Kevin O’Leary Goes Hollywood Without a Scripted Plan
Kevin O’Leary has spent decades commanding boardrooms and dismantling business pitches with ruthless precision, but now he’s stepped into a completely different arena—Hollywood. At 71, the Shark Tank star and self-styled “Mr. Wonderful” has made his first-ever movie appearance, and what’s surprising isn’t just the role itself, but how casually he approached it. According to O’Leary, there was no acting coach, no method acting, and no grand preparation. In fact, he openly admitted he has “no idea” how acting really works.
O’Leary makes his big-screen debut in Marty Supreme, a sports comedy-drama set in the high-stakes world of table tennis. Directed by Josh Safdie, the film stars Timothée Chalamet as Marty Mauser, an ambitious ping-pong prodigy loosely inspired by real-life legend Marty Reisman. O’Leary appears in a supporting role as Milton Rockwell, a wealthy and rather unlikable businessman married to Gwyneth Paltrow’s character, Kay Stone. It’s a role that leans naturally into O’Leary’s sharp public persona, though he insists he wasn’t trying to “act” at all.
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Speaking on the red carpet at the New York premiere, O’Leary explained that instead of preparing like a traditional actor, he simply read the script, read the room, and trusted his instincts. He described slipping into what he jokingly called a kind of “zoo mode,” letting the energy of the set guide him. The experience, by his own account, was surprisingly immersive and a lot of fun, and the character soon felt like an extension of himself.
Visually, O’Leary made sure his debut was noticed. His red-carpet look—a burgundy embroidered blazer, black shirt with a subtle cheetah print, and a bow tie—sparked plenty of conversation online. Some fans praised his bold style, calling him dashing and confident, while others poked fun, comparing the outfit to a vintage bedspread. Either way, attention was clearly captured.
On set, O’Leary said he gained a new appreciation for filmmaking, especially the patience and precision involved. Used to the rapid pace of reality television, he was struck by how long scenes were carefully crafted and how improvisation sometimes made it into the final cut. That experience also softened his previously controversial stance on AI in filmmaking, as it was acknowledged that human timing, interaction, and spontaneity simply can’t be replicated.
True to form, O’Leary didn’t miss the chance to joke about ping pong, even claiming he could beat his own Shark Tank persona in a match. And if Marty Mauser had pitched “the hustle of ping pong” in the Tank? O’Leary said he’d be out immediately.
Whether this leads to more roles or remains a one-time detour, Marty Supreme marks a memorable shift for Kevin O’Leary. The film is set to hit U.S. theaters on December 25, 2025, and one thing is certain—Mr. Wonderful has officially entered the Hollywood conversation.
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