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E38 "Angel" Bessemer's David Cowan on owning his anti-portfolio, top VC traits, sunk cost & more

This Week In Startups

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Published on Mar 18, 2020
WATCH Bubbleproof: https://bubbleproof.tv/
CHECK OUT Bessemer's Anti-Portfolio page: https://www.bvp.com/anti-portfolio

David Cowan, Partner at Bessemer Venture Partners shares insights on owning up to his anti-portfolio, understanding sunk cost, top traits for becoming a VC & best Founders & CEOs he's ever worked with

0:53 Jason intros Bessemer's David Cowan
1:54 David explains how he got his start in Venture capital in 1992
4:22 What does Bessemer look for in a potential investor today? How has VC hiring and demographics have changed over time?
8:10 David gives an anecdote about understanding "sunk cost"
14:12 David explains how and why Bessemer started owning their anti-portfolio
16:03 Stories on passing on Facebook, Tesla, Google, PayPal, Napster & Youtube
19:13 What made Youtube standout from Napster from a regulatory perspective
24:05 David describes hearing the Twitch pitch for the first time
26:00 Consumer vs. Enterprise investing
29:42 Sales-driven culture
33:31 When is the right time to sell a company?
41:15 Anti-tech backlash... is it justified?
47:38 Who is the best Founder & CEO David has ever worked with?
52:10 Meeting Wade Foster and investing in Zapier
55:29 Are growth & product people making the best VCs today?
58:53 Thoughts on Quantum Computing
1:02:19 How is David investing in Robotics?
1:09:58 Jason ends the show by showing the trailer to David's Silicon Valley mockumentary "Bubbleproof"
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