The Meanest Man in the World - Jack Benny

1943 directed by Sidney Lanfield, starring Jack Benny and Priscilla Lane in the girl part; and also Edmund Gwen, Anne Revere and Eddie Anderson. Based on a play that starred George M. Cohan, who produced it on Broadway.

Mild-mannered Jack Benny is a young lawyer with a heart. In fact he’s so nice he won’t demand payment from clients who are poor and he only takes on those he believes are truly innocent, which is no good if you’re a lawyer. So he and Rochester pack up and move to the Big City, (New York), and becomes a fire-breathing meanie, which puts him in bad with the girl he loves.