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September 11, 2025 19 mins

Falling behind on retirement savings can feel overwhelming, especially if you’re only just hitting your financial stride in your 30s, 40s, or even 50s. In this episode, Scott tackles the big question: How do you catch up if you feel late to the retirement party? From military pilots transitioning into airlines to career changers carrying student loans, many people wonder if they’ve missed their window to build a stronger nest egg. The good news? With the right strategy, time, and income, you can still get on track.

Here’s some of what we discuss in this episode:

✈️ Different paths to the airline career = different financial starting points

🎯 Two critical levers for catching up: tax efficiency & investment returns

💸 Maxing out your 401k & exploring smart savings options beyond it

🛡️ Insurance and risk management are part of “catching up”

Resources:

Our website: https://retireairlines.com/

Phone: (419) 314-4139

Contact our team: https://retireairlines.com/contact-us/

Schedule an introductory call: http://callosborn.com/

Order your no-cost retirement toolkit: https://keap.page/lde199/the-pilot-s-planner-toolkit.html

Check out our other no-cost financial resources & guides here: https://retireairlines.com/guides-whitepapers/

The “When I Die” binder: https://retireairlines.com/wp-content/uploads/2024/10/Scott-O-FILLABLE-BINDER-10.22.24-1.pdf

Watch the podcast on YouTube: https://www.youtube.com/@retireairlines

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