Brad Pitt
Clooney’s Ocean’s 11 co-star, Brad Pitt, scored his first lead in the goofy high-school horror movie 1989 Cutting Class after playing small, often uncredited roles in films including Less Than Zero and No Way Out.
The Fight Club and Moneyball star quickly proved he could do much better than Cutting Class, becoming one of the biggest stars and producers of his generation. He won his Best Supporting Actor Oscar for Once Upon a Time in Hollywood, but his first Oscar was for producing the Best Picture winner 12 Years a Slave.
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