26 episodes

Welcome to Fly the Transition, where host Jim Schilling explores the inspiring stories of individuals transitioning into new careers within the aviation industry. In a world where more people are pursuing second careers as pilots, air traffic controllers, and mechanics, Jim delves into the intriguing backgrounds and motivations that drive these transitions. Each episode uncovers the diverse pathways and unique experiences that propel individuals towards their aviation dreams. Join Jim on this journey of exploration, gaining insights into the rich tapestry of aviation careers.

Fly the Transition Flying Midwest Media

    • Leisure
    • 4.9 • 10 Ratings

Welcome to Fly the Transition, where host Jim Schilling explores the inspiring stories of individuals transitioning into new careers within the aviation industry. In a world where more people are pursuing second careers as pilots, air traffic controllers, and mechanics, Jim delves into the intriguing backgrounds and motivations that drive these transitions. Each episode uncovers the diverse pathways and unique experiences that propel individuals towards their aviation dreams. Join Jim on this journey of exploration, gaining insights into the rich tapestry of aviation careers.

    Crafting Content, Crafting Pilots: Trent Dyrsmid's Journey in Aviation and Media

    Crafting Content, Crafting Pilots: Trent Dyrsmid's Journey in Aviation and Media

    Welcome back to another exciting episode of Fly the Transition!


    We're back for another new episode of Fly the Transition
    I'm so excited to welcome Trent Dyrsmid of the YouTube channel Fly with Trent. We talk about his success with his content creation, his work as a CFI, and his journey to a career in commercial aviation.


    Fly with Trent:

    https://flywithtrent.com/



    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠⁠⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 52 min
    From Maintenance to Mentoring: A Veteran's Journey from Air Force Ground to Airline Sky

    From Maintenance to Mentoring: A Veteran's Journey from Air Force Ground to Airline Sky

    Welcome back to another exciting episode of Fly the Transition!


    After a couple of weeks off, Fly the Transition is back with a new episode. This time around we talk with Legacy Airline Pilot and aviation mentor Kenny Thomas. Kenny grew up in the Bronx with limited access to aviation. After a stint as an Air Force Maintainer, Kenny went back to college, earned his commission and became an Air Force Navigator. He would eventually make his way to flying with a major airlines. Hear his story right here, on Fly the Transition
    On this week's episode, I talk with Jared, math whiz turned regional pilot. He will tell us about working on building a plane in high school, his careers with numbers, teaching, and eventually landing a job in aviation at a regional airlines.


    Legacy Flight Academy:

    https://www.legacyflightacademy.org/





    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 1 hr
    The Flight of Numbers: A Mathematician's Journey to Regional Pilot

    The Flight of Numbers: A Mathematician's Journey to Regional Pilot

    Welcome back to another exciting episode of Fly the Transition!

    On this week's episode, I talk with Jared, math whiz turned regional pilot. He will tell us about working on building a plane in high school, his careers with numbers, teaching, and eventually landing a job in aviation at a regional airlines.





    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 1 hr 5 min
    Let's Talk Medical Certificates - With Dr. Keith Roxo of Wingman Med

    Let's Talk Medical Certificates - With Dr. Keith Roxo of Wingman Med

    Welcome back to another exciting episode of Fly the Transition!

    On this week's episode, we sit down with Dr. Keith Roxo, Operations Director with WIngman Med. We discuss the ever important medical certificates, dispel some myths, and what you should know before you go.

    Wingman Med : www.wingmanmed.com



    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 56 min
    Bonus Content: Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!

    Bonus Content: Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!

    I had a little bit of content from the cutting room floor from our last episode that I thought I would share. Join me for a little more of my conversation with Herve!






    On this week's episode, we sit down with Ag-Pilot Herve. He tells us about his time and service in the United States Marine Corps, and his unique journey into the world of aerial application and flying in the agriculture industry.



    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 13 min
    Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!

    Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!

    Welcome back to another exciting episode of Fly the Transition!

    On this week's episode, we sit down with Ag-Pilot Herve. He tells us about his time and service in the United States Marine Corps, and his unique journey into the world of aerial application and flying in the agriculture industry.


    Join our Community:
    If you enjoy Fly the Transition and want to continue the conversation, consider joining our discord community. To request an invite, simply reach out to Jim by email or social media.

    Social Media Handles:
    Website: ⁠⁠⁠⁠⁠⁠www.flyingmidwest.com⁠⁠⁠⁠⁠⁠
    Facebook: ⁠⁠⁠⁠⁠⁠https://www.facebook.com/flythetranstion⁠⁠⁠⁠⁠⁠
    Jim on Instagram: ⁠@flymidwestjim⁠
    Email: Flythetransition@gmail.com


    Sponsor Information:
    This episode is sponsored by Pilot Quarters.
    Visit ⁠⁠⁠⁠⁠⁠www.pilotquarters.com⁠⁠⁠⁠⁠⁠ to explore their wide variety of aviation chart inspired apparel.


    You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links help support the podcast.

    Lightspeed Headsets: ⁠⁠⁠⁠⁠⁠https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101⁠⁠⁠⁠⁠⁠

    Flying Eyes Sunglasses: ⁠
    ⁠⁠⁠⁠⁠https://flyingeyesoptics.com/?ref=Flyingmidwest23⁠⁠⁠⁠⁠

    Use code Flyingmidwest10 for 10%off your purchase

    Fly the Transition Merch: ⁠⁠⁠⁠⁠⁠flyingmidwest.com/merch⁠⁠⁠



    ⁠⁠⁠⁠⁠⁠⁠⁠⁠Contact Information:
    Do you have questions of comments about the show? Do you have an idea for a future episode? Do you want to me a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social medial or the website.

    • 1 hr 1 min

Customer Reviews

4.9 out of 5
10 Ratings

10 Ratings

golls17 ,

The Most Inspiring Aviation Podcast Out There!

We’re all tired of the same old story… a teenager rushes through their ratings, builds time on the backs of others, then bails for the airlines. Host Jim breaks the monotony with his podcast Fly The Transition. His interviews explore the unique and inspiring stories of people chasing their dreams later in life and finding a second career in aviation. A must-listen show for anybody considering a change in their life, whether aviation-related or otherwise. Take the leap, put in the hard work, and find ways to grow where you’re planted. As the intro says, if you never go after what you want, you’ll never have it! -The Badger Pilot

Bsin339 ,

Loving the podcast

As a recently certificated commercial pilot, I really appreciate the content you are providing! Looking forward to more episode as I near my retirement from my corporate job and transition into getting paid for following my passion. Keep up the great work.

hmiller46 ,

Icing on the cake

In the last year I’ve become a podcast listener. In that time, Fly the transition has become the perfect podcast to accompany The Midlife Pilot podcast, Opposing Bases and of course The Midwest Pilot. Plenty of new and intriguing content help my commute breeze by. Fly the transition help keep my dreams of transitioning into the aviation career field aloft.

Top Podcasts In Leisure

House Rules with Myquillyn Smith, The Nester
Myquillyn Smith
Critical Role
Critical Role
Fallout Lorecast - The Fallout Video Game & TV Lore Podcast
Robots Radio
Simple Farmhouse Life
Lisa Bass
Duck Call Room
Si Robertson & Justin Martin
Dear Dwyery
Noclip

You Might Also Like

Ready 4 Pushback
Nik Fialka
21.FIVE - Professional Pilots Podcast
21Five Podcast
Pilot to Pilot - Aviation Podcast
Justin Siems
Opposing Bases: Air Traffic Talk
Air Traffic Talk
"There I was..." An Aviation Podcast
AOPA Air Safety Institute
I Learned About Flying From That
Flying Magazine