When people think about economic downturns, they usually assume the damage happens at the bottom.

What rarely gets talked about is how many wealthy people lose everything — not because they didn't have assets, but because they trusted strategies that only worked when conditions stayed favorable.

In this episode, I'm joined by Arthur Hood, an investor and entrepreneur who has built significant wealth across multiple market cycles and watched firsthand how high-net-worth individuals get taken out when liquidity tightens, exits disappear, and assumptions stop holding.

We talk about why net worth doesn't equal safety, how paper wealth quietly evaporates when cash dries up, and the specific decisions that turn manageable situations into permanent losses.

Arthur explains why some asset classes keep working under pressure while others break, and why deals that depend on a clean refinance or exit are often the first to fail.

Most importantly, we dig into the moves that allowed certain investors not just to survive the worst downturns, but to stay in control long enough to come out stronger on the other side.

About the Guest

Arthur Hood is an experienced entrepreneur with a diverse portfolio of businesses spanning commercial real estate, entertainment, and hospitality. His venture Your Space America, focuses on the booming self-storage industry, one of the most resilient and high-performing asset classes in U.S. real estate. As Executive Vice President of the company, Arthur has overseen the development, construction, and ownership of large, climate-controlled self-storage facilities. These properties have become increasingly sought after by institutional investors due to their consistent performance across economic cycles. With self-storage offering an average annual return of 17.3% from 1994 to 2023, the industry has grown exponentially, driven by high demand from individuals, small businesses, and transitional populations. Your Space America is capitalizing on this growth by creating state-of-the-art facilities that cater to modern consumer needs, offering not only safe, secure storage but also a wide range of specialized services, including climate-controlled units for sensitive inventory and documents. In addition to his work in self-storage, Arthur is the owner of HV Entertainment LLC, which operates a growing portfolio of lounges and nightclubs across Texas, Georgia, Alabama, and Chicago. Furthermore, as Managing Member of HV Properties LLC, Arthur has been instrumental in acquiring, developing, and selling both commercial and residential real estate across the U.S. The company's real estate holdings span Florida, Texas, and Alabama, with a focus on value-added opportunities. From large-scale developments to residential projects, Arthur's leadership has helped expand the company's footprint and establish a strong presence in multiple high-demand markets. His expertise across these industries, combined with a strategic approach to growth, has positioned him as a significant player in both commercial real estate and the entertainment sectors. To learn more, go to https://arthurhood.com/ or send an email to info@arthurhood.com.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor with a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

For a lot of truckers, you can make great money hauling loads across the country, but it comes with a catch: the wheels have to keep turning for the money to keep coming in.

There's no automatic runway to financial freedom, no built-in exit strategy, just the quiet expectation that you'll drive until your body says you can't.

And the obvious alternatives like owning trucks, hiring drivers, scaling through fleet operations aren't as simple or as stable as they sound.

Most truckers end up in a loop that looks a lot like the rest of America's financial reality: you earn, you spend, you start over. The numbers change, but the pattern doesn't.

That's where infinite banking enters the conversation, not as a magic button, but as a system that gives truckers a way to make their money work even when they're not on the road.

But here's the part most people miss: Infinite banking only works if you do.
Because there's a trap almost everyone falls into. You pay off your debts, you free up all that cash flow… and then you let it drift back into a traditional bank account, where it gets spent, swallowed, or forgotten.

And this same pattern shows up in another overlooked area of trucking: health. The lifestyle is notoriously hard on the body: long hours sitting, fast food at every stop, poor sleep, and constant stress. It's easy to wake up one day and realize your finances aren't the only thing stuck in a loop you never intended to be in.

In this episode, I'm joined by Dexter Holiday, a longtime trucker who set out to rewrite both his financial and health trajectory. We explore what it looks like to step out of the financial and health cycles of trucking. We unpack the strategy, the mistakes, the course corrections, and the mindset shifts required to make it all work in real life.

Things You'll Learn In This Episode

Infinite Banking only works if you do
Most people succeed in paying off debt but fail to recapture the payments and lose thousands in the process. How do you start thinking and acting like the bank?

Debt freedom isn't the goal; debt management is

Dexter cleared his debts, then unknowingly recreated them because the old habits were still in place. How do you stop yourself from sliding back into the same financial patterns you're trying to escape?

Discipline creates wealth and health

The same mindset that made Dexter financially stable helped him reverse diabetes, transform his energy, and rebuild his body. Why do money problems and health problems stem from the same root behaviors, and how do you change them?

Fasting can undo what the road does to your body

Trucking beats up your health, long hours sitting, constant snacking, and limited food options. How did fasting give Dexter's body the break it needed to repair itself and reverse the damage?

About the Guest

Dexter Holiday is a longtime trucker who has spent years navigating the financial and physical demands of life on the road. After realizing the trucking industry offers income but not freedom, he began searching for a way to break the cycle of "earn, spend, reset." His journey through infinite banking, financial mistakes, course corrections, and eventually dramatic improvements in his health has made him a powerful example of what's possible when you commit to discipline, learning, and change. To learn more about the products that helped Dexter change his health, visit https://ufeelgreat.com/c/AKL589.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor with a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

When entrepreneurs think about selling a business, they picture a clean formula: EBITDA × multiple, a "strategic buyer," and a smooth six-month process that ends with a big wire hitting their account.

What almost no one pictures is the real complexity behind an exit. The psychology, the timing, the identity shift, the risk calculus, and the reality that most founders aren't just selling a business… they're handing over a lifetime's work to someone else.

That's the part nobody warns you about.

Most owners obsess over valuation, but the real danger is preparing too late, choosing the wrong advisors, or stepping into negotiations with a fantasy number another broker promised them to win the listing.

And the cost of that mistake? Years lost, deals collapsing, and owners discovering too late that they should have fixed their accounting, diversified their customer base, or tightened operations years before approaching the market.

And underneath all of it is an even deeper truth: exits aren't just financial events; they're emotional ones. If you don't know what your life looks like after the wire hits, you're at risk of waking up with more money than you've ever had… and less purpose than you've ever felt.

In this episode, I'm joined by Gregory Kovsky, president of IBA, one of the oldest and largest business brokerage firms in the Pacific Northwest. We dig into why the market is hotter than ever, how valuation actually works, the unique pitfalls sellers don't see coming, and why the real exit planning starts long before you think you're ready.

Guest Bio

Gregory Kovsky is the President and CEO of IBA (International Business Associates), the Pacific Northwest's oldest and largest business brokerage firm. Gregory has successfully negotiated the purchase and sale of over 300 privately held companies and family businesses in Washington, Oregon, Alaska, California, North Carolina, and Massachusetts since joining IBA as a mergers and acquisitions intermediary in 1994. He has also built a seven-figure, self-managing business across ten locations. He has successfully facilitated transactions involving manufacturing and distribution companies, industrial, marine, and automotive businesses, technology and software companies, and service, education, and retail businesses. A commercial real estate professional for over 30 years, Gregory commonly provides his clients with comprehensive representation in selling a business and the associated real estate. To learn more, visit https://ibainc.com/.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

When people think about wealth-building, they picture stock charts, IRR calculators, and "smart" portfolios engineered by advisors. What they never picture is a dentist quietly building long-term wealth through trees or using a whole life policy as the cheapest, most flexible source of capital in his business.

That narrow view hides one of the most powerful truths about high-net-worth families today: the real wealth is built through boring, patient, predictable decisions that compound for decades… not the high-IQ investing most people obsess over.

Most high earners are told to focus on returns. Jeff flips that equation. He focuses on building a life. He invests based on clarity, intention, and a long-term vision of what he wants his days to look like. Once you have that vision, the decisions become simple. You stop chasing the market and checking performance and start building something inevitable.

In this episode, I sit down with dentist, entrepreneur, and long-term investor, Dr. Jeff Seibert. We unpack how he creates wealth by ignoring the noise, lowering his cost of capital, buying assets that grow while he sleeps, and designing his portfolio around the life he actually wants.

Guest Bio

Dr. Jeff Seibert is a successful dentist and serial entrepreneur known for building highly profitable, well-run practices and using them as engines to fund private investments. What sets him apart is his refreshingly unique philosophy: he doesn't chase quick returns or market noise. He builds businesses and buys assets that compound quietly for decades, giving him freedom, control and long-term wealth without stress or speculation.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

When people hear "franchise", they immediately picture a drive-through window and a fryer in the back. That narrow view hides one of the most accessible and profitable paths to business ownership today: non-food franchising.

We've been taught that entrepreneurship means starting from scratch: writing business plans, building systems, and hoping your idea sticks.

Franchising flips that equation. You're not reinventing the wheel; you're stepping into a proven system with training, marketing, and infrastructure already built. The best part?

You can own a business that runs without you being chained to it.

The real secret is that most high-income professionals, doctors, executives, and even W-2 employees can buy or build semi-passive franchises that generate cash flow, deliver powerful tax advantages, and diversify their wealth far beyond the stock market.

And yet, most never explore it because they still think of "fast food."

Why is buying a franchise a better path into business ownership? What are the lesser-known benefits you get from this model?

In this episode, I sit down with Jon Ostenson, founder of FranBridge Consulting and author of Non-Food Franchising. We unpack the world of franchises that don't involve burgers or coffee cups. We talk about how to identify the right concept, fund your investment, and leverage the new tax rules that make owning a franchise smarter than ever.

Things You'll Learn In This Episode

-The shortcut to entrepreneurship
Most people think you need to invent something new to build wealth. What if the fastest path is owning a system that's already proven to work?

-Semi-passive ownership, real results
Some franchises thrive even when the owner isn't there daily. How do they do it, and what separates a true "executive model" from wishful thinking?

-The hidden tax advantage of business ownership
Business owners play by a completely different tax rulebook. How can franchising open those same doors for people still working a W-2 job?

-The non-food franchise boom
From home services to senior care, boring is the new profitable. Why are the most recession-resistant franchises the ones no one talks about?

Guest Bio

Jon Ostenson is a Top 1% Franchise Consultant; 2 x Inc 5000 Founder; author of 'Non-Food Franchising', Forbes Contributor, and CEO of FranBridge Consulting. Specializing in the area of non-food franchising, he draws on his experience as both the president of an Inc. 500 franchise system and as a multi-brand franchisee in serving his consulting clients who are looking to explore business ownership opportunities. Jon helps clients understand all aspects of non-food franchising in the process of introducing them to opportunities from the over 600 high-growth brands that he represents. Before FranBridge, Jon was the President of ShelfGenie, a national franchise system with 200 locations. To learn more and get a free copy of his book 'Non-Food Franchising', go to http://franbridgeconsulting.com/.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

Check out this episode on our website, Apple Podcasts, or Spotify, and don't forget to leave a review if you like what you heard. Your review feeds the algorithm so our show reaches more people. Thank you!

From the outside, pro athletes look like they've made it; like they'll never have to worry about money again. Multi-million-dollar contracts, highlight reels, and luxury lifestyles suggest money will never be an issue.

But behind the scenes, most players are one injury, one bad decision, or one contract away from financial ruin.

The truth is, the average NBA career lasts just 4 years. Taxes, agents, lavish spending, and poor planning chip away at earnings until the fortune is gone, and with no plan for life after the game, many athletes end up broke and starting over from scratch.

But it doesn't have to be that way. With the right mindset and strategy, those same athletes can turn short-term income into long-term impact.

That's exactly what Rashad Jones-Jennings did, proving that reinvention is possible. He built a second career in real estate, transforming his hustle into $60 million of affordable housing developments that are reshaping communities.

Most players never make that leap. They leave the game without financial literacy, without a plan, and without the discipline to turn short-term income into long-term security. The difference isn't the size of the contract, it's the ability to shift from consumer to builder, from spending money to multiplying it.

How did Rashad set himself up for real estate success? What's the secret to running a thriving development business that also makes a difference?

In this episode, we unpack the lessons from Rashad's journey, why most players lose even when they earn millions, and how affordable housing represents one of the most overlooked wealth-building opportunities in today's market.

Things You'll Learn In This Episode

-The athlete's money myth
Big contracts shrink fast under taxes, fees, short careers, and lifestyle creep; most players aren't set for life; they're set for struggle. How do you design a plan that outlasts the spotlight?

-Affordable housing, unfair edge
While developers chase luxury, demand is starving for well-built, smaller-footprint homes. How did Rashad pre-sell an entire tiny-home community before a single structure went up?

-Operations over hype
Sourcing materials creatively and knowing line-item costs turns vision into profit and investor trust. How do you become an excellent operator in real estate development?

Guest Bio

Rashad Jones-Jennings is a retired NBA player, real estate developer, land flipper, and community builder. Transitioning from the world of professional basketball, Rashad is now dedicated to creating attainable housing solutions through the development of luxury tiny home communities. His focus is on providing innovative housing options in our ever-growing economy, creating living spaces anyone can call home. Rashad is passionate about sharing insights and fostering conversations around alternative housing. He also co-hosts a podcast called Big Man Tiny Homes, where he explores the nuances of tiny home living, urban development, and sports. To learn more, visit postprocapital.com.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™ and Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

Check out this episode on our website, Apple Podcasts, or Spotify, and don't forget to leave a review if you like what you heard. Your review feeds the algorithm so our show reaches more people. Thank you!

Most investors don't fail because they pick the wrong stock or buy into the wrong trend. They fail because they never define success for themselves.

They chase returns without knowing what a win actually looks like. Without a clear target and purpose, investing becomes guesswork, and the chances of losing money are higher.

Worse, they choose methods that look cool instead of ones they actually understand. They don't give themselves a hard out, so they hold too long or sell too soon. And often, they pick investment vehicles that only pay them in one way.

That's where real estate changes the game. Unlike most assets, it doesn't rely on just one outcome. A single property can generate monthly cash flow, long-term appreciation, leverage that multiplies gains, tax benefits that protect your income, and depreciation that offsets your liability.

It's not just about the property; it's about stacking advantages so your wealth grows from multiple directions at once.

Why do investors lose many on great investments? What makes real estate such an incredible wealth-building asset class, especially now?

In this episode, I sit down with Axel Meierhoefer, the founder of Ideal Wealth Grower, to unpack why real estate is uniquely built for multi-layered wealth, why most investors sabotage themselves before they even begin, and how defining success is the ultimate edge that turns purpose into profit.

Things You'll Learn In This Episode

-Linear vs. exponential thinking
Most people still plan for a slow, predictable future. Why is that mindset a liability in an AI-driven, quantum world?

-The hidden laws of wealth
Wealth isn't random; it follows timeless laws. How do today's investors misinterpret them, and what are the modern rules you actually need to follow?

-Real estate's unfair advantage
Cash flow, appreciation, depreciation, leverage, why is real estate the only asset that pays you in multiple ways at once?

-Purpose as the ultimate filter
Investing without a clear purpose is gambling. How does defining your personal "why" change the way you buy, hold, and exit investments?

Guest Bio

Axel Meierhoefer, PhD, is a mentor, coach, author, advisor to startups, and Fortune 1000 companies, and the founder of Ideal Wealth Grower. Wealth Grower offers you the experience, know-how, and strategic planning that help lead to better decisions and becoming financially free through passive income. The team helps investors turn critical and complex real estate issues into opportunities for growth, resilience, and long-term advantage. With a deep understanding of the interplay between today's changing real estate marketplace issues, Ideal Wealth Grower offers clients innovative ideas about how to enhance their results and get ahead of key issues. To learn more or work with Alex, visit https://idealwealthgrower.com/.

About Your Host

From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America's #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is the founder of The Money School™, and a Money Mentor for The Money Multiplier.

His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.

Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans, delivering the financial knowledge that fuels lasting freedom.

Check out this episode on our website, Apple Podcasts, or Spotify, and don't forget to leave a review if you like what you heard. Your review feeds the algorithm so our show reaches more people. Thank you!