diff --git a/libraries/botframework-connector/botframework/connector/auth/jwt_token_extractor.py b/libraries/botframework-connector/botframework/connector/auth/jwt_token_extractor.py
index 4a0850763..529ad00cb 100644
--- a/libraries/botframework-connector/botframework/connector/auth/jwt_token_extractor.py
+++ b/libraries/botframework-connector/botframework/connector/auth/jwt_token_extractor.py
@@ -126,7 +126,7 @@ def __init__(self, url):
 
     async def get(self, key_id: str):
         # If keys are more than 5 days old, refresh them
-        if self.last_updated < (datetime.now() + timedelta(days=5)):
+        if self.last_updated < (datetime.now() - timedelta(days=5)):
             await self._refresh()
         return self._find(key_id)