PodCrash with Matt Ebert

"Don't Follow Your Passion!" VC Investor Jack Raines on Getting Rich in Your 20s

August 18, 2026·53 min
Episode Description from the Publisher

Jack Raines - writer, Slow Ventures investor, and author of the new book Young Money - built his career by going viral making fun of LinkedIn, then turned it into a job helping invest over a billion dollars in startups and creators. In this episode he makes the case against "follow your passion," explains why he backpacked the world at 24 on purpose (with an exit ramp built in), and lays out why creators with engaged audiences are the next generation of startup founders. He also tells the sto...

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