diff --git a/litellm/caching.py b/litellm/caching.py
index 6ed6eb9fd..e23bd5bfc 100644
--- a/litellm/caching.py
+++ b/litellm/caching.py
@@ -10,6 +10,7 @@
 import ast
 import asyncio
 import hashlib
+import io
 import json
 import logging
 import time
@@ -1889,8 +1890,10 @@ class Cache:
                     metadata = kwargs.get("metadata", {})
                     litellm_params = kwargs.get("litellm_params", {})
 
+                    # get checksum of file content
                     param_value = (
-                        getattr(file, "name", None)
+                        metadata.get("file_checksum")
+                        or getattr(file, "name", None)
                         or metadata.get("file_name")
                         or litellm_params.get("file_name")
                     )
diff --git a/litellm/utils.py b/litellm/utils.py
index fbe6bd26e..20beb47dc 100644
--- a/litellm/utils.py
+++ b/litellm/utils.py
@@ -13,6 +13,7 @@ import base64
 import binascii
 import copy
 import datetime
+import hashlib
 import inspect
 import itertools
 import json
@@ -554,6 +555,15 @@ def function_setup(
         ):
             _file_name: BinaryIO = args[1] if len(args) > 1 else kwargs["file"]
             file_name = getattr(_file_name, "name", "audio_file")
+            file_descriptor = _file_name.fileno()
+            file_stat = os.fstat(file_descriptor)
+            file_size = str(file_stat.st_size)
+
+            file_checksum = _file_name.name + file_size
+            if "metadata" in kwargs:
+                kwargs["metadata"]["file_checksum"] = file_checksum
+            else:
+                kwargs["metadata"] = {"file_checksum": file_checksum}
             messages = file_name
         elif (
             call_type == CallTypes.aspeech.value or call_type == CallTypes.speech.value