diff --git a/app/models/enterprise.rb b/app/models/enterprise.rb
index 462910aa0d..6725620526 100644
--- a/app/models/enterprise.rb
+++ b/app/models/enterprise.rb
@@ -360,7 +360,7 @@ class Enterprise < ActiveRecord::Base
   end
 
   def ensure_owner_is_manager
-    users << owner unless users.include?(owner) || owner.admin?
+    users << owner unless users(:reload).include?(owner) || owner.admin?
   end
 
   def enforce_ownership_limit