Michael Corleone (THE GODFATHER: Part II, 1974)

For a man who never wanted to enter the family business, Michael Corleone sure is good at it. Or maybe he's just bad at being a Good Guy. He keeps trying to legitimize the Corleone operation, but ends up showing he’s even more ruthless than his father ever was. The film was nominated for 11 Oscars and won 6 including Best Picture and Directing.