Podcast2024-11-19T13:06:02+00:00

THE WEALTHY PILOT’S PODCAST

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 Airline Advisor.

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5 Ways Wishful Thinking Can Damage Your Retirement

May 29, 2025|

A little hope is good for the soul, but when it comes to retirement planning, wishful thinking can lead to serious financial mistakes. Today, Scott’s walking through five common examples of wishful thinking that can quietly damage your retirement, and how you can build a plan that protects your future instead of relying on luck.

Why Type A Investors Should Probably Do Less

May 22, 2025|

Today, we’re talking about Type A personalities. If you’re driven, competitive, and goal-oriented, then you’re part of the club that often struggles during difficult markets. When things get tough, your instinct is to work harder, push more, and fix the problem. But in investing, that instinct can sometimes backfire. 

Retirement Lessons From The Masters (Part 2)

April 24, 2025|

In part two of this special Masters series, Scott takes us to the “back nine”- the final stretch of retirement planning where pressure builds and smart decisions matter most. From avoiding risky plays in your 50s and 60s to understanding how emotions can derail your strategy, Scott lays out what it really means to finish strong.

Retirement Lessons From The Masters – Part 1

April 14, 2025|

The Masters is a beautiful reminder of just how much strategy, patience, and long-term focus goes into a great round of golf. Turns out, retirement works a lot like the game. Today, we’re teeing up a few key lessons from the course and how they translate into smarter planning for your financial future.

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