🚨Disclaimer🚨 The audio during the first half of the interview is echo-ey and not as crisp because of some production issues we ran into - the good audio kicks in about halfway through. Having said that, the conversation quality was high throughout and trust you’ll enjoy the full episode.

Keith Rabois is most known as an Investor at Founders Fund, led by Peter Thiel they’ve made investments in companies like Palantir, Stripe, Airbnb, Facebook. Keith was also COO at Square alongside Jack Dorsey most recently stepped in as CEO of OpenStore. In the interview we touch on why he hates OKRs, why he’d never invest in a remote-first company and the lessons he’s learned from working under Peter Thiel and Reid Hoffman.

(0:00) Intro
(0:56) Welcome back, Keith
(5:11) Hating OKRs
(9:39) On making decisions
(13:45) Not believing in remote work
(17:09) Social Issues in the Workplace
(18:38) What is the role of a VC?
(21:44) Thinking about what can go right
(29:11) The "why you" in a potential investment
(34:04) Fitting the founder to the story
(37:35) The most successful founders are trending older
(42:57) The firm brand at Founders Fund
(47:33) Lessons learned from Keith's only five bosses in his career
(55:24) Thoughts on AI
(59:12) Artificial Intelligence in China
(1:02:59) What is your most contrarian view today?
(1:06:32) On Elon & using Twitter

Show Notes:
  / rabois  
   • Lecture 14 - How to Operate (Keith Ra...  
https://delian.io/lessons-3

Mixed and edited: Justin Hrabovsky
Produced: Rashad Assir
Executive Producer: Josh Machiz
Music: Griff Lawson

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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.