logo
episode-header-image
Jul 2024
31m 1s

It’s Easy to Spend but Hard to Spend Wel...

Hampton
About this episode

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.

Up next
Jul 8
$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-reportJay 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 wha ... Show More
46m 46s
Jul 1
$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 t ... Show More
25m 7s
Jun 24
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 ... Show More
36m 55s
Recommended Episodes
Sep 2024
Meet the Man Who Did Over $4B in Acquisitions - Roland Frasier 💵 EP 86
Roland is a "recovering attorney" and the co-founder and principal of five different companies recognized by Inc. Magazine as some of the fastest-growing in e-commerce, e-learning, real estate, and SaaS sectors. As a serial entrepreneur, he has founded, scaled, or sold more than ... Show More
32m 57s
May 5
Making Money Online? Here’s What No One Tells You | Dion Pouncil & Brandon Bowsky 💰 EP120
Think making money online is easy? Think again. Dion Pouncil and Brandon Bowsky drop the truth no one else will—real talk on failure, sales, investing, and what it really takes to win online. Don’t miss this raw and unfiltered episode...---Dion Pouncil is a licensed futures trade ... Show More
52m 12s
Apr 2024
#32- Abdulmajeed Al Sukhan (Co-Founder & CEO of Tamara) on why building companies is tougher than fighting cancer
This episode was recorded live at the Sharjah Entrepreneurship Festival (SEF). Our first live show!Abdulmajeed is a serial entrepreneur in the true sense of the word. He is co-founder of Nana (the largest grocery delivery platform in KSA) and currently co-founder and CEO of Tamar ... Show More
42m 50s
Aug 2024
How To Get Rich Fast!
Success shouldn't mean sacrificing everything. Are you living The Wealthy Way? Join me as I share 17 money rules for building wealth without losing sight of what truly matters. With over $100 million in real estate transactions and multiple 7-figure businesses, I know the pa ... Show More
34m 45s
Mar 2025
Winning, Losing, and Leveling Up: The Raw Truth on Business, Fitness & Mindset | Sean Whalen | EP 62
In this high-energy episode, Sean Whalen joins me to deliver an unfiltered deep dive into success, failure, and the mindset needed to win in business, fitness, and life. We discuss the dangers of ego-driven decisions, the power of taking massive risks, and why most people stay st ... Show More
46m 18s
May 1
Inside Dean Graziosi & Tony Robbins’ Business Strategy | Dean Graziosi
Learn how to invest in real estate with the Cashflow 2.0 System! Your business in a box with 1:1 coaching, motivated seller leads, & softwares. https://www.wealthyinvestor.com/ --- On this episode of The Wealthy Way podcast, I’m joined by Dean Graziosi, entrepreneur, investor, an ... Show More
1h 37m
Mar 2025
Is Building A PERSONAL BRAND ONLINE Still Worth It In 2025? | Tai Lopez
Tai Lopez is one of the most polarizing entrepreneurs in the game. Some people know him from his viral “here in my garage” ad, others see him as a marketing genius who’s built an empire around business education and investing. But love him or hate him, one thing is undeniable—Tai ... Show More
2h 13m
Mar 2024
'The $150,000 Coach' Shannon Graham & Four Loko Founder, Chris Hunter 💸 E61
Shannon Graham, founder of Astranaut, has dedicated himself to empowering individuals to lead fulfilling lives for over 20 years. He has started projects to help with video game addiction and to empower Hispanic immigrants financially. Shannon's teamed up with leaders all over th ... Show More
1h 10m
Apr 5
The Truth About Luck, Legacy & the Hustle We Can’t Control
Success isn’t just hustle it’s timing, privilege, and a whole lot of grace. From billionaire backstories to generational wisdom and divine purpose, this conversation dives deep into what really shapes our paths. Are you working... or are you walking in something bigger?Get access ... Show More
9m 59s
Apr 3
The Price of Success: Money, Influence & The Cost of Making It
 In a world where money has become survival, how do you break through? From the rise of social media giants to the unseen cost of success, this deep dive uncovers the raw truth about wealth, influence, and the game few can win.Get access to our real estate community, coaching, co ... Show More
10m 5s