#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 (x.com/bgurley)) is a general partner at Benchmark (linkedin.com/company/benchmark-vc), 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/d…).
This episode is brought to you by:
• Momentous (livemomentous.com/Tim) high-quality creatine for cognitive and muscular support
• Our Place’s Titanium Always Pan® Pro (fromourplace.com/tim) using nonstick technology that’s coating-free and made without PFAS, otherwise known as “Forever Chemicals”
• Shopify (shopify.com/tim) global commerce platform, providing tools to start, grow, market, and manage a retail business
• Coyote the card game​ (amazon.com/Exploding-Kittens-Ferriss-Present-M…), 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 (amazon.com/dp/0593799666?tag=offsitoftimfe-20).
• [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 (amazon.com/dp/0593799666?tag=offsitoftimfe-20) 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 (amazon.com/dp/0593799666?tag=offsitoftimfe-20) and parting thoughts.
*
For show notes and past guests on The Tim Ferriss Show (tim.blog/podcast), please visit tim.blog/podcast/?utm_source=podcast&utm_m….
For deals from sponsors of The Tim Ferriss Show (tim.blog/podcast), please visit tim.blog/podcast-sponsors
Sign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday (go.tim.blog/5-bullet-friday-1).
For transcripts of episodes, go to tim.blog/transcripts.
Discover Tim’s books: tim.blog/books.
Follow Tim:
Twitter: twitter.com/tferriss
Instagram: instagram.com/timferriss
YouTube: youtube.com/timferriss
Facebook: facebook.com/timferriss (facebook.com/TimFerriss)
LinkedIn: linkedin.com/in/timferriss
See Privacy Policy at art19.com/privacy and California Privacy Notice at art19.com/privacy#do-not-sell-my-info.