Kevin O'Leary places major bet on Timothee Chalamet's 2026 Oscars win
Published on March 16, 2026
Shark Tank notable Kevin O'Leary has put his money where his mouth is when it comes to Timothée Chalamet's Oscar chances.
An illustrative image related to: Kevin O'Leary places major bet on Timothee Chalamet's 2026 Oscars win, highlighting key aspects of the story. | Image source: Geo News
Kevin O'Leary places major bet on Timothee Chalamet's 2026 Oscars win
Shark Tank notable Kevin O'Leary has put his money where his mouth is when it comes to Timothée Chalamet's Oscar chances.
Walking into the 98th Academy Awards on Sunday, 15 March, O'Leary revealed he had just placed a $1,000 bet on Chalamet winning Best Player, and he had a very specific reason for his confidence.
"I just put 1,000 bucks on Kalshi walking in here that he's gonna win," O'Leary, 71, told Variety .
Chalamet, 30, has been at the centre of an ongoing backlash after notes he made during a February town hall with Matthew McConaughey, in which he said he had no desire to work in dance performance or musical theater, art forms where, as he put it, the pitch was keeping something alive that "no one cares about anymore."
He caught himself almost immediately, offering a quick nod of respect to anyone in those worlds and joking that he'd just taken shots for no reason.
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