diff --git a/litellm/proxy/management_endpoints/key_management_endpoints.py b/litellm/proxy/management_endpoints/key_management_endpoints.py
index 3a97752e3fe..6d2806c1522 100644
--- a/litellm/proxy/management_endpoints/key_management_endpoints.py
+++ b/litellm/proxy/management_endpoints/key_management_endpoints.py
@@ -26,6 +26,7 @@ from typing import TYPE_CHECKING, Any, Final, Literal, Optional, Protocol, TypeV
 import fastapi
 import yaml
 from fastapi import APIRouter, Depends, Header, HTTPException, Query, Request, status
+from pydantic import ValidationError as PydanticValidationError
 from typing_extensions import ReadOnly, TypedDict
 
 import litellm
@@ -7019,6 +7020,7 @@ async def key_health(
     ```
     """
     from litellm.proxy.litellm_pre_call_utils import (
+        KeyAndTeamLoggingSettings,
         _get_dynamic_logging_metadata,  # pyright: ignore[reportPrivateUsage]  # the request-time resolver; the health check must report the same callbacks a request would use
     )
     from litellm.proxy.proxy_server import proxy_config
@@ -7028,6 +7030,22 @@ async def key_health(
         if key_metadata and "logging" in key_metadata:
             _raise_if_key_logging_missing_callback_name(decrypt_callback_vars(key_metadata)["logging"])
 
+        configured_entries: Final = (
+            KeyAndTeamLoggingSettings.get_key_dynamic_logging_settings(user_api_key_dict)
+            or KeyAndTeamLoggingSettings.get_team_dynamic_logging_settings(user_api_key_dict)
+            or ()
+        )
+        invalid_entries: Final = _describe_invalid_callback_entries(configured_entries)
+        if invalid_entries is not None:
+            return KeyHealthResponse(
+                key="unhealthy",
+                logging_callbacks=LoggingCallbackStatus(
+                    callbacks=_configured_callback_names(configured_entries),
+                    status="unhealthy",
+                    details=invalid_entries,
+                ),
+            )
+
         callback_settings: Final = _get_dynamic_logging_metadata(
             user_api_key_dict=user_api_key_dict, proxy_config=proxy_config
         )
@@ -7091,6 +7109,32 @@ def _raise_if_key_logging_missing_callback_name(key_logging: Sequence[Mapping[st
         raise ValueError("callback_name is required in key_logging")
 
 
+def _configured_callback_names(entries: Sequence[Mapping[str, object]]) -> tuple[str, ...]:
+    return tuple(dict.fromkeys(name for entry in entries if isinstance(name := entry.get("callback_name"), str)))
+
+
+def _describe_invalid_callback_entries(entries: Sequence[Mapping[str, object]]) -> str | None:
+    errors: Final = tuple(
+        f"{entry.get('callback_name')}: {error}"
+        for entry in entries
+        if (error := _callback_entry_error(entry)) is not None
+    )
+    if not errors:
+        return None
+    return f"Invalid callback metadata, requests ignore these entries: {'; '.join(errors)}"
+
+
+def _callback_entry_error(entry: Mapping[str, object]) -> str | None:
+    try:
+        AddTeamCallback.model_validate(entry)
+    except PydanticValidationError as e:
+        return ", ".join(
+            f"{'.'.join(str(part) for part in err['loc'])} {err['msg']}"
+            for err in e.errors(include_url=False, include_input=False)
+        )
+    return None
+
+
 async def flush_gcs_and_describe_failures(gcs_logger: CustomLogger | None) -> str | None:
     from litellm.integrations.gcs_bucket.gcs_bucket import GCSBucketLogger
 
diff --git a/tests/test_litellm/proxy/management_endpoints/test_key_management_endpoints.py b/tests/test_litellm/proxy/management_endpoints/test_key_management_endpoints.py
index 883b1f1a56e..d295c072bb1 100644
--- a/tests/test_litellm/proxy/management_endpoints/test_key_management_endpoints.py
+++ b/tests/test_litellm/proxy/management_endpoints/test_key_management_endpoints.py
@@ -18240,6 +18240,41 @@ async def test_key_health_without_any_effective_callbacks_reports_healthy_and_se
     test_logging.assert_not_awaited()
 
 
+@pytest.mark.parametrize(
+    "caller",
+    [
+        UserAPIKeyAuth(api_key="sk-1", metadata={"logging": [{"callback_name": "langfuse"}]}),
+        UserAPIKeyAuth(
+            api_key="sk-1",
+            metadata={"logging": []},
+            team_metadata={"logging": [{"callback_name": "langfuse", "callback_vars": {"not_a_var": "x"}}]},
+        ),
+    ],
+    ids=["key entry without callback_vars", "team entry with an unknown callback var"],
+)
+@pytest.mark.asyncio
+async def test_key_health_reports_callback_entries_requests_ignore_instead_of_calling_them_healthy(
+    caller: UserAPIKeyAuth,
+):
+    from litellm.proxy.management_endpoints.key_management_endpoints import key_health
+
+    with (
+        patch("litellm.proxy.proxy_server.proxy_config", _default_team_gcs_proxy_config("team-gcs")),  # test-quality-ok: key_health reads the module-level proxy config
+        patch(  # test-quality-ok: the mock completion behind test_key_logging needs a running proxy
+            "litellm.proxy.management_endpoints.key_management_endpoints.test_key_logging", AsyncMock()
+        ) as test_logging,
+    ):
+        response = await key_health(request=MagicMock(), user_api_key_dict=caller)
+
+    assert response["key"] == "unhealthy"
+    logging_callbacks: Final = response["logging_callbacks"]
+    assert logging_callbacks is not None
+    assert logging_callbacks["callbacks"] == ("langfuse",)
+    assert logging_callbacks["status"] == "unhealthy"
+    assert "langfuse:" in (logging_callbacks["details"] or "")
+    test_logging.assert_not_awaited()
+
+
 @pytest.mark.asyncio
 async def test_key_health_rejects_key_logging_entries_without_a_callback_name():
     from litellm.proxy.management_endpoints.key_management_endpoints import key_health