diff --git a/astrbot/core/platform/sources/qqofficial/qqofficial_message_event.py b/astrbot/core/platform/sources/qqofficial/qqofficial_message_event.py
index 68a93b09b9..1e7d4f96ef 100644
--- a/astrbot/core/platform/sources/qqofficial/qqofficial_message_event.py
+++ b/astrbot/core/platform/sources/qqofficial/qqofficial_message_event.py
@@ -30,6 +30,10 @@
 from astrbot.core.utils.media_utils import MediaResolver, file_uri_to_path, is_file_uri
 
 
+class APIReturnNoneError(Exception):
+    pass
+
+
 def _patch_qq_botpy_formdata() -> None:
     """Patch qq-botpy for aiohttp>=3.12 compatibility.
 
@@ -49,21 +53,25 @@ def _patch_qq_botpy_formdata() -> None:
 
 _patch_qq_botpy_formdata()
 
-# Retry decorator for QQ Official API transient errors (HTTP 500/504)
-_qqofficial_retry = retry(
-    retry=retry_if_exception_type(
-        (
-            botpy.errors.ServerError,
-            botpy.errors.SequenceNumberError,
-            OSError,
-            asyncio.TimeoutError,
-        )
-    ),
-    stop=stop_after_attempt(5),
-    wait=wait_exponential(multiplier=2, min=2, max=30),
-    before_sleep=before_sleep_log(logger, logging.WARNING),
-    reraise=True,
-)
+
+def _qqofficial_retry(max_attempts: int = 5):
+    """Retry decorator for QQ Official API transient errors (HTTP 500/504)"""
+    return retry(
+        retry=retry_if_exception_type(
+            (
+                botpy.errors.ServerError,
+                botpy.errors.SequenceNumberError,
+                OSError,
+                asyncio.TimeoutError,
+                APIReturnNoneError,
+            )
+        ),
+        stop=stop_after_attempt(max_attempts),
+        wait=wait_exponential(multiplier=2, min=2, max=30),
+        before_sleep=before_sleep_log(logger, logging.WARNING),
+        reraise=True,
+    )
+
 
 _QQOFFICIAL_SEND_API_ERRORS = (
     botpy.errors.ForbiddenError,
@@ -558,14 +566,13 @@ async def upload_group_and_c2c_image(
             "srv_send_msg": False,
         }
 
-        @_qqofficial_retry
+        @_qqofficial_retry()
         async def _do_upload():
             if "openid" in kwargs:
                 payload["openid"] = kwargs["openid"]
                 route = Route(
                     "POST", "/v2/users/{openid}/files", openid=kwargs["openid"]
                 )
-                return await self.bot.api._http.request(route, json=payload)
             elif "group_openid" in kwargs:
                 payload["group_openid"] = kwargs["group_openid"]
                 route = Route(
@@ -573,11 +580,20 @@ async def _do_upload():
                     "/v2/groups/{group_openid}/files",
                     group_openid=kwargs["group_openid"],
                 )
-                return await self.bot.api._http.request(route, json=payload)
             else:
                 raise ValueError("Invalid upload parameters")
 
-        result = await _do_upload()
+            result = await self.bot.api._http.request(route, json=payload)
+            if result is None:
+                err_msg = "上传图片API返回None，触发重试"
+                raise APIReturnNoneError(err_msg)
+            return result
+
+        try:
+            result = await _do_upload()
+        except APIReturnNoneError:
+            logger.warning(f"上传图片API返回None，共尝试5次后放弃: {payload}")
+            raise
 
         if not isinstance(result, dict):
             raise RuntimeError(
@@ -629,9 +645,13 @@ async def upload_group_and_c2c_media(
         else:
             return None
 
-        @_qqofficial_retry
+        @_qqofficial_retry()
         async def _do_upload():
-            return await self.bot.api._http.request(route, json=payload)
+            result = await self.bot.api._http.request(route, json=payload)
+            if result is None:
+                err_msg = "上传文件API返回None，触发重试"
+                raise APIReturnNoneError(err_msg)
+            return result
 
         try:
             result = await _do_upload()
@@ -646,6 +666,8 @@ async def _do_upload():
                     file_info=result["file_info"],
                     ttl=result.get("ttl", 0),
                 )
+        except APIReturnNoneError:
+            logger.warning(f"上传文件API返回None，共尝试5次后放弃: {file_source}")
         except (botpy.errors.ServerError, botpy.errors.SequenceNumberError):
             logger.error(f"上传媒体文件失败，共尝试5次后放弃: {file_source}")
         except Exception as e:
@@ -680,11 +702,26 @@ async def post_c2c_message(
                 stream_data.pop("id", None)
             payload["stream"] = stream_data
         route = Route("POST", "/v2/users/{openid}/messages", openid=openid)
-        result = await self.bot.api._http.request(route, json=payload)
 
-        if result is None:
-            logger.warning("[QQOfficial] post_c2c_message: API 返回 None，跳过本次发送")
+        retry_times = 3
+
+        @_qqofficial_retry(retry_times)
+        async def _do_request():
+            result = await self.bot.api._http.request(route, json=payload)
+            if result is None:
+                err_msg = "发送消息API返回None，触发重试"
+                raise APIReturnNoneError(err_msg)
+            return result
+
+        result = None
+        try:
+            result = await _do_request()
+        except APIReturnNoneError:
+            logger.warning(
+                f"[QQOfficial] post_c2c_message: 发送消息失败，API 返回 None，共尝试{retry_times}次后放弃"
+            )
             return None
+
         if not isinstance(result, dict):
             logger.error(f"[QQOfficial] post_c2c_message: 响应不是 dict: {result}")
             return None