Episode (200)
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Barry Diller - Building An Entertainment Empire
Sep 23, 2025My guest today is Barry Diller. Barry is the former CEO of Paramount Pictures, Fox Broadcasting, and the founder of IAC. He has been at the center of every major media transformation over the past fiv...
Jeff Horing - Building Insight Partners
Sep 16, 2025My guest today is Jeff Horing. Jeff cofounded Insight Partners and has been the Managing Director since 1995. This is one of Jeff’s first public conversations about building one of the world’s most su...
Sam Hinkie - Find Your People
Sep 09, 2025Today, we are replaying one of my favorite conversations with Sam Hinkie. Sam worked for more than a decade in the NBA with the Houston Rockets and then as the President and GM of the Philadelphia 76e...
Sean Feeney - Reinventing the Restaurant Business
Sep 05, 2025Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Sean Feeney makes you want to be a...
Justin Ishbia - Lessons from Acquiring 586 Companies
Sep 02, 2025Today we are replaying my conversation with Justin Ishbia. Justin is the Founding Partner of Shore Capital. Shore is a private equity firm that invests in microcap businesses within industry niches. W...
Joe Liemandt - Building Alpha School, and The Future of Education
Aug 26, 2025My guest today is Joe Liemandt. Joe is the Principal at Alpha School and the founder of Triliogy Software and ESW Capital. He became the youngest member of the Forbes 400 in the 1990s before vanishing...
Mark Bertolini - Performance During Pain
Aug 19, 2025My guest today is Mark Bertolini. Mark is the former CEO of Aetna and the current CEO of Oscar Health. He shares one of the most extraordinary leadership stories I've encountered—surviving a catastrop...
Peter Lacaillade - Backing The Best Managers In Private Markets
Aug 12, 2025My guest today is Peter Lacaillade. Peter is the Chief Investment Officer for Private Investments at SCS Financial and has built a notable private equity allocation platform within the wealth manageme...
Andrew Milgram - Full-Contact Capitalism
Aug 05, 2025My guest today is Andrew Milgram. Andrew is the founder of Marblegate Asset Management, an alternative investment firm that invests in credit opportunities and special situations. He joins me to discu...
Ramtin Naimi - Building Abstract
Jul 29, 2025My guest today is Ramtin Naimi. Ramtin is the founder of Abstract Ventures, one of the most talked-about seed funds in Silicon Valley. What makes Ramtin's story so compelling isn't just his firm's rem...