He Sold for $200M – Then Watched the Business Implode
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.comKory Mitchell built a blue collar asbestos business and sold it for $200M. When he stepped back, everything started to fall apart. A new CEO lost millions. The culture cracked. Kory came back to fix it, then walked away on his own terms. This is what happens when scaling works…until it doesn’t.Here’s what we talk about:Buying blue collar businesses: the unsexy but ultra-profitable path to serious scaleWhy adding debt transformed their trajectory – and nearly broke the companyWhat not to do after an exit: the new CEO that lost $12M in 6 projectsThe hidden tax of scale: how managing founders who’ve “already made their money” can kill your businessHow to build trust during M&A, and the warning signs that should make you walkLessons in culture, integration, and the real cost of bad communicationThe burnout that followed a $200M exit, and why Kory walked awaySabbaticals, Porsches, and starting over: what post-exit life really looks likeThe secret to finding off-market deals, and why PE firms keep asking Kory for helpWho shouldn’t do M&A (and why doing it while your house is on fire is a terrible idea)Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Kory Mitchell https://www.linkedin.com/in/korylmitchell Sponsors:Get US caliber talent at offshore prices with https://www.oceanstalent.com/Achieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseChapters:(01:54) Growing Up Blue Collar & Family Business Roots(03:09) Taking the Leap: Debt and Aggressive Growth(05:53) Merging, Scaling, and Learning from Private Equity(08:19) Managing People: The Human Side of M&A(13:18) Integration and Building Company Culture(19:25) The $200M Exit and Stepping Away(21:48) Crisis: Post-Sale Struggles and Turnaround(25:22) Burnout, Sabbatical, and Starting Over(27:47) Lessons Learned: Who Should (and Shouldn’t) Do M&AThis 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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How They Built a $745M Company Together and Stay Married
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/Kass and Mike Lazerow built two companies together, sold one for $25M… and the next for $745M. Along the way, they went bankrupt, survived dot-com busts and Facebook booms, and figured out how to build a business without destroying their marriage. Here’s what we talk about:What it’s actually like to sell your company for $745 millionThe early Golf.com bankruptcy scare, and how Tiger Woods saved the businessWhy their co-founder relationship works (and where it almost blew up entirely)Mixing work and love: the brutal fights, trust, and one-liners from the delivery roomFull breakdown of their first splurge, and what “enough” money really meansRaising $50M without meaning to sell, and getting a surprise offer from SalesforceThe $12M flop that reminded Mike why Kass is the only co-founder he needsCo-founder red flags, communication rules, and how they manage disagreementsLiving rich vs. feeling rich: the moment they finally felt secureCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Kass and Mike https://kassandmike.com/ Kass and Mike's book: Shoveling $h!t: A Love Story https://www.amazon.co.uk/Shoveling-Story-about-Entrepreneurs-Success/dp/B0DY21NS7W Sponsors:The modern way to run your business phone is https://www.quo.com/perks/moneywiseAchieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseChapters:(1:26) The $745M Buddy Media exit(4:29) What people get wrong about working with a spouse(6:22) How Kass and Mike met(8:44) The Golf.com story(15:33) Managing team dynamics as married co-founders(23:17) Handling finances as a married couple(28:18) What they did with the money after the exit(32:33) Lessons learned and what they'd do differently(36:58) Closing thoughts on finding the right co-founderThis 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 Sold My Company for $22M. Here’s Why I Bought It Back.
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.comJaclyn Johnson sold Create & Cultivate for $22 million. Then she hit pause – burned out, got divorced, and took a year off to figure out what she actually wanted. Now? She’s back, running the same company she sold, after buying it back for less.Here’s what we talk about:Flipping real estate, investing in 25 startups, and turning $10K into $1.2MSpending $17K/month on rent – and not caringThe number where she actually felt rich: $4–5M liquidHer full wealth breakdown: real estate, stocks, startups, and “a little” cryptoWhy angel investing works for her, and the returns that keep her goingHow burnout and divorce forced her to take a full year offWhat it’s like buying back the company you sold – for lessWhy she’ll never run day-to-day again (and how operators changed everything)Female founder scrutiny, and why being the face of the brand gets brutalWhy she’s done chasing status, and how FOMO just disappearedCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Jaclyn Johnson https://jaclynrjohnson.com/ Sponsors:Get US caliber talent at offshore prices with https://www.oceanstalent.com/Achieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseChapters:(0:25) How Jacqueline Johnson built and sold businesses for millions(1:43) The three kinds of success every founder chases(7:04) What it actually feels like to have $15M in the bank(15:29) How Create & Cultivate became a brand women rally behind(18:37) The double standard: What it’s really like being a female CEO(23:18) The moments that made Jacqueline feel like she’d “made it”(25:37) What happens after you stop chasing FOMO(29:38) The money mistakes founders make after a big exit(32:04) What Jacqueline wishes every founder knew before sellingThis 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 Chose Fun Over Profit…. And I Regret It
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.comJordan Schlipf spent a decade building companies optimized for fun, freedom, and friendships. But with years of hindsight, he wonders if he left too much money on the table.Here’s what we talk about:Why Jordan left a lucrative investment banking path to chase startupsHow the Rainmaking model let him share risk (and reward) with fellow foundersThe downside of passion-led business: no investment thesis, millions wastedWhy he believes he could’ve made way more money doing less exciting workWhat he thinks about his $4M liquid net worth — and why it doesn’t feel like enoughThe moment he realized private equity is a better game than startupsHow he’s now trying to turn around a $10M beauty business without raising capitalWhat it really costs to live well in London as a founder with a familyWhy he regrets chasing the “cool” startup dream instead of playing it safeWhat true wealth means to him today: help, time, and optionalityCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Jordan Schlipf https://www.linkedin.com/in/jordan-schlipf-0b855174Sponsors:Tam your taxes today at https://olarry.com/Achieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseChapters:(0:49) Breaking Down the Rainmaking Model(2:08) Jordan’s Pivot from Investment Banking to Startups(4:15) Why He Couldn’t Stay Away from Startups(5:43) The Origins & Vision Behind Rainmaking(8:48) Biggest Challenges in the Rainmaking Model(10:57) Costly Mistakes & Lessons Learned Along the Way(13:00) Why Jordan Stepped Away from VC(17:05) Taking Over as CEO of a Beauty Brand(18:23) Jordan’s Current Finances & Where He Stands Today(20:23) Lifestyle Adjustments & Financial Struggles(24:32) Life Before Family vs. Life After(29:04) What He Wishes He’d Done DifferentlyThis 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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$12 Million Exit... Did He Just Get Lucky?
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.comDonald Spann built a multi-million dollar call center from scratch — with no outside capital, no technical background, and no safety net. Even crazier? He sold it for $12M to the first person who ever signed up.Here’s what we talk about:Dropping out of college because he knew he’d never work for anyone elseBuilding a cleaning business off a Reddit thread… then using it to launch something way biggerAccidentally going viral and getting 65,000 applications on a mom blog Why he’s never raised a dollar of capital — and never plans toHis $12M exit from a bootstrapped call center (and how the buyer was his first-ever customer)Breaking down his finances: no real estate, no advisor, just stocks and angel betsGrowing up Black in a private school bubble and how that shaped everythingLiving on $10K/month in Mexico and self-funding a new mezcal brandCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Tam your taxes today at https://olarry.com/Achieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseChapters:(1:26) Donald’s Net Worth & Current Ventures(3:57) Early Life, Education, and First Lessons(7:40) First Businesses & Getting Into Y Combinator(10:49) Building and Selling the Cleaning Business(14:02) The Successful Exit of Vicki Virtual(18:54) Personality, Confidence, and Entrepreneurial Edge(22:41) Meritocracy, Hard Work, and the Role of Luck(25:40) Reflections on Success & Personal Growth(29:02) Race, Identity, and the Entrepreneurial JourneyThis 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.
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/.
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