Passive Income Pilots
Where Pilots Upgrade Their Money
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.
#173 - The Rich Man’s Roth: A Smarter Way to Retire Tax-Free with Brenyn McConell and Blake Brogan
Tait Duryea and Ryan Gibson sit down with Money Insights wealth strategists Brenyn McConnell and Blake Brogan to explore how pilots can create more tax-efficient retirement income beyond a traditional 401(k). They break down how properly structured whole life insurance can provide liquidity, tax-fre...
#172 - Pilot Wealth Q&A: Taxes, Trusts, Real Estate, and Passive Income
Tait Duryea and Ryan Gibson close out the Passive Income Pilots Conference with a rapid-fire Q&A alongside experts Koy Harris, David Vanlandingham, Kurt Harris, and Adam Kintigh. Drawing on their expertise in estate planning, asset protection, business structuring, and tax strategies, the panel answ...
#171 - From STRs to Roth IRAs: A Pilot’s Wealth Playbook
Tait Duryea and Ryan Gibson host a live Q&A with Adam Kintigh, Kurt Harris, and David Vanlandingham covering the financial questions pilots face as their income and investments grow. From short-term rental tax strategies and Roth conversions to self-directed IRAs, 401(k) contributions, real estate l...
#170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
Tait 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 cycles, diversification, liquidity, and passive cash flow. T...
#170 - The Get Rich Slow Strategy for Passive Investors with Jeremy Roll
Tait 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 alternative investments helped him leave the corporate world, why he believes investors should pay closer attention to market cycles, and...