diff --git a/lib/tasks/annotate_models.rake b/lib/tasks/annotate_models.rake
index 495501233..8410a27fc 100644
--- a/lib/tasks/annotate_models.rake
+++ b/lib/tasks/annotate_models.rake
@@ -47,7 +47,7 @@ task annotate_models: :environment do
   options[:ignore_routes] = ENV.fetch('ignore_routes', nil)
   options[:hide_limit_column_types] = Annotate.fallback(ENV['hide_limit_column_types'], '')
   options[:hide_default_column_types] = Annotate.fallback(ENV['hide_default_column_types'], '')
-  options[:with_comment] = Annotate.fallback(ENV['with_comment'], '')
+  options[:with_comment] = Annotate.true?(ENV['with_comment'])
 
   AnnotateModels.do_annotations(options)
 end