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When a New Airplane Taps Into Old Dreams

Here's how a Nashville coffee shop owner turned his passion for flying his taildragger into a new career.

Your first airplane will inevitably provide you access to new adventures…but it can also provide access to a new career. [Credit: Ben Lehman]
Gemini Sparkle

Key Takeaways:

  • Ben Lehman transitioned from a successful coffee business owner to a full-time flight instructor, reigniting his childhood passion for aviation after a nearly 20-year hiatus.
  • He combined his love for taildraggers and entrepreneurship by establishing his own flight training business, purchasing a Cessna 140A for tailwheel instruction.
  • His business has been successful for two years, proving cost-effective and allowing him to offer pro-bono flight instruction to motivated students from aviation minorities.
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For most people, their first airplane opens up adventure and possibility. It enables them to access new destinations, and it provides a rewarding means of developing new skills. For my friend Ben Lehman, his first airplane opened up all of those things, but it also unlocked an entirely new career. 

Like many of us, Ben’s love affair with aviation began in his early years, and it was kicked off by his father. Perhaps wanting to lure him away from less-desirable paths in life, his father paid for a ride in an old Cessna 172 in rural West Virginia. The plan worked. Ben was enchanted by the ratty 172 and to this day, clearly remembers being surrounded by vibrating pieces of loose, faded trim and watching the ground below fall away into the New River Gorge as they climbed out from the airport. 

Jason McDowell

Jason McDowell is a private pilot and Cessna 170 owner based in Madison, Wisconsin. He enjoys researching obscure aviation history and serves as a judge for the National Intercollegiate Flying Association. He can be found on Instagram as @cessnateur.

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