How Success Happens

Entrepreneur Media
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Mar 1, 2026 • 13min

Snack Break: Family Business

Jaclyn Leibl-Cote, third-generation CEO of Collette and builder of the Collette Foundation, shares her journey from call center to leading a century-old travel company. She talks about balancing family heritage with fresh ideas. She discusses a pivotal Peru trip that sparked global giving. She also reflects on tough 360 feedback and the coaching that reshaped her leadership.
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Feb 25, 2026 • 33min

I made $46,000 and Destroyed My Career

Tom Hardin has done some pretty dumb things for a pretty smart guy. His new book, Wired on Wall Street, is the wild, cringe-worthy, and ultimately inspiring story of how a hotshot trader convinced himself that insider trading was totally fine, right up until the FBI showed up to politely disagree. What happens next shapes the rest of his life. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 22, 2026 • 15min

Snack: Broadway Mega Producer Brian Anthony Moreland

Dan's not exactly a theater kid, so he sat down with two-time Tony-nominated lead producer Brian Anthony Moreland to find out what a Broadway producer actually does. Brian, who works with greats like Taraji P. Henson, Denzel Washington, and Jake Gyllenhaal, also gets into how he handles conflict between big personalities and why you'd better love the story you're trying to tell. His new show, Joe Turner's Come and Gone, opens at the Barrymore Theatre on April 25th, with previews starting March 30th. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 18, 2026 • 31min

Bill Gurley on Failure, Mentors, and Why You Need to Relax About Your Career

Bill Gurley is a legendary venture capitalist who has backed companies like Uber, Zillow, and OpenTable. His new book, Runnin’ Down a Dream, is a user's manual for figuring out what you actually want and how to go get it. In this conversation, he shares some of his favorite takeaways from the book. Plus, Bill reveals the one skill he desperately wishes he had. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 15, 2026 • 17min

Snack: Olympic Gold

Kerri Walsh Jennings is a five-time Olympian. The queen of beach volleyball has some seriously inspiring words for everyone, from the kids she coaches through her platform P1440 to the pros on her new Major League Volleyball franchise. Plus, she's bringing Hero Beach Volley to Montauk this summer, and Dan's fired up to jump in and get spiked in the face. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 11, 2026 • 22min

YouTuber Gets 985 MILLION Views Geeking Out

Steve Mould started out doing stand-up comedy at Oxford for fun, because apparently getting a degree there isn't hard enough. When he combined his love of physics with performing, he unlocked a whole new level of success. Now he's an author, occasional TV presenter, founder of a comedy festival, and host of the long-running Steve Mould YouTube channel with 3.5 million subscribers and 985 million views. He joins Dan to talk about turning a passion into a business without destroying your soul in the process. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 8, 2026 • 12min

Snack: Warped Tour

Dan is joined by the Warped Tour founder, Kevin Lyman, alongside the founder/President of FestForums, the leading B2B conference for the festival industry, Laurie Kirby.  Kevin talks about his favorite memories from the tour and his time with the musicians. Along the way, he offers some punk rock lessons in marketing and matching the message to the audience. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 4, 2026 • 27min

From Dorm Room to $350 Million Cookie Empire

Seth Berkowitz was over late-night pizza. What he really wanted was a warm, just-baked cookie delivered to his door. Since he couldn’t get one, he built Insomnia Cookies in his dorm room. Berkowitz shares the simple, disciplined game plan that turned a craving into  350 late-night cookie-delivering stores worldwide. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Feb 1, 2026 • 17min

Snack Break: Liz Tran

Liz Tran, author of the forthcoming book AQ, knows that the one constant of life is change. She joins Dan to share practical ways to build real resilience and rethink how you handle the unexpected. Plus, Dan makes a surprising discovery...about himself. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Jan 28, 2026 • 36min

How He Turned $78 Into a $250 Million T-Shirt Empire

Bert Jacobs built Life Is Good with his brother, a beat-up van, and $78. He explains how positivity became a competitive advantage and why giving back was never optional. The Playmakers nonprofit grew alongside the brand and sits at the core of its “why.” Bert also shares his belief in capitalism and business as the only way to save the world. Learn more about your ad choices. Visit megaphone.fm/adchoices

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