127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report Auren Hoffman reveals the unglamorous truth about angel investing—why he still does it, what he’s learned, and why it’s not for everyone. Here’s what we talk about: Auren Hoffman made $60M—and then became an angel investor. He shares why angel investing isn’t as sexy as it sounds. The truth about money: yes, it did make him happier. How he tracks spending (only big and small stuff—never the middle). Why he never sets goals and doesn’t chase happiness. His step-by-step guide to being unhappy (for real). How trash-talking saved LiveRamp from a PR meltdown. The right way to invest after a big exit (hint: take it slow). Why most people shouldn’t even think about investing before hitting $3M. Sam and Auren go deep on process vs. planning—and what really drives success. Cool Links: Hampton https://www.joinhampton.com/ Lower Street https://www.lowerstreet.co/ Auren’s Twitter https://x.com/auren Chapters: (00:00) Auren Hoffman's Big Exit (00:17) The Reality of Angel Investing (00:53) Introducing Moneywise (01:02) The Hampton Community (02:23) Auren's Early Entrepreneurial Journey (03:39) First Million in the Twenties (06:47) LiveRamp and the $60 Million Exit (07:52) Handling Wealth and Lifestyle Changes (12:00) Navigating Business Challenges (13:56) Entrepreneurial Mindset and Resilience (15:33) The Importance of Community for Founders (17:17) Navigating Uncertainty in Business (17:40) Insights from Successful Founders (18:26) Auren's Journey Post-Big Exit (19:44) Balancing Work and Personal Fulfillment (21:05) The Philosophy of Happiness and Success (28:52) Advice on Angel Investing This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community. Your Host: Sam Parr Founder of Hampton, a private community for CEOs. Sold his last company, The Hustle, for tens of millions.
