20VC: How We Made $800M on Coursera | We Lost Money on Uber and Made Money on Lyft | We Did 3x on Postmates in 18 Months | DPI is King, MOIC is BS | We Dodged Theranos and I Still Lost Millions with Larry Aschebrook @ G Squared
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:
00:00 – From Broke to Billion-Dollar Bets
03:40 – The $800M Coursera Windfall
06:10 – Lyft Made Millions, Uber Lost $50M
09:05 – “We Fcked Up”: The Billion-Dollar Vintage
11:50 – How a $150M Spotify Bet Made a Billion
15:10 – The Gut Call That Dodged Theranos
18:00 – Vampires vs Zombies: The Coming Startup Purge
20:30 – When Success Almost Killed the Firm
24:20 – DPI Is King, MOIC Is Bullsht
27:40 – Why I’d Buy Anthropic at $61BN Today
30:05 – Losing $70M on 23andMe
32:10 – The Janitor of Venture Capital
34:00 – The Getir Deal That Nearly Broke Me
36:25 – Does Money Actually Make You Happy?
39:00 – What Cal Ripken Jr. Taught Me About Venture
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.
If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
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