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 lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the best teacher and why no one should try to “lone wolf” their way through real estate.
They also highlight the power of networking and why being “in the arena” matters more than sitting on the sidelines. This is a practical, no-fluff conversation about education, community, and action for pilots and high-income professionals looking to create passive income.
Show notes:
(0:00) Intro
(03:42) Why in-person networking is essential
(07:03) The ballroom vs. hallway test for experience
(12:56) The reality of early rental property mistakes
(15:35) Why you can’t “lone wolf” real estate investing
(20:17) The “man in the arena” mindset for investors
(26:18) Turbine’s horizontal integration vs. Spartan’s focus
(30:19) Outro
Helpful Links:
Turbine Capital Investor Weekend RSVP link: https://luma.com/8eryqndb
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