This is Moneywise, a podcast where host Sam Parr is joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored f...
$32M Exit: Left the U.S., Built a $15K/Month Life in Japan
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.Eran Galperin bootstrapped a niche SaaS for Brazilian Jiu-Jitsu gyms, sold it for $32.5 million, moved to Japan, and is now quietly living the FIRE dream — with a few luxury upgrades.Here’s what we talk about:- How Eran went from $15K in the bank to a $32M exit (with 90% equity!)- Why he ignored VCs and chose to bootstrap — and how it paid off years later- The long, slow ramp: 4 years to $12K MRR, 8 years to $3M ARR- The FIRE mindset that guided his financial decisions from day one- How and why he moved to Japan — including taxes, cost of living, and lifestyle- What it actually cost to move abroad and build a luxury home in Tokyo- His full post-exit portfolio breakdown (hint: most of it’s in index funds)- What it’s like working after the exit — and why he’s still showing up- The one splurge that changed his mindset about spending- The emotional reality of selling your company — and why it felt more like relief than celebration- Why he's mentoring early-stage founders and learning real estate development — just for funCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/FIRE Subreddit https://www.reddit.com/r/Fire/?rdt=37862fatFIRE Subreddit https://www.reddit.com/r/fatFIRE/Chapters:(00:00) The $32 Million Exit(01:48) Why FIRE(08:31) The Slow SaaS Ramp of Death(12:49) The Big Move to Japan(14:32) Financial Optimization and the Exit Strategy(19:05) The Final Deal: $32.5 Million Sale(23:25) Financial Breakdown and Initial Investments(26:03) Post-Exit Financial Planning(28:19) Lifestyle Changes and Spending Habits(33:49) Building a Dream Home in Tokyo(38:52) Continued Work and New Ventures(42:30) Final Thoughts and Future PlansThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances.Inspired by real conversations happening in the Hampton community.Harry MortonFounder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.Co-parents a cow named Eliza.
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I'm worth $50m and Have No Idea What To Do With My Life
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.Vinay Hiremath co-founded Loom and sold it for nearly $1 billion… then walked away from $60 million, gave most of his early money to his parents, and now he’s looking for internships.Here’s what we talk about:How Vinay went from broke stoner to $50–70 million exitWhy he voluntarily left tens of millions on the table—and doesn’t regret itThe emotional crash that came after the deal closedWhat happens when your ego, identity, and wealth all collideThe moment he paid off his parents’ mortgage—and why it meant more than the moneyHis portfolio breakdown (hint: half of it’s just sitting in cash)Why he’s now learning physics and applying for internships in roboticsThe surprising amount of money he thinks you actually need to be freeCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Vinay’s Blog Post: I’m Rich and Have No Idea What To Do With My Life vinay.sh/i-am-rich-and-have-no-idea-what-to-do-with-my-lifeKubera – Net Worth Tracker https://www.kubera.com/Monarch Money https://www.monarchmoney.com/Chapters:(00:00) Introduction and Personal Struggles(06:24) Vinay's Early Life and Education(08:43) Starting Loom and Early Challenges(12:40) Loom's Growth and Success(17:18) Vinay's Personal Finance Journey(22:25) Reflecting on Wealth and Identity(26:40) The Viral Blog Post(29:15) Overcoming Childhood Challenges(30:10) Selling the Company: Mixed Emotions(32:37) Post-Exit Life: Investments and Strategies(34:49) Embracing Chaos and Self-Discovery(42:41) Financial Habits and Spending(48:00) Pursuing New Passions and Learning(53:21) Calculating Financial FreedomThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances.Inspired by real conversations happening in the Hampton community.Your Host:Sam ParrFounder of Hampton, a private community for CEOs.Sold his last company, The Hustle, for tens of millions.
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Inside the $30M Exit of a Socialist Buddhist
If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.Chris Cooke is a socialist Buddhist who sold his company for $30 million… then blew most of it on a weed farm, a beach house, and a comedy club in Thailand.Here’s what we talk about:How Chris accidentally “won” capitalism—despite deeply skeptical views of moneyWhat happens when your values, ego, and bank account collideWhy he spent nearly his entire fortune in six months—and doesn’t regret itThe real estate investments that unintentionally saved him from going brokeHow Buddhist detachment helped him take huge risks—and make millionsWhy giving money to friends was harder than it sounds (and cost him relationships)How he's now building a business focused on sustainability, not just growthThe real meaning of success for a Buddhist entrepreneurCool Links: Hampton – Join the Founder Community https://www.joinhampton.com/ Lower Street – Podcast Production https://www.lowerstreet.co/Chapters:(00:00) Introduction: The Paradox of a Capitalist Buddhist(03:23) Early Life and Entrepreneurial Spirit(06:01) Building and Growing a SaaS Business(11:41) The Decision to Sell and Its Aftermath(17:26) Spending the Fortune: Investments and Losses(22:05) The Comedy Club and Financial Struggles(25:49) Lifestyle Changes and Generosity(27:07) The Downside of Lending Money to Friends(29:56) Reflections on Wealth and Happiness(30:54) The Rollercoaster of Post-Exit Life(36:44) Buddhist Values and Business Success(40:12) Current Financial Situation and Future Plans(44:11) Conclusion and Final ThoughtsThis 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 MortonFounded and runs Lower Street, the leading branded podcast production service in the world.Hampton Member.
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I Sold for $100M and Now I Spend $1M/Year
This podcast is a ridiculous concept: high-net-worth people reveal their personal finances.Inspired by real conversations happening in the Hampton community.If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.Dan Berger sold his company Social Tables for $100 million in 2018. But his net worth today hasn’t moved at all. Why?Here's what we talk about:How Dan went from bootstrapping websites to an eight-figure exitWhy his net worth hasn’t grown in seven years (and he’s totally fine with that)His biggest post-exit financial mistakes: angel investing, dumb NFTs, and a $7.5M NYC apartmentThe hidden struggles of founders post-exit—why selling doesn’t solve your problemsHow Dan’s early-life struggles led to a lifelong search for belongingWhat entrepreneurs get wrong about identity, success, and relationshipsHis perspective on the Die With Zero philosophy—and how he’s ACTUALLY living by it.How he rebuilt his sense of purposeYour Hosts:Sam ParrFounder of Hampton, a private community for CEOs.Sold his last company, The Hustle, for tens of millions.Big fan of first-class flights (unlike Dan).Harry MortonFounded and runs Lower Street, the leading branded podcast production service in the world.Hampton Member.Cool Links:Hampton – Join the Founder Community https://www.joinhampton.com/Lower Street – Podcast Production https://www.lowerstreet.co/The Quest by Dan Berger – A book on belonging and identity. https://www.belongingquest.com/Die With Zero by Bill Perkins – The book that inspired Dan’s financial philosophy. https://www.diewithzerobook.com/welcomeChapters:Meet Dan Berger: The $100 Million Exit (01:08)The Journey of Social Tables (01:49)Life After the Big Sale (03:47)Financial Transparency and Mistakes (08:10)Living the Die With Zero Philosophy (18:01)Rediscovering Success (22:39)Financial Insights: Investments and Income Sources (23:40)The Belonging Crisis: A Personal Journey (24:21)Adoption, Abandonment, and Immigration: Early Life Struggles (24:45)Building Belonging: From Company Culture to Personal Connections (26:02)Addiction and Recovery: A Path to Belonging (30:01)Men in Crisis: Addressing Modern Masculinity (36:58)Post-Exit Reflections: Investing and Finding Purpose (40:51)Creating Community: The Birth of Hampton (45:44)
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How Tommy Mello Became a Billionaire Painting Garage Doors (And How He Shares the Wealth)
What does it take to turn a blue-collar business into a billion-dollar empire?For Tommy Mello, the answer is simple: relentless competition, strategic investing, and an unwavering commitment to winning. From painting garage doors to building A1 Garage Doors into a massive industry leader, Tommy has played the long game—and he’s not slowing down anytime soon.Tommy’s story is one of grit, sacrifice, and scale. He didn’t just grow a company; he mastered the art of exiting, reinvesting, and building wealth. Along the way, he’s made millionaires out of his employees, leveraged private equity deals to scale faster, and learned how to play the financial game at the highest level. Now, with multiple future exits planned, he’s focused on securing generational wealth and creating massive impact.In this episode, you’ll learn:How Tommy scaled A1 Garage Doors into a billion-dollar businessThe sacrifices he made to reach extreme wealth—and why most people won’t do itWhy he believes every business should be built with an exit in mindHow he’s creating millionaires inside his company and giving back at scaleIf you’ve ever wondered what it takes to go from small business to billionaire status, Tommy’s playbook is one you don’t want to miss.This is Moneywise, a podcast where hosts Harry Morton and Sam Parr 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.Who is Harry Morton?Harry Morton is the CEO of Lower Street (https://lowerstreet.co/authority) a company specializing in premium podcast production that he founded to transform brand narratives through audio storytelling. His expertise has made Lower Street a leader in the podcast industry, working with diverse clients from startups to Fortune 500 companies to enhance their market presence and audience engagement.Who is Sam Parr?Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.Check out Sam’s Companies: HamptonSam’s ListThis podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups.Chapters:Tommy's Early Career and Rise to Success (00:33)The Billionaire Lifestyle: Investments and Real Estate (01:15)Building and Exiting A1: The Journey (08:06)Creating Millionaires: Tommy's Philosophy (17:26)The Importance of Discipline and Time Management (22:06)Future Goals and Giving Back (25:04)Conclusion and Final Thoughts (25:29)This podcast was produced in partnership with Lower Street.
This is Moneywise, a podcast where host Sam Parr is 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. Who is Sam Parr? Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022. 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.
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