#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

Bill Gurley (@bgurley) is a general partner at Benchmark, a leading venture capital firm in Silicon Valley. His new book is Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.

This episode is brought to you by:

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Timestamps:

  • [00:00:00] Start.
  • [00:01:43] The book that gave Jerry Seinfeld permission to pursue comedy and inspired Runnin’ Down a Dream.
  • [00:03:59] AI bubble or not?
  • [00:06:33] Circular deals and SPV chaos.
  • [00:12:01] Angel investing in the AI era.
  • [00:14:32] Why you should be the most AI-enabled version of yourself, regardless of field.
  • [00:20:47] China deep dive: Ten days, six cities, high-speed trains, and a Xiaomi SU7 factory tour.
  • [00:22:43] Communism misconceptions.
  • [00:25:40] Lei Jun: The Steve Jobs of China.
  • [00:29:17] Jack Ma, ByteDance’s invisible CEO, and the risks of prominence in China.
  • [00:32:11] America vs. China (Lawyers vs. engineers).
  • [00:41:01] Keys for US competitiveness.
  • [00:43:47] Bill is bullish on these countries.
  • [00:47:30] Matthew McConaughey’s “Don’t half ass it” moment.
  • [00:49:45] Runnin’ Down a Dream thesis: Helping people pursue X instead of A, B, or C.
  • [00:51:03] The 80,000-hour question.
  • [00:52:47] The self-learning test.
  • [00:56:58] Bob Dylan as music expeditionary.
  • [01:00:27] Go to the epicenter where the action is.
  • [01:10:56] Danny Meyer’s pivot.
  • [01:13:30] Working for free.
  • [01:19:37] Never too late: Tito Beveridge started Tito’s Vodka at 40.
  • [01:21:51] AI sanity checks.
  • [01:25:59] AI-proof bets.
  • [01:29:13] Sam Hinkie’s Moneyball moment.
  • [01:32:37] Competitive strategy, avoiding false failures, and regret minimalization.
  • [01:43:46] Purpose, Progress, and Prosperity — the P3 Policy Institute.
  • [01:47:18] Regulatory capture explained.
  • [01:51:55] Why the IPO market is broken.
  • [02:01:52] Stablecoins putting Visa and Mastercard on notice.
  • [02:03:40] Hopes for Runnin’ Down a Dream and parting thoughts.

*

For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast.

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