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About This Podcast
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.
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Recent Episodes
#148 - Traditional Vs. Roth IRAs: What Pilots Need to Know
Tait Duryea and Ryan Gibson break down one of the most important retirement decisions pilots face: Traditional vs. Roth IRAs. They explain how taxes impact withdrawals, why required minimum…
#147 - From Cap Rates to Cash Flow: Strategic Moves for 2026
Tait Duryea and Ryan Gibson sit down for a special hosts-only episode to break down where they see the biggest opportunities for 2026. From reshoring trends fueling industrial growth to the…
#146 - Aircraft Tax Write-Offs Explained by a Former IRS Auditor, Victoria Boon
Hosts Tait Duryea and Ryan Gibson welcome former IRS auditor Victoria Boon to cut through the noise around aircraft tax deductions. Learn how bonus depreciation really works, why aircraft are treated…
#145 - Bonus Depreciation & Cost Seg: The Tax Strategy Pilots Can’t Ignore with Gian Pazzia
What if the IRS already allows you to write off far more of your real estate, but no one ever showed you how?In today’s episode, Tait Duryae sits down with Gian Pazzia to break down cost segregation…
#144 - Depreciation, Cost Segs, and the IRS Rules Pilots Miss with Brandon Hall
Tait Duryea is joined by Brandon Hall to break down one of the most misunderstood tools in real estate investing: depreciation. From straight-line depreciation to cost segregation and 100 percent…
#143 - How High Cash Value Life Insurance Works for Pilots with Rod Zabriskie
Could life insurance be a better cash-flow tool than a savings account?Tait Duryea and Ryan Gibson sit down with Rod Zabriskie from Money Insights Group to break down how high cash value whole life…
#142 - Tax Planning for W-2 Pilots Without Complex Businesses with Gary Heldt
Are you paying for a high-powered CPA when your tax situation doesn’t actually require one?In this episode, Tait Duryea and Ryan Gibson sit down with CPA Gary Heldt to clarify what smart tax planning…
#141 - How Pilots Can Use Business Structures to Reduce Taxes with Toby Mathis
Tait Duryea and Ryan Gibson sit down with Toby Mathis to unpack one of the most misunderstood topics for high-income pilots: business structure and taxes. They explain when to use sole…
#140 - From Goals to Execution: A Year-End Playbook
Tait Duryea and Ryan Gibson close out 2025 by pulling back the curtain on how high performers actually plan, execute, and stay intentional across money, business, and family life. From Spartan’s…
#139 - How to Run Single-Family Rentals Like a REIT with Matthew Whitaker
What if managing rentals like an institution is the key to higher returns and less stress?Hosts Tait Duryea and Ryan Gibson talk with Matthew Whitaker, founder of Evernest, about scaling property…
#138 - How to Vet Deals, Operators, and Advisors the Right Way with Mat Sorensen
Tait Duryea and Ryan Gibson sit down with Mat Sorensen of Directed IRA to tackle one of the most common investor questions: Who do you actually trust when investing in alternative assets? The…
#137 - Revocable Vs. Irrevocable Trusts: What Pilots Must Know with Adam Kintigh
Clarity and control for the wealth you’re building. Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh for his third appearance to break down one of the most misunderstood…
#136 - What HGTV Won’t Tell You About Flipping Houses with Leka Devatha
Are you using the exit strategies that actually work in this market?Hosts Tait Duryea and Ryan Gibson talk with seasoned investor and author Leka Devatha to pull back the curtain on what’s real and…
#135 - The Truth About Oil and Gas Investing with Tim Pawul
Are you unknowingly passing up five-figure tax savings available right now?Tait Duryea and Ryan Gibson sit down with oil and gas expert Tim Pawul to reveal why minerals, royalties, and non-operated…
#134 - Fatigue, Flight Deck Safety, and the Science of Sleep with Dr. Adam Shapiro
Sleep becomes exciting, especially when it’s with Dr. Adam Shapiro. Tait Duryea and Ryan Gibson sit down with this board-certified sleep specialist and ATP pilot to uncover what every aviator needs…
#133 - Year-End Tax Moves Pilots Can’t Miss with Toby Mathis
Taxes become more exciting, especially when it’s with Toby Mathis. Tait Duryea and Ryan Gibson welcome back tax strategist and investor Toby Mathis for another powerhouse session on how to keep more…
#132 - How to Buy an Airport with Robert DeLaurentis
What happens when a real estate investor decides to buy an airport? In this episode, host Tait and Ryan sit down with Robert DeLaurentis, the “Peace Pilot,” to unpack how he transformed a rundown…
#131 - Reading the Economy: Insights from the Bowtie Economist, Dr. Elliot Eisenberg
Where should you put your money right now? Ryan Gibson and Tait Duryea sit down with economist Dr. Elliot Eisenberg to decode the markets, interest rates, and the economic forces shaping your…
#130 - From Wall Street to Real Wealth: Lessons from Ted Greene
What does true diversification look like when you’re building wealth as a pilot? In this episode, Ryan Gibson sits down with his longtime colleague and friend, Ted Greene, to unpack how to define…
#129 - Ego, Taxes, and the Paycheck Trap: Pilot Wealth Myths Exposed
Why do so many high-earning pilots struggle to build real wealth?Hosts Tait Duryea and Ryan Gibson get candid about the habits, mindset, and blind spots that keep aviators from achieving true…
Frequently Asked Questions
Passive Income Pilots has published 148 episodes since March 2023, covering topics in Business, Careers.
Passive Income Pilots is currently highly active with new episodes weekly. Average episode length is 48m.
Sign up on Grep.FM to access contact details for Passive Income Pilots, including email and social media links.
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