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February 26, 2025 60 mins

Confidence is essential in business, but unchecked overconfidence? That’s where things fall apart.


Don Moore, a leading expert on decision science, breaks down why most people—especially successful ones—tend to be too sure of themselves in areas they know little about. We dig into why business owners struggle to evaluate risk, why past wins can make you blind to future mistakes, and how probabilistic thinking can keep you from making overconfident (and expensive) decisions.

 

KEY TOPICS

  • How the sunk cost fallacy keeps business owners stuck in failing ventures.
  • How market predictions based on ‘gut feeling’ often backfire.
  • What AI reveals about human overconfidence.
  • Why your biggest blind spots exist in areas where you think you’re most knowledgeable.

 

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CHAPTERS

00:00 – Intro: Defeating bad decision-making in life & business


02:00 – Why new parents are overconfident


05:30 – The Dunning-Kruger effect in parenting and beyond


07:40 – What is over-precision, and why does it matter?


12:20 – The dangers of overconfidence in business and investing


16:55 – Why successful people struggle with decision-making


19:20 – The power of having language for decision-making biases


21:45 – How thinking in probabilities leads to better choices


24:05 – Market predictions, uncertainty, and decision paralysis


26:20 – How hobbies and competition keep us humble


28:50 – The behaviors that make people more (or less) overconfident


31:05 – The surprising gift of criticism


33:25 – Parenting, teenage rebellion, and overconfidence


36:50 – Overconfidence in parenting decisions


39:10 – Avoiding regret and learning from imperfect decisions


41:20 – Why most people misinterpret their financial wins


43:45 – Is AI overconfident? The risk of machine-generated certainty


46:00 – The problem with certainty in AI, investing, and life


48:30 – Why demanding 100% certainty keeps you stuck


50:30 – What Sanger has learned from hosting Decidedly


55:10 – The importance of embracing uncertainty in business and life


57:35 – Don’s top decision-making tip for business owners


57:47 – Where to connect with Don Moore


58:16 – Key Takeaways


59:29 – Message from the Producer

 

 

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