Moneywise

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.

What is Moneywise?

This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.