The $150M Regret and Learning to Let Things Ride

00:00 – "How Do You Stay True to Yourself When You Have to Perform for the World?"

06:00 – "Why Tim Ferriss Refused to Go All-In on YouTube"

09:00 – "You Don't Need 10 Million Fans—You Need 1,000 True Believers."

12:00 – "The Internet Is Not a Relevance Machine—It's a Sensationalism Machine."

15:00 – "Money Fixes Money Problems—And Nothing Else."

22:30 – "When Did Tim Ferriss Feel Completely Lost?"

27:00 – "The Million-Dollar Mistake That Still Haunts Tim Ferriss."

36:00 – "Why Tim Ferriss Never Raised a Fund—Even Though He Could Have."

45:00 – "The Truth About Uber, Duolingo, and the Power of Relationship Investing."

54:00 – "Why Tim Ferriss Stopped Angel Investing at His Peak."

1:04:00 – "The Podcast That Changed Everything."

1:15:00 – "The Real Cost of Love: Is Efficiency Killing Connection?"

1:31:00 – "What Tim Ferriss Has Changed His Mind About Most."

1:36:00 – "Erections Matter."