Hosts Tait Duryea and Ryan Gibson explore one of the most common questions among airline pilots: Should you start a side hustle? Drawing from Ryan’s early experience building income streams during layovers, the hosts share practical ideas pilots can pursue both inside and outside aviation. From consulting and drone photography to aircraft brokerage and real estate investing, they explain how extra income can become the fuel for long-term wealth building. They also discuss tax strategy, airline contract knowledge, and why passion matters when choosing a side hustle. If you’ve ever wondered how to turn extra time into opportunity, this episode offers plenty of ideas.

Show notes:

(0:00) Intro

(1:03) Ryan’s first airline side hustle story

(3:00) Turning layover time into opportunity

(5:23) Why extra income matters for investing

(6:30) Discipline and tax planning for side income

(7:26) Using airline contracts to create free time

(10:10) Aviation side hustle ideas explained

(17:34) Helping pilots prepare for airline interviews

(22:50) Non-aviation side hustles and real estate

(30:53) Airline training and instructor opportunities

(33:43) Outro

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*Legal Disclaimer*

The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

#149 - Side Hustles Every Pilot Should Consider