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    Home » Kevin O’Leary Bet $1,000 on Kalshi That Timothée Chalamet Will Win an Oscar | Invesloan.com
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    Kevin O’Leary Bet $1,000 on Kalshi That Timothée Chalamet Will Win an Oscar | Invesloan.com

    March 15, 2026
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    • Kevin O’Leary is betting big on Timothée Chalamet.
    • O’Leary said on the red carpet that he bet $1,000 that his “Marty Supreme” costar will win an Oscar.
    • Chalamet is up against Michael B. Jordan for best actor.

    Kevin O’Leary is confident his “Marty Supreme” costar Timothée Chalamet is walking away with the best actor Oscar.

    The “Shark Tank” star is so confident, in fact, he put money on it.

    O’Leary, who plays tycoon Milton Rockwell in “Marty Supreme,” told Variety on the Oscars red carpet that he bet $1,000 on the betting app Kalshi that Chalamet will win the prize.

    “I know the voting stopped long before that controversy happened,” O’Leary told the magazine, referring to a comment Chalamet made during a conversation with Matthew McConaughey earlier this month where he talked down the ballet and opera.

    “I don’t want to be working in ballet or opera where it’s like, ‘Hey, keep this thing alive, even though no one cares about this anymore,'” Chalamet said.

    Chalamet has been the frontrunner for the best actor Oscar until recently, when “Sinners” star Michael B. Jordon won the best actor prize at SAG’s Actor Awards. And O’Leary is right — Oscar voting did indeed close before Chalamet’s mini-controversy. So whether Mr. Wonderful wins or loses $1,000, it won’t be related to a love or hatred for opera and ballet.

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