diff --git a/tiled/client/context.py b/tiled/client/context.py
index 840f97cde..bf667f662 100644
--- a/tiled/client/context.py
+++ b/tiled/client/context.py
@@ -172,7 +172,7 @@ def __repr__(self):
                     ",".join(f"'{identity['id']}'" for identity in identities)
                 )
             if self.api_key is not None:
-                auth_info.append(f"with API key '{self.api_key[:8]}...'")
+                auth_info.append(f"with API key '{self.api_key[:min(len(self.api_key)//2, 8)]}...'")
         auth_repr = " ".join(auth_info)
         return f"<{type(self).__name__} {auth_repr}>"