What March Madness Teaches About Your Money

What March Madness Teaches About Your Money

March 26, 2026 · 17 min

About this episode

Scott Osborn draws parallels between March Madness bracket predictions and financial decision-making.

📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/ March Madness brackets are fun… until they fall apart. But what happens when that same mindset shows up in your financial decisions? In this episode, Scott draws smart parallels between bracket predictions and investing behavior. From bias and recency thinking to chasing winners and betting on “Cinderel...

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