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

Moneywise

Hampton

My $70M Exit Collapsed Days Before Signing

MAY 13, 202541 MIN
Moneywise

My $70M Exit Collapsed Days Before Signing

MAY 13, 202541 MIN

Description

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:


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.