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 Adam Robinson was days away from a $70M exit… then the buyer walked. But the deal collapsing turned out to be a blessing. Here’s what we talk about: His current company now does $25M ARR with $1M monthly profit. He accidentally spent millions before the deal closed on land, crypto, and a new mortgage. Then came a surprise 60% tax bill, thanks to a little-known IRS rule. Adam explains why high income doesn’t equal peace of mind. He shares how Wall Street shaped his risky money habits. His spending: $750K/year, two kids, boat, Aspen trips, wellness lifestyle. He admits he wasn’t ready for a big exit and still might not be. Now, he’s focused on structure, restraint, and building wealth slowly. And why cash flow feels better than a windfall… at least when you’re winning. Cool Links: Hampton https://www.joinhampton.com/ Lower Street https://www.lowerstreet.co/ Chapters: (00:00) The Big Exit That Never Happened (00:54) Adam's Financial Resilience (02:25) From Wall Street to Startups (06:59) The Startup Struggles (10:31) The Almost Sale and Its Aftermath (12:35) Crypto Craze and Financial Lessons (15:13) Rebounding and Learning from Mistakes (19:21) The Genius Trade of the Century (22:38) Financial Anxiety and Business Risks (25:26) Tax Surprises and Financial Planning (29:27) Spending Habits and Lifestyle Choices (36:28) Balancing Wealth Building and Lifestyle (37:14) Conclusion: The Exit That Wasn't 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: Harry Morton Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts. Co-parents a cow named Eliza.
