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

What happens when you grow up alongside a billion-dollar company, lose yourself chasing money, drugs, and approval, and have to rebuild your life from scratch? That’s what happened to Alex Peycoff.

Here’s what we talk about:

• Why growing up in a soon to be billionaire status family taught Alex the wrong lessons about value and self-worth.
• How wild drug-fueled nights and empty relationships left him feeling more isolated than ever despite immense wealth.
• The life-altering moment with his daughter that redefined his understanding of success, money, and emotional presence.
• How Alex rebooted his life, built "emotional wealth," and developed a purpose beyond material success.
• Why he keeps all his money in real estate and avoids markets and crypto.
• Alex’s personal definition of emotional debt and how clearing it created the biggest transformation of his life.
• His current net worth ("north of a couple hundred million dollars") and how he manages it differently now.

Cool Links:

• Hampton https://www.joinhampton.com/
• Lower Street https://www.lowerstreet.co/
• Alex’s stuff https://www.alexpeykoff.com/home

Chapters:

• Introduction to Alex Payoff's Story (00:00)
• Early Life and Family Background (01:38)
• Struggles with Wealth and Identity (04:25)
• The Wild Years: Drugs and Excess (06:17)
• Turning Point: Realizations and Reflections (13:26)
• Embracing Emotional Authenticity (19:12)
• Redefining Success and Happiness (19:34)
• Financial Freedom and Personal Crisis (20:08)
• The Car Obsession (21:48)
• Emotional Wealth vs. Emotional Debt (23:49)
• The Value of Real Estate Investments (32:20)
• Building Emotional Wealth (35:08)
• Join the Hampton Community (36:20)
• Podcast Production by Lower Street (37:05)

This podcast is a ridiculous concept: high-net-worth people reveal their personal finances.

Inspired by real conversations happening in the Hampton community. Check out Hampton: https://www.joinhampton.com/

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.

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

Shane Cultra walked away from his family's five-generation nursery business—triggered, in part, by watching Succession. Along the way, he built up a $10M net worth, stacked Bitcoin, turned a blog into a domain empire, and made peace with a father who didn’t speak to him for a year after he left.

Here’s what we talk about:

• How Shane went from pit trader to plant farmer
• The domain side hustle that cashflows $300K+ a year
• Breaking down his $10M net worth: Bitcoin, land, stocks, and side gigs
• Why his dad thought success would make him lazy
• The real cost of working with family—and why he’d still do it all over again
• How Succession mirrored his life and led him to finally walk away
• The awkward equity breakdown: 33%, but no control
• Selling a blog for $75K and going all-in on digital real estate
• Why he’d rather make $18K for himself than $100K working for someone else
• Letting his daughter fail—and why that’s the lesson his dad never learned
• His exact monthly spending: $5,600/month, no mortgage, travel-heavy lifestyle
• From Porsches to a two-door Bronco: redefining what rich looks like
• $4M in stock holdings (including a $10K Apple investment for his daughter that grew to $400K)
• Why he's not pushing the family business to the next generation—and what legacy really means

Cool Links:

• If you’re a founder or CEO with $3M+ in revenue or funding, or you’ve sold a company for $10M+, check out Hampton: https://www.joinhampton.com/
• If you want a cool podcast like this one, check out Lower Street https://www.lowerstreet.co/

Chapters:
A Family Legacy in Crisis (00:00)
Shane's Financial Journey (00:31)
The Nursery Business Dynamics (04:51)
Shane's Early Career and Return to Family Business (09:12)
Navigating Family and Business Conflicts (11:49)
The Importance of Land Value (16:25)
Venturing into Domain Names (17:27)
The Unexpected Offer: Selling My Blog (21:07)
Family Tensions: Side Income and NFTs (21:43)
Measuring Wealth: Personal Stories (23:01)
Leaving the Family Business: A Tough Decision (24:59)
Reconciliation and Moving Forward (30:42)
Advice for Founders with Kids (33:41)
Financial Overview and Spending Habits (35:37)
Final Thoughts on Family Legacy (39:10)

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.

If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.

Mike Brown built an oil & gas empire, scaled his net worth to nearly $20 million, but ended up cash poor, losing $1.8M in a failed bet, and borrowing money from his wife to pay taxes. Now, he’s rebuilt his fortune, redefined what wealth really means, and is living a life designed around freedom, not just big numbers.

Here’s what we talk about:

• How Mike went from $2K in his bank account to making millions in oil & gas deals
• The "gold rush" mentality that led him to reinvest everything and regret it
• Why he thought $100M was the magic number (it wasn’t)
• The dangers of illiquid assets and chasing wealth at all costs
• Losing $1.8M on a distressed e-commerce acquisition
• How divorce and bad bets forced a complete financial rethink
• Mike’s personal framework for financial freedom (12 months of liquidity, 5–7 years cash cushion, escape velocity)
• Why liquidity and cash flow > net worth
• His full portfolio breakdown today: fixed income, oil & gas, index funds, and zero angel investing
• The mindset shift: from "grow at all costs" to "invest for safety and joy"
• What it really feels like to sell your Lamborghini and love it
• How he's building a life he never wants to retire from — and helping other founders do the same

Cool Links:

• Hampton https://www.joinhampton.com/
• Lower Street https://www.lowerstreet.co/
• Mike’s Wealth Business https://unbreakablewealth.com/

Chapters:
(00:00) Introduction to Mike Brown's Financial Journey
(02:36) Mike's Early Life and Money Lessons
(05:07) Navy to Entrepreneurship: The Million Dollar Deal
(07:24) The Gold Rush: Rapid Wealth Accumulation
(16:54) The Downfall: Divorce and Financial Struggles
(19:23) The E-commerce Disaster: Losing It All
(22:28) Rebuilding and Relying on Support
(24:55) Rebuilding with Cash Flow
(25:42) Lessons from Failure
(27:02) Current Portfolio Strategy
(28:41) Cash Flow and Investments
(31:11) Financial Freedom Levels
(33:53) Personal Monthly Burn and Joy
(36:17) Redefining Wealth and Happiness
(42:12) The Irony of Wealth
(47:24) Final Takeaways and Community

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.