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April 17, 2025 22 mins

When it comes to investing, are you picking winners or just playing favorites? In this episode, Ryan breaks down how our emotional biases, gut instincts, and misplaced confidence can sabotage even the best financial intentions.

Using bracket-building and sports betting as a metaphor, Ryan explores how chasing individual stocks is a lot like guessing tournament upsets: unpredictable, addictive, and often disappointing.

Here’s what we cover in this episode:

🧠 Why emotional investing leads to poor decisions

📉 The surprising odds of stock-picking success

📈 Why diversification still beats “gut feeling”

⚠️ The hidden risks of being loyal to one stock

📚 How real market data can reframe your mindset

 

Retire Pilots - https://retirepilots.com

 

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The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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