Larry Aschebrook, Founder & MP @GSquared: How We Lost Money on Uber and Made Millions on Lyft
20VC
Jun 16, 2025
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Larry Aschebrook is the Founder and Managing Partner of G Squared in what is one of the wildest stories of venture capital. Larry started G Squared with nothing, dialling for dollars having personally invested in Twitter and Uber. In his first fund, Larry made sizable bets into SpaceX, Palantir, Alibaba and Twitter. Larry has also had mega losses along the way (discussed in the show) in Getir, 23andme and more. Today, Larry manages over $5BN and has invested in all the best from Wiz to Spotify to Revolut and Anthropic.
Agenda:
– From Broke to Billion-Dollar Bets
– The $800M Coursera Windfall
– Lyft Made Millions, Uber Lost $50M
– “We Fcked Up”: The Billion-Dollar Vintage
– How a $150M Spotify Bet Made a Billion
– The Gut Call That Dodged Theranos
– Vampires vs Zombies: The Coming Startup Purge
– When Success Almost Killed the Firm
– DPI Is King, MOIC Is Bullshit
– Why I’d Buy Anthropic at $61BN Today
– Losing $70M on 23andMe
– The Janitor of Venture Capital
– The Getir Deal That Nearly Broke Me
– Does Money Actually Make You Happy?
– What Cal Ripken Jr. Taught Me About Venture
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