diff --git a/monkey/infection_monkey/exploit/caching_agent_binary_repository.py b/monkey/infection_monkey/exploit/caching_agent_binary_repository.py
index 1a52806f0..46e752470 100644
--- a/monkey/infection_monkey/exploit/caching_agent_binary_repository.py
+++ b/monkey/infection_monkey/exploit/caching_agent_binary_repository.py
@@ -2,6 +2,7 @@ import io
 import logging
 import threading
 from functools import lru_cache
+from typing import Optional
 
 from common import OperatingSystem
 from infection_monkey.island_api_client import IIslandAPIClient
@@ -33,9 +34,10 @@ class CachingAgentBinaryRepository(IAgentBinaryRepository):
             return io.BytesIO(self._download_binary_from_island(operating_system))
 
     @lru_cache(maxsize=None)
-    def _download_binary_from_island(self, operating_system: OperatingSystem) -> bytes:
+    def _download_binary_from_island(self, operating_system: OperatingSystem) -> Optional[bytes]:
         os_name = operating_system.value
         try:
             return self._island_api_client.get_agent_binary(os_name)
         except Exception as exc:
             logger.warning(f"Error connecting to control server: {exc}")
+            return None