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:
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.
