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Fly the Transition

The Origins of Fly the Transition

Welcome to Fly the Transition, the newest aviation podcast brought to you by Flying Midwest Media.

As both a dedicated Podcaster and Pilot, Jim Schilling, embarked on a journey that would lead him to remarkable encounters within the aviation community. With each new story, a common thread emerged, one that captivated his attention and fueled his curiosity – the growing number of individuals who had transitioned into aviation as a second career. Their tales were not just fascinating, but they also had the power to entertain and inspire.

But questions lingered: Where did these aspiring aviators come from? What were they doing before taking flight? And, most importantly, what catalysts propelled them to chase their long-cherished dreams?

Out of this profound curiosity and the burning desire to share these awe-inspiring stories, Jim created the Fly the Transition Podcast. This podcast serves as a platform to unearth and narrate the stories of those who dared to leap into new careers in aviation. Through captivating conversations with his guests, Jim delves deep into their journeys, uncovering the experiences and choices that led them to fulfill their soaring dreams.

So, join Jim on an exhilarating expedition as he unveils the accounts of these remarkable individuals who made the leap and discovered a new world in aviation.

This is Fly the Transition

Jim Schilling


Meet Jim Schilling, your co-host and producer extraordinaire for the Flying Midwest Podcast. With years of aviation and military experience under his belt, Jim brings a unique perspective and a wealth of knowledge to our aviation adventures.

Jim is not just any aviation enthusiast; he’s a four-year veteran of the United States Air Force. During his active duty service, he was stationed at the Home of the Fighter Pilot, Nellis Air Force Base in Las Vegas, Nevada, specializing in the Security Forces field. Jim’s commitment to service and duty is at the core of his aviation journey.

After his military service, Jim continued to serve and protect as a dedicated law enforcement officer for the past 16 years. This background has instilled in him a deep sense of discipline and responsibility, traits that are invaluable in the world of aviation.

Jim’s journey to the skies began in 2012 when he embarked on his private flying journey. He holds a Commercial Pilot certificate and boasts an Instrument rating.. Jim is actively working towards becoming a Certified Flight Instructor (CFI), all in the pursuit of sharing his passion for flight with others.

The Aviation Playground

When Jim isn’t busy podcasting, you can find him as a proud part-owner of a 1974 Beechcraft Sundowner. In addition to his aircraft ownership, he recently acquired a hangar that’s affectionately known as “The Beechhouse.” It’s not just a place to store his aircraft; it’s where aviation dreams take flight.

Jim’s aviation commitment doesn’t stop with podcasting. He’s a former member of the Civil Air Patrol, where he served in various positions, from squadron Emergency Services Officer to Assistant Inspector General for the Minnesota Wing. He’s been an aircrew member and has actively participated in numerous search and rescue missions.

Beyond the Clouds

When Jim takes a break from the cockpit, he indulges in creative outlets. His passion for photography comes to life as he captures the beauty of landscapes, nature, and, of course, aviation. Some of his most cherished photographs have been taken during family hikes at state parks around Minnesota.

In addition to his adventures in the aviation world, Jim is a loving husband and devoted father to two children. He calls the north metro of Minneapolis his home, where he continues to inspire and educate in the world of aviation.

Jim Schilling is more than just a podcast host; he’s a passionate aviator with a dedication to sharing the excitement, knowledge, and adventure of aviation with the world. Join him on the Flying Midwest Podcast, and let your aviation dreams take flight!

Contact Fly the transition

 We’re always excited to hear from our incredible listeners.

Whether you have burning questions, suggestions for future episodes, or just want to share your thoughts, don’t hesitate to reach out.

If you’re enthusiastic about being a guest on the podcast and have a compelling aviation story to tell, we’re all ears! You can use our convenient contact form or shoot us an email. We can’t wait to collaborate and share your journey with our audience.

Your voice matters, and we’re here to listen. So, drop us a line, and let’s make aviation history together!