Uploaded December 2025 | Updated September 2026, 2 weeks ago
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: amazon.com/Runnin-Down-Dream-Thrive-Actually/dp/0593799666/?tag=offsitoftimfe-20
This episode is brought to you by:
Momentous high-quality creatine for cognitive and muscular support: livemomentous.com/tim
Our Place’s Titanium Always Pan® Pro using nonstick technology that’s coating-free and made without PFAS, otherwise known as “Forever Chemicals”: fromourplace.com/tim
Shopify global commerce platform, providing tools to start, grow, market, and manage a retail business: shopify.com/tim
Coyote the card game, which I co-created with Exploding Kittens: coyotegame.com
[00:00] Preview
[00:35] The book that gave Jerry Seinfeld permission to pursue comedy and inspired Runnin’ Down a Dream.
[02:56] AI bubble or not?
[05:32] Circular deals and SPV chaos.
[11:08] Angel investing in the AI era.
[13:42] Why you should be the most AI-enabled version of yourself, regardless of field.
[17:07] China deep dive: Ten days, six cities, high-speed trains, and a Xiaomi SU7 factory tour.
[18:59] Communism misconceptions.
[22:00] Lei Jun: The Steve Jobs of China.
[25:38] Jack Ma, ByteDance’s invisible CEO, and the risks of prominence in China.
[28:40] America vs. China (Lawyers vs. engineers).
[37:26] Keys for US competitiveness.
[40:08] Bill is bullish on these countries.
[41:28] Matthew McConaughey’s “Don’t half ass it” moment.
[43:39] Runnin’ Down a Dream thesis: Helping people pursue X instead of A, B, or C.
[45:00] The 80,000-hour question.
[46:41] The self-learning test.
[50:50] Bob Dylan as music expeditionary.
[54:19] Go to the epicenter where the action is.
[01:04:40] Danny Meyer’s pivot.
[01:07:08] Working for free.
[01:13:16] Never too late: Tito Beveridge started Tito’s Vodka at 40.
[01:15:27] AI sanity checks.
[01:19:38] AI-proof bets.
[01:22:48] Sam Hinkie’s Moneyball moment.
[01:26:07] Competitive strategy, avoiding false failures, and regret minimalization.
[01:37:33] Purpose, Progress, and Prosperity — the P3 Policy Institute.
[01:41:09] Regulatory capture explained.
[01:45:56] Why the IPO market is broken.
[01:56:06] Stablecoins putting Visa and Mastercard on notice.
[01:57:54] Hopes for Runnin’ Down a Dream and parting thoughts.
Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies. He is also the author of five #1 New York Times and Wall Street Journal bestsellers: The 4-Hour Workweek, The 4-Hour Body, The 4-Hour Chef, Tools of Titans and Tribe of Mentors. The Observer and other media have named him “the Oprah of audio” due to the influence of his podcast, The Tim Ferriss Show, which has exceeded one billion downloads and been selected for “Best of Apple Podcasts” three years running.
Sign up for "5-Bullet Friday" (Tim's free weekly email newsletter): https://go.tim.blog/5-bullet-friday-yt/
Follow the Tim Ferriss Podcast: https://tim.blog/podcast/
Visit the Tim Ferriss Blog: https://tim.blog/
Follow Tim Ferriss on Twitter: twitter.com/tferriss
Follow Tim Ferriss on Instagram: instagram.com/timferriss
Like Tim Ferriss on Facebook: facebook.com/TimFerriss
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: amazon.com/Runnin-Down-Dream-Thrive-Actually/dp/0593799666/?tag=offsitoftimfe-20
This episode is brought to you by:
Momentous high-quality creatine for cognitive and muscular support: livemomentous.com/tim
Our Place’s Titanium Always Pan® Pro using nonstick technology that’s coating-free and made without PFAS, otherwise known as “Forever Chemicals”: fromourplace.com/tim
Shopify global commerce platform, providing tools to start, grow, market, and manage a retail business: shopify.com/tim
Coyote the card game, which I co-created with Exploding Kittens: coyotegame.com
[00:00] Preview
[00:35] The book that gave Jerry Seinfeld permission to pursue comedy and inspired Runnin’ Down a Dream.
[02:56] AI bubble or not?
[05:32] Circular deals and SPV chaos.
[11:08] Angel investing in the AI era.
[13:42] Why you should be the most AI-enabled version of yourself, regardless of field.
[17:07] China deep dive: Ten days, six cities, high-speed trains, and a Xiaomi SU7 factory tour.
[18:59] Communism misconceptions.
[22:00] Lei Jun: The Steve Jobs of China.
[25:38] Jack Ma, ByteDance’s invisible CEO, and the risks of prominence in China.
[28:40] America vs. China (Lawyers vs. engineers).
[37:26] Keys for US competitiveness.
[40:08] Bill is bullish on these countries.
[41:28] Matthew McConaughey’s “Don’t half ass it” moment.
[43:39] Runnin’ Down a Dream thesis: Helping people pursue X instead of A, B, or C.
[45:00] The 80,000-hour question.
[46:41] The self-learning test.
[50:50] Bob Dylan as music expeditionary.
[54:19] Go to the epicenter where the action is.
[01:04:40] Danny Meyer’s pivot.
[01:07:08] Working for free.
[01:13:16] Never too late: Tito Beveridge started Tito’s Vodka at 40.
[01:15:27] AI sanity checks.
[01:19:38] AI-proof bets.
[01:22:48] Sam Hinkie’s Moneyball moment.
[01:26:07] Competitive strategy, avoiding false failures, and regret minimalization.
[01:37:33] Purpose, Progress, and Prosperity — the P3 Policy Institute.
[01:41:09] Regulatory capture explained.
[01:45:56] Why the IPO market is broken.
[01:56:06] Stablecoins putting Visa and Mastercard on notice.
[01:57:54] Hopes for Runnin’ Down a Dream and parting thoughts.
Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies. He is also the author of five #1 New York Times and Wall Street Journal bestsellers: The 4-Hour Workweek, The 4-Hour Body, The 4-Hour Chef, Tools of Titans and Tribe of Mentors. The Observer and other media have named him “the Oprah of audio” due to the influence of his podcast, The Tim Ferriss Show, which has exceeded one billion downloads and been selected for “Best of Apple Podcasts” three years running.
Sign up for "5-Bullet Friday" (Tim's free weekly email newsletter): https://go.tim.blog/5-bullet-friday-yt/
Follow the Tim Ferriss Podcast: https://tim.blog/podcast/
Visit the Tim Ferriss Blog: https://tim.blog/
Follow Tim Ferriss on Twitter: twitter.com/tferriss
Follow Tim Ferriss on Instagram: instagram.com/timferriss
Like Tim Ferriss on Facebook: facebook.com/TimFerriss
