Mixed Signals from Semafor Media Kevin O’Leary on playing the villain and turning attention into power
17 snips
Jan 2, 2026 
Kevin O’Leary, Canadian businessman and Shark Tank star, dives into his role as a ruthless tycoon in the film Marty Supreme. He shares insights on collaborating with directors and actors like Josh Safdie and Timothée Chalamet. O'Leary discusses how reality TV shaped his public persona and emphasizes the value of earning respect over seeking popularity. He evaluates the future of movie theaters, the impact of media presence on policy, and reflects on his Canadian political experiences, providing a candid look at his multifaceted career.
AI Snips
Chapters
Transcript
Episode notes
Challenge Your Comfort Zone
- Push yourself outside your comfort zone to build mental acuity and stay sharp.
- Kevin O'Leary tried acting to exercise his brain and learn new skills rather than stagnate.
Director Let Him Recraft The Role
- Josh Safdie and Ronnie Bronstein let Kevin reshape lines so the role fit him.
- That collaboration helped him inhabit Milton Rockwell and feel like he wasn't "acting."
Reality TV Teaches Genuine Presence
- Reality TV trains authenticity because it's unscripted and performance fades.
- Kevin says Shark Tank made him stop seeing cameras and act like a real investor in the room.