diff --git a/monkey/infection_monkey/exploit/caching_agent_repository.py b/monkey/infection_monkey/exploit/caching_agent_repository.py
index 499e8401c..7d3580258 100644
--- a/monkey/infection_monkey/exploit/caching_agent_repository.py
+++ b/monkey/infection_monkey/exploit/caching_agent_repository.py
@@ -35,7 +35,7 @@ class CachingAgentRepository(IAgentRepository):
 
     @lru_cache(maxsize=None)
     def _download_binary_from_island(self, operating_system: OperatingSystems) -> bytes:
-        os_name = operating_system.name.lower()
+        os_name = operating_system.value
 
         response = requests.get(  # noqa: DUO123
             f"{self._island_url}/api/agent-binaries/{os_name}",