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Money School Podcast

Money School Podcast

Written by: Chris Naugle
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 The Money School Podcast shares the secrets of the wealthy, so you learn how money really works and take back control of your life! You'll hear the inside story of wealthy entrepreneurs and investors... breaking down how they got started, how they think about money, how they put money to work for them, and how you can change your life simply by doing ONE thing differently with the money you already have. Through the podcast, you'll become your own bank - mastering how money really works - so you can use it to gain the upper hand and take command of your finances. After all, building wealth isn't about resources, it's about being resourceful. Hosted by Chris Naugle, former pro snowboarder turned real estate investor, serial entrepreneur, and money mentor, this podcast has one mission - to show you how money really works so you can reclaim control of your life!©2024 - Chris Naugle Money School Podcast Economics Personal Finance
Episodes
  • How to Stop Leaving Money Inside the Tax Code w/ Zach Newberry

    How to Stop Leaving Money Inside the Tax Code w/ Zach Newberry
    Feb 5 2026

    Most high-income earners assume their tax situation is handled once they hire a CPA and start filing. The return gets done, nothing breaks, and it's easy to believe that if something mattered, it would already be happening.

    But that assumption quietly costs people money. Not because they're reckless or aggressive, but because compliance gets mistaken for strategy, and basic leverage never gets activated.

    Zach Newberry works with business owners and real estate investors who earn well, and still find themselves on the wrong side of the tax game. What he sees over and over isn't missed loopholes or exotic strategies.

    It's small, obvious decisions that never get made: spending a few thousand dollars to unlock meaningful capital, revisiting structures that no longer fit, and using rules that already apply but are never deployed.

    His perspective reframes taxes as a capital allocation problem, not a paperwork exercise. Instead of focusing on what gets filed, he looks at what gets converted, dollars that would disappear versus dollars that stay in play for the next investment.

    In this episode, we talk about why small, inconvenient costs often unlock real leverage, where high earners miss money long before "strategy" even starts, and how rules like the Augusta Rule fit into real life when you understand how to use them.

    About the Guest

    Zachary Newberry is a CPA, tax planner, and entrepreneur who works primarily with business owners and real estate investors. His practice focuses on helping clients move beyond basic tax compliance and use the tax code intentionally — connecting entity structure, real estate, income timing, and planning decisions in a way that supports long-term wealth building. He works with real estate investors, real estate-centric businesses, small to mid-sized companies, and high-income individuals. In addition to tax preparation, Zach provides ongoing tax planning and advisory services, accounting and bookkeeping oversight, and strategic consulting for clients who want their tax decisions to function as part of their broader financial and investment strategy — not just something that gets filed once a year.

    Email Address - zach@newberrycpa.com

    Instagram - @newberrycpa

    Facebook Business Page - https://www.facebook.com/zachnewberrycpa

    Booking Link - https://go.oncehub.com/ZachNewberry

    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.
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    1 hr and 5 mins
  • The Ultimate Investing Advantage Is…Boredom w/ Irwin Boris

    The Ultimate Investing Advantage Is…Boredom w/ Irwin Boris
    Jan 29 2026

    Most investors never question the structure they're investing in. They accept tight assumptions, back-end-heavy returns, and illiquidity as the price of access, assuming the payout will arrive before anything goes wrong.

    But when timing slips, liquidity tightens, or markets shift, those assumptions become traps. The deal didn't fail because the idea was bad. It failed because it never paid the investor enough to wait.

    Irwin Boris has spent decades operating on the other side of that equation. After more than $5 billion in deal flow, he learned to treat any model that needs to be "screwed down" to make the return work as a warning sign, not an opportunity.

    His approach prioritizes downside discipline, visible cash flow, and structures that don't depend on exits arriving on schedule. Instead of betting on appreciation or future liquidity events, he focuses on assets that pay along the way and remain viable even when conditions change.

    In this episode, we talk about understanding where risk actually lives, why backend-dependent strategies quietly corner investors, and how disciplined capital positions itself in assets that don't require perfect timing to survive.

    About the Guest

    Irwin Boris is a speaker and SVP of Acquisitions and Investor Relations at Heritage Capital Group. In the past, he has been the Head of Real Estate for several Family Offices (foreign & US), making investment decisions. He has more than 30 years of experience in real estate finance, investment, and asset management. He has participated as a direct lender, principal, investment banker, and advisor in more than $5 billion in real estate transactions. To learn more, visit https://heritagegroupcapital.com/ or send an email to irwin@heritagecapitalgroup.net.

    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.

    Get Your FREE Copy Of 'The Private Money Guide' and 'Mapping Out The Millionaire Mystery'.

    Keep up with us every week on our FREE Live webinars for more conversations like this, and as a BONUS, get our newest mini-ebook instantly upon signing up! https://moneyschoolrei.com/wednesday-webinar (digital download).

    Dive into money, mindset, and motivation videos on my YouTube Channel, and be sure to subscribe so you can be notified of our weekly LIVE streams.

    Find out about our next weekend workshop, and see what others are saying: https://www.moneyschooltraining.com/registration.
    Show More Show Less
    46 mins
  • How to Stop Carrying Real Estate Risk and Still Make Money w/ Scott Jelinek

    How to Stop Carrying Real Estate Risk and Still Make Money w/ Scott Jelinek
    Jan 22 2026
    Most investors never question the hierarchy they're operating in. They borrow money, take on operational risk, manage tenants, absorb volatility, and send a large portion of every payment upstream to the lender. If something breaks, if a tenant stops paying, if the market turns—the obligation to the bank doesn't change. This is the Mr. Burns model: the banks sit at the top of the building collecting checks, while everyone else does the work below. The slow flip model flips that hierarchy entirely. Instead of rehabbing properties or betting on appreciation, the investor becomes the lender. Short-term private money is used to acquire low-dollar properties, then paid off quickly through long-term owner financing. For the first few years, the deal feels tight. Cash flow is modest. But once the private capital is gone, the asset is owned free and clear—and the payments keep coming for decades. No leverage. No refinancing risk. No dependency on market timing. What makes this approach powerful isn't just the math, though the math is staggering. It's the positioning. Ultra-affordable housing behaves differently from traditional rentals. Demand doesn't disappear in downturns. People can always move down in price—but there's a floor they can't go below. And by structuring the deal as the bank, the investor removes themselves from the operational chaos that destroys so many otherwise "good" deals. In this episode, we sit down with Scott, a real estate investor who's been in the game since the 1990s, got crushed in the 2008 collapse, and rebuilt with a model explicitly designed to survive the next downturn. We talk about why slow flips aren't about patience for patience's sake, how amortization quietly creates generational cash flow, and why the investors who win long term are usually the ones willing to give up speed early in exchange for control later. About Our Guest Scott Jelinek is an entrepreneur, coach, full-time real estate investor, and author of The Art of the Slow Flip. He has been investing in real estate since 1994 and has completed well over six hundred deals, continuing to be a leader in the industry. He has owned and operated a wide variety of businesses, from tanning salons to hot dog shops--all while buying, selling, and renting properties. Today, Scott uses his knowledge and experience to coach other real estate investors. Over 15 years, Scott built a rental portfolio of more than 100 properties. On paper, it looked like success. In reality, it was constant tenant issues, mounting repairs, and growing leverage. By 2008, he was $1.3 million in debt and ultimately lost more than 55 properties to foreclosure. That experience forced a hard reset and led him to abandon traditional rentals in favor of what he later named the Slow Flip model: selling low-cost homes on terms and holding the paper. Since then, Scott has completed hundreds of slow flips, building long-term cash flow without tenants, repairs, or property management, and now focuses on helping other investors escape the operational grind of real estate. To learn more or buy the book, go to https://www.slowflip.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. Get Your FREE Copy Of 'The Private Money Guide' and 'Mapping Out The Millionaire Mystery'. Keep up with us every week on our FREE Live webinars for more conversations like this, and as a BONUS, get our newest mini-ebook instantly upon signing up! https://moneyschoolrei.com/wednesday-webinar (digital download). Dive into money, mindset, and motivation videos on my YouTube Channel, and be sure to subscribe so you can be notified of our weekly LIVE streams. Find out about our next weekend workshop, and see what others are saying: https://www.moneyschooltraining.com/registration.
    Show More Show Less
    47 mins
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