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Kevin O'Leary opens up about the $12.9M card he wore to the Oscars, what he did that almost ended his engagement, and the moment his stepfather told him he'd never make it.
Before Shark Tank, before "Mr. Wonderful," Kevin O'Leary was a kid getting told by his stepfather that he wasn't good enough to be a photographer. In this episode of Build or Break, Kevin sits down with Daniel Lubetzky for a conversation that goes far past the TV persona — the $12.9M sports card he bought on a hunch (and turned down $21M for), the night he had to tell his fiancée he cheated, firing his best friend in the early days of his first company, and the "signal vs. noise" framework he learned from Steve Jobs that still runs his entire day.
You’ve never seen Mr. Wonderful like this. I’VE never seen him like this. This is Kevin without the edit — brutal honesty about business, marriage, grief, and the stepfather he says made him who he is.
Thank you for coming, Kevin!
https://www.instagram.com/kevinolearytv/
https://www.youtube.com/@kevinoleary
https://www.tiktok.com/@kevinolearytv
https://x.com/kevinolearytv
https://www.linkedin.com/in/kevinolearytv/
Personal site: https://kevinoleary.com
O'Leary Ventures: https://olearyventures.com
Shark Tank profile: https://sharktankgroup.com/kevin-oleary.html
Show Notes:
https://www.instagram.com/DanielLubetzky
https://www.tiktok.com/@daniellubetzky
https://x.com/DanielLubetzky
https://www.linkedin.com/in/daniellubetzky
https://daniellubetzky.com/
🙋🏻Become a Builder: https://buildersmovement.org/
Music: Amos Cochran https://www.editscoremusic.com/
Production: Straybird Studios https://www.straybird.studio/
Post Production: Jennell Lewis & Scott Convery
Social Media Production: https://www.edits-etc.com/
Build or Break Team:
My friends Steven Bartlett, Andrew Yang, Kendra Scott, and Jason Alexander all agree: this time I may have gone too far. Subscribe to Build or Break to hear the rest of our stories.
https://www.instagram.com/DanielLubetzky
https://www.tiktok.com/@daniellubetzky
https://x.com/DanielLubetzky
https://www.linkedin.com/in/daniellubetzky
https://daniellubetzky.com/
🙋🏻Become a Builder: https://buildersmovement.org/
Music: Amos Cochran https://www.editscoremusic.com/
Production: Straybird Studios https://www.straybird.studio/
Post Production: Jennell Lewis & Scott Convery
Social Media Production: https://www.edits-etc.com/
Build or Break Team:
Executive Producer & Host: Daniel Lubetzky
Executive Producer: Kristin Schneider
Head of Programming & Production: Joel Rubin
Marketing & Communications: Sarah Black
Associate Producer & Social Media: Taylor Larned
Booking & Scheduling: Kayla Rose
Network Relations: Julianna Cohen
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12 icons. One story you think you know.
Mark Cuban got fired. Kevin O'Leary got fired. Chris Paul got released. Kendra Scott failed before she built a billion-dollar company. Every guest on this show has a moment where it could've gone either way.
Build or Break is a new interview series from Daniel Lubetzky — founder of KIND Snacks, Shark Tank investor — sitting down with the people who've been closest to the edge and asking what it took to keep going when everyone else would have quit.
This trailer features conversations from upcoming episodes with Mark Cuban, Kevin O'Leary, Chris Paul, Andrew Yang, Steven Bartlett, Fareed Zakaria, Robert Rodriguez, Jason Alexander, Jamie Siminoff, Kendra Scott, Ben Sasse, and Melva Wallace.
3 episodes drop 9/3, then weekly on Tuesdays starting 9/15. Subscribe so you don't miss them.
https://www.instagram.com/DanielLubetzky
https://www.tiktok.com/@daniellubetzky
https://x.com/DanielLubetzky
https://www.linkedin.com/in/daniellubetzky
https://daniellubetzky.com/
🙋🏻Become a Builder: https://buildersmovement.org/
Music: Amos Cochran https://www.editscoremusic.com/
Production: Straybird Studios https://www.straybird.studio/
Post Production: Jennell Lewis & Scott Convery
Social Media Production: https://www.edits-etc.com/
Build or Break Team:
Executive Producer & Host: Daniel Lubetzky
Executive Producer: Kristin Schneider
Head of Programming & Production: Joel Rubin
Marketing & Communications: Sarah Black
Associate Producer & Social Media: Taylor Larned
Booking & Scheduling: Kayla Rose
Network Relations: Julianna Cohen
Chris Paul. Steven Bartlett. The moment before everything almost fell apart.
I'm Daniel Lubetzky — founder of KIND Snacks, a Shark Tank investor, and a "confused Mexican Jewish social entrepreneur." I started KIND with one bar and a hundred rejections. Now I'm building the most ambitious project of my life: a podcast about what it actually takes to build something — and the moments almost nobody talks about, when it nearly broke you instead.
This is Build or Break.
In this series, you’ll see Chris Paul reveal the moment he went into shock. Steven Bartlett, host of Diary of a CEO, open up about his early struggles. Kevin O'Leary on his greatest personal trial. Andrew Yang on living up to the expectations of immigrant parents. Plus Mark Cuban, Kendra Scott, Fareed Zakaria, Jason Alexander, Lucy Aharish, Robert Rodriguez, Jamie Siminoff, Ben Sasse, and Melva Wallace — builders, investors, and leaders who've all faced the same decision: build, or break?
https://www.instagram.com/DanielLubetzky
https://www.tiktok.com/@daniellubetzky
https://x.com/DanielLubetzky
https://www.linkedin.com/in/daniellubetzky
https://daniellubetzky.com/
Music: Amos Cochran https://www.editscoremusic.com/
Production: Straybird Studios https://www.straybird.studio/
Post Production: Jennell Lewis & Scott Convery
Social Media Production: https://www.edits-etc.com/
Build or Break Team:
Executive Producer & Host: Daniel Lubetzky
Executive Producer: Kristin Schneider
Head of Programming & Production: Joel Rubin
Marketing & Communications: Sarah Black
Associate Producer & Social Media: Taylor Larned
Booking & Scheduling: Kayla Rose
Network Relations: Julianna Cohen
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