My $70M Exit Collapsed Days Before Signing

Podcast: Moneywise (LS 54 · TOP 0.5% what is this?)
Episode: My $70M Exit Collapsed Days Before Signing
Pub date: 2025-05-13

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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.

The podcast and artwork embedded on this page are from Hampton, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.