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Passive Income Pilots
by Tait Duryea and Ryan Gibson
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Not on the Canada charts we track today.
Not on the Australia charts we track today.
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Not on the India charts we track today.
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Latest episodes
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#170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
October 7, 2026 · 40 minTait Duryea and Ryan Gibson sit down with veteran passive investor Jeremy Roll to discuss building wealth beyond traditional stocks and 401(k)s. Jeremy shares how more than two decades of alternative investing shaped his approach to market…
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#169 - When Passive Real Estate Isn’t Really Passive
September 30, 2026 · 41 minJoin us on October 8–9, 2026, in Las Vegas, Nevada, for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference Tait Duryea and Ryan Gibson…
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#168 - How Smart Investors Vet Real Estate Deals Together with Larry Lemer and Mark Goldstein
September 25, 2026 · 45 minJoin us on October 8–9, 2026, in Las Vegas, Nevada for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference Tait Duryea and Ryan Gibson…
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#167 - From Wall Street to Infinite Banking with Chris Naugle
September 15, 2026 · 58 minJoin us on October 8–9, 2026, in Las Vegas, Nevada for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference Tait Duryea welcomes Chris…
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#166 - Fly-Inn Rentals for Pilots and Investors with Carollyne Carmichel & Kenya Hodson
September 8, 2026 · 40 minJoin us on October 8–9, 2026, in Las Vegas, Nevada for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference Tait Duryea and Ryan Gibson…
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#165 - Flight Decks, Financial Freedom, and the Pilot Community with Dylan and Max of 21.Five
August 18, 2026 · 1 hr 0 minJoin us on October 8–9, 2026, in Las Vegas, Nevada for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference The path beyond the cockpit…
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#164 - LLCs, Trusts, and Asset Protection for Pilots with Adam Kintigh
August 5, 2026 · 49 minJoin us on October 8–9, 2026, at the M Resort and Casino in Las Vegas for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit - https://www.passiveincomepilots.com/pip-conference Tait…
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#163 - From Pilot Spouse to Café Owner with Brenda Gage
July 28, 2026 · 50 minJoin us on October 8–9, 2026, at the M Resort and Casino in Las Vegas for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit - https://www.passiveincomepilots.com/pip-conference A…
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#162 - The 2026 Airline Pilot Career Outlook with Kit Darby
July 22, 2026 · 1 hr 41 minWatch this episode on YouTube to see the screen share: https://youtu.be/GjCnHgscdms Join us on October 8–9, 2026, at the M Resort and Casino in Las Vegas for the first-ever Passive Income Pilots Conference. Learn how to build smarter…
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#161 - Aircraft Ownership, Insurance, and Liability with Scott Williams
July 17, 2026 · 50 minBuying an airplane can create opportunities and legal exposure that pilots may not see until something goes wrong. Tait Duryea and Ryan Gibson sit down with aviation attorney and pilot Scott Williams to cover LLC structures, dry leases…
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#160 - Insurance Strategies for High-Income Professionals with Rod Zabriskie
July 7, 2026 · 51 minInsurance 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…
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#159 - How Deferred Sales Trusts Work with Trevor Kuresa
June 30, 2026 · 37 minTait 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…
About the show
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.