Podcast Episodes

#117 - How to Evaluate and Join Real Estate Syndications

Episode 117

Ever wonder what happens when you invest in a syndication? In this episode, hosts Tait Duryea and Ryan Gibson break down how real estate syndications work, from deal sourcing and underwriting to lega…

Published on 5 months, 1 week ago

#116 - Medical Checkride: Medical Myths, Truths, and Tips with Dan Monlux

Episode 116

What could cost you your flying career? Not being prepared for your medical. 

Hosts Tait Duryea and Ryan Gibson welcome back Dan Monlux of Wingman Med to discuss how pilots can protect their FAA medic…

Published on 5 months, 2 weeks ago

#115 - Inside Self-Storage: A Hidden Powerhouse for Investors

Episode 115

Get ready to uncover the secrets of one of commercial real estate’s most resilient and misunderstood asset classes: self-storage. In this in-depth episode, Tait Duryea and Ryan Gibson explore why sel…

Published on 5 months, 3 weeks ago

#114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda

Episode 114

In this episode, hosts Tait Duryea and Ryan Gibson sit down with attorney Amanda Wynalda from Anderson Advisors to unpack everything pilots and high-income earners need to know about trusts, wills, a…

Published on 6 months ago

#113 - The Fed, The Treasury, and Your Portfolio with Dr. Peter Linneman

Episode 113

In this episode, hosts Tait Duryea and Ryan Gibson talk with chief economist Dr. Peter Linneman to demystify interest rates, the national deficit, and how it all affects pilots, real estate investors…

Published on 6 months, 1 week ago

#112 - The Tax Strategies Every Pilot Should Know in 2025 with Thomas Castelli

Episode 112

In this episode, Tait Duryea and Ryan Gibson welcome CPA Thomas Castelli of Hall CPA to break down the latest tax developments affecting high-income earners. From the potential return of 100% bonus d…

Published on 6 months, 1 week ago

#111 - Five Investing Strategies for High-Earning Pilots

Episode 111

Get ready to fast-track your financial freedom. In this power-packed solo episode, Tait Duryea and Ryan Gibson share the top strategies from over 110 episodes of Passive Income Pilots. From unlocking…

Published on 6 months, 2 weeks ago

#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury

Episode 110

In this episode, hosts Tait Duryea and Ryan Gibson welcome Ramez Fakhoury from IRA Club. This episode dives into how pilots can unlock old 401(k)s, TSPs, and HSAs for real estate and other alternativ…

Published on 6 months, 3 weeks ago

#109 - The Flight Plan for Syndications: Risk, Returns, and Real Wealth

Episode 109

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 opportu…

Published on 7 months ago

#108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon Hall

Episode 108

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 bre…

Published on 7 months, 1 week ago