diff --git a/litellm/proxy/proxy_server.py b/litellm/proxy/proxy_server.py
index 04f84f1f7b5..4e7c4601803 100644
--- a/litellm/proxy/proxy_server.py
+++ b/litellm/proxy/proxy_server.py
@@ -19899,12 +19899,14 @@ async def update_config_general_settings(
         )
 
     try:
-        ConfigGeneralSettings.model_validate({data.field_name: requested_value})
+        validated: Final = ConfigGeneralSettings.model_validate({data.field_name: requested_value})
     except Exception:
         raise HTTPException(
             status_code=400,
             detail={"error": f"Invalid type of field value={type(requested_value)} passed in."},
         )
+    parsed_value: Final[object] = _UNTYPED_VALUE.validate_python(getattr(validated, data.field_name))
+    stored_value: Final = parsed_value if isinstance(parsed_value, bool) else requested_value
 
     if data.field_name == "alerting_args":
         try:
@@ -19933,10 +19935,10 @@ async def update_config_general_settings(
 
     proxy_config.reject_config_owned_writes(
         section_name="general_settings",
-        changed_keys={data.field_name: cast(JsonValue, requested_value)},  # cast-ok: validated above
+        changed_keys={data.field_name: cast(JsonValue, stored_value)},  # cast-ok: validated above
     )
 
-    field_value = requested_value
+    field_value = stored_value
     if data.field_name == "plugins":
         field_value = _preserve_redacted_plugin_keys(field_value, general_settings.get("plugins"))
 
diff --git a/tests/integration/authorization/test_agent_least_privilege.py b/tests/integration/authorization/test_agent_least_privilege.py
index 498a53c3ca9..d993920a32e 100644
--- a/tests/integration/authorization/test_agent_least_privilege.py
+++ b/tests/integration/authorization/test_agent_least_privilege.py
@@ -313,7 +313,7 @@ def test_agent_access_default_deny_toggles_at_runtime_through_config_api(
             for field in config_fields.json()
             if object_value(field)["field_name"] == "agent_access_default_deny"
         )
-        assert setting["field_type"] == "Boolean" and setting["field_value"] == "true", setting
+        assert setting["field_type"] == "Boolean" and setting["field_value"] is True, setting
         eventually(
             lambda: tuple(_card(candidate, agent_id, ungranted_key) for _ in range(8)),
             lambda responses: all(response.status_code == 403 for response in responses),
diff --git a/tests/unit/proxy/proxy_server/test_routes_config.py b/tests/unit/proxy/proxy_server/test_routes_config.py
index 7d0a7f3f261..e3b8aff8fcb 100644
--- a/tests/unit/proxy/proxy_server/test_routes_config.py
+++ b/tests/unit/proxy/proxy_server/test_routes_config.py
@@ -716,12 +716,16 @@ def test_config_list_exposes_config_reload_interval(client, auth_as, mock_prisma
     assert entry["field_default_value"] == 30
 
 
-@pytest.mark.parametrize("enabled", (True, False))
+@pytest.mark.parametrize(
+    ("sent", "enabled"),
+    ((True, True), (False, False), ("true", True), ("yes", True), (1, True), ("off", False)),
+)
 def test_config_list_exposes_and_saves_wildcard_routes_toggle(
     client: TestClient,
     auth_as: Callable[..., contextlib.AbstractContextManager[object]],
     mock_prisma: MagicMock,
     monkeypatch: pytest.MonkeyPatch,
+    sent: object,
     enabled: bool,
 ) -> None:
     from pydantic import TypeAdapter
@@ -747,13 +751,11 @@ def test_config_list_exposes_and_saves_wildcard_routes_toggle(
 
         saved: Final = client.post(
             "/config/field/update",
-            json={"field_name": "return_wildcard_routes", "field_value": enabled, "config_type": "general_settings"},
+            json={"field_name": "return_wildcard_routes", "field_value": sent, "config_type": "general_settings"},
         )
         assert saved.status_code == 200, saved.text
-        persisted: Final = TypeAdapter(dict[str, bool]).validate_json(
-            table.upsert.call_args.kwargs["data"]["create"]["param_value"]
-        )
-        assert persisted == {"return_wildcard_routes": enabled}
+        persisted: Final = json.loads(table.upsert.call_args.kwargs["data"]["create"]["param_value"])
+        assert persisted["return_wildcard_routes"] is enabled
 
         after: Final = client.get("/config/list", params={"config_type": "general_settings"})
         assert after.status_code == 200, after.text