>Indeed, around the time the film was made, the two men shared political views on a lot of things

Roosevelt did object to Jewish emigration in the nineteen thirties. He also had some rather racist opinions. https://www.timesofisrael.com/historian-new-evidence-shows-f...

However Chaplin had different opinions on the matter. He donated part of the profits from his movie to facilitate emigration. https://www.jta.org/archive/charlie-chaplin-reported-giving-...