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He Said $35M Was Enough, Then Moved His Family to a 150-Acre Farm (Ryan Levesque)
22 Sep 2026
01:34:03
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He turned down $42M, lost a $70M deal to a war, and sold his company over WhatsApp instead.
Ryan Levesque is the author of the #1 national bestseller Ask and the founder of the Ask Method Company, a seven-time Inc. 5000 business that did over $100M in revenue. He grew up blue collar, quit AIG in China the morning the Wall Street Journal said the company was going bankrupt, and built his first business selling Scrabble tile jewelry tutorials on Etsy. Then he tried to sell his company twice. The first buyer flipped a $42.5M deal to $17M at the eleventh hour. The second, a $70M offer, evaporated the week Russia invaded Ukraine. Today he sits on $30–35M in liquid net worth and runs a 150-acre farm in Vermont with his wife and two boys, where 80% of what his family eats comes off their own land.
This is the longest Moneywise episode we've ever cut, and I barely interrupted. We go deep on the two failed exits, the life insurance rejection letter at age 30 that turned out to be organ failure, the photo of his sons that made him stop chasing the number, and what it actually costs to run a 150-acre farm (spoiler: free food runs about half a million a year). Ryan also breaks down the money curriculum he built for his kids, why $35M didn't feel like enough until he decided it was, and the honeybee epiphany that led to selling his company to his biggest competitor.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps: 0:00 — "Mr. Levesque, you should be in a coma right now." Cold open and episode roadmap 5:30 — The WSJ headline reads "AIG to file for bankruptcy." He resigns the same day with ~$100K in the bank 9:56 — Reverse-engineering an Etsy seller's income and building a Scrabble tile jewelry tutorial business: "emulate before you innovate" 12:32 — The crash of the Scrabble tile jewelry market. Lesson: pick evergreen markets 14:29 — Dead orchids in Shanghai become a $500K/year business. Then 23 businesses at once 17:19 — A nine-figure sale to NBC (Golf Pass) and a $168M sale to PayPal. His cut: "less than seven figures" 19:00 — Ask becomes the #1 bestselling book in America and births a $100M+ company 21:00 — The $42.5M deal gets flipped to $17M at the eleventh hour. "We basically gave them the middle finger" 25:13 — Interviewing 12 investment banks, going back to market, and landing a $70M offer 28:30 — Russia invades Ukraine. The deal, and the entire M&A market, evaporates 33:23 — The life insurance rejection letter. Kidney failure. Ten days in ICU. Undiagnosed type 1 diabetic 40:16 — "My kid can't grow up without a dad." Shutting down 23 businesses 41:42 — Two photos of his boys, seven years apart. "It was like a heartbeat" 43:00 — Texting his wife from a tent in Vermont. Full-price cash offer on the Austin house the same night 49:13 — Reading Peter Lynch at age 10 and turning $5K into $100K+ by 18 51:57 — What he looked for in land: top of watershed, no PFAS, good schools. 12 months of Airbnbs 56:41 — 48 beehives, 1,000 maple taps, 500 fruit trees, seven freezers. 100% of their own protein 58:40 — The farm numbers: just under $5M for the land, $2M mortgage at 6.5%, $220K/year before a single animal 1:03:59 — $260K in year one, $175K/year after. "Free food costs a lot of money" 1:06:28 — The kids' money curriculum: Rich Dad Poor Dad read-alouds, Greenlight accounts, a real estate syndication paying them $300–400/month 1:11:20 — His net worth when he decided it was enough: $30–35M liquid 1:12:47 — "I've never been less money motivated in my life." $1M webinars and the Mexican fisherman 1:15:08 — Goldenrod, purple aster, and the WhatsApp voice memo to Daniel Priestley. Company sold three months later 1:20:20 — Legacy, $120K/year in tuition, and how much to hand to your kids: "the brownies are not fully baked" 1:25:39 — Seven weeks in Europe, giving back, and why all altruism is selfish 1:31:36 — Daniel's takeaway: figure out what you're optimizing for and start living it now
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
I Asked 40 Millionaires Their Biggest Regret
15 Sep 2026
00:22:17
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
I asked 40 millionaires their biggest regret. One answer was just two words: "withholding love."
This episode started with a simple survey: 40 millionaires, one question — what's your biggest regret? The answers ranged from $22K a year dumped into life insurance instead of Bitcoin ($11M of upside gone) to hundreds of bitcoins sold at $300 to make payroll. But cross-referenced against 100+ Moneywise conversations, every answer collapsed into just three regrets: I can see the life I almost had. I didn't become the person I thought I could become. I thought I had more time.
Then it gets into the science. Why bronze medalists look happier than silver medalists. Why finance is only 2.5% of most people's regrets but dominated this survey. Why the person you never became can bother you longer than any mistake you actually made. Why an $80M exit sent one founder to rock bottom. And a three-question Regret Test to figure out whether your regret is still useful — or just expensive entertainment.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps: 00:00 — The survey: 40 millionaires, one question, and the answers that looked completely random 01:02 — Every regret collapses into three buckets 01:24 — Regret vs. disappointment: why regret needs an alternate reality 02:25 — The brain science: patients with orbitofrontal damage don't feel regret 03:14 — Your brain uses regret to change future decisions before you make them 04:02 — Bucket 1: "I can see the life I almost had" — "the stock market is basically a regret calculator" 05:23 — The Olympic study: why bronze medalists look happier than silver medalists 06:27 — Finance is only 2.5% of most people's regrets — so why was this survey drowning in them? 07:36 — The Opportunity Principle: agency creates regret, and rich people have had a lot of agency 08:25 — Bucket 2: "I didn't become the person I thought I could become" 09:08 — Ought self vs. ideal self — and why ideal-self regrets never get closure 10:26 — "The unlived version of you never has a bad quarter" 11:02 — The famous "you'll regret what you didn't do" stat — and the 2,600-person study that broke it 13:04 — The 23-year-old already in the "never enough stage," and the moving goalposts from $10M to $1B 13:56 — Bucket 3: "I thought I had more time" — kids, health, and the $80M founder who hit rock bottom 14:52 — Why priorities flip when time feels scarce (and Daniel's midlife crisis at 30) 16:13 — When to engage with a regret and when to let it go — what the research on older adults found 17:21 — The Harvard study: relationships at 50 predicted health at 80 better than cholesterol 19:45 — The Regret Test: three questions to ask about your biggest regret 20:44 — "Regret in 4K": why money doesn't eliminate regret — it makes it higher resolution
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
Patrick & Kathy Terry (P. Terry's): "Why We Said No to $100M"
08 Sep 2026
01:00:38
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
They turned down a $100M offer for their burger stand — now they're giving the company to their 1,800 employees.
Patrick and Kathy Terry opened a 500-square-foot burger stand in South Austin in 2005 — three months into their marriage — selling $1.60 hamburgers. Kathy barely took a salary for over a decade. In 2016, with ten locations, a buyer offered them between $70 and $100 million, and they said no, pulling out just under $10M — the only money they've ever taken in 21 years. Today P. Terry's runs 37 locations, employs 1,800 people, does between $150 and $200 million a year growing 20%+ — and instead of selling, they're transferring the whole company to their employees through an Employee Ownership Trust, something fewer than 100 American companies have ever done.
This episode gets into the exact numbers behind the offer they walked away from, why $10M felt like enough, the $900K in interest-free loans they've made to hourly employees (with only $5K in defaults), the "Maggie rule" that governs every company decision, and how an EOT actually works versus an ESOP — including why one protects your culture forever and the other can be forced to sell it. It ends with the question underneath it all: what a business is for when the check stops mattering.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps: 00:00 — Cold open: "It was between 70 and $100 million and you turned it down." 02:53 — Kathy's West Texas upbringing, quitting the law firm, and giving herself a 500% raise 06:33 — Patrick's path: Kool-Aid stand at 5, ad agency by day, running a pizza place nights and weekends 09:30 — Springing the burger stand idea on Kathy three months into their marriage: "I didn't think he'd ever do it" 11:05 — Year one: $600K in revenue from 500 square feet — and still in the red after depreciation 16:09 — The 2016 "dog and pony show": realizing for the first time what the business was worth 17:35 — "It was between 70 and $100 million" — a 10–12x offer, and why they turned it down 20:23 — Kathy's real fear: "Who's going to take care of our employees? They're not going to bake birthday cakes anymore." 23:01 — Patrick was stunned to learn they had 300 employees — he thought it was 80 or 90 24:27 — Why the birthday cakes matter: "For a lot of our employees, that is how they celebrate their birthday" 25:59 — Barely taking a salary for 12 years, then pulling out just under $10M — the only money ever taken 27:17 — The June EOT transition: gifting and selling the first ~11% to the trust via a seller's note 33:36 — The origin of interest-free loans: Vinny's broken truck and $150 34:05 — $900K loaned to hourly employees over 20 years — only $5,000 ever defaulted 37:14 — The Maggie rule: every decision tested against the woman who's worked the grill for 21 years 42:05 — Kathy explains EOT vs. ESOP — and why one protects the culture forever 49:40 — Profit sharing starts next year: 5% of EBITDA now, 20% in five years, based purely on tenure 54:49 — "The island sucks. This is okay." What Patrick learned about what he actually wanted 59:20 — Kathy's open offer to walk any founder through the EOT model
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
He Ran PayPal With Elon. Now He Has $100M and Spends Nothing
01 Sep 2026
00:51:06
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He co-founded PayPal with Elon Musk, sold Personal Capital for nearly $1B — and spends $70K a year.
Bill Harris has a résumé that barely fits on one page. He was CEO of Intuit, founding CEO of PayPal — in the room with Elon Musk, Peter Thiel, and Max Levchin above a bakery near Stanford — and then founded Personal Capital, which he grew to $23 billion in AUM before selling it to Empower Retirement for close to $1 billion. He's done something like that 11 times. Today his net worth is around $100 million, he's 70 years old, and he spends less than $100,000 a year. He sold his houses, cars, airplane, and 31 pets (including two mountain goats and an iguana) and moved into a small cottage near Miami Beach where he bikes to work every day.
This episode gets into what $100 million actually looks like when it's spread across public equities and private operating companies — and why the man who built one of the most important wealth management firms in history keeps his own annual spend near $70K. We go deep on the PayPal origin story, what it was like being "theoretically the CEO" in a room full of people whose egos "wouldn't fit in a large gymnasium," and the specific moment Bill realized that his houses, cars, and airplane weren't making him richer in the ways that mattered. He also shares his best piece of investing advice for people in their 30s, his take on why the S&P 500 isn't as diversified as most people think, and what he calls "freedom money."
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps:
00:00 — Cold open: "There wasn't a single one of us whose ego would fit in a large gymnasium"
00:36 — Full guest intro: who Bill Harris is and why this episode matters 03:23 — Bill's origin story: the golden boy path, Intuit CEO at 40, and realizing "I am not a good manager"
06:33 — What money actually is: "It is a rocket fuel. It's the scarce resource you need to build the life you want"
07:38 — The monthly spend reveal: $70–80K a year, all in — "my addiction is Amazon"
09:04 — Life phases: family dole → NYC studio → two houses, 31 pets, and a 1906 Woodside farmhouse
14:20 — Net worth reveal: ~$100M, cut in half by divorce, and the barbell portfolio breakdown
15:27 — Why he doesn't do "fancy investing": survivorship bias, absurd fees, and why alternatives rarely outperform
17:31 — The Evergreen Wealth philosophy: why 80–90% equity is what he'd tell a client with his profile
19:07 — How to value a private company: "Two things dominate it — markets and story"
21:47 — "Things are time": the real cost of owning two houses, four cars, and a small airplane
24:33 — PayPal origin story: "We were close to fisticuffs most days. I was theoretically the CEO"
27:38 — Luck vs. skill: "I'd say it's 80 to 90% luck" — and what that actually means
30:13 — The personal payout from PayPal and Personal Capital: specific numbers, post-tax
32:01 — Why he's self-funding Evergreen with $10M of his own money: "Freedom. I have no boss"
38:05 — Why he still works at 70: mastery, not money — "I can't think of a bigger waste of time" than golf
42:48 — Best investing advice for your 30s: "Hive off a piece and let it marinate"
43:44 — Why the S&P 500 is riskier than it looks: top 10 stocks = 37% of the whole index
45:40 — "Freedom money" defined: the thing that lets you say yes to your own life
48:33 — Closing: "Money is a means to an end. It's not an end."
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
How a $1.5B Wealth Manager Spends His Money
25 Aug 2026
00:48:26
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He manages $1.5 billion for other people — and still tracks his own spending in a paper checkbook.
Glenn Ullmann is a former Air Force pilot who left the military at 29 with a couple hundred thousand dollars, cold-called 200 strangers a day out of a Ponte Vedra phone book, and built Ullmann Wealth Partners into a $1.5 billion RIA that has never had a down year — including 2008. He stopped worrying about money somewhere north of $20 million. Now 63, he spends $30–40K a month, flies his own $1.25M Cirrus, gives more to charity than he can deduct, and still shows up to the office every day.
This episode gets into the tension between saving and actually living: why Glenn tells clients with health issues to fly private before their kids do it with the inheritance, how a $10M portfolio pays you $300K a year in "rent" whether markets are up or down, and why he thinks stocks are a bad word. We also cover how he gave up 80% of his own firm to keep his partners, the paper ledger that runs his life, the client who started at $100 a month and now takes the best trips on earth, and why he'd tell a 20-year-old to study English or history instead of finance.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps: 01:46 — Who Glenn is, what Ullmann Wealth Partners does, and why "returns don't matter if you rear-end Melinda Gates without an umbrella policy" 04:16 — Growing up in his grandfather's plastics business, the Robin's-egg Cadillac, and the gold coin that says "your friendship means more to me than a pot of gold" 06:26 — A Morgan Stanley account at 14, paper route money, and his first stock: Sears Roebuck 07:44 — Nobody from his high school went to the military. He went to the Air Force Academy three days after graduation: "the best thing I ever did, other than marrying my spouse" 11:50 — The Cirrus G7, the parachute that lowers the whole plane, and the button his wife can push if Glenn stops functioning mid-flight 13:35 — From AWACS pilot to pharma rep to stockbroker: dialing 200 people a day, 10 conversations, one client 17:45 — Net worth leaving the Air Force at 29 and the million-dollar goal on a piece of paper that "never happened" 19:26 — The $2M–$20M client sweet spot, and why the firm has never contracted in 25 years — even 2007–2009 21:57 — Why he went from owning 100% of the firm to 20%: "How could they not have equity?" 24:03 — The 11x17 "life map," and the client who was stabbed and left for dead in her New York apartment 26:15 — HENRYs who save $10K a month and still need to be told to go enjoy the rest: "People get cancer. People die falling off a ledge." 28:49 — "If you don't spend this money and fly first class, your kids will when you're dead" 30:40 — The net worth where Glenn stopped worrying: "probably above 20" 31:49 — Alimony, fun, and the pen-and-paper checkbook ledger a $1.5B wealth manager uses to track his Amex 33:29 — The $1.25M four-seat plane, $40–50K a year to operate, and a $30–40K monthly burn before philanthropy 35:10 — Giving appreciated stock and exceeding his deduction limit every year 36:21 — Why he still goes to work at 63, the wingman system, three chronic illnesses, and "sometimes a founder needs to get out of the way" 39:40 — The Melissa example: $100 a month in 1993 to the best trips on earth 41:26 — Where to park $10M after a liquidity event: "you're going to collect around $300,000 a year in dividends and interest" 42:55 — Not a real estate guy, the $100K driveway, and "I never invest in things that eat while I'm asleep" 44:48 — 90% in global equity, and why "they're not stocks, they're companies" 45:40 — Reframing an $80K private flight as a month and a half of portfolio income 47:39 — What he'd tell a 20-year-old picking a major: English or history
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
5 Things Rich People Refuse to Buy
18 Aug 2026
00:17:28
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
A $3 billion founder's money advice: keep driving the Chevrolet. Here's why the richest guests all say the same five things.
After 100+ episodes of Moneywise, the same five spending refusals kept showing up — from a $3B founder who's never sold a company, a guy who lost 95% of his net worth and won't buy his own socks, and Bryan Johnson, who spends $2M a year on his body and almost nothing on anything else. None of them read the research. There's 50 years of it, and they all landed in the same place anyway.
This episode covers all five: first class, new cars, meaningless stuff, angel checks, and kids' comfort — plus the study behind each one (lottery winners, the MIT Celtics auction, the marshmallow test follow-up). Then Anne Mahlum, who sold SolidCore for nearly $100M and forces herself to spend $200K/month, tears the whole list apart. The episode ends with a 10-minute exercise using two questions that decide what stays on your card statement.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Episodes Mentioned: How Rich Is 'Rich Enough' to Fly Private? — https://www.youtube.com/watch?v=5ZyTo6gppPw "I'm worth about $3 billion": What Happens When You DON'T Sell Your Business — https://www.youtube.com/watch?v=uZM0K9eqzx0 What It's Like to Lose 95% of Your Net Worth Overnight (the socks guy) — https://youtu.be/fW-F3MKwevI Bryan Johnson: I Probably Won't Actually Live Forever — https://www.youtube.com/watch?v=icWHq_xjhac How to Not Ruin Your Kids with Your Wealth ft. Dr. Becky — https://www.youtube.com/watch?v=uB1SmMA-nLk
Timestamps: 0:00 — Cold open: the $3B founder, the socks guy, and Bryan Johnson's $2M body budget 0:28 — 100 episodes in, the same five patterns kept repeating — and 50 years of research explains them 1:05 — Why guests reveal their real numbers on Moneywise 1:50 — #1: First class. "I still fly coach unless it's international" — his "poor kid habit" 2:27 — Hedonic adaptation, and the lottery winners who scored lower on enjoying breakfast 3:52 — #2: New cars. The $3B founder's advice: don't buy the Ferrari, drive the Chevrolet 4:14 — The Millionaire Next Door data (most popular millionaire car: Ford F-150), "big hat, no cattle" 4:40 — The commute study: zero relationship between car value and happiness 5:35 — #3: Stuff. The socks guy's filter: "Does this dollar come back to me or is it gone?" 6:03 — Stanford brain scans: every purchase is want vs. hurt 6:28 — The MIT Celtics auction — credit card bidders paid double 7:26 — #4: Angel checks. Bryan Johnson writes none — half of deals lose money, 7% produce 75% of returns 8:41 — Opportunity cost neglect and attention residue: every check is an open tab in your head 10:15 — #5: Kids' comfort. Parents who could buy any seat, flying the family in coach on purpose 11:06 — The marshmallow test follow-up wealthy parents actually care about 12:11 — 70% of family money gone by generation two, 90% by generation three 13:17 — The counterargument: Anne Mahlum ($115M, spends $200K/month) — "I hate when people don't spend on principle" 14:19 — The 2023 rerun of the $75K happiness study, and buying back time 15:55 — The 10-minute exercise: two questions to run against last month's card statement 16:33 — If you run a $3M+ company: Hampton
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
He's 27 and Runs His Family's 7 Companies
11 Aug 2026
00:41:59
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He spends $50,000 a month and keeps $50,000 in the bank. He's 27.
Mo Moahid is a 27-year-old who runs the finances for his entire family — parents, brother, sister, and seven operating companies across Canada, Dubai, and Pakistan. His great-grandfather built the family fortune. The next generation lost it. His dad rebuilt the whole thing from a sales job after immigrating to Canada, and Mo grew up watching both halves of that cycle happen in his own house. He started his first company at 18, scaled it to 200 employees, sold it at 21 for low seven figures, and now moves capital between line painting, real estate development, consumer electronics, eSIMs in 125 countries, and the AI company he started with his 21-year-old brother.
This episode gets into what it actually looks like to manage generational money instead of making it: why he keeps almost nothing liquid, how a $50,000 monthly burn covers five people, what happens when your dad is the chairman and your brother is your co-founder, and how inheritance gets split between three siblings before anyone dies. We go deep on the acquisition he closed the week before we recorded, the corporate job his father made him take, and the question he's already thinking about at 27 — what he wants his own kids to inherit, and what he'd rather they didn't.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
$247M Net Worth, $100k/Month Burn: Inside Onyi Odunukwe's Money
04 Aug 2026
00:42:43
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He turned down $250 million for less than half his company — and admits he'd say yes today.
Onyi Odunukwe is the son of two Nigerian immigrant doctors who dropped out of nursing school during finals week and opened a tanning salon at 21. By 30 he had seven locations, sold five to Palm Beach Tan for $2.3 million in a single week, and thought he was rich. Eight years later his net worth is $247 million — roughly $100M in commercial real estate, $194M in business equity across 26 companies, and under $10M in cash — and he recently walked away from a $250 million offer for 49% of Glo Tanning.
This episode gets into the exact breakdown of a $247M net worth, why he rejected the biggest check of his life and what changed his mind since, his $75-100K monthly burn (full-time driver, live-in nanny, a ranch on the way), the franchise math behind Blackstone's $8B Jersey Mike's deal, how he plans to keep his kids from being ruined by money — and a confession he's never made publicly before.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
He got his first $5M check and expected to feel superhuman. The next day was one of the most disappointing of his life.
Jesse Pujji walked away from a Goldman Sachs job where he made $500K at 25 — with a boss making $3M and a group head making $20M — to bootstrap an ad agency on $33K per partner and a stack of Amex cards. Ampush cracked the Facebook arbitrage before almost anyone: $100K in monthly revenue in June 2010 became $2M a month with $600K in EBITDA fourteen months later. He scaled it to half a billion in annual ad spend and 250 employees without raising a dollar, turned down $25M at 27, sold 20% to Red Ventures in 2015, and sold the whole thing to New Mountain Capital in 2022 for somewhere between $40M and $60M on a 35% stake. He never got the nine-figure number he made up in his head, and he says chasing it was the mistake.
This episode gets into the exact allocation of a post-exit portfolio, why Jesse refuses to let his advisors put illiquid startup equity on his balance sheet, what $500K a year of "normal" spending actually buys, and why he asked his financial advisor how people possibly spend more than that. He's honest about the gap between the money he expected to change him and the money that didn't. And we spend real time on the part most founders avoid: three kids who never saw him grind, a Greenlight allowance split into thirds, a $63 JCPenney paycheck at 16 that taught him more than any of it, and the question of whether to leave them anything at all.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Timestamps:
00:00 — Jesse's origin story: immigrant household in St. Louis, a snow shoveling business in middle school, and $33K each plus Amex cards to start Ampush
02:00 — The Facebook arbitrage that changed everything: $100K/month in June 2010 to $2M in revenue and $600K in EBITDA fourteen months later
02:49 — "Sandbox entrepreneurship" — Facebook cold-calls them: "Who the hell are you guys? You're one of our top 100 advertisers"
04:24 — Why he left Goldman at 25 making $500K: "I would rather make half of my future expected earnings and do something I feel excited about"
06:18 — The $25M offer two years in, why they said no, and the $3M dividend they took instead — $1M each, which bought his SF house
07:30 — The made-up number that wrecked them: hoping for $150M, getting $60–75M offers, and turning down $190M in Marin stock
09:24 — The Red Ventures deal and $5M after tax: "I thought I would get wings or superhuman strength... nothing changed"
11:16 — 2022: selling to New Mountain and walking away without going with the deal
13:12 — The exit number, on the record: a $40–60M range on a stake "a little bit more than a third"
16:04 — The Zone of Genius framework, and why being a CEO sat in his zone of excellence — good at it, drained by it
17:52 — Gateway X by the numbers
19:06 — Whether the scarcity ever goes away: "nine days out of ten" became "one day out of ten," and the coach question he couldn't answer
20:16 — The Deer Valley condo, and finally understanding why people buy vacation homes
21:08 — Full portfolio breakdown and why he tells his advisors to mark his startup equity at zero
23:24 — Annual spend
26:52 — The schedule that makes it work: Tuesdays and Thursdays he misses bedtime, Monday/Wednesday/Friday he doesn't, and he deletes Slack on vacation
28:16 — The thing that keeps him up: "They've gotten all the fruits of the grind without actually observing the grind"
29:23 — Greenlight, allowance equal to their age, and splitting it into thirds — spend, save, give
30:19 — Running a Starbucks P&L with his 9-year-old daughter in the store
32:30 — The four-bucket framework: spend it, give it to the government, give it to charity, or give it to your kids
34:44 — A Schnucks family board member on generational wealth: "Money doesn't ruin kids. Lack of values does."
35:36 — What Jesse wants said at his funeral
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast
Follow Daniel on X: https://x.com/danielcberk
Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
He Turned Down $11B... Here's Why
07 Jul 2026
00:53:40
Craig Newmark turned down an $11 billion offer for Craigslist, and he's already given away $570 million of his own money chasing a number even bigger than that.
This podcast is made by Hampton, a community for founders doing on average $25 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you're a founder, apply here: joinhampton.com/mw
Craig founded Craigslist off a mailing list in 1995. He turned down that $11 billion offer, and since then has given away $570 million through his foundation, aiming for a billion before he dies. He funds NYPD bomb squad gear, an NYU cardiologist's AI research, Wikipedia, journalism schools, and pigeon rescue. He's 73, hasn't owned a car in ten years, and just upgraded from $50 Skechers to $80 Skechers.
This one gets into what happens once a founder's number stops being the problem, the Sunday school lesson behind his moral compass, why his own headline net worth is wrong, the two causes eating most of his giving budget, and his plan to train an LLM to keep making his philanthropic decisions after he's gone. It closes on Take Nine, his campaign for the nine-second pause that stops most scams.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
He Sold For $1.5B But Will Never Retire
01 Jul 2026
00:50:32
He had $15 in the bank and a $1M judgment against him. Eight years later, Nestlé bought his company for $1.5B — then shut it down.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20 million a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "What the heck, let's make it public." If you are a founder, apply here: http://joinhampton.com/mw
Michael Wystrach built Freshly out of the wreckage of a failing restaurant, with $15 in the bank and a personally-guaranteed lease that left him with a $1M judgment against him. Six years later he sold the company to Nestlé for $1.5B — then watched it get shut down. He never took time off. He started a veterinary platform with his sister, raised a $75M venture fund, and put almost his entire payout back to work.
This episode gets into what really happens to your bank account after a nine-figure exit — secondary sales, earn-out math, his actual living costs, his real estate philosophy at 2% interest rates, and what it felt like to lose the company he built after selling it. He also shares why he believes the first $10M matters more than the hundredth, and why he plans to keep building for the rest of his life.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
He Sold 4 Companies for $1.5B. The $13M Exit Changed His Life.
23 Jun 2026
00:42:26
We did something nuts: we got 50+ founders to reveal their net worth, portfolios, income, expenses. Its free and right here: https://joinhampton.com/mw-wr
Why this podcast exists:
Hampton is a community for founders. Members do an ave of $20m/year in revenue.
Tons of the convos within the community are about money: how to invest, how to spend, how much to pay yourself...all this stuff you can't Google.
We thought "Let’s just make these convos public". And thus, this podcast Moneywise came to be.
We publish weekly. Click the subscribe button and the goodness will be delivered.
Also...we've done 100+ episodes. If you want the aggregate info of all the numbers, meaning the net worth, spending, income of 50+ founders ranging from $10m to $1 billion: https://joinhampton.com/mw-wr
Ok, so let's talk David Royce, today's guest:
He built the same pest control company four times — $13M, $30M, $135M, $1.5B — and says the first exit was the most life-changing.
David Royce sold four pest control companies — Moxie, Eco First, Altera, and Aptiv — each bigger than the last, culminating in a $1.5B sale of Aptiv when it was doing $508M in annual revenue. He kept 100% equity through the first three, gave 25% of the last one to his employees, and personally walked away with hundreds of millions across the run. He's now on an indefinite sabbatical, investing through Iconic (the firm that manages Zuckerberg's and Dorsey's money), with half his net worth in S&P 500 and the rest in private equity, direct deals, and alternatives — including multiple Anthropic investments.
This episode covers the exact mechanics of each asset-sale exit, why David kept restarting instead of holding, his full portfolio framework (including the 4-year cash buffer strategy), the "the answer is just a little more" moment that hit every entrepreneur in the room, and the story of flying his dying father on a private jet from a New Orleans hospital to Cedars-Sinai at 2am — made possible only by one call to a CEO WhatsApp chain.
Timestamps: 00:01:39 — David's full intro: four companies, four exits, what actually happened with the money 01:55 — First company (Moxie): nearly went bankrupt the first year, how a cash flow crisis taught him "cash was king" 03:14 — The asset-sale strategy: selling customers and technicians to Terminix while keeping the sales operation 04:57 — "Pretty close" — David confirms Forbes' reported $13M and $30M exit figures 05:37 — Why he gave 25% of Aptiv to employees and stepped back as chairman 06:23 — Aptiv was doing $508M in revenue; Daniel and David settle on $1.5B as the sale range 07:13 — What he actually took home: cap gains, California taxes, "hundreds of millions" 08:37 — Net worth today: "do the math backwards and figure it out" 09:09 — Portfolio breakdown: 4-year cash buffer in fixed income, S&P 500 with tax-loss harvesting, alternatives 11:31 — "I just invested in Anthropic — three different times in the last year and a half" via Iconic 14:35 — "The one that was life-changing was the first one" — $13M from nothing hits differently than $1.5B 17:46 — Why pest control? A starving college student, a friend who made $25K in a summer, and zero sales for five days straight 21:16 — His boss's question that changed everything: "What on earth would you go work for somebody else?" 27:31 — Fifth grade through eleventh grade: watching his family nearly lose the house, the fear that built everything 36:35 — Flying his dying father on a private jet from New Orleans to Cedars-Sinai at 2am 39:36 — What he wants to be remembered for: "The sign of a good leader is not how many followers you have, but how many leaders you create"
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Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast Follow Daniel on X: https://x.com/danielcberk Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
How Anne Mahlum Spends $200k/month with a $115M Net Worth
16 Jun 2026
00:47:19
She sold for $88M, almost bought a lake house she didn't want, and spent $340K on Knicks playoff tickets — then gave two away because it felt better.
We're still surprised people did this but... 50+ founders worth $10M to $4B reveal their personal finances. Here it is: https://joinhampton.com/mw-wr
Why do we do this? Because if you're an aspirational person or someone who runs a business and is making money, it's incredibly challenging to figure out what to do. Information is impossible to find — and that's what we put together: the net worth reveal and why we do this podcast, Moneywise.
Also, this podcast is made by Hampton, which is a community for founders doing on average $20M a year in revenue. We saw a lot of these money conversations happening privately behind closed doors and we thought, "Why not, let's make it public." If you are a founder, apply here: https://joinhampton.com/mw
Anne Mahlum built Solid Core from $175,000 of her own savings into an $88M exit. Two years later, her net worth is $115–120M, with $65M in public equities and $15M in a single stock alone. But the numbers are the least interesting thing that's happened since.
After the sale, she secretly launched a second fitness company, had panic attacks she's never talked publicly about, shut the whole thing down, and spent two years in legal fallout. Then she had a baby, pulled an accepted lake house offer the morning after making it, and started forcing herself to spend $200K a month just to stop the money from piling up.
This episode covers the full portfolio breakdown two years post-exit, why she's done with private investments, the Ambition story she's never told, what a baby did to how she thinks about money and time, and what she actually wants to be remembered for — which has nothing to do with net worth.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
He Studied 38,000 Twins and Says Your Money Habits Are Genetic
09 Jun 2026
00:53:35
JOIN HAMPTON: These episodes often come directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joinhampton.com/mw.
HOW FOUNDERS ARE BUILDING WEALTH: How much do founders actually make, spend, invest, work, and keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wr
EPISODE DETAILS: Most founders spend years learning how to make money. Almost none of them prepare for what their brain does once they have it.
Henrik Cronqvist is a behavioral finance professor who trained under Nobel laureate Richard Thaler and has spent 25 years studying exactly that. His research has been cited over 7,000 times. He has studied 38,000 people to answer one uncomfortable question: how much of the way you save, spend, and invest is actually hardwired into your DNA?
The answer will change how you think about every financial decision you make after an exit.
This episode covers the science behind why the traits that made you a great founder may work against you as an investor, what actually happens in your brain the day the wire hits, and the one thing Henrik says every founder should do before making a single investment.
TIMESTAMPS:
00:00 — The traits that made you a great founder will make you a bad investor 01:45 — What is behavioral finance and why should founders care 04:35 — How Henrik got into this research (the Stockholm subway story) 06:39 — The 38,000 twin study: how much of your money behavior is genetic 10:56 — The first thing to do when the wire hits your account 12:49 — Loss aversion, performance chasing, and home bias explained 20:35 — Your personal mortgage predicts how you'll run your company's finances 30:08 — Why your brokerage app is designed to work against you 37:07 — Why founders feel depressed after selling (the science behind post-exit emotions) 47:14 — "I think I'm the exception" — and what the data actually says about that
He Sold For $8M and Regrets It, And The Reason Why Is Shocking.
02 Jun 2026
00:56:19
Please answer our short Moneywise listener survey! (Very, very short): joinhampton.com/moneywisefeedback
JOIN HAMPTON: These episodes often come directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joinhampton.com/mw.
HOW FOUNDERS ARE BUILDING WEALTH: How much do founders actually make, spend, invest, work, and keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wr
EPISODE DETAILS: Thibault — known online as Tibo — is a French indie hacker who spent six years failing at startups before building Tweet Hunter during Covid lockdown and selling it for $10 million. Except the real number was more complicated than that: $2 million up front, $8 million in earn-out, and 18 months of some of the most stressful building of his life to get there. He walked away with just under $3 million post taxes — and says he regrets the sale entirely.
Today, Tibo is doing over $1 million a month in revenue across a portfolio of five software products he's built since that exit. His personal spend is negligible. He has no financial advisor, keeps roughly 50% of his net worth in cash, and puts almost everything investable into index funds.
This episode gets into the full deal structure, the psychological cost of the earn-out period, what he calls the "frozen state" that hits founders after a big exit, and why he says he will never sell a company again.
Timestamps:
02:12 — Full guest intro: who Thibault is, the Tweet Hunter story, deal structure breakdown, and episode roadmap
08:08 — The $10M deal unpacked: earn-out structure, revenue milestones, and what he actually collected
10:17 — The co-founder split, the 25% influencer equity deal, and whether he'd do it again
14:09 — How the influencer partnership worked and why they replicated it on Tapio
26:17 — "Getting a ton of money up front feels unhealthy" — Thibault on why lump-sum exits are psychologically dangerous
28:14 — The "frozen state": why founders can't ship after a big exit
30:42 — The earn-out burnout period: stress, loss aversion, and the 18 hardest months of his life
34:37 — "It was a bad decision financially" — Thibault's verdict on the sale
38:15 — Nomadic life, the Vietnam hacker residency, and how wealth changes how he travels
42:42 — No financial advisor, no trust in wealth managers — why everything goes into S&P 500
45:29 — Personal spend breakdown: ~$8K/month — rent, food, tech gadgets, and that's basically it
48:27 — What happens to the ~$90K/month delta: cash, S&P 500, and acquiring more products
49:45 — The portfolio strategy: five products, two unannounced, and the 2026 scaling challenge
51:12 — Building a distribution bridge between all his products with an AI agent
53:06 — Raising kids with money: unconditional safety as the foundation for risk-taking
How To Raise Great Kids When You’re Rich
20 May 2026
00:35:39
JOIN HAMPTON: This episode came directly out of conversations happening inside Hampton, a private community for founders and CEOs with $3M+ in revenue or $10M+ exits. Members range from $5M net worth to billions. They wrestle with these same questions off the record. Apply at http://joinhampton.com/mw.
HOW FOUNDERS ARE BUILDING WEALTH: How much do founders actually make, spend, invest, work, and keep in net worth? Hampton surveyed founders directly and put the answers into one report. Download it for free here: https://joinhampton.com/mw-wr
THIS EPISODE OF MONEYWISE:
70% of wealthy families lose all their money by the second generation. 90% lose it by the third.
The data is even worse for the kids themselves. Children from households making $200K+ have rates of anxiety, depression, and substance abuse 2 to 3 times the national average. 22% of affluent suburban girls show clinically significant depressive symptoms.
So how do you raise a kid in a wealthy household without breaking them?
In this episode of MoneyWise, I went back through every conversation we've had on the show about parenting and money. Doctor Becky. Taylor Adams (from a multi-generational billionaire family in LA). Alex Peikoff. Shane. Jane. Hank. Neil Patel. Scott Galloway. The pattern they all kept landing on was uncomfortable. Most parents with real money are accidentally setting their kids up to fail. Not because they're bad parents. Because they're doing exactly what their instincts tell them to do.
I'm a dad of two. I'm trying to figure this out in real time. Here's what the research, the experts, and the founders who already screwed it up are telling us.
WHAT YOU'LL LEARN: - Why "entitlement" is actually a fear of frustration, not a character flaw - The Carol Dweck Columbia study that should change how you talk to your kids - Why your kid is running on your behavior, not your rules - The "shirtsleeves to shirtsleeves in three generations" trap (and why it's not about money) - How allowance teaches financial trade-offs (and why unlimited Amazon access kills it) - The single biggest regret of founders after a life-changing exit - Why downsizing your house might be the best parenting decision you ever make
CHAPTERS: 00:00 The 16-year-old in the airport 02:57 Frustration tolerance is the most important life skill 05:30 Why wealthy kids have 2-3x higher anxiety and depression 08:00 Monkey see, monkey do: the emulation problem 11:00 70% lose it in 2 generations. 90% in 3. 14:00 Praise effort, not traits (the Dweck study) 18:00 Just because you love business doesn't mean your kid will 21:00 Why allowance only works if money is finite 25:00 The Scarsdale busboy who sees $300 sweatshirts as 30 hours of work 28:00 Scott Galloway's moving goalpost 30:17 The presence problem (the hardest one for me) 33:00 The 5 rules I'm taking with me
REFERENCED EPISODES: - Taylor Adams: How a multi-generational billionaire family thinks about wealth - Doctor Becky on parenting through money - Hank: Inside a 24,000 sq ft home - Neil Patel on going from 10,800 sq ft to 3,000 sq ft - Alex Peikoff: The Macedonian milk family - Jane: Finding out about a $20M inheritance in her late 30s - Pete: $80M exit, rock bottom after
ABOUT MONEYWISE: MoneyWise is the podcast where wealthy founders open up about the real numbers behind their lives. Net worth. Monthly burn. Portfolio allocation. The stuff nobody talks about in public. Hosted by Daniel Berk and produced by Hampton.
SPONSORS: Oceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.
He Made $400k/Month Before 30... Then Realized It Meant Nothing
12 May 2026
00:34:36
MoneyWise is a Hampton podcast. Hampton is a private, vetted community for founders doing $3M or more in revenue. Apply at https://www.joinhampton.com/?utm_source=youtube&utm_medium=video&utm_campaign=yt051126.
From Minecraft maps to $400k months — but the money isn't the story.
Nathan May grew up in one of the poorest neighborhoods in Ohio. His mom made $32,000 a year. He never left the state until he was 18. At 15, he was selling custom Minecraft maps to famous YouTubers and making his first $100K. He went to Wharton, joined BCG, quit, and built one of the fastest-growing newsletter agencies in the country before turning 30.
But the week he hit his first million dollars, his mom died. And he felt nothing.
In this episode, Nathan gets brutally honest about what money actually gave him — and what it didn't. We go deep on the community he's built in New York with a group of founders sharing an office, a monthly revenue leaderboard, and the kind of real talk that doesn't happen anywhere else. He calls it the Media Mafia. He says it's changed his life more than any dollar amount ever has.
We also get into:
Growing up in poverty and never leaving Ohio until 18
How a Minecraft addiction became his first real business
Leaving a six-figure BCG career to bet on himself
Building a $1M ARR agency in under a year with 1,000 newsletter subscribers
His actual net worth, his $10M target, and why he keeps almost no cash
Why he thinks the wealthiest people he knows are often the least happy
Timestamps
00:00 - Cold open 00:58 - Introducing Nathan May 01:23 - Small talk / how Nathan starts his day 02:32 - The agency, the numbers, how life has changed 03:24 - Growing up poor in Ohio — never left the state until 18 05:35 - He originally wanted to be an actor 06:04 - The Minecraft business: how a video game addiction made him $100K at 15 09:05 - Wharton, Wall Street culture shock, and the path to BCG 10:36 - What BCG actually changed about his life 12:01 - Building the agency: newsletters, Schwarzenegger, and why it felt like video games again 15:32 - His real relationship with money: checking account, savings, leverage strategy 16:52 - The $10M number: how he used ChatGPT to find his "enough" 18:34 - The Media Mafia: seven founders, one office, a monthly revenue leaderboard 20:31 - Being at the cusp — exciting, terrifying, or both? 23:07 - Why IRL community is the highest-leverage thing a founder can build 26:03 - What Hampton means to him 27:31 - His mom's passing, the $1M milestone, and why none of it felt like anything 29:24 - Can you be successful without community? 31:39 - What's next and closing thoughts
MoneyWise is the podcast where high-net-worth founders get radically transparent about how they actually make, spend, invest, and think about money. Hosted by Daniel Berk and presented by Hampton.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
He Made $3M a Year and Decided He Had Enough
05 May 2026
00:57:35
MoneyWise is a Hampton podcast. Hampton is a private, vetted community for founders doing $2M or more in revenue. Apply at https://www.joinhampton.com/?utm_source=youtube&utm_medium=video&utm_campaign=yt050526.
MoneyWise | Jonathan Goodman
Jon Goodman built a $35M fitness education empire from a one-bedroom apartment in Toronto, never raised a dollar, never sold a company, and never left Canada — even though the government takes 53 cents of every dollar he earns above a certain threshold.
In this episode, Jon breaks down exactly where his $14M net worth lives, why he found his "safe number" at $7M, how he spends $22-25K a month across Toronto and six months abroad every year, and why he thinks moving to a tax haven is a rich person's dumbest game.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com Oceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.
Does Making $100M Make You Happy?
28 Apr 2026
00:37:44
Chapter Timestamps
00:00 — Homeless at 26, $100M exit at 32
02:22 — Building Mutesix: one of the first productized Facebook ad agencies
09:39 — The 2019 sale and what Steve actually took home
11:52 — The wire hits — at the Western Wall in Israel
14:46 — "The money didn't change my life": post-exit identity crisis
16:31 — How Steve actually spends: the chef, the donations, the Birkin he never bought
19:55 — Why he's obsessed with insurance (and what he tells founders)
23:18 — Post-exit on a Tuesday: the daily search for meaning
25:07 — Did the $100M exit actually make him happy?
32:03 — Looking back 15 years — and what the next 5 look like
At 26, Steve Weiss was homeless in Los Angeles, sleeping in his car in a 24 Hour Fitness parking lot with $200 to his name. Six years later, his Facebook ads agency Mutesix sold for $100 million to Dentsu. The day the money hit his account, he was standing at the Western Wall in Israel — and got a phone call that made him realize money doesn't fix what's broken inside you.
In this episode of MoneyWise, host Daniel Berk sits down with Steve Weiss to walk through the parts of a nine-figure exit nobody puts in the press release: how much he personally took home, if the wire made him happy, and what post-exit life actually looks like on a random Tuesday when you've already "won."
In this conversation:
How Steve built Mutesix from 4 clients in 2013 into one of the first productized Facebook ad agencies — and sold it to Dentsu in 2019 for $100M
The emotional moment the wire hit at the Western Wall, and the tragedy that hit the same day
His real spending today: a private chef 3–4 days a week, why his wife asks for nonprofit donations instead of Birkin bags, and the cause they're funding
Why he over-indexes on life and health insurance — and the advice he gives every founder
The post-exit purpose vacuum — what he calls "almost impossible to replicate" — and how he's filling it now with family, angel investing through SGD, his podcast, real estate, and possibly politics
What he'd do differently if he could rewind 15 years
The honest answer to the question every founder secretly asks: did $100 million actually make him happy?
If you've ever wondered whether the exit really fixes anything, this is the episode.
MoneyWise is the personal finance podcast for high-net-worth founders. Hosted by Daniel Berk and produced by Hampton — a private, vetted community for founders and CEOs running businesses doing $2M+ in revenue. Apply at joinhampton.com.
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com Oceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.
He Has $70M And Thinks Financial Advisors Are a Waste of Money
21 Apr 2026
00:51:09
John Arrow bootstrapped Mutual Mobile from a $0.99 iPhone app to a 350-person company — with zero investors — and sold it twice. In this episode of MoneyWise, John breaks down exactly how he built and exited one of Austin's most successful tech companies, what he did with the money, and what his financial life actually looks like today.
John gets radically transparent about his net worth (well into 8 figures), his monthly spending ($50–65K/month), his investment strategy, and why he thinks most wealth managers are a waste of money.
Plus: the illegal Cuba trip right before signing a life-changing deal, the $500K bet to hack Apple's encryption, how he sued American Express on behalf of a friend and won in 48 hours, and the new AI company he built the morning of this recording.
Topics covered:
How John made his first $1,000/day at 14 years old
Bootstrapping Mutual Mobile to a $70M exit with no outside funding
What actually happens the day a wire hits your account
Why he sold the company a second time — and for how much
His exact portfolio breakdown (stocks, private investments, real estate)
Why he never drinks (the real reason)
FreedomGPT and the future of uncensored AI
How to think about money once you never have to work again
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://www.joinhampton.com
Sponsors: Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com Oceans - Hire incredible talent for marketing, ops, sales, and more, and even have them build out all your AI workflows for you. Go to https://www.oceanstalent.com/moneywise now.
This 23-Year-Old Dropout Bootstrapped His Company to Millions
14 Apr 2026
00:36:13
Josh Suggs is 23 years old and already running a company generating millions in revenue, completely bootstrapped. But the money story here isn't just about the numbers. It's about a kid who grew up in Westport, CT, one of the wealthiest zip codes in America, feeling like he didn't belong, watching his mom stress about retirement while surrounded by hedge fund dads, and channeling that into an obsession with building things from the age of 13.
Daniel and Josh get into the real numbers: what Josh actually takes home, where it sits (mostly cash, barely invested, and he'll tell you why), and what his monthly spend actually looks like living in New York. Spoiler: $3,000/month on Uber because he refuses to take the subway.
ABOUT MONEYWISE
MoneyWise is a Hampton podcast about what wealthy founders actually do with their money. Not how they made it — what they do after. Real numbers. Real allocation. Real feelings about wealth. Hosted by Daniel Berk.
New episodes in production now. ____________
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://www.joinhampton.com
This episode's sponsor is Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
$200k/Month, a 24,000 Sq Ft House, and a Billion-Dollar Trust. Our Best Moments.
07 Apr 2026
00:47:32
This is a highlight episode. Three guests. Three completely different relationships with money. All of them more honest than they probably planned to be.
Neil Patel wrote a blog post in 2014 saying he could be happy on $15,000 a month. He meant it. We brought him on to find out how that became $200,000 a month — and where it actually goes. The answer involves $35,000 in bed sheets, four homes in Beverly Hills, and donations that dwarf his actual lifestyle spend.
Hank — not his real name — built a $3 billion cell phone distribution company, exited in 1996 for $60 million, and eventually found himself standing inside a 24,000 square foot house wondering how it happened. He paid $10 million. Cash. No mortgage. And runs it like a part-time job. He never says his net worth. He doesn't have to.
Taylor Adams grew up in a Los Angeles family with over a billion dollars in assets going back to the 1890s. Got sober at 26. Now helps wealthy families avoid destroying what the first generation built. He has a framework for how that destruction happens. He calls it the Four Horsemen. Every one of them sounds like good advice.
Three clips. Three moments worth rewinding.
This is MoneyWise.
FEATURED GUESTS
Neil Patel — Founder, Neil Patel Digital & Crazy Egg
Taylor Adams — Founder, Belief Partners. Fourth-generation family wealth.
ABOUT MONEYWISE
MoneyWise is a Hampton podcast about what wealthy founders actually do with their money. Not how they made it — what they do after. Real numbers. Real allocation. Real feelings about wealth. Hosted by Daniel Berk.
New episodes in production now. ____________
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://www.joinhampton.com
This episode's sponsor is Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Matt Paulson has $25m a year in personal income - nice.
24 Mar 2026
00:32:54
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://www.joinhampton.com
This episode's sponsor is Daily Body Coach - achieve your dream body with https://moneywise.dailybodycoach.com
Why The Founder of a $4BN Company Tracks Every Minute of His Life...
26 Feb 2026
00:14:15
Mario Schlosser, co-founder of Oscar Health, has tracked every minute of his life in a spreadsheet since 2012.
In this episode, we get into:
Building Oscar Health
How and why he tracks every minute of his day
The framework he took from Ray Dalio at Bridgewater
His approach to radical transparency in leadership
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/
We're testing something new on MoneyWise. Just like we got radically transparent about money, we want to do the same with company building. Let us know what you think.
In this episode: Adam White started Front Office Sports as a college project. Now it's worth over $40 million and it's basically the Wall Street Journal of sports. How'd he do it? We break down the branding, hiring, and operations that Adam used to compete with sports industry titans from day one.
Cool Links: Hampton - https://joinhampton.com/ Front Office Sports - https://frontofficesports.com/
Five Founders, Same Exit Value – Wildly Different Payouts
30 Dec 2025
00:16:46
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/
Five founders. Five exits. All around $30 million. So why did one walk away with $30M – and another with just $2M? From taxes and co-founders to deal structure and equity rollovers, the factors that shape a founder's final payout are rarely simple. This episode is your crash course in what really happens when a deal closes.
Here’s what we talk about:
How Eran Galperin took home ~$30M while still keeping ~50% of his company
Why Scott Galloway only netted $2–3M from a $33M sale
How Alex Hormozi earned more from distributions than the $31M exit itself
The ultra-simple, debt-free deal that netted two Canadian brothers $20M each
Marshall Haas’ $18M cash payout – and why he held onto equity for peace of mind
Why the "headline number" often masks the founder’s true financial outcome
The impact of seller notes, taxes, state residency, and post-sale roles
What to consider before you sell to avoid regret or burnout
The myth of the $1B exit – and how one founder only took home $70M
(4:19) Tax Dodges & Seller Notes: Cash Isn’t Always King
(5:22) Scott Galloway: $33M Headline, $3M Reality Check
(7:39) Alex Hormozi: Gym Launch – Cash Out, Cash In
(8:32) The Sinkinson Brothers: Double or Nothing in Canada
(11:56) Marshall Haass: The Art of the Partial Exit
(13:17) Why Smart Founders Never Sell It All
(15:28) Scoreboard Envy: Don’t Get Played
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
These 5 Traits Predict Founder Success
23 Dec 2025
00:14:02
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/
What makes a founder truly successful? It’s not blind risk-taking or pure hustle. After two years of interviews and supporting research, we break down the five core personality traits that show up again and again in top-performing founders – from billion-dollar exits to early-stage wins. If you're building a company, understanding these traits might just be your cheat code.
Here’s what we talk about:
Why openness and curiosity is the #1 trait in founders (with research to back it up)
How a need for achievement often comes from past pain – and how to harness it
The powerful drive for agency and autonomy, and why it often makes founders unemployable
Why emotional regulation might be the most underrated skill in entrepreneurship
Why successful founders don’t love risk – they just know how to manage uncertainty
The science behind personality types and founder performance
When focus becomes the essential balance to curiosity
How therapy, journaling, and self-awareness are now founder-edge tools
The myth of the stoic leader – and what really works instead
Rank higher in AI tools and LLM results with Mentions.so
Chapters:
(0:46) How Curiosity Drives Founder Success
(2:13) Turning Achievement into a Competitive Edge
(4:08) Autonomy: The Fuel Behind Entrepreneurial Drive
(5:39) Building Emotional Resilience for the Long Haul
(6:53) Managing Uncertainty – Not Chasing Reckless Risks
(8:17) Grit: The Unseen Force Behind Every Win
(13:55) What Happens After the Big Exit?
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
Weird Side Bets That Made Founders Millions
16 Dec 2025
00:16:56
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/
Not every smart investment starts with a pitch deck or a business plan. Some of the best returns come from personal bets founders make with their own money. We pulled together five that actually paid off – big. From a $10K angel check that became $1.2M, to flipping a beach house for a $2M profit, and mining Bitcoin before it was cool.
Here’s what we talk about:
The overlooked angel check that quietly turned into a seven-figure exit
Flipping a beachfront property for millions (plus cash flow along the way)
Mining Bitcoin in a basement – and finding millions on an old hard drive
Geo-arbitrage: the founder who 3x’d his wealth just by moving to Colombia
Buying small businesses instead of starting new ones
Mobile home parks, domain names, and other unexpected wins
Common patterns behind the biggest personal money wins
(14:48) Why Founders Buy Businesses Instead of Building
(16:59) Three Wealth Rules Every Founder Follows
(18:15) The Boring Stuff That Actually Works
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
5 Luxury Purchases That Are Actually Worth It
09 Dec 2025
00:17:57
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/
Everyone thinks the “rich person” life is about fast cars, fancy watches, and designer flexes. But when we talked to over 150 high-performing founders, the things they actually spend on – and swear by – were surprisingly practical. Some luxuries just look good on Instagram. Others change the way you live, work, and feel every day.
Here’s what we talk about:
The #1 luxury nearly every founder says they’ll never go without again
Why hiring a housekeeper or private chef might save your business (and marriage)
The health investments founders make – and which ones are worth skipping
Why some founders spend $100K/year on concierge medicine for their families
Renting at $17K/month: outrageous flex or return-on-happiness?
The emotional ROI of experiences (and the trip one founder spent $500K on)
Business class vs. private jets: which travel upgrade is actually worth it?
How these purchases impact kids – and the fine line between “comfortable” and “entitled”
(3:04) The Housekeeper Dilemma: Freedom or Softness?
(4:23) Health Hacks: Trainers, Gyms & Biohacking
(6:11) Therapy, Insurance, and the $100K Checkup
(7:22) Dream Homes: ROI on Happiness
(10:53) Experiences > Things: The Data Says So
(12:00) Cancer, Family, and $500K on Memories
(15:13) Connection, Curiosity, and Intentional Spending
(15:33) The Business Class Trap
(16:44) The Real List: What’s Actually Worth It
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
Why Some Founders Don’t Pay Themselves
02 Dec 2025
00:11:34
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.com
Everyone wants to know what founders really earn, but most of the numbers out there are either outdated or just plain wrong. We gathered fresh data from 150+ high-performing founders, and the results reveal just how differently they think about paying themselves. Some take home millions, others nothing at all, and the logic behind those decisions says more than the numbers themselves.
Here’s what we talk about:
8% of founders take no salary at all — why? (and whether they’d do it again)
The sweet spot for founder take-home pay: how much is too much?
C-Suite compensation breakdown: who's earning what, and where bonuses explode
Lifestyle vs. legacy: how founders think about cash flow vs. long-term exits
Industry winners: finance, pets, and healthcare dominate earnings
The one funding stage where founders earn the least
(5:11) Two Types of Founders: Reinvesting or Cashflow
(6:14) Take Home Pay by Net Worth
(7:18) C-Suite Salaries and Bonuses
(8:43) Industry Salary Breakdown
(9:24) Highest and Lowest Paying Industries
(10:03) Compensation by Funding Stage
(10:52) Creative Compensation Strategies
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
You’re Not a Successful Founder Until You Do This
25 Nov 2025
00:15:16
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.com
Everyone’s chasing success — but what does that actually mean? Founders hit milestones, sell companies, and still feel unsatisfied. After 150+ interviews, the most consistent lesson is that most people are aiming at the wrong definition.
Here’s what we talk about:
Why the traditional founder definition of success doesn’t hold up
The dangerous feedback loop of external validation
How imposter syndrome thrives — even after a $50M exit
Why goal-setting alone can leave you feeling hollow
The “post-success” slump that no one prepares for
Why founders keep building (and chasing) after they’ve “won”
A better way to define success that doesn’t move the goalposts
(1:00) Founders Who “Make It” Still Feel Unsatisfied
(2:57) Defining Success: Objective vs. Subjective
(4:27) The Founder’s Scoreboard and Moving Goalposts
(5:11) The Emptiness After Achieving Big Goals
(6:36) Internal Fulfillment vs. External Markers
(8:23) Connecting Goals to Personal Fulfillment
(8:44) The Search for Purpose After Success
(9:25) Rethinking Purpose: Determination Over Destiny
(10:30) Lifelong Fulfillment vs. Chasing Milestones
(10:48) The Trap of Confusing External and Internal Success
(12:01) Why Internal Success Makes External Success Easier
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
I Built a $9M Company And Got Nothing
18 Nov 2025
00:30:10
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.com
Kevin Bartchlett built a $9M compost toilet company from the ground up – and walked away with nothing. No contract, no payout, just a handshake. That blind faith turned into a hard lesson in trust that cost him everything – and now, the reason he’s rebuilding on his own terms.
Here’s what we talk about:
Building a $9M business from scratch – with zero equity in writing
The moment he realized his million-dollar payday was gone
How a $9M sale turned into $0 overnight
What “sweat equity” really means when it’s only a handshake
How trusting the wrong partner cost him ownership and peace of mind
Why he still refuses to be angry about it
What he’s building next (yep, it involves flying cars)
The lesson behind it all: if you’re going to bet on yourself, go all in
(1:58) Building a Compostable Toilet Empire – The Dream of a Big Exit
(3:22) When Expectations & Reality Collide
(4:24) Picking Up the Pieces: What Happens After the Deal
(6:01) The True Cost of Not Getting It in Writing
(9:41) Why Compostable Toilets?
(11:21) Meeting His Future Partner & Early Roles
(14:56) Overinvested, Under-Rewarded: The Ownership Dilemma
(20:28) Chasing Success, Counting the Cost
(22:28) The Road to Resignation
(24:49) Finding Empathy for His Partner
(27:02) New Ventures: Flying Cars
(29:12) Reflections – Betting on Yourself
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
He Built a $20M Brand Without a Media Background
11 Nov 2025
00:36:45
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.com
Adam White didn’t set out to build a media company – he just wanted a job in sports. So at 19, he started posting informational interviews on a Wix site. Today, he runs a $20M brand with NFL partnerships and no background in media. Because in the end, it wasn’t about who he knew – it was about who knew him, and how he got in the right rooms by outplaying legacy media at their own game.
Here’s what we talk about:
Building Front Office Sports out of his dorm room
Why brand aura matters more than ever and how to create it from scratch
The tweet that led to a $750K investment
Why he gave up 51% of the business early – and doesn't regret it
The role of soft touchpoints in landing major deals
Growing to 800K newsletter subs without chasing SEO
How an official NFL content partnership changed everything
Diversifying revenue from newsletters, social, events, and brand partnerships
The personal side: paying off student debt, buying his mom a car, and defining success as freedom
(0:42) Building Front Office Sports: Growth & Early Days
(1:40) Revenue Milestones
(3:40) Building Brand Aura & Early Partnerships
(10:34) Attracting Investors & Business Model Shift
(13:24) Audience Growth During COVID
(16:04) Monetization & Revenue Diversification
(17:44) Philosophy on Investors
(19:08) New Investors, Professionalization, & Validation
(22:07) NFL Partnership
(25:44) Networking Secrets
(28:31) Personal Growth as a CEO
(30:45) Personal Financial Journey & Mindset
(33:40) Motivation, Competition, & Enjoying the Journey
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
The Founder Exit Report: What Happens When You Sell a Company?
04 Nov 2025
00:17:44
Get the full exit report here: https://joinhampton.com/rich-or-dead-report
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.com
Most exit stories are told in headlines and highlight reels. We wanted the truth. So we surveyed dozens of exited Hampton founders and pulled insights from 100+ interviews to uncover what really happens after the deal closes – from broken earnouts and identity loss to why nearly everyone regrets something they bought.
Here’s what we talk about:
Why deal structure matters more than the sale price, and how earnouts quietly screw founders
How 47% of founders said they made less than expected from their deal
Why having millions in the bank can still feel like financial insecurity
The surprising trap of feeling “poor” after selling
Why 92% of exited founders build again – retirement is a myth
The identity unraveling that hits most founders post-exit
The most common regret: a house, car, or other “reward” that quickly became a burden
Why trying to time the market almost always backfires
The #1 post-sale frustration almost no one talks about: losing control of company culture
(1:21) Deal Structure: Where the Real Money’s Made
(4:22) Why a Big Payout Can Still Feel Small
(6:43) The Retirement Myth: You’ll Build Again
(8:32) Selling Isn’t Just Business, It’s Personal
(11:33) The Big Purchase Trap
(13:20) Timing: Stop Waiting for Perfect
(15:26) Nine Lessons from Founders Who’ve Been There
(17:00) The Culture Shift Nobody Warns You About
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: Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
What No One Tells You About Scaling Fast
28 Oct 2025
00:41:36
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.com
Alex Smereczniak built a $100M laundry business and sold 118 franchise locations in just 14 months. But just as the business took off, life hit hard. After a series of personal and professional crises, he stepped down as CEO. Now he’s back – not for another big exit, but to fix a franchise industry riddled with bad incentives and hidden fees.
Here’s what we talk about:
Building a $100M brand from a college dorm laundry hustle
The personal crises that forced him to walk away
Why he thinks franchising is totally broken – and how brokers quietly take 60% commissions
What he’s doing differently at Franzy: flat fees, transparency, no bullshit
Why he’s not taking a salary, even with an $11M net worth
What it actually costs – financially and emotionally – to scale fast
The moment he knew he wasn’t the right CEO anymore
Why he believes franchising could be the path for millions displaced by AI
How he defines success today: not exits, but impact
(0:41) Early Entrepreneurship: College Laundry Business
(1:31) Selling the First Business & Lessons Learned
(2:47) The Moment Alex Reconsidered Corporate Life at Ernst & Young
(3:37) Returning to Laundry: The Startup Vision
(6:07) Raising Capital & Startup Growth
(10:40) Team Building, Hiring Challenges, and Culture
(13:15) COVID-19, Franchising, and Business Model Shift
(18:21) The Franchise Broker Problem & Franzy's Solution
(20:45) Franchising as a Path to Wealth
(24:03) AI, Job Displacement, and the Future of Work
(28:30) Alex’s Personal Wealth, Fulfillment, and Impact
(31:00) Reflections on Net Worth, Liquidity, and Success
(34:40) Community, Support, and Peer Groups
(40:02) The Sweet Spot: Wealth, Happiness & Freedom for Founders
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
40 Restaurants in 5 Years: The Blueprint Behind a $100M Sushi Empire
21 Oct 2025
00:34:25
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.com
Most founders start their restaurants in the red. Guy Allen did the opposite, turning a 12-seat sushi bar into a $3M business with lines out the door and plans for a $50M exit. He’s the founder proving restaurants can scale – if you treat them like startups.
Here’s what we talk about:
Leaving real estate tech after a decade to start over in food
Turning a sushi photography hobby into a six-figure uni import business
Why importing sea urchin taught him everything about supply chains
How Sendo became one of NYC’s busiest sushi spots – with zero marketing spend
The “three ingredients” behind every successful restaurant: food, location, brand
Why most chefs fail at business, and why one restaurant alone is a bad bet
The real margins of restaurants (and what “good” actually looks like)
How restaurant investing and profit-sharing actually work
The surprising scalability of sushi, and how he plans to reach 40 locations
Building publicly in an industry famous for secrecy
00:43 - The Sushi Business Model and Guy’s Background
01:35 - Guy’s Pivot from Real Estate Tech to Sushi
02:56 - From Sushi Hobby to Social Media Platform
05:44 - Importing Uni: Economics and Challenges
10:11 - Sushi Quality, Branding, and Market Positioning
13:22 - Why Premium Sushi Doesn’t Scale
14:47 - Transition from Importing to Restaurant Ownership
16:51 - Why Most Restaurants Fail: The Role of Branding
18:44 - Building a Restaurant Brand and Early Success
22:56 - Financing and Structuring Growth
27:27 - The Surprising Upsides of the Restaurant Business
29:54 - Scaling to 40 Restaurants and a $50M Exit
33:49 - The Need for Transparency in the Restaurant Industry
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
He Sold for $200M – Then Watched the Business Implode
14 Oct 2025
00:33:17
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.com
Kory 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 scale
Why adding debt transformed their trajectory – and nearly broke the company
What not to do after an exit: the new CEO that lost $12M in 6 projects
The hidden tax of scale: how managing founders who’ve “already made their money” can kill your business
How to build trust during M&A, and the warning signs that should make you walk
Lessons in culture, integration, and the real cost of bad communication
The burnout that followed a $200M exit, and why Kory walked away
Sabbaticals, Porsches, and starting over: what post-exit life really looks like
The secret to finding off-market deals, and why PE firms keep asking Kory for help
Who shouldn’t do M&A (and why doing it while your house is on fire is a terrible idea)
(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&A
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
How They Built a $745M Company Together and Stay Married
07 Oct 2025
00:38:01
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 million
The early Golf.com bankruptcy scare, and how Tiger Woods saved the business
Why 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 room
Full breakdown of their first splurge, and what “enough” money really means
Raising $50M without meaning to sell, and getting a surprise offer from Salesforce
The $12M flop that reminded Mike why Kass is the only co-founder he needs
Co-founder red flags, communication rules, and how they manage disagreements
Living rich vs. feeling rich: the moment they finally felt secure
(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-founder
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
I Sold My Company for $22M. Here’s Why I Bought It Back.
30 Sep 2025
00:32:59
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.com
Jaclyn 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 $1.2M
Spending $17K/month on rent – and not caring
The number where she actually felt rich: $4–5M liquid
Her full wealth breakdown: real estate, stocks, startups, and “a little” crypto
Why angel investing works for her, and the returns that keep her going
How burnout and divorce forced her to take a full year off
What it’s like buying back the company you sold – for less
Why 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 brutal
Why she’s done chasing status, and how FOMO just disappeared
(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 selling
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
I Chose Fun Over Profit…. And I Regret It
23 Sep 2025
00:34:04
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.com
Jordan 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 startups
How the Rainmaking model let him share risk (and reward) with fellow founders
The downside of passion-led business: no investment thesis, millions wasted
Why he believes he could’ve made way more money doing less exciting work
What he thinks about his $4M liquid net worth — and why it doesn’t feel like enough
The moment he realized private equity is a better game than startups
How he’s now trying to turn around a $10M beauty business without raising capital
What it really costs to live well in London as a founder with a family
Why he regrets chasing the “cool” startup dream instead of playing it safe
What true wealth means to him today: help, time, and optionality
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
$12 Million Exit... Did He Just Get Lucky?
16 Sep 2025
00:31:18
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.com
Donald 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 else
Building a cleaning business off a Reddit thread… then using it to launch something way bigger
Accidentally going viral and getting 65,000 applications on a mom blog
Why he’s never raised a dollar of capital — and never plans to
His $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 bets
Growing up Black in a private school bubble and how that shaped everything
Living on $10K/month in Mexico and self-funding a new mezcal brand
(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 Journey
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
Rajiv Khaneja Made Millions Young, Then Refused to Upgrade His Lifestyle
09 Sep 2025
00:45:54
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.com
Rajiv 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 class
What 25 years of “anti-lifestyle inflation” looks like
The impact of immigrant parents and a “worst-case-scenario” money mindset
Why he lived undercover for years, and how finding a peer group unlocked everything
How he built AdButler into an 8-figure, bootstrapped business
Rajiv’s idea of a lifestyle upgrade: attentional freedom > private jets
Happiness optimization: spending $7M on a home to be closer to friends
His new obsession: using AI to help cure cancer
Co-founding Arvita Therapeutics — and why he’s still building, even with $50M+ in net worth
(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 Game
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
Why Ali Abdaal Thinks 6-Figure Freedom Beats a 9-Figure Exit
02 Sep 2025
00:44:34
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.com
Ali 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 unhappy
His net worth (between $1M and $10M) and how it breaks down
How 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 further
How flying business class and skipping trash day became his personal luxuries
Why “$100M in the bank” wouldn’t change how he spends his time
How coaching, meditation, and philosophy reshaped his relationship with money
The moment Lewis Howes helped him break his identity as a doctor
His rule of thumb: “Freedom comes from leaving money on the table”
Why he's building software to reduce his dependence on content
His real goal: $2M/year profit so he can work when he wants, on what he wants
(12:00) Revenue Growth, Plateau, and Lifestyle Design
(16:01) Money, Happiness, and Scarcity Mindset
(24:00) Motivation, Fulfillment, and Final Thoughts
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
Rob Townsend: The $10M Advisor Who Thinks You’re Investing All Wrong
26 Aug 2025
00:48:14
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.com
Rob 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 planning
Why the old guard of wealth management is failing founders
What most people get wrong about index funds
The simple investing mistake that wipes out 44% of stocks
Why the happiest clients aren’t the richest ones
How sabbaticals change Rob’s life (and business) every time
His full portfolio: Dimensional Funds + a little Bitcoin
The real reason private deals feel better than they perform
The toxic mindset that plagues people with $25M+ net worth
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
The High-End Art Market: Strategy, Status, and Serious Returns
19 Aug 2025
00:42:18
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.com
Everything you need to know about turning art into a real (and risky) investment strategy.
Carlos Cardenas is a Private Wealth Advisor at Austin Wealth Management, bringing over 20 years of experience in alternative asset management. His background spans commercial real estate, technology, and healthcare ... but with a particular passion and expertise for the most alternative of asset classes: the fine art market.
Carlos spent nearly two decades in Paris, where he worked as a private art dealer and advisor, collaborating with leading institutions like Christie’s,
Sotheby’s, and the Picasso Family Office. His rare blend of financial acumen and art world savvy allows him to help clients navigate both traditional and nontraditional investments with insight and creativity.
Here’s what we talk about:
What makes a banana duct-taped to a wall worth $6 million — and what it says about the art market.
Carlos Cardenas shares how he went from private art dealer in Paris to advising wealthy clients on fine art investing.
Why art can offer 8–12% returns — but only in a narrow slice of the market.
How to start investing in art (even with less than $10K) — and when it becomes a serious wealth play.
The real reason most people lose money in art — and how to avoid rookie mistakes.
Passion, status, and profit: the three reasons people buy art (and why you need all three to succeed).
Inside the elite world of art fairs, private dinners, and collector circles — and why art collecting is a powerful networking tool.
Fractional ownership, tax loopholes, art-backed loans, and other financial hacks of the ultra-wealthy.
How NFTs and digital authentication could transform the future of art investing.
Why collecting art might just be the emotional outlet you didn’t know your money needed.
Meet Carlos Cardenas: Art, Wealth, and Passion (03:22)
Art as an Investment: Returns & Blue Chip Art (04:44)
Building an Art Collection & Diversification (07:06)
Why Most Art Investments Don’t Pay Off (09:36)
Reducing Risk & The Importance of Provenance (12:15)
Big Wins, Big Losses, and Market Speculation (18:19)
Fractional Ownership, Masterworks, and Modern Strategies (22:44)
The Emotional Value of Art & Is It Worth It? (30:23)
This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.
This podcast is for educational purposes only and do not constitute financial advice.
You Host - Jackie Lamport
Not really the host, but the producer.
Wrote this sentence.
This is How Much Alex Hormozi is Actually Worth
12 Aug 2025
00:39:07
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-report
Inside Alex Hormozi’s decade-long climb from $0 to $200M+.
Here’s what we talk about:
A transparent breakdown of his $200M+ net worth: $95M in liquid assets, $100M+ in illiquid equity
The Gym Launch explosion: from near-bankruptcy to $42M in distributions and a $31M cash sale by age 31
Why selling made him feel poorer, and why he’ll never cut off his “cash flow firehose” again
Launching Acquisition.com the day after his exit to build a “forever business” using capital, skill, and leverage
His high-yield side plays: hard money lending, minority equity deals, and how he’s made six figures a month in interest alone
Lifestyle spending habits – including losing a $20M Vegas dream home
Why most founders shouldn’t bank on an exit, and the slim statistical odds of selling successfully
The mindset shift he’s working on now: being in a better mood regardless of success, stress, or circumstances
Alex Hormozi's newest book, $100M Money Models, launches at a live virtual event Saturday August 16th. Register free: https://register.acq.com
The book will teach you how to get more customers to spend more, in less time, over and over again, ultimately eliminating cash flow as a constraint to growth of any business.
Chapters:
(1:22) Alex Hermozi’s Net Worth & Background
(3:49) How Alex’s Assets & Where He Invests
(5:28) Alex’s Fitness Philosophy
(6:10) College Years & Early Ambitions
(10:18) First Venture: Defense Contracting, Then Entrepreneurship
(13:20) Building Gym Launch & Selling for $60M
(31:47) Lifestyle, Spending Habits, Plus a Wealth Mindset
(38:43) Personal Growth & Finding Fulfillment
(40:02) The True Value of Success & Seeking Validation
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: Sam Parr
Founder of Hampton, a private, highly vetted community for high-net-worth founders.
Previously sold his last company for tens of millions.
A $150M Ride: Private Equity, Planes, & a $1M Butt Tattoo
05 Aug 2025
00:40:19
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-report
Chuck Yates rode the wildest wealth rollercoaster: $150M up, $82K down, now back at $20M. In oil & gas private equity, he made (and lost) fortunes and never flinched. For Chuck, money’s just part of the story. Mindset is everything.
Here’s what we talk about:
How Chuck went from $150M to $82K and why he wasn’t phased
What it’s like to build wealth in the high-stakes world of energy PE
The absurd economics of buying a plane
How he managed to tour with celebrities
Why your relationships matter more than your balance sheet
The mindset shift that came after divorce, getting fired, and starting over
How Chuck accidentally became a podcaster and ended up co-founding an AI startup
Why self-worth shouldn't be tied to net worth and how Chuck redefined success on his own terms
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
She Died. Now She Charges $1M to Help the Wealthy Find Love.
29 Jul 2025
00:38:34
Thinking about selling your company? 24 founders told us what really happens after the wire hits. — joinhampton.com/exit-report
Amber 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.
(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 Partner
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
15 Years Doing What I Hated… 8-Figure Exit. Worth It?
14 Jul 2025
00:42:46
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
How 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.
(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 Journey
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.
$10M Net Worth. $2.5M Cashflow. No Plans to Exit.
08 Jul 2025
00:40:53
127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report
Jay 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.
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 Morton
Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.