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Aug. 11, 2023

020: Paul Grewal on asymmetric bets, conspiracy theories, and the best question for career decisions

020: Paul Grewal on asymmetric bets, conspiracy theories, and the best question for career decisions

Paul Grewal is the Chief Legal Officer at Coinbase. As the highly visible head lawyer at a company perennially making headlines, much of Paul's story and approach is well-known. This interview explores the lesser-known aspects of Paul's career moves: how Paul thinks about risk, the key question to ask in making a career change, and a conspiracy theory he can't shake. 

  • (09:12) - the financial and emotional changes in leaving practice for the bench
  • (15:30) - the most challenging part of being a judge
  • (22:10) - the most skillful advocacy he observed
  • (48:27) - what made Coinbase an asymmetric bet
  • (01:07:12) - how can more lawyers take risks
  • (01:15:32) - what’s a decision he made that he wasn’t sure he got right
  • (01:20:02) - what’s a conspiracy theory Paul believes in
  • (01:26:20) - why Paul is so active on social media
  • (01:36:40) - what Paul’s learned about storytelling
  • (01:39:48) - the number one question to ask to make career decisions
  • (01:41:55) - what his peers would say Paul is particularly good at
Chapters

09:12 - the financial and emotional changes in leaving practice for the bench

15:30 - the most challenging part of being a judge

22:10 - the most skillful advocacy he observed

48:27 - what made Coinbase an asymmetric bet

01:07:12 - how can more lawyers take risks

01:15:32 - what’s a decision he made that he wasn’t sure he got right

01:20:02 - what’s a conspiracy theory Paul believes in

01:26:20 - why Paul is so active on social media

01:36:40 - what Paul’s learned about storytelling

01:39:48 - the number one question to ask to make career decisions

01:41:55 - what his peers would say Paul is particularly good at