In this episode of Exit Buddy: Veteran Stories to Guide You, retired US Air Force pilot Jessica Ruttenber shares her remarkable journey navigating—and ultimately transforming—the world of military aviation. Jessica recounts battling physical and cultural obstacles to become a pilot, and how she advocated for lasting policy changes at the Pentagon. She discusses her transition with SkillBridge, the mental gymnastics of leaving military service, and the importance of documenting injuries and seeking mental health support. Jessica also reveals how following her passion took her from a corporate role to founding a nonprofit that empowers the next generation of aviators. Her story is one of resilience, advocacy, and purpose, offering insights for anyone facing career transitions or striving to create meaningful change.

Chapters

01:53 - Jessica’s Fight to Get into the Cockpit
07:30 - Advocating for Women Pilots at the Pentagon
10:41 - Transitioning with the SkillBridge Program
13:07 - Finding Purpose with Level Up Aviation
15:38 - Importance of Documenting Injuries for VA Benefits
17:36 - Connecting with Veterans Post-Service
19:38 - Advice on Addressing Mental Health

Key Takeaways

Break Barriers with Persistence: Jessica’s story of overcoming obstacles, like the half an inch in height that stood between her and her aviation dream, reminds us that determination can rewrite the rules.
Safeguard Your Future: Let your ego go and document your injuries now, as this is critical for obtaining VA benefits and the support you deserve down the road. Be sure to prioritize your emotional well-being in addition to your physical health, and reach out for support when needed.
Find Your Passion and Mission Post-Service: Transitioning out of the military can mean a loss of identity and tribe, but finding a new mission is essential, just as Jessica did with her nonprofit work. Don’t be afraid to pivot toward what truly inspires you.
Build a Network of Exit Buddies: Surround yourself with others who have already navigated the transition to civilian life. If you don’t know where to start, find someone online from your unit. Even if you haven’t talked to them in several years, Jessica encourages you that they will be happy to share their experience with you.

Follow us for more veteran stories to guide your transition journey, and text this episode to a fellow service member who’s navigating their exit. Until next time, keep lifting others as you soar.

Send us Fan Mail

Visit us at https://exitbuddy.buzzsprout.com to learn more about the show.

Have feedback or questions for us? Email us at ashleyjones.creative@gmail.com.

Breaking Barriers in Aviation & Turning Passion into Nonprofit Purpose