Fly the Transition – Details, episodes & analysis
Podcast details
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Fly the Transition
Flying Midwest Media
Frequency: 1 episode/16d. Total Eps: 62

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Apple Podcasts
🇨🇦 Canada - aviation
31/07/2025#59🇺🇸 USA - aviation
31/07/2025#37🇺🇸 USA - aviation
30/07/2025#35🇺🇸 USA - aviation
29/07/2025#26🇺🇸 USA - aviation
28/07/2025#29🇨🇦 Canada - aviation
27/07/2025#90🇺🇸 USA - aviation
27/07/2025#34🇺🇸 USA - aviation
26/07/2025#24🇺🇸 USA - aviation
25/07/2025#22🇺🇸 USA - aviation
24/07/2025#18
Spotify
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See allRSS feed quality and score
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See allScore global : 63%
Publication history
Monthly episode publishing history over the past years.
Episode 32: Balancing Flight Training with Life: Strategies for Success
Episode 32
mercredi 4 septembre 2024 • Duration 18:10
Episode Title:
Balancing Flight Training with Life: Strategies for Success
Episode Description:
In this episode of Fly the Transition, Jim tackles the challenge of balancing flight training with work, family, and other responsibilities, especially for those making a midlife career change into aviation. Jim shares personal strategies and practical tips to help you find that elusive balance, ensuring that your aviation dreams don’t get lost in the shuffle of everyday life.
Key Topics Covered:
Time management tips for aspiring pilots
Strategies for maintaining consistency in training
Communicating with family and work to gain support
Managing stress and avoiding burnout
References:
Aircraft Owners and Pilots Association (AOPA) - AOPA Website
FAA’s Tips for Managing Flight Training - FAA Website
Time Management Tips for Pilots - Flying Magazine
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:Support our sponsors and affiliates who help make this podcast possible!
Affiliate Links:
Lightspeed Headsets: https://www.lightspeedaviation.com/?campaign=flyingmidwest23&ref=101
Flying Eyes Sunglasses: https://flyingeyesoptics.com/?ref=Flyingmidwest23Use code Flyingmidwest10 for 10% off your purchase
Fly the Transition Merch:
flyingmidwest.com/merch
Contact Information:Do you have questions or comments about the show? Do you have an idea for a future episode? Do you want to be a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social media or the website.
Episode 31: Navigating Career Change Challenges in Aviation (An Introduction to Solo Episodes)
Episode 31
mercredi 28 août 2024 • Duration 17:12
Episode Title:
Navigating Career Change Challenges in Aviation
Episode Description:
In this special solo episode of Fly the Transition, Jim introduces the concept of solo episodes, where he dives deep into the unique challenges and opportunities of pursuing a midlife career in aviation. Jim shares his personal journey, including his 10 years as a private pilot, his current pursuit of a CFI rating, and the impact of a medical condition that limits his flying career. Drawing on 24 years of experience as a public safety professional, Jim explores how he’s chosen to grow where he’s planted, combining his passion for aviation with creative ventures to inspire others.
Throughout the episode, Jim outlines the topics that will be covered in future solo episodes, including the frustrations of slow progress in training, balancing responsibilities with flight training, financial challenges, and finding a community of like-minded enthusiasts. Join Jim as he offers insights, resources, and inspiration to help you navigate your own aviation journey, no matter where you are on the path.
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: Fly the Transition on Facebook
Jim on Instagram: @flymidwestjim
Email: Flythetransition@gmail.com
Sponsor Information:
You can also check out our affiliate links for Lightspeed Headset and Flying Eyes Sunglasses. Your purchase through our links helps support the podcast.
- Lightspeed Headsets: Shop Here
- Flying Eyes Sunglasses: Shop Here
Use code Flyingmidwest10 for 10% off your purchase.
Fly the Transition Merch:
Get your gear and show your support! www.flyingmidwest.com/merch
Contact Information:
Do you have questions or comments about the show? Do you have an idea for a future episode? Do you want to be a guest on the podcast? Reach out at flythetransition@gmail.com or connect with Jim through social media or the website.
Crafting Content, Crafting Pilots: Trent Dyrsmid's Journey in Aviation and Media
Episode 23
lundi 29 avril 2024 • Duration 52:44
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:
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.
From Maintenance to Mentoring: A Veteran's Journey from Air Force Ground to Airline Sky
Episode 22
samedi 30 mars 2024 • Duration 01:00:12
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.
The Flight of Numbers: A Mathematician's Journey to Regional Pilot
Episode 21
dimanche 10 mars 2024 • Duration 01:05:22
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.
Let's Talk Medical Certificates - With Dr. Keith Roxo of Wingman Med
Episode 20
lundi 4 mars 2024 • Duration 56:56
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.
Bonus Content: Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!
vendredi 1 mars 2024 • Duration 13:40
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.
Fields of Valor to Fields of Green: A Marine Rifleman's Aerial Transition to Ag Crop Duster Pilot!
Episode 19
lundi 26 février 2024 • Duration 01:01:18
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.
Blue Line to Flight Line: Policing, Tech, and the Journey to Flight School Ownership
Episode 18
lundi 19 février 2024 • Duration 50:56
Welcome back to another exciting episode of Fly the Transition!
This time, I welcome aviation podcaster and flight school owner Bobby Doss. Bobby is one of the hosts of the Behind the Prop Podcast. bobby will share his journey of early career exploration. He talks about his time as a police dispatcher and police officer, his move to the tech industry, and chasing his dreams into aviation in his 40's.
Behind the Prop: https://www.behindtheprop.com/ Call-to-Action: If you liked this episode, consider sharing it with a friend or family member who might benefit from hearing these great stories of aviation career transformation. Don't forget to subscribe and leave a review on your favorite podcast platform. It really helps spread the podcast.
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.
Fueling Dreams: Navigating a Mid-Career Change from Nutrition Specialist to Professional Pilot
Episode 17
dimanche 11 février 2024 • Duration 49:08
Welcome back to another exciting episode of Fly the Transition!
This time, we're embarking on an inspiring journey with Nutrition Specialist Leila, currently navigating her own career transformation. From a childhood fear of flying to being inspired by her private pilot father. Leila's path to professional aviation was set in motion after a car accident kept her out of the air during her training. The longing for the skies solidified her resolve to make it in aviation! Join us as we delve into her incredible journey and aspirations for the future. Ready for takeoff into a world of career transformations and aviation dreams? Call-to-Action: If you liked this episode, consider sharing it with a friend or family member who might benefit from hearing these great stories of aviation career transformation. Don't forget to subscribe and leave a review on your favorite podcast platform. It really helps spread the podcast.
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.