Today we're doing lunch at Manhatta, towering 60 stories above the financial district. Joining us is Rick Heitzmann, co-founder and partner at one of New York's most influential early stage venture firms, First Mark Capital.

Rick has been early to some of the most category defining companies of the last decade, backing names like Pinterest, Airbnb, and DraftKings. That foresight has landed him on the Forbes Midas list, not once, not twice, but five times. And if that wasn't enough, he's living the dream of every New York sports fan, joining the ownership group of the New York Yankees.

Timecodes:

00:00 – Cold open: The Vilification of AI

01:08 – Meet Rick Heitzmann

03:18 - Philly Sports Fan Turned Yankees Owner

05:02 - How Rick Got Into Yankees Ownership

06:00 - Spotting Trends Early: DraftKings, Airbnb & Pinterest

07:50 - Sports Betting, Prediction Markets & Integrity in Sports

09:40 - Danny Meyer, Hospitality & NYC Restaurant Culture

11:27 - Why the Restaurant Business Is So Tough Right Now

12:46 - AI, Digital Health & The Future of Healthcare

15:45 - The Explosion of Women’s Sports & Sports Merch Culture

18:02 - The Great Jersey Debate: Should Adults Wear Them?

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