Moneywise

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://joinhampton.com/Not every smart investment starts with a pitch deck or a business plan. Some of the best returns come from personal bets founders make with their own money. We pulled together five that actually paid off – big. From a $10K angel check that became $1.2M, to flipping a beach house for a $2M profit, and mining Bitcoin before it was cool.Here’s what we talk about:The overlooked angel check that quietly turned into a seven-figure exitFlipping a beachfront property for millions (plus cash flow along the way)Mining Bitcoin in a basement – and finding millions on an old hard driveGeo-arbitrage: the founder who 3x’d his wealth just by moving to ColombiaBuying small businesses instead of starting new onesMobile home parks, domain names, and other unexpected winsCommon patterns behind the biggest personal money winsCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Join 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseChapters:(0:00) The $10K Bet That Became $1.2 Million(4:49) Beach House Windfalls & Real Estate Flexes(8:01) Triple Your Net Worth – Just by Moving?(10:25) Oops, I Mined a Million in Bitcoin(12:48) Crypto: When 3% Becomes 30%(14:48) Why Founders Buy Businesses Instead of Building(16:59) Three Wealth Rules Every Founder Follows(18:15) The Boring Stuff That Actually WorksThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.Your Host: Jackie LamportNot really the host, but the producer.Wrote this sentence.

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://joinhampton.com/Everyone thinks the “rich person” life is about fast cars, fancy watches, and designer flexes. But when we talked to over 150 high-performing founders, the things they actually spend on – and swear by – were surprisingly practical. Some luxuries just look good on Instagram. Others change the way you live, work, and feel every day.Here’s what we talk about:The #1 luxury nearly every founder says they’ll never go without againWhy hiring a housekeeper or private chef might save your business (and marriage)The health investments founders make – and which ones are worth skippingWhy some founders spend $100K/year on concierge medicine for their familiesRenting at $17K/month: outrageous flex or return-on-happiness?The emotional ROI of experiences (and the trip one founder spent $500K on)Business class vs. private jets: which travel upgrade is actually worth it?How these purchases impact kids – and the fine line between “comfortable” and “entitled”Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Join 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseTame your taxes today at https://olarry.com/Chapters:(1:18) Stuff You Buy vs. Stuff That Matters(1:58) Buy Back Your Time (Not Just Watches)(3:04) The Housekeeper Dilemma: Freedom or Softness?(4:23) Health Hacks: Trainers, Gyms & Biohacking(6:11) Therapy, Insurance, and the $100K Checkup(7:22) Dream Homes: ROI on Happiness(10:53) Experiences > Things: The Data Says So(12:00) Cancer, Family, and $500K on Memories(15:13) Connection, Curiosity, and Intentional Spending(15:33) The Business Class Trap(16:44) The Real List: What’s Actually Worth ItThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.Your Host: Jackie LamportNot really the host, but the producer.Wrote this sentence.

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: joinhampton.comEveryone wants to know what founders really earn, but most of the numbers out there are either outdated or just plain wrong. We gathered fresh data from 150+ high-performing founders, and the results reveal just how differently they think about paying themselves. Some take home millions, others nothing at all, and the logic behind those decisions says more than the numbers themselves.Here’s what we talk about:8% of founders take no salary at all — why? (and whether they’d do it again)The sweet spot for founder take-home pay: how much is too much?C-Suite compensation breakdown: who's earning what, and where bonuses explodeLifestyle vs. legacy: how founders think about cash flow vs. long-term exitsIndustry winners: finance, pets, and healthcare dominate earningsThe one funding stage where founders earn the leastNon-salary perks: credit card hacks, expense runs, 401(k) tricks, and company-backed loansA rare peek into the creative (and sometimes questionable) ways founders make it worth their whileCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Get a team of AI agents that run compliance for you at delve.co/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseTame your taxes today at https://olarry.com/Chapters:(1:37) Base Salaries(3:14) Founders Who Pay Themselves Nothing(3:56) Salary Distribution and High Earners(4:34) Additional Payouts and Bonuses(5:11) Two Types of Founders: Reinvesting or Cashflow(6:14) Take Home Pay by Net Worth(7:18) C-Suite Salaries and Bonuses(8:43) Industry Salary Breakdown(9:24) Highest and Lowest Paying Industries(10:03) Compensation by Funding Stage(10:52)  Creative Compensation StrategiesThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.Your Host: Jackie LamportNot really the host, but the producer.Wrote this sentence.

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: joinhampton.comEveryone’s chasing success — but what does that actually mean? Founders hit milestones, sell companies, and still feel unsatisfied. After 150+ interviews, the most consistent lesson is that most people are aiming at the wrong definition.Here’s what we talk about:Why the traditional founder definition of success doesn’t hold upThe dangerous feedback loop of external validationHow imposter syndrome thrives — even after a $50M exitWhy goal-setting alone can leave you feeling hollowThe “post-success” slump that no one prepares forWhy founders keep building (and chasing) after they’ve “won”A better way to define success that doesn’t move the goalpostsCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Get a team of AI agents that run compliance for you at delve.co/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseJoin 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywiseChapters:(1:00) Founders Who “Make It” Still Feel Unsatisfied(2:57) Defining Success: Objective vs. Subjective(4:27) The Founder’s Scoreboard and Moving Goalposts(5:11) The Emptiness After Achieving Big Goals(6:36) Internal Fulfillment vs. External Markers(8:23) Connecting Goals to Personal Fulfillment(8:44) The Search for Purpose After Success(9:25) Rethinking Purpose: Determination Over Destiny(10:30) Lifelong Fulfillment vs. Chasing Milestones(10:48) The Trap of Confusing External and Internal Success(12:01) Why Internal Success Makes External Success EasierThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.Your Host: Jackie LamportNot really the host, but the producer.Wrote this sentence.

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: joinhampton.comKevin Bartchlett built a $9M compost toilet company from the ground up – and walked away with nothing. No contract, no payout, just a handshake. That blind faith turned into a hard lesson in trust that cost him everything – and now, the reason he’s rebuilding on his own terms.Here’s what we talk about:Building a $9M business from scratch – with zero equity in writingThe moment he realized his million-dollar payday was goneHow a $9M sale turned into $0 overnightWhat “sweat equity” really means when it’s only a handshakeHow trusting the wrong partner cost him ownership and peace of mindWhy he still refuses to be angry about itWhat he’s building next (yep, it involves flying cars)The lesson behind it all: if you’re going to bet on yourself, go all inCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Kevin Bartchlett https://www.linkedin.com/in/kevin-a-bartchlett-262233ba/ Sponsors:Get a team of AI agents that run compliance for you at delve.co/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseJoin 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywiseChapters:(1:58) Building a Compostable Toilet Empire – The Dream of a Big Exit(3:22) When Expectations & Reality Collide(4:24) Picking Up the Pieces: What Happens After the Deal(6:01) The True Cost of Not Getting It in Writing(9:41) Why Compostable Toilets?(11:21) Meeting His Future Partner & Early Roles(14:56) Overinvested, Under-Rewarded: The Ownership Dilemma(20:28) Chasing Success, Counting the Cost(22:28) The Road to Resignation(24:49) Finding Empathy for His Partner(27:02) New Ventures: Flying Cars(29:12) Reflections – Betting on YourselfThis 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 MortonFounder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.Co-parents a cow named Eliza.