Money School Elite

Money School Elite

By Chris NaugleBusinessInvesting
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Money School Elite episodes

  • Private Lending: An Escape from the Debt Cliff? w/Chris Lopez

    The real estate investing landscape is a mess right now. Real estate investors who were going heavy during the Covid era, enjoying low interest rates, are struggling to keep their doors open and wondering what's next.

    But not everyone. Some investors are looking at this market as a buying opportunity. In this episode, you'll meet Chris Lopez, co-founder of Property Llama.

    He spotted an opportunity most investors miss: to switch to the credit side for the best risk-adjusted returns. You'll get the story behind the switch, what he's seeing in the real estate market, and how they run their private lending fund for consistent returns to real estate investors.

    What You'll Discover In This Episode

    • The real estate 'debt cliff' and why Lopez is glad he switched to lending

    • How lending avoids the gap between pro forma and reality

    • Why real estate gives you an edge you'll never get from stocks

    • How lending's risk-adjusted returns stay so consistent through cycles

    • Why Chris will work with a lender with 9 months experience…but won't touch an operator at that level

    • How SPVs can actually pay lenders more than investing with the operator directly

    About the Guest

    Chris Lopez is a real estate investor with over 20 years of experience, from owning a single property to facilitating more than $300 million in transactions for his clients. He is the co-founder of Property Llama, a platform that helps investors track and optimize the performance of their rental portfolios, and Property Llama Capital.

    Chris co-hosts Passive Pockets and he has shared his strategies on the BiggerPockets media network and other real estate podcasts. Connect with him on LinkedIn.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    37 min
  • Self-Storage: Is It True Passive Income? w/ Neil Henderson

    Self-storage gets a lot of attention, but is it true passive income?

    Neil Henderson says passive income is a spectrum. And he's absolutely right.

    As head of Investor Relations at Nomad Capital, and host of Road to Family Freedom podcast, Neil's team is doing the daily work that puts their investors further on the passive end of the spectrum. He joined me to share the reality of investing in self-storage and his definition of financial freedom.

    What You'll Discover In This Episode

    • How 17 years of 'silver handcuffs' pushed Neil into real estate

    • The sales pitch of passive income vs the reality of being a landlord

    • Why we walked away from a 90+ door apartment portfolio

    • The one factor that has strangled self-storage for the last few years

    • The sweet spot a self-storage facility must hit to be profitable

    • Why you should renovate a vacant K-Mart before building new

    • The big opportunity in self-storage in the next 1-2 years

    About the Guest

    Neil Henderson, General Partner & Investor Relations at Nomad Capital

    Neil joined Nomad Capital to help others realize financial and location independence. He has been a part of over $25 million of commercial real estate transactions. In addition to his work with Nomad Capital, Neil created The Road to Family Freedom podcast to teach busy people with families how to achieve financial and location independence through real estate investing. His prior experience in real estate includes raising capital for apartment syndications and owning and operating one of the highest-rated short-term rental listings in Las Vegas.

    Learn more about Nomad Capital, check out Neil's podcast, or connect with Neil on LinkedIn.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    44 min
  • Consumer Credit Cycle Ending? Latest Signals in the Credit Market w/ Vervent CEO David Johnson

    What's the near future of private credit and where are we in the consumer credit cycle? Should individual investors look to private credit as an investment vehicle?

    Vervent founder and CEO David Johnson is one of the best people to ask, as Vervent helps rescue distressed loan portfolios.

    David is also a high school dropout who went on to a Stanford MBA and stints at Bain and McKinsey before building Vervent into a $165 billion AUM platform.

    In this conversation, we dive into the signals David is seeing in the credit market, and what inspired him to write his new book, Figure It the F*ck Out.

    What You'll Discover In This Episode

    • The K-shape of the credit market & how it decides which credit cards survive

    • Why David advises against private credit for the individual investor

    • The dynamics behind Tricolor's historically huge Chapter 7 bankruptcy

    • How securitization adds both liquidity & risk

    • What he sees in leadership today that inspired his new book

    Click here to pre-order David's book, Figure It the F*ck Out.

    About the Guest

    David J. Johnson is CEO of Vervent, one of the country's most trusted consumer credit infrastructure platforms, where he brings decades of experience at the intersection of capital markets, operations, and credit. Under his leadership, Vervent has grown into a $150B+ AUM platform serving top banks, asset managers, and specialty lenders across loan servicing, credit card and lease management, backup servicing, and capital markets support. Earlier in his career, he advised global firms on operational strategy at McKinsey & Company and Bain & Company.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    29 min
  • What If the Estate Tax Exemption is Cut Back Down?

    High net worth families can suffer huge losses by assuming your estate plan works for current conditions, even after those conditions change. The estate tax exemption, which is generous right now, is a perfect example.

    Estate attorney Steve Gibbs joins me to share his approach to wealth transfers for high net worth families. Steve is the founder of Wealth Transfer Coach and author of books such as The Intentional Wealth Effect.

    Steve points out that most people think estate planning is about trusts. But a trust is a product. Estate planning is about the plan…the strategy based on your assets, family and priorities.

    What You'll Discover In This Episode

    • The whiteboard exercise you should do before setting up anything

    • Why estate tax exemption is 10X higher than 20 years ago

    • How middle class-style estate planning fails high net worth families

    • How estate tax forced the fire sale of an NFL team.

    • How $19,000 gifts can keep millions out of the reach of taxes

    • The hidden factor that sabotages the best estate plans

    About the Guest

    Steven Gibbs, JD, AEP® is an estate planning attorney and founder of Wealth Transfer Coach. With over two decades of specialized experience, he guides high net worth families through wealth preservation, family office structuring, and multi-generational legacy planning. He founded Wealth Transfer Coach in 2018 to help families build sustainable, unified family offices that protect both their assets and their core values.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    56 min
  • A $30M Syndication Just Collapsed. Is Yours Next? | Ryan Caldwell

    A major commercial real estate syndication just collapsed, and $30 million worth of investors are going to lose their money. Other syndications are struggling to stay afloat…issuing capital calls and freezing distributions to investors.

    To understand what's driving this wave of failures, I reached out to Ryan Caldwell CCIM®, CPM®, Co-Founder and CEO of Resolute RDM and an 18-year veteran of commercial real estate investment and development.

    What You'll Discover In This Episode

    • The one question that separates good real estate deals from disasters

    • How underwriting assumptions made years ago affect syndications today

    • Why the best capital-raisers are struggling right now

    • The "pretend and extend" dynamic reshaping distressed commercial RE

    • The two paths the Federal Reserve could take interest rate policy

    • What it takes to find deals that survive rough times

    About the Guest

    Ryan Cadwell, CCIM, CPM, is Co-Founder & CEO of Resolute RDM, an Indianapolis-based commercial real estate firm he co-founded in 2008, specializing in investment, brokerage, and property management. Over 18 years, his practice has spanned income-producing assets, investment strategy, asset management, syndications, and ground-up development, including more than $25 million in construction and redevelopment delivered for investors. He currently serves as General Partner of Aero Landing Development, a 242-unit build-to-rent community in Lebanon, Missouri. His practice is deliberately consultative: fixed-fee advisory work built on the CCIM analytical framework, helping owners answer the hold-or-sell, lease-or-own, and where-next questions before any transaction. Connect with Ryan on LinkedIn or Resolute RDM website.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    49 min
  • Your Tax Bill Is Decided Before You File: Here's How to Change the Outcome w/ Michael Uadiale

    What if the reason you pay more in taxes than necessary is not that you earn too much, but that you begin planning too late?

    When business owners see wealthy investors paying lower effective tax rates, it is easy to assume they have access to loopholes or special rules. But the more important difference often lies in how deliberately they structure their income, investments, entities, transactions, and charitable giving throughout the year. They are not waiting until tax season to discover what they owe. They are making decisions before the outcome becomes fixed.

    In this episode, I sit down with CPA, master tax architect, wealth strategist, and insurance planner and investor, Michael Uadiale, to explain why the tax code should be understood as a roadmap, how ongoing planning can materially change a high earner's tax position, what separates a genuine advisor from a tax preparer, and why the largest deduction is not always the best wealth decision.

    What You'll Discover In This Episode

    • Why wealthy business owners are not necessarily "cheating" the tax system

    • How the tax code rewards specific forms of business and investment activity

    • Why changing your tax outcome requires changing your financial facts

    • The difference between tax preparation and year-round tax planning

    • Why a capable tax advisor should be asking you far more questions

    • How quarterly scenario planning can prevent a year-end liquidity crisis

    • Why a large deduction does not automatically make an investment suitable

    • How oil and gas investments can generate tax benefits while still carrying real risk

    • When private foundations and charitable remainder trusts may become useful

    • Why documentation, coordination, and proper structure matter as much as the strategy itself

    About the Guest

    Michael Uadiale is a CPA, master tax architect, wealth strategist, and insurance planner and investor. He is the founder of a national accounting and advisory practice serving high-performing entrepreneurs, real estate investors, healthcare professionals, and high-income earners.

    With nearly two decades of experience, Michael helps clients move beyond annual tax preparation and develop proactive strategies around income, investments, entity structure, charitable giving, estate planning, and long-term wealth creation. His approach is built around frequent planning conversations, industry-specific expertise, and ensuring that every strategy is legal, properly documented, and aligned with the client's financial goals. To book a discovery call, send an email to [email protected]. You can also connect with Michael on LinkedIn.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    41 min
  • Commercial Real Estate Is Bleeding Behind Closed Doors w/ John Azar

    What if commercial real estate is already in a period of serious distress, but most investors cannot see the full extent of it yet?

    When a market turns, people expect the evidence to be obvious. They expect public defaults, collapsing prices, and clear signs that the cycle has changed. But this downturn is unfolding differently. Distressed assets are changing hands privately, lenders and institutional owners are limiting what becomes public, and significant capital remains on the sidelines because investors still do not know how to price rates, risk, and future values with confidence.

    In this episode, I sit down with John Azar to examine what is actually happening inside the commercial real estate market, why this cycle is not simply another version of 2008, how hidden distress is creating opportunities for investors who preserved capital, and why the operators who showed discipline during the euphoric years may be the ones best prepared to act now.

    What You'll Discover In This Episode

    • Why commercial real estate can be in distress before the broader market acknowledges it

    • How private sales and nondisclosure agreements can conceal the real level of pain

    • Why this cycle looks fundamentally different from the 2008 financial crisis

    • How the excesses of 2021 through 2023 created many of today's distressed assets

    • Why the behavior of an operator during the last cycle matters when evaluating them today

    • How patience and preserved liquidity can become an advantage in a repricing market

    • Why uncertainty around rates and values is freezing capital despite abundant liquidity

    • What investors should examine before allocating money to a distressed real estate opportunity

    About the Guest

    John Azar is an entrepreneur, adventurer, executive coach, and the Founder and Managing Partner of Peak 15 Capital. As a fund manager, John helps investors access tax-efficient commercial real estate opportunities designed to support long-term capital growth and generate regular cash flow throughout the holding period. Through Peak 15 Capital's current fund, limited partners can participate in opportunities structured to provide General Partner-level economics without taking on the same operational risks and responsibilities. Peak 15 Capital takes a collaborative, transparent, and highly disciplined approach to investing. The firm focuses on protecting the downside through extensive due diligence, conservative underwriting, and prudent deal execution, while pursuing strong returns, tax advantages, and quarterly distributions for investors. To learn more, visit http://peak15cap.com, http://johnazar.com, or send an email to [email protected]. You can also find John on Instagram and LinkedIn.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    49 min
  • The Business Exit Strategy Most Founders Start Too Late w/ Mike Bennett

    Most business owners think their exit value will come down to EBITDA and an industry multiple. But buyers are not only evaluating what the company earns; they are deciding how much risk they would inherit.

    That risk can show up in customer concentration, weak financial reporting, founder dependence, an incomplete leadership team, or a business that has not been prepared to operate without its owner.

    In this episode of Money School Elite, I sit down with Mike Bennett, founder of Crewe Capital, to examine what sophisticated buyers actually look for and why strong exits often take years to build.

    We also explore why a business does not have one fixed value, how multiple indications of interest can create competitive tension, and why the right buyer may see strategic value that another completely misses.

    What You'll Discover In This Episode

    • Why buyers price a business according to risk, not the effort it took to build

    • The operational weaknesses that can quietly reduce your exit valuation

    • Why founder dependence can make an otherwise profitable company harder to sell

    • How tracking the right KPIs helps you understand whether your business is truly ready for market

    • Why speaking to one buyer can leave significant value on the table

    • How multiple indications of interest reveal what the market actually believes your company is worth

    • Why the highest-value buyer may come from outside the traditional private equity landscape

    About the Guest

    Mike Bennett is the Managing Partner of Crewe Capital. Mr. Bennett held senior positions with three different investment banking firms before this. Mr. Bennett provides capital solutions to middle-market companies and alternative investment advisory to institutional clients. Mr. Bennett has completed over 100 investment banking transactions. Expertise includes mergers, acquisitions, corporate finance, strategic advisory, fundraising, and direct investment in real estate, private equity, and private credit. Mr. Bennett sits on multiple boards and is actively involved in his community by participating in various organizations with a charitable focus. He is a graduate of Brigham Young University and the Saïd Business School at the University of Oxford. To learn more, visit crewe.com and send an email to [email protected].

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    47 min
  • Making Millions, Losing It, and Learning How to Keep It w/ Lawrence Dunning

    Most people think the hard part is making money. But Lawrence Dunning's story shows that making money, keeping money, and using money well are three very different things.

    By 30, Lawrence had built a multi-million-dollar net worth on the trading floor in Chicago. Then he stepped away to pursue a dream that had a much smaller window: becoming a professional MMA fighter. When he came back, the trading business model that had made him wealthy had changed, and the income stream he once relied on was gone.

    In this episode of Money School Elite, I sit down with Lawrence to talk about what he learned from becoming a millionaire, losing it, rebuilding through real estate, and developing a very different philosophy around money.

    We get into the difference between being rich and being wealthy, why one revenue stream can create hidden fragility, how risk changes when the goal moves from making money to preserving it, and why the wrong partner can cost more than a bad investment.

    But this conversation goes beyond money. Lawrence and I also talk about time, fatherhood, health, giving, hard things, and why wealth only becomes meaningful when it helps you build a life you actually want to live.

    About the Guest

    Lawrence Dunning is a real estate investor, broker, entrepreneur, former fixed-income derivatives trader, and former professional MMA fighter.

    Born and raised in London, England, Lawrence holds both an undergraduate degree and an MBA from the University of Exeter. He began his career in finance as a fixed-income derivatives trader, working in London, Amsterdam, and Wall Street before settling in Chicago, where he traded at the Chicago Board of Trade and eventually founded his own trading company. After beginning his real estate investing journey in 2009, Lawrence shifted his focus fully into real estate and became a full-time broker in 2014. Since then, he has sold more than a quarter of a billion dollars in real estate investment properties and built a diversified portfolio of commercial and residential assets. He specializes in helping investors find turnkey, cash-flow-positive buildings and has been recognized as a Top 1% agent in Chicago for a decade.

    Lawrence is part of the Dunning Team at Fulton Grace, host of the Enter the Lionheart podcast, and author of The Forgotten Asset Class. He is also a Jiu-Jitsu 3rd Degree Black Belt, bringing a rare perspective on discipline, risk, resilience, money, and what it takes to rebuild after major setbacks. Follow @LawrenceDunning on Instagram.

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    48 min
  • High Income, No Tax Advantage: The Wealth Problem Pilots and High Earners Need to Solve w/ Ryan Gibson

    Most high-income W-2 earners eventually run into the same problem.

    Their income gets better, but their structure does not.

    Airline pilots are one of the clearest examples. They can earn exceptional money, receive strong retirement contributions, and build what looks like a very successful financial life on paper. But as the income grows, so does the constraint: almost all of it is active, highly taxable, and tied to a system that gives them very few levers to pull.

    And pilots are not the only ones facing this. Doctors, executives, engineers, senior tech employees, corporate leaders, and employees sitting on major equity events can all end up in the same position. A big salary, bonus, liquidity event, or IPO can create life-changing income, but if that income is still flowing through a W-2 structure, the tax problem does not disappear. In many cases, it becomes more obvious.

    In this episode of Money School Elite, I sit down with Ryan Gibson, former airline pilot and co-founder of Spartan Investment Group, to talk about the difference between earning more money and changing the facts of your financial life.

    Ryan spent 17 years as an airline pilot before building a self-storage company with 90 facilities, roughly 7.5 million square feet, and about 200 employees. He understands the high-income W-2 problem because he lived it, and his perspective goes beyond simply making more, saving more, or maxing out retirement accounts.

    We get into why pilots and other high earners often pay more in taxes as their income rises, how strong retirement contributions should change the way they think about excess cash flow, why ownership opens up tax advantages employees often cannot access, and how self-storage can give investors exposure to real estate without buying themselves another job.

    This is not really a conversation about pilots, and it is not only about self-storage. It is about how high-income earners can turn income into structure, ownership, cash flow, tax efficiency, and long-term financial control.

    About the Guest

    Ryan Gibson is the Co-Founder, President, and Chief Investment Officer of Spartan Investment Group, a commercial real estate firm focused on self-storage and private real estate investment opportunities.

    A former airline pilot with 17 years of active flying experience, Ryan brings a unique perspective to wealth-building for high-income W-2 professionals, especially pilots who are earning high incomes but often facing significant tax challenges. Through Spartan Investment Group, he helps individual investors access private real estate opportunities designed to create diversification, cash flow, tax advantages, and long-term wealth outside the traditional W-2 and 401(k) framework.

    Spartan has grown into a national self-storage platform with 90 facilities, roughly 7.5 million square feet, and approximately 200 employees. Ryan's real estate experience spans residential development, self-storage, infill development, finance, sales, marketing, investor relations, tax foreclosures, inherited homes and estates, and real estate syndication. He is also the co-founder of Passive Income Pilots, a platform and podcast that educates pilots and other high-income professionals on passive investing, tax strategy, real estate, and building wealth beyond the paycheck.

    Spartan Investment Group: spartan-investors.com Join the Free Academy: [email protected] Passive Income Pilots Podcast: https://passiveincomepilots.com/ Ryan Gibson on LinkedIn: https://www.linkedin.com/in/ryan-gibson1/

    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.

    Resources

    Private Money Guide: https://go.moneyschoolrei.com/book-podcast

    Wealth Wednesday Webinar: https://go.moneyschoolrei.com/wednesday-webinar-podcast

    Mapping out the Millionaire Mystery: https://go.moneyschoolrei.com/newbook-podcast

    37 min

About Money School Elite

From the publisher's feed

Money School Elite unlocks non-obvious insights to grow your net worth, keep it secure, and create a legacy that lasts. Straight from your peers…High Net Worth individuals, leaders, and experts on the cutting edge.

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