Podcast Episodes

#126 - Early Real Estate Mistakes and Lessons Learned

What separates pilots who want to invest from those who actually succeed? 

In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the…

Published on 9 hours ago

#125 - Oil & Gas Investing for High-Income Pilots with Mark Fleming

Episode 125

Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital’s oil & gas advis…

Published on 2 weeks, 2 days ago

#124 - $44 Trillion and the Future of Retirement Investing with Mat Sorensen

Episode 124

Tait Duryea and Ryan Gibson welcome Mat Sorensen, CEO of Directed IRA, for a powerful discussion on how pilots and high-income professionals can unlock private investment opportunities through retire…

Published on 3 weeks, 2 days ago

#123 - Market Cycles, Debt, and Real Estate Opportunities with Hunter Thompson

Episode 123

Is now the right time to buy real estate or to hold cash? 

In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unp…

Published on 4 weeks, 2 days ago

#122 - How Pilots Use Whole Life Insurance to Fund Investments with Rod Zabriskie

Episode 122

What if your life insurance could help you invest without selling a single asset?

Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be …

Published on 1 month ago

#121 - Short-Term Rentals, Long-Term Wealth with Pilot Couple Brad Hilton and Aubrey Carlson

Episode 121

What if your first home turned into your first big win? 

Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real est…

Published on 1 month, 1 week ago

#120 - How to Evaluate Markets, Properties, and Risks in Real Estate with Derrick Harris

Episode 120

What separates a solid real estate deal from a costly mistake? In this episode, hosts Tait Duryea and Ryan Gibson welcome Derrick Harris, SVP at Spartan Investment Group, to walk us through the real-…

Published on 1 month, 2 weeks ago

#119 - LLCs, Trusts, and Bulletproof Asset Protection with Adam Kintigh

Episode 119

What if your rental property is a lawsuit away from costing you everything? 

Tait Duryea connects with asset protection expert Adam Kintigh of Nevada Corporate Headquarters to break down what every in…

Published on 2 months ago

#118 - The Big Beautiful Tax Bill with Nathan Sosa

Episode 118

Get ready to demystify the 2025 Tax Bill.

Hosts Tait Duryea and Ryan Gibson sit down with Nathan Sosa, tax strategist at Hall CPA, to uncover what this sweeping legislation really means for pilots and…

Published on 2 months, 1 week ago

#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 2 months, 2 weeks ago