diff --git a/apitally/client/client_asyncio.py b/apitally/client/client_asyncio.py
index daa86d4..995a6f4 100644
--- a/apitally/client/client_asyncio.py
+++ b/apitally/client/client_asyncio.py
@@ -5,7 +5,7 @@
 import random
 import time
 from functools import partial
-from typing import Any, Dict, Iterable, Optional, Tuple
+from typing import Any, AsyncIterator, Dict, Optional, Tuple
 from uuid import UUID
 
 import backoff
@@ -62,6 +62,11 @@ async def _run_sync_loop(self) -> None:
                 except Exception:  # pragma: no cover
                     logger.exception("An error occurred during sync with Apitally hub")
 
+            try:
+                self.request_logger.maybe_rotate_file()
+            except Exception:  # pragma: no cover
+                logger.exception("An error occurred while rotating request log files")
+
             await asyncio.sleep(1)
 
     def stop_sync_loop(self) -> None:
@@ -139,7 +144,7 @@ async def _send_sync_data(self, client: httpx.AsyncClient, data: Dict[str, Any])
         response = await client.post(url="/sync", json=data)
         self._handle_hub_response(response)
 
-    async def _send_log_data(self, client: httpx.AsyncClient, uuid: UUID, stream: Iterable[bytes]) -> None:
+    async def _send_log_data(self, client: httpx.AsyncClient, uuid: UUID, stream: AsyncIterator[bytes]) -> None:
         logger.debug("Streaming request log data to Apitally hub")
         response = await client.post(url=f"{self.hub_url}/log?uuid={uuid}", content=stream)
         self._handle_hub_response(response)
diff --git a/apitally/client/request_logging.py b/apitally/client/request_logging.py
index 9bfad0e..b4e0bbd 100644
--- a/apitally/client/request_logging.py
+++ b/apitally/client/request_logging.py
@@ -9,7 +9,7 @@
 from functools import lru_cache
 from io import BufferedReader
 from pathlib import Path
-from typing import Any, Callable, Dict, Iterator, List, Mapping, Optional, Tuple, TypedDict
+from typing import Any, AsyncIterator, Callable, Dict, List, Mapping, Optional, Tuple, TypedDict
 from urllib.parse import parse_qsl, urlencode, urlparse, urlunparse
 from uuid import uuid4
 
@@ -126,7 +126,7 @@ def write_line(self, data: bytes) -> None:
     def open_compressed(self) -> BufferedReader:
         return open(self.path, "rb")
 
-    def stream_lines_compressed(self) -> Iterator[bytes]:
+    async def stream_lines_compressed(self) -> AsyncIterator[bytes]:
         with open(self.path, "rb") as fp:
             for line in fp:
                 yield line
diff --git a/tests/test_client_request_logging.py b/tests/test_client_request_logging.py
index 6ab2796..9be83f2 100644
--- a/tests/test_client_request_logging.py
+++ b/tests/test_client_request_logging.py
@@ -56,7 +56,7 @@ def response_dict() -> ResponseDict:
     }
 
 
-def test_request_logger_end_to_end(
+async def test_request_logger_end_to_end(
     request_logger: RequestLogger, request_dict: RequestDict, response_dict: ResponseDict
 ):
     for _ in range(3):
@@ -70,7 +70,7 @@ def test_request_logger_end_to_end(
     assert file is not None
 
     compressed_data1 = b""
-    for chunk in file.stream_lines_compressed():
+    async for chunk in file.stream_lines_compressed():
         compressed_data1 += chunk
     assert len(compressed_data1) > 0