Are you obsessively checking your portfolio—or avoiding it entirely? What’s the right approach to managing your money post-exit?

In this Mini-Wise episode, Sam Parr breaks down how three ultra-wealthy entrepreneurs—Chuck (net worth: hundreds of millions), Travis (net worth: $50M), and Anne Mahlum (net worth: $100M+)—handle the mental rollercoaster of market fluctuations. Each shares their unique strategy, from completely logging off to obsessively staying informed, and how these choices impact their peace of mind and financial outcomes.

Chuck sold his company for $2.5 billion but realized his daily portfolio check-ins were ruining his mood, so he outsourced entirely. Travis stopped compulsively tracking his investments and focused on growing his next business instead. Meanwhile, Anne Mahlum embraces daily oversight, crediting her disciplined research and comfort with market dips as key to her 20%+ portfolio growth.

In this episode:

Learn how to match your investing strategy with your personality—and find the tools and habits that bring you both peace and success.

This is Moneywise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

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.

Chapters:

Introduction to Mini Wise (0:00)

The Emotional Rollercoaster of Portfolio Tracking (00:33)

Chuck's Story: Emotional Detachment from Investments (01:11)

Travis's Approach: Logging Off for Peace of Mind (02:36)

Anne's Strategy: Daily Monitoring and Research (05:05)

Conclusion and Final Thoughts (08:29)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

Most people think Bryan Johnson just wants to live forever.

They’re wrong.

Bryan’s real goal is to leave a legacy that will last centuries.

In this episode, we uncover the extraordinary vision of Bryan Johnson, an entrepreneur driven by the audacious mission to earn the respect of people living in the year 2500.

Bryan isn’t just the man who sold Braintree (the parent company of Venmo) for $300 million—he’s an innovator investing every resource he has into shaping humanity’s future. From building a brain-interface company to launching Blueprint, a scientific health initiative, Bryan’s focus isn’t on today’s accolades. It’s on creating a legacy that will stand the test of time.

In this episode:

This is Moneywise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

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.

Chapters:

The Genesis of Braintree and Its Success (02:19)

Brian's Post-Exit Life and Investments (06:48)

The Quest for a Lasting Legacy (13:13)

Reflections on Time, Legacy, and Impact (18:23)

The 'Don't Die' Philosophy (24:28)

Financial Priorities and Frugality (26:02)

Blueprint and Health Achievements (27:20)

Reflections on Investments (29:45)

Historical Inspirations and Philosophies (35:46)

Final Thoughts and Legacy (41:01)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

Why do we let numbers define us—and what happens when they finally stop moving?

Fred’s journey from corporate finance to a multi-million-dollar exit reveals the emotional rollercoaster behind financial success and the unexpected lessons that follow.

Fred, an introspective entrepreneur, sold his company for a mid-eight-figure sum. His story isn’t just about numbers—it’s about the sacrifices, anxieties, and the emotional toll of tying your self-worth to success. From his immigrant family upbringing to navigating early career expectations, Fred shares how he eventually took the leap into entrepreneurship, built a company, and endured years of uncertainty before his eventual success.

In this episode, Fred opens up about:

Join us to explore not just the “how” of making money, but the “why” of spending it in ways that matter most.

This is Moneywise, a podcast where host Sam Parr 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.

Who is Harry Morton?

Harry Morton is the CEO of Lower Street, a company specializing in premium podcast production that he founded to transform brand narratives through audio storytelling. His expertise has made Lower Street a leader in the podcast industry, working with diverse clients from startups to Fortune 500 companies to enhance their market presence and audience engagement.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

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.

Chapters:

Fred's Early Life and Career (03:11)

The Challenges of Entrepreneurship (05:19

The Financial Struggles (13:29)

The Emotional Impact of an Exit (18:25)

The Decision to Sell (20:56)

The Final Stages and Closing the Deal (24:54)

Life After the Sale: Financial and Emotional Adjustments (27:34)

Relocating and Lifestyle Changes (31:42)

Spending and Financial Philosophy (33:10)

Future Ventures and Investment Strategies (38:52)

The True Value of Entrepreneurship (42:13)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

RE-RUN

If you have the money to put anything you could possibly want in your home, should you do it?

This episode’s guest, “Hank” did, and as a result, his home ended up being 24,000 square feet.

But with 24,000 square feet, there is a lot to go wrong. So are the upkeep, repairs, and bills worth the square footage? Can a home with all the fancy features you can imagine actually bring more joy to your life?

Building (or buying) a house this size is no small feat, and there are numerous things to consider before pulling the trigger, such as your stage in life, your family situation, and how much you enjoy your free time.

In this episode we explore the mega house. We’ll learn about who this type of home is for, the pros, the cons, and all the caveats to be aware of. And this is Moneywise, so we’ll get into all the nitty gritty numbers to learn how “Hank” can afford a home this massive and all of the expenses associated with it. He’ll also share if he ever plans on moving.

We even speak with Ryan Thewes, an architect who designs private residences in the Nashville area. He shares the most commonly requested features, the type of clients he typically gets, and the coolest things he’s ever designed. And we have him answer the question: Would you ever move into one of these mega mansions yourself?

By the end of the episode, if you are convinced that a mega mansion is right for you, we’ll leave you with some advice on how you should go about making your dream home a reality.

This is Moneywise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

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.

Chapters:

How Hank made his money (3:05)

How Hank ended up in a mega mansion (5:02)

Building costs (7:47)

Hank’s house’s coolest features (14:08)

The coolest features Ryan has designed (17:14)

Who this kind of house is best for (18:26)

Advice for prospective mega mansion owners (28:47)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

RE-RUN

There was a time when Neil Patel said a $15k/month burn rate was all he needed. But now his monthly burn is $200k. Roughly. He’s not completely certain… because he doesn’t budget. So what changed in his life to make his burn rate increase nearly 14 fold? That’s what this episode is going to find out.

Neil Patel is a household name (for marketers). He’s an entrepreneur and blogger known for his expertise in digital marketing and SEO. He co-founded companies like Crazy Egg, Hello Bar, and KISSmetrics, but his biggest company is his namesake, Neil Patel Digital.

In this episode, Neil not only explains how and why his spending has evolved to the point where he’s burning $2.4 million a year, he’ll also break down where that money is going, how it compares to his income, investments, and savings, and why he doesn’t feel the need to set a budget. 

He’ll also get candid about how he uses his money to bring joy to his life, and he’ll share how soon he plans on being a billionaire.

This is MoneyWise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

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.

Chapters:

How rich Neil actually is and how he made it (1:58)

When he said $15k/month was enough (4:12)

What changed (6:34)

Extravagant living in Las Vegas (7:57)

How he spends his money quickfire (10:51)

Why he doesn’t budget (14:40)

How kids changed his spending (18:22)

What he won’t give up (20:12)

Neil’s friends that spend more (23:44)

What a $50k/month budget would look like (26:39)

His billionaire goal (27:56)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

What’s the real cost of building wealth—and how do you stay grounded after achieving it?

Steve Houghton, a billionaire entrepreneur, has a life philosophy that’s as intentional as his business strategies. From self-made success to crafting a fulfilling personal life, Steve shares the five pillars that help him stay healthy, happy, and wealthy.

Steve’s journey started with selling books as a teenager, earning the equivalent of $100,000 today, and grew to building successful ventures in real estate and oil and gas. But what really sets Steve apart is how he uses his wealth—never selling his best assets and focusing on the compounding power of capital to achieve long-term financial stability.

In this episode, Steve explains how he grew from a frugal Utah upbringing to managing a fortune. He breaks down his five-pillar framework for a wealthy life: financial, emotional, mental, physical, and spiritual health. Steve shares how he avoids ego traps, maintains meaningful relationships, stays curious, prioritizes fitness, and finds joy in helping others.

This is Moneywise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

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.

Chapters:

Steve Houghton's Early Life and Career Beginnings (02:57)

The Journey to Financial Wealth (05:37)

The Power of Compounding and Investment Strategies (09:06)

Emotional Wealth: Relationships and Family (20:26)

Mental Wealth: Continuous Learning and Optimism (24:32)

Physical Wealth: Health and Fitness (30:13)

Spiritual Wealth: Living for Something Bigger (32:14)

Conclusion and Reflections (32:49)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

RE-RUN

Imagine being worth $150 million. Liquid. 

Now imagine being worth that much, and only spending $5,000 a month.

That’s the reality for this episode’s guest.

“Cam” is going to share a lot of financial details with us, so he’s asked to remain anonymous. What we can tell you, is that he made most of his money when a business he started went public at a valuation of around a billion dollars. That happened in his late 30s. 

In his early 30s, Cam was still only worth a couple grand. There’re a lot of crazy stories in between that we’ll hear about in this episode. Including how his first million was almost accidental.

We’ll also explore why Cam’s monthly spend is so low, how his value of privacy and the impact money has on relationships plays into that, and where that $5k goes every month.

On top of that, we’ll get into the nitty gritty about how he’s saving and investing the rest of his money, as well as the kind of spending that brings Cam genuine joy.

This is Moneywise, a podcast where host Sam Parr 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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

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.

Chapters:

Cam’s early family life (2:28)

Moving to LA and “city camping” (4:23)

Pissing off casting companies (6:14)

His accidental first million (8:37)

Net worth timeline breakdown and investments (10:04)

Why he doesn’t tell his family or friends his net worth (20:09)

Cam’s favorite way to spend his money (28:04)

The story of his dog (34:03)

Making his money later in life (36:44)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

What happens when wealth pushes your relationships to the limit?

Navigating life after a massive financial windfall isn’t easy—it can transform your life, your marriage, and your happiness in unexpected ways.

Our guest, Chuck, shares his story of selling his company for $2.5 billion and the emotional and relational challenges that followed. His perspective is shaped not only by his own journey but also by a family history of building and losing fortunes.

Chuck’s background is as bold as it gets. By 28, he was making $800K a year in sales, but he risked it all to build a company from scratch. That gamble paid off, with his business growing to hundreds of millions in revenue before selling in a deal that changed his life forever. However, the wealth brought its own struggles—unexpected divides in his marriage, a sense of purpose lost, and lessons about how money can either enhance or destroy a family.

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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

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.

Chapters:

Chuck's Early Success and Business Journey (03:31)

Building and Scaling the Business (04:39)

The Emotional Rollercoaster Post-Exit (06:14)

Financial Responsibility and Spending Philosophy (09:37)

Generational Wealth and Family Dynamics (12:45)

Entrepreneurial Spirit and Taking Risks (16:25)

The Role of a Supportive Partner (18:15)

Taking Risks Together (18:48)

Emotional Decisions Over Financial Ones (19:42)

Reflecting on Happiness and Money (23:20)

Balancing Wealth and Family (27:30)

Chuck's Spending Habits (28:27)

Advice to Younger Self (31:28)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

What happens when the big exit doesn’t fill the void?

Josh Payne thought selling his company for $80 million would be the defining moment of his life. Instead, it sent him into one of the darkest periods he’d ever experienced.

Josh’s story is a testament to the complexity of success. As the founder of StackCommerce, Josh grew his company from $0 to $32 million in annual revenue, eventually selling it for a life-changing sum. But with his emotional wellbeing tied so closely to his business success, he found himself struggling to find purpose once his goal was achieved.

In this episode, you’ll learn how Josh’s early years in the Midwest shaped his drive for entrepreneurship, what it felt like to grow a company from nothing to millions—and why he struggled when growth slowed, the challenges and emotions of selling his business and suddenly becoming a multi-millionaire, as well as how he found his way out of post-sale depression through therapy, family, and physical challenges like completing an Ironman and why Josh is now building a new company—but this time, with a focus on joy, service, and sustainability.

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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Check out Sam’s Companies: 

Hampton

Sam’s List

Who is Harry Morton?

Harry Morton is the CEO of Lower Street, a company specializing in premium podcast production that he founded to transform brand narratives through audio storytelling. His expertise has made Lower Street a leader in the podcast industry, working with diverse clients from startups to Fortune 500 companies to enhance their market presence and audience engagement.

This episode also features an interview conducted by Andrew Namanny. Check out his podcast Permission to Shine.

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.

Chapters:

Josh's Finances and Origin Story (02:37)

Early Career and Entrepreneurial Drive (06:37)

Founding Stack Commerce (08:44)

Revenue Growth and Financial Success (08:58)

Emotional Struggles and Existential Threats (10:18)

The Exit Process (14:04)

Post-Exit Realizations (16:14)

The Illusion of Financial Fulfillment (18:02)

Reassessing Values and Spending (24:36)

New Business Ventures and Goals (30:35)

Reflections on Success and Fulfillment (34:38)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.

What would you do if you became a millionaire at 18? For MLB pitcher Jacob Turner, the real question was: how do I make sure I don't lose it all?

Jacob signed a $7 million contract with the Detroit Tigers as a teenager, and suddenly, his life changed overnight. While most of us can’t imagine dealing with that level of wealth so young, Jacob had to figure it out fast—and he didn’t want to be another cautionary tale of an athlete who blew it all.

Jacob Turner isn’t just a former MLB pitcher—he’s a financial expert with a mission. After a decade in professional sports, he transitioned into the financial world to help athletes and entrepreneurs navigate wealth.

In this episode, we’ll explore the psychology of sudden wealth and how Jacob handled becoming a millionaire overnight at just 18. He shares lessons learned from his time in professional sports, including navigating the pressures of wealth disparity and resisting lifestyle inflation. Plus, you’ll hear how he transitioned into entrepreneurship, grew his financial advisory firm, and why he believes balancing purpose with wealth is the key to long-term success.

We’ll also step into the financial locker room of pro ball players, getting a glimpse at how they really get paid and where their money goes.

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.

Who is Sam Parr?

Sam is a serial entrepreneur and the co-founder of The Hustle, which he sold to HubSpot in 2021. He's also the co-host of one of the world's top podcasts for entrepreneurs, My First Million. Known for his insightful business acumen and candid communication style, Sam Parr continues to be a prominent figure in the world of media and entrepreneurship. Sam's newest and biggest venture yet is Hampton, which he co-founded in 2022.

Who is Harry Morton?

Harry Morton is the CEO of Lower Street, a company specializing in premium podcast production that he founded to transform brand narratives through audio storytelling. His expertise has made Lower Street a leader in the podcast industry, working with diverse clients from startups to Fortune 500 companies to enhance their market presence and audience engagement.

This episode also features an interview conducted by Andrew Namanny. Check out his podcast Permission to Shine.

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.

Chapters:

Jacob's Early Financial Experiences (01:59)

Realizing Professional Potential (06:01)

Navigating Sudden Wealth (07:33)

Learning from Teammates' Financial Decisions (11:07)

The Condensed Financial Timeline of Athletes (15:52)

The Reality of Post-Athlete Life (19:46)

Finding New Purpose (21:04)

Lessons from Financial Advising (30:12)

New Attitudes Towards Investment (33:49)

The Value of Purpose Over Wealth (38:17)

Conclusion and Final Thoughts (40:06)

This podcast was produced in partnership with Lower Street and distributed by Morning Brew.