Is one of Cinema’s biggest breakout stars in 2025, a 71-year-old Canadian entrepreneur? Yes, you read right. Kevin O’Leary has come out of nowhere to surprise us all with a fantastic performance in buzzy Oscar contender MARTY SUPREME, as businessman Milton Rockwell! The Dragons’ Den and Shark Tank star makes a very natural transition to the big screen in Josh Safdie‘s latest, with a key role as husband to Gwyneth Paltrow‘s Kay Stone, while also seeing a lucrative business opportunity in Timothée Chalamet’s titular character.
O’Leary has been doing the rounds this week in support of the Christmas Day release, spotted a couple times already at new Yorkville hotspot, Powder Room, where he was spotted enjoying an intimate Nick Jonas performance.
We finally met O’Leary, who was so kind to stop for a snap before completing his rounds. A gentleman!
@mrwillwong Watch Shark Tank and Dragon’s Den king KEVIN O’LEARY transform into an Actor in buzzy #MartySupreme, in theatres 12.25.25. #kevinoleary #dreambig ♬ Forever Young – Alphaville
(Photo/video credit: Mr. Will Wong)
Elevation Pictures x Mr. Will are thrilled to give Readers a chance to win Cineplex run-of-engaement passes to see MARTY SUPREME. You’ve heard all the buzz and we know you love Timothée Chalamet! We know the Holidays are busy, so you can see it any time during its theatrical run at a Cineplex theatre.
Synopsis: Marty Mauser, a young man with a dream no one respects, goes to hell and back in pursuit of greatness.
Starring: Timothée Chalamet, Gwyneth Paltrow, Odessa A’zion, Kevin O’Leary, Tyler Okonma, Abel Ferrara, and Fran Drescher
To enter for a chance to win, click “like” on this Post at MR. WILL ON FACEBOOK, X, or IG. Comment your City and tag 1 friend in the comments who you’re taking. Multiple entries allowed. You must be following.
Rules and regulations here.
MARTY SUPREME is in theatres December 25, 2025.
(Photo/video credit: Elevation Pictures)
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