Episodes
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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. -
Missing episodes?
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We just hit our 25th episode! To celebrate, we’re doing a special recap of the best lessons from all our past conversations. Sam’s looking back at the standout advice from founders, entrepreneurs, and experts who opened up about what really happens when you hit major financial success—and the stuff no one talks about.
You’ll hear insights from Mike Beckham on why giving back keeps lifestyle inflation in check, Dr. Becky’s take on raising resilient kids in a world of privilege, and advice from founders who’ve faced the mental rollercoaster that comes after big exits. We also dig into what it means to live a low-key, fulfilling life, even if you’re worth millions.
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 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:
Lesson 1: Finding Purpose After Early Retirement (01:47)
Lesson 2: Raising Resilient Children in Wealthy Environments (04:28)
Lesson 3: The Impact of Giving (06:55)
Lesson 4: Stress and Growth vs. Peace and Letting Go (09:22)
Lesson 5: Jennifer's Story: Financial Red Flags in Relationships (13:57)
Lesson 6: Financial Stress: A Wild Story of Loss and Resilience (16:32)
Lesson 7: Beware of Burnout: Lessons from Ryan and Pete (18:46)
Lesson 8: Small Town Success: Travis's Story (21:25)
Lesson 9: Knowing When to Walk Away: Laura and Jeff's Insights (24:14)
Sam’s Personal Top Takeaways (27:45)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Jess Mah is worth half a billion dollars—and she’s tired of pretending otherwise.
Jess Mah, entrepreneur and founder of InDinero, dives into the power of radical transparency and how it’s impacted her personal and professional life. Raised by an entrepreneurial mother, Jess aspired to success from a young age, but her path to wealth wasn’t always smooth. By 34, she has built ownership stakes in several companies, but more importantly, she’s learned to stop caring what others think about her wealth.
In this episode, she shares intimate details of her finances, including how she manages her wealth, why she doesn’t worry about having liquid assets, and why she prioritizes personal cash flow over big exits.
We also get into how radical honesty has reshaped her relationships—both romantic and platonic—and how she balances being a CEO with maintaining a fulfilling life.
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:
Jess's Net Worth Breakdown (03:19)
Early Life and Career (04:28)
Wealth Philosophy (08:28)
Jess’s Spending (19:04)
Dating Challenges (23:30)
The Wall Street Journal Bounty (34:26)
Transparency with her Employees (36:56)
Dealing with Haters (39:14)
The Value of Brutal Honesty (43:08)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
What’s the true value of money when faced with a life-or-death situation?
Mitch found out the hard way when his wife was diagnosed with cancer.
As a highly successful entrepreneur with a net worth of nearly $100 million, Mitch had built a life of financial security. But when faced with his wife’s illness and his own health scare, he discovered that no amount of money could buy control over life’s toughest moments.
Mitch's story is one of resilience, from his early entrepreneurial days, selling candy out of his locker, to growing a business worth millions. He reflects on the emotional and personal costs of his financial success and how his near-death experience completely shifted his perspective on wealth, work, and 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.
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 Aaron Hayslip.
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:
Mitch's Early Entrepreneurial Spirit (03:25)
First Taste of Wealth and Career Choices (05:24)
Health Scare and Perspective Shift (13:30)
Reflecting on 2019: A Pivotal Year (21:36)
Turning Down a Billion-Dollar Offer (22:03)
Starting from Scratch: The Independent Journey (24:08)
Facing a New Challenge: Breast Cancer Diagnosis (28:48)
The Emotional Toll and Family Struggles (30:27)
The Role of Wealth in Healthcare Access (33:41)
Reevaluating Wealth and Power (37:35)
Investing in Experiences (39:37)
The Limits of Wealth and Final Reflections (40:40)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
What happens when you don’t sell your company and keep growing it for decades?
For Oscar, it means you become a billionaire.
Oscar bought a company every six weeks for 20 years and now his business is worth about $50 billion. Yet, he still wears $15 t-shirts and lives by the values that helped him achieve success.
In this episode, he shares how he became a billionaire while always putting family and faith first. He discusses his humble beginnings, the influence of his father, and how he’s now passing on his wealth through a generational trust. From managing a $3 billion stake in his company to owning 300 classic cars and a $49 million private jet, Oscar’s story offers a glimpse into life after massive success—without ever sacrificing who he is.
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 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:
Oscar's Lifestyle and Major Expenses (02:32)
Military Service and Its Impact (11:18)
Building a Business Empire (13:59)
Walking Out on Investment Bankers (22:54)
Sacrifices for Business Growth (24:58)
Family Support and Business Success (28:10)
Wealth Management and Generational Planning (32:47)
Investment Strategies and Mistakes (37:01)
Advice for Young Entrepreneurs (39:29)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Can success create a false sense of invincibility? For Pete, it did—and it cost him millions.
After selling his business for $80 million, Pete felt unstoppable. But his overconfidence led him into a risky venture that didn’t pay off. Determined to prove he wasn’t a one-hit wonder, Pete ignored the warnings, thinking his past success guaranteed future wins. Instead, he faced one of the hardest losses of his career.
In this episode, Pete shares how his upbringing shaped his hunger for security, how overconfidence after a major exit led to a business failure, and how he’s rebuilding emotionally and financially.
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:
Pete's Humble Beginnings (01:45)
Early Entrepreneurial Ventures (05:00)
The Big Exit and Its Impact (07:03)
Post-Exit Lifestyle and Spending (09:13)
The New Venture and Its Challenges (10:56)
Realizing the Mistake (22:57)
Financial and Emotional Impact (23:52)
Lessons Learned and Moving Forward (28:17)
Redefining Success (35:31)
Conclusion and Final Thoughts (36:48)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
How Do You Stop Hustling When You’ve Already Won?
Laura Roeder told herself that at $5 million liquid she could live the life she wanted and refocus her life on what matters most: living. Unlike a lot of entrepreneurs who get caught up in the game and keep chasing more, Laura stayed true to that goal and quit hustling harder than she had to. But how did she avoid the endless treadmill for more?
Laura Roeder, founder and successful SaaS entrepreneur, joins the show to share her journey of hitting her financial target, choosing simplicity, and focusing on what matters most. With a net worth of over $15 million, she explains how she prioritized lifestyle over accumulation, and how her upbringing played a key role in shaping her financial mindset.
In this episode, Laura discusses how she hit her financial goal and resisted the temptation to keep pushing for more. You’ll also hear about her business philosophy, why she believes in running a business for lifestyle and not just growth, and the importance of knowing when enough is enough. Plus, she dives into her personal investments, expenses, and how she balances wealth with family time.
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:
Laura’s Financial Foundation (03:54)
Balancing Lifestyle and Financial Goals (07:14)
Starting and Scaling Businesses (13:21)
Selling the Business and Life After Exit (19:13)
Lifestyle Business vs. Growth Business (21:41)
Laura's Investments and Expenses Breakdown (24:18)
Balancing Work and Personal Life (30:09)
Avoiding the Comparison Trap (32:54)
Final Thoughts on Wealth and Happiness (36:33)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Ever wondered what it feels like to be the richest person in a tiny town in the middle of nowhere?
Today’s guest, Travis, is worth $50m, yet he’s never been tempted to leave his hometown of 2400 people.
Travis has already had an exit of $25m, and he’s about to double that with a second exit. Now he’s navigating life as the local big shot. From curious neighbors asking about his money to balancing wealth without being flashy, Travis shares the surprising perks—and awkward challenges—of being a big fish in a very small pond.
In this episode, Travis shares why he chose to keep his family and business in a small town and why he believes more people should consider doing the same. He reveals the highs and lows of small-town life after wealth, from nosy neighbors to giving back to his community in ways that wouldn’t be possible in a big city..
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:
Travis's Business Journey (02:48)
Challenges of Wealth in a Small Community (11:44)
Spending and Lifestyle Choices (15:29)
How He’s Invested (20:30)
Impact on the Community (24:27)
Raising Kids in a Small Town (34:12)
Conclusion and Advice (37:14)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
13 million dollars is a lot. But is it enough to retire on?
For pre-epiphany Ryan Begelman, the answer is no.
Ryan built his wealth working in the corporate world, then decided to risk it all and bought into Bisnow. That risk paid off, and Ryan made a huge profit. But despite his successes, he found himself grappling with lifestyle inflation, misguided investments, and financial uncertainty.
In this episode, Ryan opens up about his struggles with managing wealth after a big exit, how flashy spending left him unprepared, and why life coaching became the tool that helped him find real security. We dive deep into his financial epiphany, his coaching career, and how he halved his spending while learning to respect money in a whole new way.
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:
Ryan's Early Career and BizNow Success (02:32)
Financial Mismanagement and Realizations (06:09)
Family Influence and Flashy Spending (09:37)
Life Coaching and Personal Epiphany (12:38)
The Start of a Coaching Journey (20:05)
Financial Success and Security (20:45)
Existential Financial Concerns (22:44)
Modeling for Financial Future (23:17)
Spending Adjustments and Reflections (26:56)
Endurance and Self-Care in Business (32:38)
Final Thoughts and Reflections (38:24)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Worried that your wealth might turn your kids into spoiled, unmotivated adults?
Dr. Becky’s here to show us how to raise resilient, grounded kids even when money isn’t an issue.
She’s the force behind "Good Inside", often called the "millennial parent whisperer." With a clinical psychology background, and her own experience parenting young kids while founding a rapidly growing successful business, she’s full of valuable insights on how to raise kids in a wealthy environment without them becoming spoiled and entitled.
In this episode, Dr. Becky explains why it's crucial for kids to experience challenges, even when you can afford to remove obstacles, and why you too need to do more hard things. She provides actionable tips on setting boundaries, managing a demanding career while being present for your family, and encouraging internal motivation. We also explore how your behavior and energy as a parent shape your children's growth and resilience.
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:
Dr. Becky's Journey and Good Inside (02:41)
Balancing Business and Family Life (07:57)
Teaching Kids Resilience and Handling Frustration (13:04)
Self-Improvement and Parenting (21:57)
Small Steps for Big Changes (23:09)
Managing Anxiety and Productivity (24:23)
Balancing Family Time (25:50)
Teaching Financial Responsibility (28:41)
Legacy and Parenting Philosophy (33:36)
Good Inside App (36:45)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Imagine waking up one day to find nearly everything you've worked for is gone.
Today’s guest, Domenic, lived through that nightmare.
His story begins at Facebook, where he was one of the early employees during the dawn of the social media era. He wisely took as much equity as possible, which paid off handsomely when the company went public. Despite his newfound wealth, a series of unfortunate decisions—risky investments, a poorly negotiated acquisition, and unforeseen personal losses—led him to lose nearly everything he had earned.
Domenic’s tale is not just about loss but about resilience. From growing up in a modest household in Southern Virginia to navigating the high-stakes world of Silicon Valley, he shares his experiences of building wealth, facing devastating setbacks, and the philosophy that keeps him moving forward.
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:
Early Facebook Employee (0:29)
The Facebook IPO and Domenic’s Net Worth Impact (12:53)
Life After Facebook: Investments and Mistakes (17:29)
Losing It All in a Bad Acquisition Deal (24:46)
Rebuilding from Scratch (31:55)
Final Thoughts and Takeaways (38:50)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Dating is already weird and vulnerable, but when you’re wealthy, talking finances can feel like dropping a bombshell.
In this episode, we explore the complexities of dating with significant wealth and how to handle the inevitable conversations about money.
Today's guest, who we'll call Alex, is worth around $133 million. His journey to wealth began with a company he founded with his now ex-wife, and he’s here to share his experiences on navigating the dating world post-divorce.
Alex started his entrepreneurial journey with multiple failed ventures before hitting success with his third company, which he co-founded with his ex-wife. After a difficult and non-amicable divorce, which involved complex asset division, Alex found himself back on the dating scene.
In this episode, Alex opens up about the unique anxieties of dating with a substantial net worth. He discusses how he avoids flaunting his wealth to prevent attracting the wrong kind of attention. We delve into the challenges of sharing financial details with new partners and the importance of finding someone who shares similar lifestyle values. Alex also shares practical advice on how to approach the conversation about money with transparency and integrity, and his personal experiences in navigating these waters.
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:
Meet Alex (02:02)
Alex's Modest Lifestyle and Financial Transparency (04:15)
Navigating Relationships with Wealth (06:54)
Alex's Approach to Dating (11:06)
Power Imbalance and Financial Compatibility (18:50)
Final Thoughts and Advice (26:17)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Falling in love, getting married and spending the rest of your life together with someone can be one of the most magical things in the world. But when the matter of money gets involved, things can get well… complicated.
What was once a dream can very quickly become a nightmare and reveal something much more sinister. Which is what Jennifer experienced first-hand.
At the start of their marriage, Jennifer and her husband were on the same page on everything. Everything except how they were going to share their money.
In this episode, Jennifer shares the journey of their relationship and how things took a turn for the worse, and how amidst the calamity she figured out how not to lose everything. Money may not be everything, but it sure as hell makes a difference who you share it with.
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:
Introducing Jennifer's Story (01:06)
Jennifer's Financial Journey (03:09)
The Relationship and Financial Dynamics (04:45)
The Turning Point: Infidelity and Divorce (18:54)
Navigating the Divorce Settlement (20:36)
Life After Divorce: Jennifer's New Beginning (26:34)
Final Thoughts and Advice (30:25)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
How much money do you need to be happy?
Money alone is not going to make you a happy person, but it can sure as hell help you get there. Money can buy you security, time, health, and safety for you and your loved ones, and it can relieve stress when it comes to life's financial pressures.
To say that money can't impact your happiness is naive. But what we want to know is, when is enough, enough?
If you don't know that number, you can easily slip into the hole of always needing and wanting more, which inevitably takes away from your happiness. At a certain point, you start wasting your time and adding stress to your life in the never-ending pursuit of more.
So what is the threshold when it's time to end the chase and simply enjoy the life you've built for yourself?
In this episode, Ankur Nagpal shared his number. Ankur Nagpal is in his early thirties with a net worth north of nine figures. He started raking in money in college with his Facebook App business, but his real life-changing moment was when he sold his company Teachable for a quarter billion dollars. Now, he's the founder of fintech company Carry, formerly known as Ocho.
Ankur will tell us about the financial decisions he made that contributed to his happiness, the mistakes he made, and he's radically transparent about the numbers while he does so.
Sam will also share his own "happiness threshold" number, and we'll also get input from another guy who rakes in over $10 million a year.
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:
Who is Ankur Nagpal (2:37)
Why we're asking "When is enough, enough?" (4:15)
Ankur's first multimillion-dollar venture (6:19)
How he built and sold Teachable (7:59)
How his life changed after selling Teachable (10:38)
Ankur's burn rate after a $40 million check (15:22)
Why not working didn't make him happy (16:15)
Ankur's cost of living (18:12)
Ankur's "Happiness Threshold" number (21:40)
Sam's "Happiness Threshold" number and closing thoughts (24:05)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Confidence is key, but confidence is earned.
And Anne Mahlum has earned hers.
She has dedicated her life to self-improvement and continuous learning. Because of that, combined with her insanely positive attitude, she’s built a networth of well over $100M.
Her confidence in herself is evident. In fact, she once turned down a significant investment into her start-up in favor of using her entire personal net worth instead.
In this episode, Anne reveals the origins of her drive and how it has evolved into a healthier motivation. She shares the stories of her nonprofit and for-profit ventures, complete with detailed financial insights. And Anne also opens up about her personal spending and investments, challenging the conventional wisdom of the “don’t spend your principal” rule.
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:
Founding SolidCore and Early Success (00:28 )
Ann's Upbringing and Family Dynamics (02:41)
The Impact of Addiction on Ann's Life (06:01)
Creating Back on My Feet (07:45)
Launching SolidCore (14:05)
Financial Growth and Private Equity (18:45)
The Power of Investing: Personal Experiences (27:40)
Diversifying Investments: Strategies and Insights (29:08)
Real Estate Ventures: Success Stories (30:43)
Spending Habits: Evolution and Philosophy (38:46)
Mindset and Confidence: Keys to Success (46:23)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Getting rich at any age is pretty cool. But being rich in your late teens and early 20s? Of course, that’s awesome, but it can be difficult to navigate wealth when you’re basically still a kid.
That was the case for my buddy, Andrew Wilkinson. He invested in and sold a few tech companies early on and thought he was set for life. He bought whatever he wanted. But he had a serious wake-up call in 2008 when the stock market crashed and he almost lost everything.
In this episode, Andrew shares a number of his wins and losses; from almost going bankrupt to crossing the nine-figure threshold. Being able to buy whatever you want, go wherever you want and do whatever you want is great. But so is spending your money on things that can make a difference for others. Andrew also tells us how wealth can have its downsides for families and friendships.
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:
Andrew’s Wealth Journey (03:28)
First Taste of Liquidity (06:44)
The 2008 Wake-Up Call (09:28)
Crossing 9 Figures and Luxury Spending (14:38)
The Downsides of Wealth (19:23)
The Pros and Cons of Donating and Charity (23:34)
Final Reflections (27:51)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Young people these days talk about wanting balance in their lives.
Well according to Scott Galloway, that means you don’t want to be rich.
Building wealth is no easy feat. It requires determination, hard work and sacrifice. But luck plays a huge role too.
Scott shares stories with us that he’s rarely talked about publicly. He dives into the strategies that helped him build his fortune. He’s also got loads of lessons learned from his biggest failures. He went from being worth around 30 million to a negative net worth during the dot com crash. He clawed his way back over the next few years to over 10 million or so, only to lose it all again. He tells us what those failures and successes were like for his mental health, and what it taught him about keeping his ego in check.
Scott thinks it’s important to talk about money even when it makes you feel like a douchebag. Not talking about money keeps the poor down. He shares his key tips and advice for diversification and why it’s so important in building wealth.
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:
Scott’s Background (03:36)
Early Success and Sacrifice (06:24)
The Power of Luck, Diversification and Failure (10:29)
Strategy and Entrepreneurship (19:42)
The Hoarding Money Virus of America (26:46)
Why Talking About Money is Important (32:25)
Final Thoughts and Advice (40:57)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Why would you give up $500k/month personal cash flow?
Despite his company's rapid profit growth, Marshall Haas chose to forgo his substantial income for mental space and a $26M exit.
Before considering selling his main company, Marshall had already begun offloading smaller businesses.
In this episode, recorded just weeks after his major exit, Marshall provides a fresh perspective on the exit process, the differences in selling larger versus smaller companies, and his reasons for selling despite exponential growth. We also delve into the mental shift from enjoying a steady monthly cash flow to receiving a massive lump sum.
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:
Marshall's Background and Early Ventures (03:29)
The Beginning of Shepherd (10:58)
Why Marshall Decided to Sell Shepard (13:15)
Life After the Exit (21:36)
Marshall's Spending and Finances (24:35)
Final Thoughts and Advice (30:54)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. -
Remember when Andrew Carnegie wrote that he was removing the pursuit of money from his life?
Probably not, because he didn’t follow through on it. This was even before he founded the Carnegie Steel Corporation and became one of the richest people in the world.
Today’s guest, however, also decided to cut himself off from earning more. And he followed through.
By the time Jeff was in his forties, he was worth over $120 million. After a three-part exit from his company, Jeff decided that pursuing more money was getting in the way of his pursuit of happiness. So he quit building companies, he quit working, and he founded a support group of others in similar life stages.
For Jeff, chasing money had become like an addiction, so he treated it that way. He made big changes in his life to focus on what truly made him happy. But, this “cut-off” from earning more does not coincide with spending less. In fact… it’s quite the opposite.
In this episode of Moneywise, we'll learn about how Jeff realized he had enough, how his pursuit of more was getting in the way of enjoying what he built, and why he thinks it's his duty to spend his money. And of course, we'll also get into all the details about how much he has, where all that money is, and how he spends it.
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:
Jeff’s first few million (3:21)
When he started the big company (5:58)
His three-part exit (9:51)
How his life changed (11:27)
Why he started to think about cutting himself off (16:13)
How he changed his life (20:12)
Where is his money and his spending today (24:22)
Reflection and advice (29:54)
This podcast was produced in partnership with Lower Street and distributed by Morning Brew. - Show more
