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Moneywise

Hampton
Moneywise
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  • $10M and Total Freedom, I Left the Family Empire to Build My Own
    127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-reportShane 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 farmerThe domain side hustle that cashflows $300K+ a yearBreaking down his $10M net worth: Bitcoin, land, stocks, and side gigsWhy his dad thought success would make him lazyThe real cost of working with family—and why he’d still do it all over againHow Succession mirrored his life and led him to finally walk awayThe awkward equity breakdown: 33%, but no controlSelling a blog for $75K and going all-in on digital real estateWhy he’d rather make $18K for himself than $100K working for someone elseLetting his daughter fail—and why that’s the lesson his dad never learnedHis exact monthly spending: $5,600/month, no mortgage, travel-heavy lifestyleFrom 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 meansCool 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/Check out Shane's blog! https://www.botany.comChapters: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 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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  • $13M But Zero Cash: Why Net Worth Is a Lie
    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 dealsThe "gold rush" mentality that led him to reinvest everything and regret itWhy he thought $100M was the magic number (it wasn’t)The dangers of illiquid assets and chasing wealth at all costsLosing $1.8M on a distressed e-commerce acquisition How divorce and bad bets forced a complete financial rethinkMike’s personal framework for financial freedom (12 months of liquidity, 5–7 years cash cushion, escape velocity)Why liquidity and cash flow > net worthHis full portfolio breakdown today: fixed income, oil & gas, index funds, and zero angel investingThe mindset shift: from "grow at all costs" to "invest for safety and joy"What it really feels like to sell your Lamborghini and love itHow he's building a life he never wants to retire from — and helping other founders do the sameCool 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 CommunityThis 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. 
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  • I Asked 100+ Millionaires If Money Makes You Happy
    If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.There is no amount of money that will make you happy. There is also no amount that will stop making you more happy. Both of those things are true.Our producer is not rich. But she has talked to 100+ people who are, and she (I) has learned a lot about your kind (is that wrong to say?).In the Moneywise pilot, we asked the question “at what point will more money stop making you happy”. Turns out, that was a pretty stupid question. So in this episode, we’re fixing that.This is an episode of Moneywise unlike any other. This is a solo essay-style inside-outsider's take on wealth and happiness, based on the past year of peaking behind the curtain at what truly makes millionaires lives better… and worse. Backed up by quotes from our guests and of course, real studies.Here’s what we talk about:Money doesn’t make you happy. It can only remove stress.The “happiness number” is a myth but knowing your “freedom number” changes everything.Most people don’t want money, they want the freedom they think money will give them.Hitting your financial goal won’t feel like you imagined.Founders often feel lost post-exit because they unknowingly traded hope for cash.Wealth adds new stress.Money can’t buy you meaningful experiences, and you need to stop thinking it can.If you expect money to do the emotional heavy lifting in your life, you will never be satisfied.Money is the key, not the door. It unlocks your potential but it won’t add anything more to your life.Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(00:00) Introduction and Confession(00:35) Reflecting on 50 Episodes(02:24) Revisiting the Happiness Threshold(03:09) Money as a Subtractive Tool(03:48) The Freedom Number vs. Happiness(05:07) Studies and Research on Wealth and Happiness(14:39) The Hedonic Treadmill and Wealth's Paradox(17:45) Hope and the Entrepreneur's Journey(25:26) Concluding Thoughts and Freedom NumbersThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances.Inspired by real conversations happening in the Hampton community.You Host - Jackie LamportNot really the host, but the producer.Wrote this sentence.Older than I appear, I promise.References:Kahneman, D., & Deaton, A. (2010). "High income improves evaluation of life but not emotional well-being." Proceedings of the National Academy of Sciences, 107(38), 16489-16493. DOI: 10.1073/pnas.1011492107Jebb, A. T., Tay, L., Diener, E., & Oishi, S. (2018). "Happiness, income satiation and turning points around the world." Nature Human Behaviour, 2, 33-38. DOI: 10.1038/s41562-017-0277-0Killingsworth, M. A. (2021). "Experienced well-being rises with income, even above $75,000 per year." Proceedings of the National Academy of Sciences, 118(4). DOI: 10.1073/pnas.2016976118Link, B. G., Phelan, J., Bresnahan, M., Stueve, A., & Moore, R. E. (1995). American Journal of Orthopsychiatry, 65(3), 347-354. DOI: 10.1037/h0079653Donnelly, G. E., Zheng, T., Haisley, E., & Norton, M. I. (2018). "The Amount and Source of Millionaires’ Wealth (Moderately) Predicts Their Happiness." Personality and Social Psychology Bulletin, 44(5), 684-699. DOI: 10.1177/0146167217746340Luthar, S. S., & Becker, B. E. (2002). "Privileged but Pressured? A Study of Affluent Youth." Child Development, 73(5), 1593-1610. DOI: 10.1111/1467-8624.00492.
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  • $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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Sobre Moneywise

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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