She Died. Now She Charges $1M to Help the Wealthy Find Love.
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportAmber Lee was literally brought back to life, and then decided to start over.Here’s what we talk about:After a near-death experience in 2020, Amber finally launched her dream matchmaking business from the hospital.She bought her mom a house and moved to Puerto Rico, prioritizing freedom over wealth.Year one: $1M revenue. Now: $3M+ with fewer clients and higher margins.Matches high net worth and high profile clients, with fees from $65K to $1M.How matchmaking for the wealthy works.Why successful women struggle to date, and why confidence matters more than cash.A billionaire fell for a $200K-a-year locksmith… proof that values matter more than money.Why fear, not logic, leads many high achievers to sabotage relationships.How unrealistic checklists and surface-level filters ruin real connection.Tips for finding love without spending six figures on a matchmaker.The right partner can make you richer, healthier, and happier.Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(0:00) Amber's Near-Death Experience(4:31) Early Career and Path to Matchmaking(7:36) The Car Accident That Changed Everything(13:02) Building a Multi-Million Dollar Matchmaking Business(14:18) Inside the World of High-End Matchmaking(25:29) Why Successful People Struggle with Relationships(29:09) Advice for High Net Worth Singles(35:50) The Benefits of Finding the Right PartnerThis 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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Step Away or Die: The Brutal Cost of Building a $500M/Year Company
** Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-reportSantiago Aparicio built a $500M company, then faced a choice: step away or die.Here’s what we talk about:Santiago shares his $22M net worth and the breakdown.He rents instead of owning real estate to keep life flexible.Spends freely on watches and Porsches, but says they are assets, not expenses.Grew up in Colombia with wealth but strict spending limits, which fueled his drive.Joined Rappi early, then co-founded Fitpal, before chasing bigger ideas.Built a payroll company from zero to $500M/year fast, but felt miserable.Constant comparisons made him feel like a failure despite success.Ignored health issues until he developed a severe heart condition.Family forced him to choose: company or life.Walked away while the company was thriving, leading to an identity crisis.Now working with Bryan Johnson on health tech at Blueprint.Says success comes at a cost, and many founders hide how miserable they really are.Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(01:34) Santiago's Financial Breakdown(04:09) Luxury Spending Habits(05:10) Early Life in Colombia(08:37) Entering the Startup World(10:37) The Rappi Journey(13:29) Building FitPal(17:14) The Y Combinator Playbook(19:18) The Goalposts Keep Moving(24:44) The Fleeting Joy of Success(26:46) Aggression and Overwork(28:47) Health Scare and Realization(34:13) Stepping Down and Identity Crisis(40:47) Reflections on Sacrifice and Success(43:43) Challenging Hustle Culture(47:31) Working with Brian JohnsonThis 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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15 Years Doing What I Hated… 8-Figure Exit. Worth It?
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-reportHow Ronan Berder accidentally built a consulting agency, scaled it to 8 figures, and sold it, despite never enjoying the work.Here’s what we talk about:Why Ronan stayed in China running a business he didn't love, and the deep sense of duty he felt to his team.Walking away from an opportunity to follow his passion in order to focus on scaling the business that already had momentum (despite not enjoying it).Navigating two failed acquisition attempts before finally exiting for 8 figures.The surprising anticlimax of selling his business and realizing… nothing really changes.His brutally honest reflections on burnout, entrepreneurship, and why he feels most alive under pressure.A transparent look at his current investment portfolio, from fixed deposits to high-conviction plays in AI and Bitcoin.Why Ronan says success comes down to discipline, stubbornness, and grit, not genius or perfect strategy.How it feels to finally focus on his true passion.Sponsors:Get US caliber talent at offshore prices with https://www.oceanstalent.com/Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(01:08) Ronan's Current Life in Singapore(03:02) Transition to Coding and Open Source Projects(09:39) Early Life and Career Beginnings(11:47) Starting a Business in China(17:43) Growth and Realizations in Business(21:19) Living a Minimalist Life(22:24) Balancing Work and Personal Life(24:23) Business Challenges and The Impact of COVID-19(28:27) The Final Push and Burnout(29:36) Selling the Business(32:05) Life After the Sale(38:55) Financial Management Post-Sale(41:35) Reflecting on the 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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$10M Net Worth. $2.5M Cashflow. No Plans to Exit.
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-reportJay Berard’s never sold a company, but with $2.5M in cashflow and $10M net worth, is he confidence-rich or risk-blind?"Here’s what we talk about:His early days: a Craigslist job ad, 100% commission, no safety net… and a one-way ticket from Winnipeg.Jay’s net worth: ~$10M, mostly liquid, mostly public equities, and why he values his business equity at zero.He makes ~$2.5M/year in personal cash flow, but keeps fixed expenses surprisingly lean.Why he turned down acquisition offers and sees more value in control than an exit.From saving every penny to flying business class to how his spending evolved with his mindset.Why “rich” should mean more than just money and how he’s redefining wealth on his terms.What a “big life” really means and the tension between comfort and growth he’s wrestling with today.Cool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(01:19) Jay's Financial Philosophy(05:07) Personal Cash Flow and Lifestyle(06:32) The Concept of Safety Net(12:50) Early Career Struggles and Successes(17:48) The Role of Fear and Anxiety in Success(21:35) Struggling with Consistency(22:12) Deep Work and Self-Improvement(25:20) Revenue Journey and Business Growth(32:19) Balancing Work and Personal Life(35:49) Defining Success and Living a Big Life(38:42) Future Goals and Business AspirationsThis 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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$10M vs $100M: The Difference Between Being Rich and Really Rich
Jackie breaks down exclusive data from 127 millionaire founders inside Hampton, revealing how motivation, money management, and mindset evolve as net worth grows, from $1M to over $100M.Here’s what we talk about:Why financial security stops being a motivator after $50M—and what takes its placeThe "F*** You" number: What real numbers show is the threshold for total financial freedomWealth allocation shifts: Crypto disappears, bonds and real estate dominate at the ultra-high endSurprising insights into monthly cash burn, and how spending changes (or doesn’t) across net worth tiersTake-home income jumps dramatically past $50M—especially at the $100M+ levelTime vs. money: Wealthier founders are working fewer hours, but that doesn’t guarantee happinessWhat motivates founders at every stage—and why some feel lost after hitting their big numberReal quotes from founders like Brian Johnson and Alex Peykoff on why they build, invest, and spend the way they do$50M is when founders stop caring about money entirely. Want to see what other millionaire money secrets we uncovered in the full report? https://www.joinhampton.com/wealth-reportCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Chapters:(00:29) Survey Insights: Wealth Allocation and Trends(01:02) Understanding the Respondents(03:09) Motivations and Milestones of Millionaire Founders(04:13) Case Study: Bryan Johnson's Unique Motivation(05:47) Financial Security and Lifestyle Changes(08:47) Money Management: Crypto, Bonds, and Real Estate(10:46) Cash Flow and Spending Habits(16:14) Work-Life Balance and HappinessThis 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.
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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