Ready 4 Pushback

Episode 264 Podcaster, Law Enforcement and Aspiring CFI: Jim Schilling’s Aviation Journey


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Welcome back! In this episode, Nik talks with Jim Schilling, a passionate aviator, law enforcement professional, and host of the Flying Midwest and Fly the Transition podcasts. Jim shares how he built a meaningful aviation career outside the airlines by combining his flying goals with a full-time job and a love for storytelling. Jim talks about getting started in aviation after serving in the Air Force, why he’s pursuing his CFI despite medical limitations, and how podcasting became a creative outlet to support others entering the industry. He also explains the mission behind each of his podcasts and the types of stories he hopes to share—especially from people who are finding unique paths into aviation. This conversation is full of practical advice and encouragement for anyone trying to find their place in the aviation world.

What You'll Learn:

Why your aviation journey doesn’t have to lead to the airlines to be meaningful

How Jim balances podcasting, flying, and a career in law enforcement

What inspired him to start Flying Midwest and Fly the Transition Podcasts

The importance of long-term CFIs and what it means to “grow where you’re planted”

The value of discipline over motivation when pursuing ratings

How to make meaningful connections without a transactional mindset

CONNECT WITH US

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SPONSOR

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Ready 4 PushbackBy Nik Fialka

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