Thinking about selling your company? 24 founders told us what really happens after the wire hits. — https://www.joinhampton.com/exit-reportJordan 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?
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — https://joinhampton.com/exit-reportDonald 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.
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Rajiv Khaneja Made Millions Young, Then Refused to Upgrade His Lifestyle
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportRajiv Khaneja made tens of millions running an ad tech company, but still lives in the same city he grew up in, wears the same clothes, and told friends he rented his house—even though he owned it. Here’s why.Here’s what we talk about:How Rajiv built a profitable tech business as a teenager (and hired adults while still in high school)Turning down a $2.5M acquisition offer... then heading back to chemistry classWhat 25 years of “anti-lifestyle inflation” looks likeThe impact of immigrant parents and a “worst-case-scenario” money mindsetWhy he lived undercover for years, and how finding a peer group unlocked everythingHow he built AdButler into an 8-figure, bootstrapped businessRajiv’s idea of a lifestyle upgrade: attentional freedom > private jetsHappiness optimization: spending $7M on a home to be closer to friends His new obsession: using AI to help cure cancerCo-founding Arvita Therapeutics — and why he’s still building, even with $50M+ in net worthSponsors:Achieve your dream body with https://www.dailybodycoach.com/moneywiseProtect your upside and get your time back at https://www.cressetcapital.com/moneywiseCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/AdButler https://www.adbutler.com/index.htmlArvita Therapeutics https://www.arvita.co/Chapters:(0:00) Teen Millionaire: How Rajiv Made His First Money(0:45) Living Cheap on Purpose: Why He Drives a Prius(1:59) Managing Wealth & Long-Term Investing Strategy(3:36) Monthly Spending Breakdown & Frugal Habits(9:02) The Origin Story: From Web Polls to Ad Butler(19:16) Family, Upbringing & Money Values(24:49) Social Life, Hiding Wealth & Finding Founder Friends(31:56) Resisting Lifestyle Upgrades After a Big Exit(35:40) Choosing the Right Life & Business Partner(41:29) Future Bets: Biotech, Longevity & Playing the Long GameThis 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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Why Ali Abdaal Thinks 6-Figure Freedom Beats a 9-Figure Exit
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportAli Abdaal didn’t sell a startup. He didn’t raise money. He didn’t even plan to leave medicine. He just turned himself into the business, and ended up happier, wealthier, and more free than he ever expected.Here’s what we talk about:Why Ali says money hasn’t made him more happy, just removed the stuff that made him unhappyHis net worth (between $1M and $10M) and how it breaks downHow a scammed MacBook deal sparked a business that made £1M+What he learned after hitting $6M/year in revenue, and why he stopped trying to scale furtherHow flying business class and skipping trash day became his personal luxuriesWhy “$100M in the bank” wouldn’t change how he spends his timeHow coaching, meditation, and philosophy reshaped his relationship with moneyThe moment Lewis Howes helped him break his identity as a doctorHis rule of thumb: “Freedom comes from leaving money on the table”Why he's building software to reduce his dependence on contentHis real goal: $2M/year profit so he can work when he wants, on what he wantsSponsors: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/moneywiseCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Ali’s stuff: https://aliabdaal.com/Chapters:(0:00) Introduction & Ali's Philosophy on Wealth(1:48) Net Worth Breakdown & Investing(3:17) Life in Hong Kong: Renting vs. Owning(4:54) From Medicine to Entrepreneurship(6:09) Early Business Lessons & Getting Scammed(7:44) Building and Selling the First Business(9:02) YouTube Journey & Passive Income(12:00) Revenue Growth, Plateau, and Lifestyle Design(16:01) Money, Happiness, and Scarcity Mindset(24:00) Motivation, Fulfillment, 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 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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Rob Townsend: The $10M Advisor Who Thinks You’re Investing All Wrong
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportRob Townsend says you’re wrong about financial advisors… mostly. And he’s built an 8-figure firm to prove it.Here’s what we talk about:Why $3M liquid is Rob’s version of “f*** you money”How he went from $0 to 8 figures by modernizing financial planningWhy the old guard of wealth management is failing foundersWhat most people get wrong about index fundsThe simple investing mistake that wipes out 44% of stocksWhy the happiest clients aren’t the richest onesHow sabbaticals change Rob’s life (and business) every timeHis full portfolio: Dimensional Funds + a little BitcoinThe real reason private deals feel better than they performThe toxic mindset that plagues people with $25M+ net worthCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:The best phone system for teams at http://www.openphone.com/moneywiseAchieve your dream body with https://www.dailybodycoach.com/moneywiseChapters:The Financial Advisor Debate (00:00)Rob’s Personal Money Story (00:43)Growing Up & Early Influences (01:53)Lessons from Rob’s Uncle (05:39)Breaking into Wealth Management (06:31)Mistakes in Investing & Learning the Basics (09:01)The Case for Financial Planning (14:15)Building a Modern Wealth Firm (15:26)The Defense of Financial Advisors (19:14)Psychology of Wealth & Happiness (37:53)Final Thoughts: Money as a Tool for Life (45:53)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.
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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