diff --git a/litellm/integrations/datadog/datadog.py b/litellm/integrations/datadog/datadog.py
index e8a74baa78..2217ded37d 100644
--- a/litellm/integrations/datadog/datadog.py
+++ b/litellm/integrations/datadog/datadog.py
@@ -256,10 +256,6 @@ class DataDogLogger(CustomBatchLogger):
         """
         import json
 
-        from litellm.litellm_core_utils.litellm_logging import (
-            truncate_standard_logging_payload_content,
-        )
-
         standard_logging_object: Optional[StandardLoggingPayload] = kwargs.get(
             "standard_logging_object", None
         )
@@ -271,7 +267,6 @@ class DataDogLogger(CustomBatchLogger):
             status = DataDogStatus.ERROR
 
         # Build the initial payload
-        truncate_standard_logging_payload_content(standard_logging_object)
         json_payload = json.dumps(standard_logging_object, default=str)
 
         verbose_logger.debug("Datadog: Logger - Logging payload = %s", json_payload)
diff --git a/litellm/integrations/gcs_bucket/gcs_bucket.py b/litellm/integrations/gcs_bucket/gcs_bucket.py
index 0c59d0c93c..d4b0b42d1f 100644
--- a/litellm/integrations/gcs_bucket/gcs_bucket.py
+++ b/litellm/integrations/gcs_bucket/gcs_bucket.py
@@ -138,11 +138,11 @@ class GCSBucketLogger(GCSBucketBase):
                     logging_payload=logging_payload,
                 )
 
-            # Clear the queue after processing
-            self.log_queue.clear()
-
         except Exception as e:
             verbose_logger.exception(f"GCS Bucket batch logging error: {str(e)}")
+        finally:
+            # Clear the queue after processing
+            self.log_queue.clear()
 
     def _get_object_name(
         self, kwargs: Dict, logging_payload: StandardLoggingPayload, response_obj: Any
diff --git a/litellm/litellm_core_utils/core_helpers.py b/litellm/litellm_core_utils/core_helpers.py
index 9c31159517..ceb150946c 100644
--- a/litellm/litellm_core_utils/core_helpers.py
+++ b/litellm/litellm_core_utils/core_helpers.py
@@ -5,7 +5,7 @@ from typing import TYPE_CHECKING, Any, List, Optional, Union
 import httpx
 
 from litellm._logging import verbose_logger
-from litellm.types.llms.openai import AllMessageValues, ChatCompletionToolParam
+from litellm.types.llms.openai import AllMessageValues
 
 if TYPE_CHECKING:
     from opentelemetry.trace import Span as _Span
diff --git a/litellm/litellm_core_utils/litellm_logging.py b/litellm/litellm_core_utils/litellm_logging.py
index 97b8799284..1be9bbf2e1 100644
--- a/litellm/litellm_core_utils/litellm_logging.py
+++ b/litellm/litellm_core_utils/litellm_logging.py
@@ -3026,6 +3026,8 @@ def get_standard_logging_object_payload(
             ),
         )
 
+        truncate_standard_logging_payload_content(payload)
+
         return payload
     except Exception as e:
         verbose_logger.exception(
@@ -3040,20 +3042,26 @@ def truncate_standard_logging_payload_content(
     """
     Truncate error strings and message content in logging payload
 
-    Some loggers like DataDog have a limit on the size of the payload. (1MB)
+    Most logging integrations - DataDog / GCS Bucket / have a limit on the size of the payload. ~around(1MB)
 
     This function truncates the error string and the message content if they exceed a certain length.
     """
-    MAX_STR_LENGTH = 10_000
+    try:
+        MAX_STR_LENGTH = 10_000
 
-    # Truncate fields that might exceed max length
-    fields_to_truncate = ["error_str", "messages", "response"]
-    for field in fields_to_truncate:
-        _truncate_field(
-            standard_logging_object=standard_logging_object,
-            field_name=field,
-            max_length=MAX_STR_LENGTH,
+        # Truncate fields that might exceed max length
+        fields_to_truncate = ["error_str", "messages", "response"]
+        for field in fields_to_truncate:
+            _truncate_field(
+                standard_logging_object=standard_logging_object,
+                field_name=field,
+                max_length=MAX_STR_LENGTH,
+            )
+    except Exception as e:
+        verbose_logger.exception(
+            "Error truncating standard logging payload - {}".format(str(e))
         )
+        return
 
 
 def _truncate_text(text: str, max_length: int) -> str:
diff --git a/litellm/llms/azure_ai/chat/transformation.py b/litellm/llms/azure_ai/chat/transformation.py
index 5c6f004e0e..afedc95001 100644
--- a/litellm/llms/azure_ai/chat/transformation.py
+++ b/litellm/llms/azure_ai/chat/transformation.py
@@ -13,7 +13,7 @@ from litellm.llms.base_llm.chat.transformation import LiteLLMLoggingObj
 from litellm.llms.openai.common_utils import drop_params_from_unprocessable_entity_error
 from litellm.llms.openai.openai import OpenAIConfig
 from litellm.secret_managers.main import get_secret_str
-from litellm.types.llms.openai import AllMessageValues, ChatCompletionToolParam
+from litellm.types.llms.openai import AllMessageValues
 from litellm.types.utils import ModelResponse, ProviderField
 from litellm.utils import _add_path_to_api_base
 
diff --git a/tests/logging_callback_tests/test_datadog.py b/tests/logging_callback_tests/test_datadog.py
index 2d3cb36046..e81416efb5 100644
--- a/tests/logging_callback_tests/test_datadog.py
+++ b/tests/logging_callback_tests/test_datadog.py
@@ -1,7 +1,10 @@
 import io
 import os
+from re import M
 import sys
 
+from litellm.integrations.custom_logger import CustomLogger
+
 
 sys.path.insert(0, os.path.abspath("../.."))
 
@@ -392,6 +395,14 @@ async def test_datadog_payload_environment_variables():
         pytest.fail(f"Test failed with exception: {str(e)}")
 
 
+class TestDDLogger(CustomLogger):
+    def __init__(self):
+        self.standard_logging_object: Optional[StandardLoggingPayload] = None
+
+    async def async_log_success_event(self, kwargs, response_obj, start_time, end_time):
+        self.standard_logging_object = kwargs["standard_logging_object"]
+
+
 @pytest.mark.asyncio
 async def test_datadog_payload_content_truncation():
     """
@@ -399,15 +410,13 @@ async def test_datadog_payload_content_truncation():
 
     DataDog has a limit of 1MB for the logged payload size.
     """
-    dd_logger = DataDogLogger()
+    dd_logger = TestDDLogger()
+    litellm.callbacks = [dd_logger]
 
-    # Create a standard payload with very long content
-    standard_payload = create_standard_logging_payload()
     long_content = "x" * 80_000  # Create string longer than MAX_STR_LENGTH (10_000)
 
-    # Modify payload with long content
-    standard_payload["error_str"] = long_content
-    standard_payload["messages"] = [
+    # messages with long content
+    messages = [
         {
             "role": "user",
             "content": [
@@ -421,28 +430,26 @@ async def test_datadog_payload_content_truncation():
             ],
         }
     ]
-    standard_payload["response"] = {"choices": [{"message": {"content": long_content}}]}
-
-    # Create the payload
-    dd_payload = dd_logger.create_datadog_logging_payload(
-        kwargs={"standard_logging_object": standard_payload},
-        response_obj=None,
-        start_time=datetime.now(),
-        end_time=datetime.now(),
+    await litellm.acompletion(
+        model="gpt-3.5-turbo",
+        messages=messages,
+        temperature=0.2,
+        mock_response=long_content,
     )
 
-    print("dd_payload", json.dumps(dd_payload, indent=2))
+    await asyncio.sleep(2)
 
-    # Parse the message back to dict to verify truncation
-    message_dict = json.loads(dd_payload["message"])
+    # Create the payload
+    standard_logging_payload = dd_logger.standard_logging_object
+
+    print("standard_logging_payload", json.dumps(standard_logging_payload, indent=2))
 
     # Verify truncation of fields
-    assert len(message_dict["error_str"]) < 10_100, "error_str not truncated correctly"
     assert (
-        len(str(message_dict["messages"])) < 10_100
+        len(str(standard_logging_payload["messages"])) < 10_100
     ), "messages not truncated correctly"
     assert (
-        len(str(message_dict["response"])) < 10_100
+        len(str(standard_logging_payload["response"])) < 10_100
     ), "response not truncated correctly"