In #19, Michael Sikand (@michaelsikand) and Simran Sandhu (@_simmy_) chat with Sam Rattner (@samrattner), Co-Founder of Vigtory, a sports betting app he sold for $40M to FuboTV in 2021 at age 23. Sam is a college dropout who built a snow removal empire as a Chicago teenager before he pivoted to capitalize on the legalization of U.S. sports betting. More recently, Sam became the Co-Founder and CEO of Showroom, a B2C fashion search engine startup that he thinks can beat Google at its own game.

01:00 Sam's Snow Removal Biz

02:28 Don't Build For Silicon Valley People

08:42 Pros and Cons of Service Businesses

11:30 Why Sam Pivoted Into Tech

14:00 Being a Second-Time Founder

24:54 How/Why Sam Started Vigtory

31:30 The Guy Who Made Vigtory Work

45:00 Sam's Golden Rules on Partnerships and Fundraising

56:40 Sam's New AI Company

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Our Future Podcast is a production of Morning Brew.

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