LEAK FIX: Configure scheduler with optimized settings
         # Memray analysis showed APScheduler's normalize() and _apply_jitter() causing
@@ -10103,9 +10120,9 @@ class ProxyStartupEvent:
         # 1. Remove/minimize jitter to avoid normalize() memory explosion
         # 2. Use larger misfire_grace_time to prevent backlog calculations
         # 3. Set replace_existing=True to avoid duplicate jobs
-        from apscheduler.executors.asyncio import AsyncIOExecutor
         from apscheduler.jobstores.memory import MemoryJobStore
 
+        scheduler_executor = AwaitableAsyncIOExecutor()  # rebind-ok: shutdown awaits the jobs this executor runs
         scheduler = AsyncIOScheduler(
             job_defaults={
                 "coalesce": APSCHEDULER_COALESCE,
@@ -10118,7 +10135,7 @@ class ProxyStartupEvent:
             jobstores={"default": MemoryJobStore()},  # explicitly use memory job store
             # Use simple executor to minimize overhead
             executors={
-                "default": AsyncIOExecutor(),
+                "default": scheduler_executor,
             },
             # Disable timezone awareness to reduce computation
             timezone=None,
diff --git a/litellm/proxy/shutdown/scheduled_jobs.py b/litellm/proxy/shutdown/scheduled_jobs.py
new file mode 100644
index 00000000000..7889c35cf4e
--- /dev/null
+++ b/litellm/proxy/shutdown/scheduled_jobs.py
@@ -0,0 +1,79 @@
+# pyright: reportMissingTypeStubs=false  # apscheduler ships no type information
+
+import asyncio
+from collections.abc import Collection
+from typing import Final, Protocol
+
+from apscheduler.executors.asyncio import AsyncIOExecutor
+
+from litellm._logging import verbose_proxy_logger
+from litellm.constants import (
+    SCHEDULED_JOB_SHUTDOWN_CANCEL_TIMEOUT_SECONDS,
+    SCHEDULED_JOB_SHUTDOWN_FINISH_TIMEOUT_SECONDS,
+)
+
+
+class StoppableScheduler(Protocol):
+    """The slice of ``AsyncIOScheduler`` shutdown uses, which ships no type information"""
+
+    @property
+    def running(self) -> bool: ...
+
+    def pause(self) -> None: ...
+
+    def shutdown(self, wait: bool = ...) -> None: ...
+
+
+class AwaitableAsyncIOExecutor(AsyncIOExecutor):  # pyright: ignore[reportUntypedBaseClass]  # apscheduler ships no type information and is absent from the type-check env
+    """``AsyncIOExecutor`` whose in-flight job tasks can be awaited after ``shutdown`` cancels them"""
+
+    _pending_futures: Collection["asyncio.Future[object]"]
+
+    def in_flight_jobs(self) -> tuple["asyncio.Future[object]", ...]:
+        """The job tasks that are running right now, as a snapshot"""
+        return tuple(future for future in self._pending_futures if not future.done())
+
+
+def pause_scheduled_jobs(scheduler: StoppableScheduler) -> None:
+    """Stop the scheduler from starting jobs that shutdown would only cancel; running jobs continue"""
+    if scheduler.running:
+        scheduler.pause()
+
+
+async def stop_in_flight_scheduler_jobs(
+    scheduler: StoppableScheduler,
+    executor: AwaitableAsyncIOExecutor,
+    *,
+    finish_timeout_seconds: float = SCHEDULED_JOB_SHUTDOWN_FINISH_TIMEOUT_SECONDS,
+    cancel_timeout_seconds: float = SCHEDULED_JOB_SHUTDOWN_CANCEL_TIMEOUT_SECONDS,
+) -> None:
+    """
+    Let in-flight jobs finish for up to finish_timeout_seconds, then stop the scheduler and wait, bounded by
+    cancel_timeout_seconds, for the jobs it cancels.
+
+    Must run before the database is disconnected: a write job that finishes needs its connection,
+    and a job's cancellation handler is what records the run's outcome.
+    """
+    if not scheduler.running:
+        return
+    in_flight: Final = executor.in_flight_jobs()
+    if in_flight:
+        verbose_proxy_logger.info(
+            "Waiting up to %ss for %d in-flight scheduled job(s) to finish",
+            finish_timeout_seconds,
+            len(in_flight),
+        )
+    still_running: Final = (
+        (await asyncio.wait(in_flight, timeout=finish_timeout_seconds))[1] if in_flight else frozenset()
+    )
+    scheduler.shutdown(wait=False)
+    if not still_running:
+        return
+    verbose_proxy_logger.info("Cancelling %d in-flight scheduled job(s) for shutdown", len(still_running))
+    _done, pending = await asyncio.wait(still_running, timeout=cancel_timeout_seconds)
+    if pending:
+        verbose_proxy_logger.warning(
+            "%d scheduled job(s) did not finish within %ss of cancellation; giving up on them",
+            len(pending),
+            cancel_timeout_seconds,
+        )
diff --git a/tests/test_litellm/proxy/shutdown/test_scheduled_jobs.py b/tests/test_litellm/proxy/shutdown/test_scheduled_jobs.py
new file mode 100644
index 00000000000..fbce38db39f
--- /dev/null
+++ b/tests/test_litellm/proxy/shutdown/test_scheduled_jobs.py
@@ -0,0 +1,158 @@
+import asyncio
+import logging
+from collections.abc import AsyncIterator
+from contextlib import asynccontextmanager
+from datetime import datetime, timedelta
+
+import pytest
+from apscheduler.schedulers.asyncio import AsyncIOScheduler
+
+from litellm.proxy.shutdown.scheduled_jobs import (
+    AwaitableAsyncIOExecutor,
+    pause_scheduled_jobs,
+    stop_in_flight_scheduler_jobs,
+)
+
+
+class _Job:
+    """A scheduled job that blocks until cancelled, or for ``work_seconds``, and records what it observed"""
+
+    def __init__(self, swallow_cancellation: bool = False, work_seconds: float | None = None) -> None:
+        self.started = asyncio.Event()
+        self.events: list[str] = []
+        self.swallow_cancellation = swallow_cancellation
+        self.work_seconds = work_seconds
+
+    async def run(self) -> None:
+        self.started.set()
+        try:
+            if self.work_seconds is None:
+                await asyncio.Event().wait()
+            else:
+                await asyncio.sleep(self.work_seconds)
+                self.events.append("committed")
+        except asyncio.CancelledError:
+            self.events.append("cancelled")
+            if self.swallow_cancellation:
+                await asyncio.Event().wait()
+            raise
+        finally:
+            self.events.append("finished")
+
+
+@asynccontextmanager
+async def _running_scheduler(*jobs: _Job) -> AsyncIterator[tuple[AsyncIOScheduler, AwaitableAsyncIOExecutor]]:
+    """A started scheduler with every job in flight, stopped on the way out whatever the test did"""
+    executor = AwaitableAsyncIOExecutor()
+    scheduler = AsyncIOScheduler(executors={"default": executor})
+    for index, job in enumerate(jobs):
+        scheduler.add_job(job.run, id=f"job-{index}", next_run_time=datetime.now())
+    scheduler.start()
+    try:
+        for job in jobs:
+            await asyncio.wait_for(job.started.wait(), timeout=5)
+        yield scheduler, executor
+    finally:
+        if scheduler.running:
+            scheduler.shutdown(wait=False)
+        stragglers = executor.in_flight_jobs()
+        for straggler in stragglers:
+            straggler.cancel()
+        await asyncio.gather(*stragglers, return_exceptions=True)
+
+
+@pytest.mark.asyncio
+async def test_in_flight_jobs_observe_cancellation_before_shutdown_returns():
+    """The job's own CancelledError handler records how a run ended, so shutdown must wait for it"""
+    job = _Job()
+    async with _running_scheduler(job) as (scheduler, executor):
+        await stop_in_flight_scheduler_jobs(scheduler, executor)
+
+        assert job.events == ["cancelled", "finished"]
+        assert scheduler.running is False
+        assert executor.in_flight_jobs() == ()
+
+
+@pytest.mark.asyncio
+async def test_a_job_that_is_finishing_is_allowed_to_finish_rather_than_cancelled():
+    """A spend write cancelled mid-commit drops the rows it popped, so short jobs get to finish first"""
+    write = _Job(work_seconds=0.2)
+    stuck = _Job()
+    async with _running_scheduler(write, stuck) as (scheduler, executor):
+        await stop_in_flight_scheduler_jobs(scheduler, executor, finish_timeout_seconds=2.0)
+
+        assert write.events == ["committed", "finished"]
+        assert stuck.events == ["cancelled", "finished"]
+        assert scheduler.running is False
+
+
+@pytest.mark.asyncio
+async def test_every_in_flight_job_is_cancelled_not_only_the_first():
+    first, second = _Job(), _Job()
+    async with _running_scheduler(first, second) as (scheduler, executor):
+        await stop_in_flight_scheduler_jobs(scheduler, executor)
+
+    assert first.events == ["cancelled", "finished"]
+    assert second.events == ["cancelled", "finished"]
+
+
+@pytest.mark.asyncio
+async def test_a_job_that_ignores_cancellation_is_abandoned_after_the_timeout(caplog):
+    """A job that swallows CancelledError must not hold the pod past its termination grace period"""
+    job = _Job(swallow_cancellation=True)
+    async with _running_scheduler(job) as (scheduler, executor):
+        with caplog.at_level(logging.WARNING, logger="LiteLLM Proxy"):
+            await stop_in_flight_scheduler_jobs(scheduler, executor, cancel_timeout_seconds=0.05)
+
+        assert job.events == ["cancelled"]
+        assert "1 scheduled job(s) did not finish within 0.05s of cancellation" in caplog.text
+
+
+@pytest.mark.asyncio
+async def test_shutdown_with_nothing_in_flight_still_stops_the_scheduler():
+    async with _running_scheduler() as (scheduler, executor):
+        await stop_in_flight_scheduler_jobs(scheduler, executor)
+        await asyncio.sleep(0)
+
+        assert scheduler.running is False
+
+
+@pytest.mark.asyncio
+async def test_a_scheduler_that_never_started_is_left_alone():
+    """The proxy runs without a scheduler when it has no database"""
+    executor = AwaitableAsyncIOExecutor()
+    scheduler = AsyncIOScheduler(executors={"default": executor})
+
+    await stop_in_flight_scheduler_jobs(scheduler, executor)
+
+    assert scheduler.running is False
+
+
+@pytest.mark.asyncio
+async def test_pausing_stops_new_jobs_from_starting_but_leaves_running_ones_alone():
+    """A job due during the shutdown drain would only be cancelled, so it must not start at all"""
+    running = _Job()
+    async with _running_scheduler(running) as (scheduler, executor):
+        late = _Job()
+        scheduler.add_job(late.run, id="late", next_run_time=datetime.now() + timedelta(seconds=0.1))
+
+        pause_scheduled_jobs(scheduler)
+        await asyncio.sleep(0.3)
+
+        assert late.started.is_set() is False
+        assert running.events == []
+        assert scheduler.running is True
+
+        await stop_in_flight_scheduler_jobs(scheduler, executor)
+
+    assert running.events == ["cancelled", "finished"]
+    assert late.started.is_set() is False
+
+
+@pytest.mark.asyncio
+async def test_pausing_a_scheduler_that_never_started_is_a_no_op():
+    scheduler = AsyncIOScheduler(executors={"default": AwaitableAsyncIOExecutor()})
+
+    pause_scheduled_jobs(scheduler)
+
+    assert scheduler.running is False
diff --git a/tests/test_litellm/proxy/test_spend_log_cleanup.py b/tests/test_litellm/proxy/test_spend_log_cleanup.py
index f395c146cf0..e333da03950 100644
--- a/tests/test_litellm/proxy/test_spend_log_cleanup.py
+++ b/tests/test_litellm/proxy/test_spend_log_cleanup.py
@@ -7,6 +7,7 @@ import math
 import time
 from contextlib import asynccontextmanager
 from datetime import datetime, timedelta, timezone
+from typing import Final
 from unittest.mock import AsyncMock, MagicMock
 
 import pytest
@@ -1422,3 +1423,125 @@ def test_the_reported_run_outcome_is_the_most_significant_reason_in_any_order(st
     """
     results = tuple(TableCleanupResult(rows_deleted=0, stop_reason=reason) for reason in stop_reasons)
     assert SpendLogCleanup._run_outcome(results) == expected
+
+
+_OTHER_OUTCOMES: Final = ("completed", "budget_exhausted", "batch_cap_reached", "skipped_locked", "skipped_disabled")
+
+
+def _runs_recorded(outcome: str) -> float:
+    """The real ``litellm_spend_log_cleanup_runs_total`` sample for one outcome, 0 when unset"""
+    from prometheus_client import REGISTRY
+
+    return REGISTRY.get_sample_value("litellm_spend_log_cleanup_runs_total", {"outcome": outcome}) or 0.0
+
+
+@pytest.mark.asyncio
+async def test_a_cancelled_run_records_aborted_and_logs_its_progress_before_re_raising(monkeypatch):
+    """A run cut short by shutdown must leave its outcome and how far it got behind"""
+    import litellm.proxy.db.db_transaction_queue.spend_log_cleanup as cleanup_module
+
+    mock_logger = MagicMock()
+    monkeypatch.setattr(cleanup_module, "verbose_proxy_logger", mock_logger)
+    aborted_runs_before = _runs_recorded("aborted")
+    other_runs_before = {outcome: _runs_recorded(outcome) for outcome in _OTHER_OUTCOMES}
+
+    third_batch_reached = asyncio.Event()
+
+    async def _execute_raw(sql, *args):
+        if third_batch_reached.is_set():
+            raise AssertionError("no batch may be issued after the cancelled one")
+        if _execute_raw.calls < 2:
+            _execute_raw.calls += 1
+            return 150
+        third_batch_reached.set()
+        await asyncio.Event().wait()
+
+    _execute_raw.calls = 0
+    mock_prisma_client = MagicMock()
+    _wire_tx(mock_prisma_client.db)
+    mock_prisma_client.db.execute_raw = _execute_raw
+
+    cleaner = SpendLogCleanup(general_settings={"maximum_spend_logs_retention_period": "7d"})
+    cleaner.pod_lock_manager = MagicMock()
+    cleaner.pod_lock_manager.redis_cache = MagicMock()
+    cleaner.pod_lock_manager.acquire_lock = AsyncMock(return_value=True)
+    cleaner.pod_lock_manager.release_lock = AsyncMock()
+
+    run = asyncio.ensure_future(cleaner.cleanup_old_spend_logs(mock_prisma_client))
+    await asyncio.wait_for(third_batch_reached.wait(), timeout=5)
+    run.cancel()
+    with pytest.raises(asyncio.CancelledError):
+        await run
+
+    assert _runs_recorded("aborted") == aborted_runs_before + 1
+    assert {outcome: _runs_recorded(outcome) for outcome in _OTHER_OUTCOMES} == other_runs_before
+    cleaner.pod_lock_manager.release_lock.assert_awaited_once()
+    mock_logger.exception.assert_not_called()
+    (error_call,) = mock_logger.error.call_args_list
+    rendered = error_call[0][0] % error_call[0][1:]
+    assert rendered.startswith("Spend log cleanup cancelled after ")
+    assert "s (rows_deleted=300, batches=2)" in rendered
+
+
+@pytest.mark.asyncio
+async def test_progress_reported_for_a_cancelled_run_is_that_run_only(monkeypatch):
+    """The scheduler holds one cleaner for the life of the process, so progress must not carry over"""
+    import litellm.proxy.db.db_transaction_queue.spend_log_cleanup as cleanup_module
+
+    mock_logger = MagicMock()
+    monkeypatch.setattr(cleanup_module, "verbose_proxy_logger", mock_logger)
+
+    mock_prisma_client = MagicMock()
+    _wire_tx(mock_prisma_client.db)
+    mock_prisma_client.db.execute_raw = AsyncMock(side_effect=[150, 0, 0])
+    cleaner = SpendLogCleanup(general_settings={"maximum_spend_logs_retention_period": "7d"})
+    cleaner.pod_lock_manager = None
+    await cleaner.cleanup_old_spend_logs(mock_prisma_client)
+
+    mock_prisma_client.db.execute_raw = AsyncMock(side_effect=[150, asyncio.CancelledError()])
+    with pytest.raises(asyncio.CancelledError):
+        await cleaner.cleanup_old_spend_logs(mock_prisma_client)
+
+    (error_call,) = mock_logger.error.call_args_list
+    rendered = error_call[0][0] % error_call[0][1:]
+    assert "(rows_deleted=150, batches=1)" in rendered
+
+
+@pytest.mark.asyncio
+async def test_progress_reported_by_an_overlapping_run_is_its_own(monkeypatch):
+    """With APSCHEDULER_MAX_INSTANCES above one, two runs share the cleaner but not their progress"""
+    import litellm.proxy.db.db_transaction_queue.spend_log_cleanup as cleanup_module
+
+    mock_logger = MagicMock()
+    monkeypatch.setattr(cleanup_module, "verbose_proxy_logger", mock_logger)
+
+    first_batch_done = asyncio.Event()
+    second_run_done = asyncio.Event()
+
+    async def _slow_execute_raw(sql, *args):
+        first_batch_done.set()
+        await second_run_done.wait()
+        return 100
+
+    slow_client = MagicMock()
+    _wire_tx(slow_client.db)
+    slow_client.db.execute_raw = _slow_execute_raw
+    fast_client = MagicMock()
+    _wire_tx(fast_client.db)
+    fast_client.db.execute_raw = AsyncMock(side_effect=[150, 150, 0, 0])
+
+    cleaner = SpendLogCleanup(general_settings={"maximum_spend_logs_retention_period": "7d"})
+    cleaner.pod_lock_manager = None
+
+    slow_run = asyncio.ensure_future(cleaner.cleanup_old_spend_logs(slow_client))
+    await asyncio.wait_for(first_batch_done.wait(), timeout=5)
+    await cleaner.cleanup_old_spend_logs(fast_client)
+    second_run_done.set()
+    await asyncio.sleep(0)
+    slow_run.cancel()
+    with pytest.raises(asyncio.CancelledError):
+        await slow_run
+
+    (error_call,) = mock_logger.error.call_args_list
+    rendered = error_call[0][0] % error_call[0][1:]
+    assert "(rows_deleted=100, batches=1)" in rendered