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  4. #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

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

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2:10:09

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:



Momentous high-quality creatine
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Coyote the card game​, which I
co-created with Exploding Kittens



*


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.



*


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