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#129 - Ego, Taxes, and the Paycheck Trap: Pilot Wealth Myths Exposed


Episode 129


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 financial independence. They reveal the five biggest mistakes pilots make, from lifestyle creep and tax traps to ego-driven investing, and how to replace them with smarter, more sustainable wealth strategies. Whether you’re a first officer just starting out or a captain eyeing retirement, this conversation will challenge how you think about money, success, and the long game of building lasting freedom.


Show notes:

(0:00) Intro

(1:32) The pilot ego and knowing it all

(3:14) Why pilots don’t get rich

(7:01) The 401(k) balloon problem

(11:37) Multiple streams of pilot income

(18:25) #1 Lifestyle creep and paycheck trap

(19:21) #2 The investing knowledge gap

(20:31) #3 Ego over education

(21:46) #4 The silent thief: Taxes

(23:24) #5 Peer pressure and social influence

(29:37) Outro


Episode suggestions:


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