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Star Prestige Review

All The Oscars That Once Upon A Time In Hollywood Won

Author

Jessica Hardy

Updated on March 06, 2026

At the 92nd annual Academy Awards, Brad Pitt won the Oscar for Best Supporting Actor for his performance as Cliff Booth.

It might sound incredible to hear of Pitt, who has had such an illustrious career and is a household name, but it's true: the Academy Award he nabbed at the 2020 Oscars is the very first one for acting that he's ever received, though he's been nominated several times before over the past 20-plus years. His previous Oscar win was for 12 Years a Slave, the film won Best Picture in 2014, and Pitt shared the win with his fellow co-producers Dede Gardner, Jeremy Kleiner, Bill Pohlad, Arnon Milchan, Anthony Katagas, and director Steve McQueen. 

Just a week ahead of the 2020 Oscars, Pitt also got himself a shiny BAFTA for the same role. Showing up for his second Quentin Tarantino flick (the first being Inglorious Basterds) has certainly been worth Pitt's time in trying to gain the industry recognition that has eluded him for so long. Hopefully this is the momentum he needs to finally take home the Best Actor award in his own right someday.