Fly on the Wall with Dana Carvey and David Spade Mr. Wonderful aka Kevin O’Leary: Shark Tank Meets Marty Supreme
Jan 15, 2026
Kevin O'Leary, also known as 'Mr. Wonderful,' is an entrepreneur and investor who recently made his acting debut in Josh Safdie’s film, Marty Supreme. He shares his motivations for branching into acting and the unique experiences on set, including a fun story about filming a paddle scene with Timothée Chalamet. Kevin reflects on his Shark Tank journey, the dynamics with fellow Sharks, and offers insightful business advice. He also discusses his outlook on crypto, Canada-China trade, and why certain products succeed in the market.
AI Snips
Chapters
Transcript
Episode notes
From Shark To Scene Stealer
- Kevin O'Leary described being cast as a cruel character in Marty Supreme and pushed hard for a darker ending.
- He suggested his character might be a vampire and wanted Marty punished more severely on screen.
Keep Going Past Early Rejection
- Persist with a family-friendly, relatable format even if early ratings are poor.
- A show can go geometric once syndication and broad audiences find it.
Scale By Solving Real Pain
- Find a product that solves a common pain point and can scale beyond a small audience.
- Prove demand, then hire executional talent to scale from millions to hundreds of millions in sales.