Jack Oakie was an American actor, starring mostly in films, but also working on stage, radio and television. He portrayed Napaloni in Chaplin's The Great Dictator (1940), receiving a nomination for the Academy Award for Best Supporting Actor.
Oakie in 1941
With Tina Louise in The New Breed TV series, 1961.
The Great Dictator is a 1940 American anti-war political satire black comedy written, directed, produced, scored by, and starring British comedian Charlie Chaplin, following the tradition of many of his other films. Having been the only Hollywood filmmaker to continue to make silent films well into the period of sound films, Chaplin made this his first true sound film.
Theatrical release poster
Chaplin as Adenoid Hynkel
Chaplin as Adenoid Hynkel (right) with Jack Oakie as Benzino Napaloni (left)
Chaplin in the globe scene