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Moneywise

This 23-Year-Old Dropout Bootstrapped His Company to Millions

Moneywise

Hampton

Investing, Entrepreneurship, Business

4.7701 Ratings

🗓️ 14 April 2026

⏱️ ? minutes

Summary

Josh Suggs is 23 years old and already running a company generating millions in revenue, completely bootstrapped. But the money story here isn't just about the numbers. It's about a kid who grew up in Westport, CT, one of the wealthiest zip codes in America, feeling like he didn't belong, watching his mom stress about retirement while surrounded by hedge fund dads, and channeling that into an obsession with building things from the age of 13.

Daniel and Josh get into the real numbers: what Josh actually takes home, where it sits (mostly cash, barely invested, and he'll tell you why), and what his monthly spend actually looks like living in New York. Spoiler: $3,000/month on Uber because he refuses to take the subway.

ABOUT MONEYWISE

MoneyWise is a Hampton podcast about what wealthy founders actually do with their money. Not how they made it — what they do after. Real numbers. Real allocation. Real feelings about wealth. Hosted by Daniel Berk.

New episodes in production now.
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Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://www.joinhampton.com 

This episode's sponsor is Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com

Transcript

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