Timothee Chalamet's Mary Supreme co-star loses bet after star fails to win Best Actor Oscar

Timothee Chalamet's Marty Supreme co-star, Kevin O'Leary, is $1,000 down after Timothee Chalamet lost out on Best Actor at the Academy Awards.

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Kevin O'Leary has lighter pockets after the Oscars
Kevin O'Leary has lighter pockets after the Oscars

Timothee Chalamet's Marty Supreme co-star Kevin O'Leary lost a $1,000 bet after the lead star walked away without the Best Actor trophy at Sunday night's (15.03.26) Oscars.

The 71-year-old actor, who appears as Milton Rockwell in Josh Safdie's 2025 flick, was certain Timothee (Marty Mauser) was going to scoop the top prize for the role, but he lost out to Sinners star Michael B. Jordan.

Kevin noted how Timothee's opera and ballet controversy happened way before voting closed so that would have no impact on his chances.

Speaking to CNN on the red carpet at the bash, Kevin said: "I know the voting stopped long before that controversy happened."

Host Conan O'Brien couldn't resist poking fun at Timothee as he opened the Academy Awards.

During his opening monologue he took a playful swipe at the star's recent comments that "no one cares" about the art forms.

He quipped: “Security is very tight tonight.

“There’s concerns about attacks from the ballet and opera communities.

"They’re just mad you left out jazz.”

The camera cut to Timothee and his girlfriend Kylie Jenner, and he was seen laughing at the jibe.

Also in his monologue, the host warned the evening "could get political".

He joked: "I should warn you tonight could get political. Okay? And if that makes you uncomfortable, there’s an alternate Oscars being hosted by Kid Rock. It’s at the Dave and Buster’s down the street.”

Conan also appeared to joke about Andrew Mountbatten-Windsor, formerly known as Prince Andrew, and the Epstein files as he noted there were no British stars nominated for Best Actor or Best Actress.

He said: "A British spokesperson said: 'Yeah but at least we arrest our paedophiles...'"

He also mocked Netflix boss Ted Sarandos, joking his attendance at the ceremony in Los Angeles' Dolby Theatre was his "first time" inside a theatre.

Impersonating Ted, he asked: “Why are they all together enjoying themselves? They should be home alone, where I can monetise it."