James Caan – 1940

James Caan’s on-screen debut was as a sailor in the Oscar-winning film “Irma la Doub.” Afterward, he went on to perform in films including “Red Line 7000,” “El Dorado,” “Journey to Shiloh,” and “The Rain People,” where he was praised for his magnetic masculinity. He is known as “The Jewish Cowboy” because of his ancestry.

Francis Ford Coppola cast Caan as infamous mob boss Santino Sonny Corleone in the gangster epic “The Godfather,” and it remains his most memorable portrayal. As a result of the film’s huge popularity, his character has become a beloved cult figure among fans who will remember him for years to come.