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Passive Income Pilots

Passive Income Pilots

De: Tait Duryea and Ryan Gibson
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Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success.

Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life.

Whether you're a seasoned pilot or just starting out, we'll equip you with the expertise and confidence you need to upgrade your money and achieve true financial independence.

© 2024 Passive Income Pilots
Economía Exito Profesional Finanzas Personales Gestión y Liderazgo Liderazgo
Episodios
  • #109 - The Flight Plan for Syndications: Risk, Returns, and Real Wealth
    May 6 2025

    In this episode, hosts Tait Duryea and Ryan Gibson deliver an in-depth, pilot-friendly primer on syndications and passive real estate investing. They break down the risk spectrum from core to opportunistic deals, while sharing real-world analogies and experiences from their own projects, like the Canyon City land entitlement.


    Learn how to properly evaluate risk-adjusted returns, the importance of DSCR vs LTV, and what preferred return really means in a syndication waterfall. This episode is a must-listen for high-income professionals looking to navigate passive investing with clarity and confidence.


    Show notes:

    (0:00) Intro

    (02:23) Active vs passive investing explained

    (04:03) Is syndication risky? Understanding real risk

    (05:22) Core, Core Plus, Value Add, Opportunistic defined

    (10:11) Operational vs physical value-add

    (13:35) What are risk-adjusted returns?

    (17:19) How leverage impacts risk

    (20:02) DSCR vs LTV: What's more important?

    (22:59) Preferred return vs cash flow

    (33:50) What is an accredited investor?

    (18:55) Outro



    You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.


    Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/

    Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots


    Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/

    Follow us on X @IncomePilots: https://twitter.com/IncomePilots

    Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/


    Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com


    See you on the next one!


    *Legal Disclaimer*


    The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.



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    39 m
  • #108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon Hall
    Apr 30 2025

    In this episode, Tait Duryea flies solo to spotlight a powerful tax strategy many high-income earners overlook: real estate professional status. Featuring Brandon Hall from Hall CPA, this episode breaks down a real tax court victory by a harbor pilot who leveraged a flexible W-2 job schedule to claim REP status and unlock massive tax savings. Discover the legal requirements, the importance of documentation, and how pilots are uniquely positioned to take advantage of this IRS loophole—a must-listen for anyone serious about turning real estate into real tax strategy.


    Brandon Hall is a CPA and the founder of Hall CPA, a firm specializing in real estate tax strategy. Known for his deep understanding of IRS code and investor-focused guidance, Brandon walks through a landmark tax court case that underscores how full-time professionals, including pilots, can successfully claim real estate professional status.


    Show notes:

    (0:00) Intro

    (01:13) History of passive activity rules

    (02:49) Short-term rentals vs. REP loophole

    (04:33) Why pilots are uniquely eligible

    (05:29) REP for married couples explained

    (06:49) Brandon Hall sets up the case study

    (09:12) Mr. Miller's job and schedule details

    (13:18) Proving material participation

    (16:31) The grouping election mistake to avoid

    (19:24) Outro


    Connect with Brandon:

    • https://bit.ly/HallCPA - Recommended CPA for real estate-focused tax strategy



    You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.


    Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/

    Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots


    Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/

    Follow us on X @IncomePilots: https://twitter.com/IncomePilots

    Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/


    Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com


    See you on the next one!


    *Legal Disclaimer*


    The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.


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    21 m
  • #107 - Take Control of Your Capital: Infinite Banking Strategy With Brent Kesler
    Apr 22 2025
    Host Tait Duryea sits down with Brent Kesler, a seasoned life insurance strategist, to explore how pilots and high-income earners can build wealth by turning whole life insurance into a personal banking system. Brent breaks down the misunderstood "infinite banking" concept and how it can be used for real estate, debt payoff, or high-return lending—all while keeping control of your capital. Brent Kesler is a former chiropractor turned financial educator specializing in life insurance strategies. After implementing the infinite banking concept in his own life, Brent transitioned to teaching others how to build wealth by using high-cash-value life insurance policies. As the founder of The Money Multiplier, he now helps high-income individuals take control of their finances outside of traditional banking and investment models.Interested in getting started with a policy?We recommend reaching out to our trusted partners at Money Insights (https://moneyinsightsgroup.com) for a customized strategy designed specifically for high-income professionals and pilots.Show notes:(0:00) Intro(03:55) Whole life insurance vs. “infinite banking”(11:12) Brent's backstory and entry into life insurance(18:46) Debt, leverage, and using your policy(24:03) Why whole life is NOT an investment(27:43) How policies build over time(32:17) Why this strategy isn’t mainstream(34:46) How much life insurance banks actually own(36:39) Why agents don’t often recommend this approach(37:50) OutroConnect with Brent:Free eBook: Mapping Out the Millionaire Mystery by Brent Kessler and Chris Naugle📧 Request via email: brent@themoneymultiplier.com🎥 90-minute video at www.themoneymultiplier.comIf you’re interested in exploring high cash value life insurance as a personal banking strategy, we recommend connecting with our trusted team at Money Insights: https://moneyinsightsgroup.com — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
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    39 m
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Great information for anyone. Not just pilots. I highly recommend this for everyone. Nothing better than investing and saving money on taxes.

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