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PODCAST

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

business investing

All Episodes

50:16

$200k/Month, a 24,000 Sq Ft House, and a...

Moneywise ·

2026/04/07

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 —

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35:39

Matt Paulson has $25m a year in personal income - nice.

Moneywise ·

2026/03/24

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

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14:15

Why The Founder of a $4BN Company Tracks Every Minute...

Moneywise ·

2026/02/26

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 dayThe framework he took from Ray Dalio at BridgewaterHis approach to radical transparency in leadershipCool LinksOscar HealthHampton

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11:35

He Turned $40 into a $40M Sports Media Empire

Moneywise ·

2026/02/17

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: 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

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20:33

Five Founders, Same Exit Value – Wildly Different...

Moneywise ·

2025/12/30

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

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17:48

These 5 Traits Predict Founder Success

Moneywise ·

2025/12/23

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

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19:59

Weird Side Bets That Made Founders Millions

Moneywise ·

2025/12/16

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: 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

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21:00

5 Luxury Purchases That Are Actually Worth It

Moneywise ·

2025/12/09

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

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14:36

Why Some Founders Don’t Pay Themselves

Moneywise ·

2025/12/02

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: joinhampton.comEveryone 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

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16:18

You’re Not a Successful Founder Until You Do This

Moneywise ·

2025/11/25

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.comEveryone’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

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33:09

I Built a $9M Company And Got Nothing

Moneywise ·

2025/11/18

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.comKevin 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

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37:38

He Built a $20M Brand Without a Media Background

Moneywise ·

2025/11/11

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.comAdam 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

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20:43

The Founder Exit Report: What Happens When You Sell a...

Moneywise ·

2025/11/04

Get the full exit report here: https://joinhampton.com/rich-or-dead-reportStop 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.comMost 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

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44:28

What No One Tells You About Scaling Fast

Moneywise ·

2025/10/28

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.comAlex 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

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37:29

40 Restaurants in 5 Years: The Blueprint Behind a...

Moneywise ·

2025/10/21

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.comMost 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

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36:21

He Sold for $200M – Then Watched the Business Implode

Moneywise ·

2025/10/14

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.comKory Mitchell built a blue collar asbestos business and sold it for $200M. When he stepped back, everything started to fall apart. A new CEO lost millions. The culture cracked. Kory came back to fix it, then walked away on his own terms. This is what happens when scaling works…until it

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41:03

How They Built a $745M Company Together and Stay Married

Moneywise ·

2025/10/07

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

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35:50

I Sold My Company for $22M. Here’s Why I Bought It Back.

Moneywise ·

2025/09/30

Thinking about selling your company? 24 founders told us what really happens after the wire hits. — http://www.joinhampton.com/exit-reportJaclyn 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

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35:49

I Chose Fun Over Profit…. And I Regret It

Moneywise ·

2025/09/23

Thinking about selling your company? 24 founders told us what really happens after the wire hits. — https://www.joinhampton.com/exit-reportJordan Schlipf spent a decade building companies optimized for fun, freedom, and friendships. But with years of hindsight, he wonders if he left too much money on the table.Here’s what we talk about:Why Jordan left a lucrative investment banking path to chase startupsHow the Rainmaking model let him share risk (and reward) with fellow foundersThe

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33:53

$12 Million Exit... Did He Just Get Lucky?

Moneywise ·

2025/09/16

Thinking about selling your company? 24 founders told us what really happens after the wire hits. — https://joinhampton.com/exit-reportDonald Spann built a multi-million dollar call center from scratch — with no outside capital, no technical background, and no safety net. Even crazier? He sold it for $12M to the first person who ever signed up.Here’s what we talk about:Dropping out of college because he knew he’d never work for anyone elseBuilding a cleaning business off a Reddit thread…

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