Moneywise
Hampton
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.
Episodes
Mentioned books
142 snips
Mar 24, 2026 • 36min
Matt Paulson has $25m a year in personal income - nice.
Matt Paulsen, founder and CEO of MarketBeat and serial investor, built a high-margin financial media business and owns real estate and multiple firms. He discusses bootstrapping from small-town roots, huge company financials and personal take-home, why he doubled down on real estate, buying a private jet, philanthropic priorities, family-first choices, and simplifying his investment portfolio.
110 snips
Feb 26, 2026 • 14min
Why The Founder of a $4BN Company Tracks Every Minute of His Life...
Mario Schlosser, co-founder and former CEO/CTO of Oscar Health, an insurance tech leader valued over $4B. He describes tracking every minute of his life in a spreadsheet and how that forced focus. He explains using radical decomposition to build resilient systems. He also discusses radical transparency, confronting founder conflict early, and rebounding after IPO-related mental-health struggles.
25 snips
Feb 17, 2026 • 12min
He Turned $40 into a $40M Sports Media Empire
Adam White, founder of Front Office Sports, turned a college project into a $40M sports-media brand. He talks about investing heavily in premium branding and design to appear larger from day one. He explains creative stunts, strategic partnerships, and a metrics-driven weekly performance pack. He also outlines a hiring framework using Culture Index and defined role profiles.
91 snips
Dec 30, 2025 • 21min
Five Founders, Same Exit Value – Wildly Different Payouts
This discussion features Scott Galloway, a renowned entrepreneur and professor, and Alex Hormozi, a successful business strategist. They dissect the stark contrasts in founder payouts from similar exit values. Galloway reveals his experience of a $33M sale that netted only $2–3M due to taxes and equity splits. Hormozi shares how he gained $42M in prior distributions, surpassing his $31M exit. Insights on seller notes and tax implications underscore the complexity of these financial outcomes.
78 snips
Dec 23, 2025 • 18min
These 5 Traits Predict Founder Success
Discover the five key traits that predict founder success. Openness and curiosity drive innovation, while focus prevents distraction. A need for achievement can stem from past pain, fueling determination. Founders thrive on autonomy but must learn to delegate effectively. Emotional regulation emerges as a vital skill for handling stress and uncertainty. Far from reckless risk-takers, successful entrepreneurs embrace ambiguity, relying on grit and persistence to navigate challenges. These insights may just redefine your approach to building a business.
93 snips
Dec 16, 2025 • 21min
Weird Side Bets That Made Founders Millions
Discover how small investments turned into massive returns, like a $10K angel check that netted $1.2M. Learn about the jaw-dropping beach house flip with a $2M profit. Explore geo-arbitrage, where moving to Colombia tripled one founder's wealth. Hear the incredible tale of mining Bitcoin early and finding a fortune on old hard drives. Plus, insights on why founders opt to buy existing businesses rather than start from scratch, sharing patterns that lead to recurring wealth.
211 snips
Dec 9, 2025 • 22min
5 Luxury Purchases That Are Actually Worth It
Discover why buying back time with housekeepers and chefs can be the ultimate luxury for founders. Explore the surprising trade-offs of outsourcing household tasks and how investing in fitness pays off. Learn the benefits of concierge healthcare and why experiences often outweigh possessions. From dream homes as sources of joy to upgrading travel for better health, the discussion reveals the true values behind luxury spending. Tune in for insights on making purchases that genuinely enhance life.
35 snips
Dec 2, 2025 • 15min
Why Some Founders Don’t Pay Themselves
Explore the intriguing reasons behind why 8% of founders take no salary at all. Discover the sweet spot for founder pay and how lifestyle choices impact financial decisions. Gain insights into C-suite salary ranges and the surprising industries raking in the most compensation. Learn about the creative ways founders optimize their earnings, from credit card hacks to running personal expenses through their businesses. Dive into the world of funding stages and uncover the financial dynamics that influence take-home pay.
93 snips
Nov 25, 2025 • 19min
You’re Not a Successful Founder Until You Do This
Many founders reach major milestones yet still feel unfulfilled. The episode explores why traditional definitions of success can lead to dissatisfaction. It delves into the emptiness that follows big achievements. Founders often chase external validation but struggle with internal fulfillment. The conversation emphasizes aligning goals with personal values to foster true satisfaction. By shifting focus from external markers to internal success, founders can enhance both their well-being and external outcomes.
49 snips
Nov 18, 2025 • 34min
I Built a $9M Company And Got Nothing
Kevin Bartchlett, founder of a compostable toilet company that sold for $9M but left him with nothing due to a handshake agreement, shares his hard-earned lessons. He reveals the moment he realized his payout had vanished and the costly risks he took on trust alone. Despite the setbacks, Kevin remains optimistic and discusses his exciting new venture: a flying car prototype. His journey emphasizes the importance of getting everything in writing and going all in when you bet on yourself.
