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

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 story of the satirical post - claiming he ate free at 527 Manhattan hotels - that got him tagged to the NYPD and summoned to his business-school dean's office. Part career playbook, part comedy, part contrarian investing thesis on where money and media are headed.

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