Investing During All-Time Highs: Strategies For Success Artwork

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots

Welcome to The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots, where we navigate the skies of financial success with your host, Scott Osborn, The Pilot's Planner. Each episode, we soar through the challenges and opportunities unique to pilots, from debunking myths to mastering best practices in financial planning and investing. As demand for pilots reaches new heights, so too does the complexity of their financial landscapes. With Scott's expertise we tackle common pitfalls and strategic wins that can significantly boost a pilot's financial trajectory. Whether you're an aviation professional or just fascinated by the financial skies pilots navigate, this podcast promises insights that can help anyone plot a course toward financial independence. https://thepilotsplanner.com/

All Episodes

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots

Investing During All-Time Highs: Strategies For Success

July 24, 2025 • Scott Osborn

The market’s hitting record highs, but does that mean it’s too risky to invest right now? In this episode, Scott breaks down what all-time highs actually mean for long-term investors. You’ll hear how short-term fear often leads to poor decisions and why zooming out can help you stay grounded.

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

📈 Why investing at all-time highs isn’t as scary as it seems

⏳ Why time in the market beats timing the market

📉 What short-term pullbacks really mean for long-term gains

🧠 The emotional traps investors fall into at market highs

🔄 The importance of discipline and consistency through market ups and downs

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/