4. Brad Pitt
Nomination and Year: Best Motion Picture of the Year: Moneyball (2012) Best Actor in a Leading Role: Moneyball (2012) Best Actor in a Leading Role: The Curious Case of Benjamin Button (2009) Best Actor in a Supporting Role: Twelve Monkeys (1996) Hes dated Juliette Lewis, Gwyneth Paltrow, Jennifer Aniston and Angelina Jolie. His name is mentioned in the Shania Twain song That Dont Impress Me Much. He has been banned from entering China. And People Magazine has named him the sexiest man alive. Twice. At the age of 49, Brad Pitt has probably already ticked everything off his bucket list. But he has yet to win an Oscar. Over the last years couple of decades Pitt has established himself as one of Hollywoods leading males. Throughout his career he has showcased incredible versatility as an actor. Pitt has played the role of an insane animal rights fanatic in
Twelve Monkeys, a bare-knuckle boxing Pikey in
Snatch and a man who ages backwards in
The Curious Case of Benjamin Button, for which he received a Best Actor nomination. Pitt has frequently been likened to the great Robert Redford, both in his physical appearance and for his protean acting talent. Redford won an Oscar, and I think Pitt deserves to win one too.