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Passive Income Pilots

Passive Income Pilots

By: 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 Career Success Economics Leadership Management & Leadership Personal Finance
Episodes
  • #160 - Insurance Strategies for High-Income Professionals with Rod Zabriskie

    #160 - Insurance Strategies for High-Income Professionals with Rod Zabriskie
    Jul 7 2026
    Insurance may not feel exciting until it becomes the thing protecting everything you’ve built. In this episode, Tait Duryea and Ryan Gibson sit down with Rod Zabriskie to unpack the coverage high-income professionals often overlook, from income protection and asset defense to long-term planning and liquidity. For pilots, physicians, business owners, and investors, this conversation offers a timely look at how the right insurance strategy can support wealth building, passive income goals, and family security before life forces the issue.Rod Zabriskie is the President and Co-Founder of Money Insights Group, a financial strategy firm that helps high-income earners think beyond conventional planning and build wealth with greater control and protection. Known for his education-first approach, Rod helps clients connect insurance, alternative assets, tax strategy, and legacy planning into one cohesive financial system. He brings a practical lens to insurance, helping clients understand the coverages that can protect their income, family, assets, and future opportunities.Show notes:(0:00) Backcountry flying and insurance(3:58) Ten insurance categories(5:05) Health insurance essentials(10:25) FSA Vs. HSA(12:07) Homeowners and renters insurance(17:18) Protecting personal assets(24:31) Disability insurance basics(29:07) Loss of medical coverage(36:00) Long-term care insurance(41:02) Term and whole life insurance(50:27) OutroConnect with Rod Zabriskie:Website: https://www.moneyinsightsgroup.com/ LinkedIn: https://www.linkedin.com/in/rodzabriskie/ Related Episode: #82 - From LLCs and HSAs to Roth IRAs: Mastering Wealth Protection with Mark Kohler#67 - Protecting Your Wings: What Pilots Need to Know with Dr. Dan Monlux#47 - Innovative Wealth Strategies: From Life Insurance to Alternative Investing with Christian Allen and Rod ZabriskieIf you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — 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 at 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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    51 mins
  • #159 - How Deferred Sales Trusts Work with Trevor Kuresa

    #159 - How Deferred Sales Trusts Work with Trevor Kuresa
    Jun 30 2026
    Tait Duryea and Ryan Gibson sit down with Trevor Kuresa to unpack the Deferred Sales Trust, a lesser-known strategy for deferring capital gains after selling a business or highly appreciated asset. Trevor explains how the structure works, why it differs from a 1031 exchange or monetized installment sale, and when the costs, timing, and compliance rules make sense. For pilots, real estate investors, and business owners thinking about a future exit, this episode offers a practical look at tax planning before a major transaction.Trevor Kuresa is a corporate and tax attorney specializing in mergers and acquisitions, fractional general counsel, and advanced tax strategies for business owners and high-income professionals. With experience in tax structuring, legal transactions, and corporate counsel work, Trevor helps clients evaluate strategies for reducing or deferring capital gains and income tax.Show notes:(0:00) Chamonix race recap(2:14) Deferred Sales Trust intro(4:47) Trevor’s legal background(6:10) Tax strategy for pilots(9:37) Deferred sales trust explained(13:50) Rental property example(17:26) Best use cases(21:10) Tax deferral mechanics(25:15) IRS rules and risks(36:28) OutroConnect with Trevor:Website: https://hibiscuslegal.com/ Email: tkuresa@hibiscuslegal.com Phone: 801-577-3445LinkedIn: https://www.linkedin.com/in/trevor-kuresa-36b59339/ Related Episode: #10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby MathisIf you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — 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 at 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.
    Show More Show Less
    37 mins
  • #158 - Why the 10-30-30-30 Strategy Could Change How Pilots Invest

    #158 - Why the 10-30-30-30 Strategy Could Change How Pilots Invest
    Jun 24 2026
    Is your wealth strategy working together or pulling in different directions? Hosts Tait Duryea and Ryan Gibson unpack the 10-30-30-30 strategy for balancing cash, 401(k)s, real estate, tax benefits, and passive investments. They explain why liquidity, control, and tax strategy all matter, and how short-term rentals, syndications, oil and gas, and self-storage can fit into a pilot’s portfolio. Plus, they preview Passive Income Pilots Live in Las Vegas, a new event focused on financial education, estate planning, due diligence, and community.Show notes:(0:00) Intro(2:15) Diversifying pilot investments(3:33) The 10-30-30-30 strategy(7:23) Managed money and 401(k)s(9:21) 2026 401(k) limits(12:14) Tax-advantaged real estate(15:06) Short-term rental episodes(16:50) Passive investments and syndications(18:13) Oil and gas tax benefits(26:51) Passive Income Pilots Live(29:52) OutroRelated Episodes: #87 - The Mega Backdoor Roth and How Pilots Can Maximize Retirement Contributions with Timothy Pope#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby Mathis#37 - Empowering Insights and Strategies On Short-Term Rentals with Alex Jarbo#41 - Short-Term Rental Strategies To Maximize Your Passive Income with Dan Templin#68 - Cruising to Success: Optimizing Your Short-Term Rentals with Airbnb Insider Daniel Rusteen#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez FakhouryEvent Mentioned: Passive Income Pilots Live Conference - Location: Las Vegas, Dates: October 8–9.For updates on tickets and details, keep an eye out for the official announcement from Passive Income Pilots.If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — 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 at 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.
    Show More Show Less
    30 mins
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