Jack Nicholson - has twice won the Academy Award for Best Actor, for One Flew Over the Cuckoo's Nest and for As Good as It Gets. He also won the Academy Award for Best Supporting Actor for the 1983 film Terms of Endearment. He is tied with Walter Brennan for most acting wins by a male actor. Nicholson is well known for playing villainous roles, such as Frank Costello in The Departed, Jack Torrance in The Shining and the Joker in 1989's Batman.