111 episodes
- 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"] - 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"] - 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"] - 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
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast
Follow Daniel on X: https://x.com/danielcberk
Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"] - 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
Subscribe to Moneywise: https://www.youtube.com/@themoneywisepodcast
Follow Daniel on X: https://x.com/danielcberk
Listen on Spotify / Apple Podcasts: [search "Moneywise Hampton"]
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About Moneywise
This is Moneywise, a podcast where host Daniel Berk is joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.
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