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Moneywise
Hampton
76 episodes
1 week ago
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.
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Investing
Business,
Entrepreneurship
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All content for Moneywise is the property of Hampton and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.
Show more...
Investing
Business,
Entrepreneurship
Episodes (20/76)
Moneywise
The Founder Exit Report: What Happens When You Sell a Company?

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

Cool Links:

  • Hampton joinhampton.com/
  • Lower Street lowerstreet.co/
  • Hampton Wealth Report joinhampton.com/2024-wealth-report


Sponsors:

  • Get a team of AI agents that run compliance for you at delve.co/moneywise
  • Achieve your dream body with dailybodycoach.com/moneywise
  • Join 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywise


Chapters:

  • (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.
Show more...
2 weeks ago
20 minutes

Moneywise
What No One Tells You About Scaling Fast

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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Franzy https://franzy.com
  • Alex Smereczniak https://www.linkedin.com/in/alex-smereczniak-%F0%9F%A6%81-40310329

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • (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.
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2 weeks ago
44 minutes

Moneywise
40 Restaurants in 5 Years: The Blueprint Behind a $100M Sushi Empire

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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Sendo https://www.sendo.nyc/ 

Sponsors:

  • Get your app built at https://zeroqode.com/?ref=moneywise
  • Build web apps quickly with https://bubble.io/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • 00:00 - The Harsh Reality of Restaurant Ownership
  • 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.
Show more...
4 weeks ago
37 minutes

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

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)

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Kory Mitchell https://www.linkedin.com/in/korylmitchell 

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise

Chapters:

  • (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.
Show more...
1 month ago
36 minutes

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

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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Kass and Mike https://kassandmike.com/ 
  • Kass and Mike's book: Shoveling $h!t: A Love Story https://www.amazon.co.uk/Shoveling-Story-about-Entrepreneurs-Success/dp/B0DY21NS7W 


Sponsors:

  • The modern way to run your business phone is https://www.quo.com/perks/moneywise
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • (1:26) The $745M Buddy Media exit
  • (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.
Show more...
1 month ago
41 minutes

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

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

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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Jaclyn Johnson https://jaclynrjohnson.com/ 

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • (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.
Show more...
1 month ago
35 minutes

Moneywise
I Chose Fun Over Profit…. And I Regret It

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

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


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Jordan Schlipf https://www.linkedin.com/in/jordan-schlipf-0b855174


Sponsors:

  • Tam your taxes today at https://olarry.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • (0:49) Breaking Down the Rainmaking Model
  • (2:08) Jordan’s Pivot from Investment Banking to Startups
  • (4:15) Why He Couldn’t Stay Away from Startups
  • (5:43) The Origins & Vision Behind Rainmaking
  • (8:48) Biggest Challenges in the Rainmaking Model
  • (10:57) Costly Mistakes & Lessons Learned Along the Way
  • (13:00) Why Jordan Stepped Away from VC
  • (17:05) Taking Over as CEO of a Beauty Brand
  • (18:23) Jordan’s Current Finances & Where He Stands Today
  • (20:23) Lifestyle Adjustments & Financial Struggles
  • (24:32) Life Before Family vs. Life After
  • (29:04) What He Wishes He’d Done Differently

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.
Show more...
1 month ago
35 minutes

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

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


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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/


Sponsors:

  • Tam your taxes today at https://olarry.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Chapters:

  • (1:26) Donald’s Net Worth & Current Ventures
  • (3:57) Early Life, Education, and First Lessons
  • (7:40) First Businesses & Getting Into Y Combinator
  • (10:49) Building and Selling the Cleaning Business
  • (14:02) The Successful Exit of Vicki Virtual
  • (18:54) Personality, Confidence, and Entrepreneurial Edge
  • (22:41) Meritocracy, Hard Work, and the Role of Luck
  • (25:40) Reflections on Success & Personal Growth
  • (29:02) Race, Identity, and the Entrepreneurial 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.
Show more...
2 months ago
33 minutes

Moneywise
Rajiv Khaneja Made Millions Young, Then Refused to Upgrade His Lifestyle

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


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

Sponsors:

  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Protect your upside and get your time back at https://www.cressetcapital.com/moneywise


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • AdButler https://www.adbutler.com/index.html
  • Arvita Therapeutics https://www.arvita.co/

Chapters:

  • (0:00) Teen Millionaire: How Rajiv Made His First Money
  • (0:45) Living Cheap on Purpose: Why He Drives a Prius
  • (1:59) Managing Wealth & Long-Term Investing Strategy
  • (3:36) Monthly Spending Breakdown & Frugal Habits
  • (9:02) The Origin Story: From Web Polls to Ad Butler
  • (19:16) Family, Upbringing & Money Values
  • (24:49) Social Life, Hiding Wealth & Finding Founder Friends
  • (31:56) Resisting Lifestyle Upgrades After a Big Exit
  • (35:40) Choosing the Right Life & Business Partner
  • (41:29) Future Bets: Biotech, Longevity & Playing the Long 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.
Show more...
2 months ago
47 minutes

Moneywise
Why Ali Abdaal Thinks 6-Figure Freedom Beats a 9-Figure Exit

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


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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Ali’s stuff: https://aliabdaal.com/

Chapters:

  • (0:00) Introduction & Ali's Philosophy on Wealth
  • (1:48) Net Worth Breakdown & Investing
  • (3:17) Life in Hong Kong: Renting vs. Owning
  • (4:54) From Medicine to Entrepreneurship
  • (6:09) Early Business Lessons & Getting Scammed
  • (7:44) Building and Selling the First Business
  • (9:02) YouTube Journey & Passive Income
  • (12:00) Revenue Growth, Plateau, and Lifestyle Design
  • (16:01) Money, Happiness, and Scarcity Mindset
  • (24:00) Motivation, Fulfillment, and Final 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.

Show more...
2 months ago
47 minutes

Moneywise
Rob Townsend: The $10M Advisor Who Thinks You’re Investing All Wrong

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


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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/

Sponsors:

  • The best phone system for teams at http://www.openphone.com/moneywise
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise


Chapters:

  • The Financial Advisor Debate (00:00)
  • Rob’s Personal Money Story (00:43)
  • Growing Up & Early Influences (01:53)
  • Lessons from Rob’s Uncle (05:39)
  • Breaking into Wealth Management (06:31)
  • Mistakes in Investing & Learning the Basics (09:01)
  • The Case for Financial Planning (14:15)
  • Building a Modern Wealth Firm (15:26)
  • The Defense of Financial Advisors (19:14)
  • Psychology of Wealth & Happiness (37:53)
  • Final Thoughts: Money as a Tool for Life (45:53)


This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

Your Host: Harry Morton

  • Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
  • Co-parents a cow named Eliza.

Show more...
2 months ago
50 minutes

Moneywise
The High-End Art Market: Strategy, Status, and Serious Returns

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

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.

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/
  • Austin Wealth Management https://austinwealthmgmt.com/
  • Carlos's LinkedIn https://www.linkedin.com/in/carloscardenastx/
  • Carlos's Instagram https://www.instagram.com/chicobeef/?hl=en

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Thinking of selling your company? Don’t leave millions on the table check out https://www.promissory.com/moneywise

Chapters:

  • The $6.2 Million Banana & Art Market Hype (00:00)
  • The Story of Art Collector Eli Saka (01:27)
  • 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.
Show more...
3 months ago
46 minutes

Moneywise
This is How Much Alex Hormozi is Actually Worth

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


Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • Thinking of selling your company? Don’t leave millions on the table https://www.promissory.com/moneywise


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/

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.
Show more...
3 months ago
43 minutes

Moneywise
A $150M Ride: Private Equity, Planes, & a $1M Butt Tattoo

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

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/
  • Achieve your dream body with https://www.dailybodycoach.com/moneywise
  • The best phone system for teams at http://www.openphone.com/moneywise


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/


Chapters:

  • (0:00) Chuck's Bold Introduction
  • (3:01) Living Comfortably with $20 Million
  • (3:25) The Rise in Private Equity
  • (6:36) Early Career and Entry into Energy
  • (10:41) The Wild World of Oil & Gas
  • (13:12) Personal Life Changes and Divorce
  • (13:46) The Van Halen Plane Era
  • (22:50) Getting Fired and Hitting Bottom
  • (31:22) The Comeback: Digital Wildcatters and AI
  • (35:52) Life Philosophy and Values


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.
Show more...
3 months ago
44 minutes

Moneywise
She Died. Now She Charges $1M to Help the Wealthy Find Love.

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

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/


Chapters:

  • (0:00) Amber's Near-Death Experience
  • (4:31) Early Career and Path to Matchmaking
  • (7:36) The Car Accident That Changed Everything
  • (13:02) Building a Multi-Million Dollar Matchmaking Business
  • (14:18) Inside the World of High-End Matchmaking
  • (25:29) Why Successful People Struggle with Relationships
  • (29:09) Advice for High Net Worth Singles
  • (35:50) The Benefits of Finding the Right 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.
Show more...
3 months ago
42 minutes

Moneywise
15 Years Doing What I Hated… 8-Figure Exit. Worth It?

127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-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.

Sponsors:

  • Get US caliber talent at offshore prices with https://www.oceanstalent.com/


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/

Chapters:

(01:08) Ronan's Current Life in Singapore

(03:02) Transition to Coding and Open Source Projects

(09:39) Early Life and Career Beginnings

(11:47) Starting a Business in China

(17:43) Growth and Realizations in Business

(21:19) Living a Minimalist Life

(22:24) Balancing Work and Personal Life

(24:23) Business Challenges and The Impact of COVID-19

(28:27) The Final Push and Burnout

(29:36) Selling the Business

(32:05) Life After the Sale

(38:55) Financial Management Post-Sale

(41:35) Reflecting on the 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.
Show more...
4 months ago
46 minutes

Moneywise
$10M Net Worth. $2.5M Cashflow. No Plans to Exit.


127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-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.


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/


Chapters:

(01:19) Jay's Financial Philosophy

(05:07) Personal Cash Flow and Lifestyle

(06:32) The Concept of Safety Net

(12:50) Early Career Struggles and Successes

(17:48) The Role of Fear and Anxiety in Success

(21:35) Struggling with Consistency

(22:12) Deep Work and Self-Improvement

(25:20) Revenue Journey and Business Growth

(32:19) Balancing Work and Personal Life

(35:49) Defining Success and Living a Big Life

(38:42) Future Goals and Business Aspirations


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.

Show more...
4 months ago
44 minutes

Moneywise
$10M vs $100M: The Difference Between Being Rich and Really Rich

Jackie breaks down exclusive data from 127 millionaire founders inside Hampton, revealing how motivation, money management, and mindset evolve as net worth grows, from $1M to over $100M.


Here’s what we talk about:

  • Why financial security stops being a motivator after $50M—and what takes its place
  • The "F*** You" number: What real numbers show is the threshold for total financial freedom
  • Wealth allocation shifts: Crypto disappears, bonds and real estate dominate at the ultra-high end
  • Surprising insights into monthly cash burn, and how spending changes (or doesn’t) across net worth tiers
  • Take-home income jumps dramatically past $50M—especially at the $100M+ level
  • Time vs. money: Wealthier founders are working fewer hours, but that doesn’t guarantee happiness
  • What motivates founders at every stage—and why some feel lost after hitting their big number
  • Real quotes from founders like Brian Johnson and Alex Peykoff on why they build, invest, and spend the way they do

$50M is when founders stop caring about money entirely. Want to see what other millionaire money secrets we uncovered in the full report? https://www.joinhampton.com/wealth-report


Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/

Chapters:

  • (00:29) Survey Insights: Wealth Allocation and Trends
  • (01:02) Understanding the Respondents
  • (03:09) Motivations and Milestones of Millionaire Founders
  • (04:13) Case Study: Bryan Johnson's Unique Motivation
  • (05:47) Financial Security and Lifestyle Changes
  • (08:47) Money Management: Crypto, Bonds, and Real Estate
  • (10:46) Cash Flow and Spending Habits
  • (16:14) Work-Life Balance and Happiness


This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

You Host - Jackie Lamport

  • Not really the host, but the producer.
  • Wrote this sentence.
  • Older than I appear, I promise.
Show more...
4 months ago
23 minutes

Moneywise
Re-Up: I’m Worth ~ $500m. Here’s What I Regret (And Don’t) Spending On with Andrew Wilkinson

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.

Andrew Wilkinson became rich in his 20s — but early wealth came with hard lessons. In this episode, Andrew opens up about:

  • How he went from buying everything he wanted to nearly going bankrupt in 2008
  • The emotional rollercoaster of building and losing wealth while still young
  • What it's actually like to cross the nine-figure mark
  • Why luxury spending doesn’t always bring happiness
  • How wealth impacts family, friendships, and personal identity
  • His thoughts on giving back, donating money, and the real ROI of generosity

Chapters
(00:00) Introduction
(00:21) Meet Andrew Wilkinson: Early Success and Challenges
(02:38) The Reality of Wealth: Lessons Learned
(03:14) Building Businesses: From Design Agency to Diversification
(06:54) The First Big Sale: A Turning Point
(09:28) Spending Habits: What Worked and What Didn't
(20:39) The Impact of Wealth on Family and Relationships
(23:00) The Complexity of Doing Good with Money
(27:02) Conclusion: Reflections on Wealth and Happiness

Sam Parr
Founder of Hampton, a private community for 7-figure founders. Previously sold his company, The Hustle, to HubSpot for tens of millions.

Show more...
4 months ago
34 minutes

Moneywise
I Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.

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


Jess Chan scaled to 7 figures fast, then tore it all down. Today, she’s worth ~$10M, spends less than ever, and says profit > revenue every time.


Here’s what we talk about:

  • Jess hit $40K/month as a freelancer, then walked away to build her agency, Longplay.
  • Why chasing $1M in revenue nearly burned her out, and what she did to rebuild.
  • The shift from ego-driven growth to sustainable, profitable business.
  • How embracing feminine leadership transformed her company and her life.
  • Her net worth is ~$10M, but her monthly spend has dropped to ~$6K.
  • The underrated skill: learning how to spend money well.
  • Why contentment and ambition can coexist and how chasing more can actually cost you.
  • Jess’s financial setup: super simple. Mostly ETFs. Barely checks it.

Cool Links:

  • Hampton https://www.joinhampton.com/
  • Lower Street https://www.lowerstreet.co/


Chapters:
(00:00) Introduction to Jess Chan's Journey
(00:58) Early Revenue Chase and Freelancing
(02:03) Building and Scaling Long Play
(02:55) Challenges and Burnout
(04:42) Rebuilding and Stabilizing
(06:14) Shifting Focus from Revenue to Profit
(08:20) Embracing Feminine Leadership
(15:03) Redefining Wealth and Success
(19:37) Breaking Free from Business Metrics
(20:21) Childhood Reflections and Entrepreneurial Drive
(22:09) The Unexpected Path to Entrepreneurship
(27:41) Transparency in Financial Success
(31:57) Personal Finance and Contentment
(37:00) Balancing Ambition and Contentment

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.

Show more...
5 months ago
44 minutes

Moneywise
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.