Episodes
#158 - Why the 10-30-30-30 Strategy Could Change How Pilots Invest
Is your wealth strategy working together or pulling in different directions? Hosts Tait Duryea and Ryan Gibson unpack the 10-30-30-30 strategy for balancing cash, 401(k)s, real estate, tax benefits, and passive investments. They explain why liquidity, control, and tax strategy all matter, and how sh...
#157 - Who Gets Paid First? How Real Estate Deals Are Actually Structured
Tait Duryea and Ryan Gibson break down one of the most important but often misunderstood parts of real estate investing: the capital stack. They explain how senior debt, mezzanine debt, preferred equity, and common equity shape risk, returns, and who gets paid first. For pilots and high-income profe...
#157 - Oil, Gas, AI, and the Next Energy Boom with Elena Melchert
Hosts Tait Duryea and Ryan Gibson sit down with Elena Melchert to examine how energy demand, fossil fuels, mineral rights, royalties, and infrastructure shape real passive income opportunities. Elena brings a grounded, technical perspective to a sector many investors hear about but rarely understand...
#156 - From Active Deals to Passive Income with Chris Prefontaine
Tait Duryea and Ryan Gibson welcome back Chris Prefontaine for a practical conversation on active investing, creative deal structures, and using real estate to build capital for future passive income. Built for pilots and high-income professionals, this episode looks at what it takes to move beyond ...
#155 - The New Reality of Aviation Hiring with Nik Fialka
What happens when the aviation job market shifts faster than pilots are prepared for? Live from TPNX in Dallas, Tait Duryea sits down with Nik Fialka for a timely look at pilot hiring, airline interviews, and career strategy in a changing aviation market. From major airline hiring trends to the pres...
#154 - The Pilot’s Guide to SDIRA Tax Traps with Mark Kohler
Tait Duryea and Ryan Gibson welcome back Mark Kohler to unpack one of the most misunderstood topics in self-directed IRA investing: UBIT and UDFI. Mark explains how these taxes show up in real estate syndications, why leverage can trigger tax inside an IRA, when C corp blockers may help, and what pi...
#153 - Tax Moves Every Pilot Should Know with Nathan Sosa
How much money are you leaving on the table by waiting until tax season to start planning? Hosts Tait Duryea and Ryan Gibson talk with Nathan Sosa from Hall CPA to break down the latest tax updates that matter most to pilots and high-income professionals. Get ready to hear practical insights on bonu...
#152 - Free Estate Planning and a Hidden Tax Strategy with Jenny Spradling
Tait Duryea and Ryan Gibson sit down with Jenny Spradling, co-founder of FreeWill, to explore how estate planning can be simpler, faster, and even free. Jenny explains why millions of Americans still lack basic estate documents and how that creates major complications for families. The conversation ...
#151 - Debt, AI, and the Next Market Cycle with Guy Adami
What happens when record debt, rising interest rates, and AI disruption collide in the global economy? Hosts Tait Duryea and Ryan Gibson welcome back market veteran Guy Adami to unpack the forces shaping today’s financial markets. From bond yields and inflation to the Buffett Indicator and AI’s impa...