Kevin O'Leary, a prominent figure from the show Shark Tank, has surprised many by venturing into the world of acting, taking on a significant role in the forthcoming 2025 sports comedy-drama "Marty Supreme." This move comes despite strong advice from his inner circle, including friends and professional advisors, who urged him to reconsider the opportunity.
O'Leary's decision to accept the part of Milton Rockwell, a wealthy and somewhat overbearing businessman in the 1952-set film, was influenced by the character's resemblance to his own direct and uncompromising public image. He shared in a recent interview on CNBC that many around him doubted his acting capabilities. However, a call from director Josh Safdie, who described Rockwell as "a total A-hole" and the richest man in America in 1952, convinced O'Leary that the role was a perfect fit. The authentic period setting of the movie, complete with detailed costumes and props, helped O'Leary fully embody his character. He recounted an experience on set where he effortlessly improvised lines while filming alongside acclaimed actors Timothée Chalamet and Gwyneth Paltrow, noting Chalamet's inspiring presence.
"Marty Supreme," directed and co-written by Josh Safdie and co-written by Ronald Bronstein, draws inspiration from the life of American table tennis player Marty Reisman. The film features Timothée Chalamet as Marty Mauser, an ambitious ping pong champion, and Gwyneth Paltrow as Kay Stone, a sophisticated socialite who develops a connection with Marty. The cast also includes Odessa A'zion, Tyler Okonma, Abel Ferrara, and Fran Drescher in supporting roles. The movie had its premiere at the 2025 New York Film Festival on October 6 and is slated for a theatrical release in the U.S. by A24 on December 25, 2025.
This foray into acting by a renowned business personality showcases the unexpected paths individuals can take, demonstrating that passion and an alignment with one's authentic self can lead to new, fulfilling experiences, even when defying conventional wisdom.