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Cinemablend
Cinemablend
Entertainment
Erik Swann

Kevin O'Leary Placed A Big Bet On Marty Supreme's Timothèe Chalamet Winning Best Actor. How Much Did He Lose?

A close up of Kevin O'Leary looking angry in Marty Supreme.

The 98th Academy Awards may be over, but many are still buzzing about the biggest developments of the night. Of course, there’s been much talk about the 2026 Oscar winners and those who were nominated as well. Timothée Chalamet was one of those many nominees, as he received a Best Actor nod for his performance in Marty Supreme. While Michael B. Jordan ended up winning the award, one of Chalamet’s co-stars, Kevin O’Leary, had a lot of faith in him. So much so that he placed a sizable bet on him to win.

O’Leary – the Canadian businessman who has long appeared on Shark Tank – made his feature film debut in Josh Safdie’s Marty Supreme. Amid awards season, the entrepreneur showed love towards Chalamet and has talked up his performance as ping pong player Marty Mauser. Ahead of this year’s Oscars, O’Leary – who was blinged up for the big night – caught up with Variety and talked up Chalamet. In addition to defending Chalamet against the backlash over those ballet/opera remarks, O’Leary also revealed his bet:

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