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The James Altucher Show · March 31, 2026 · 1h 4m

Thinking Sideways: Chess, AI, and Smarter Decisions with Jen Shahade

Jen Shahade, chess champion and poker professional, joins James to discuss the mental skills that drive better decisions. They explore how most people think too narrowly, approaching problems with a limited set of options. Drawing on chess and poker, they examine how AI can broaden our strategic thinking while human focus and emotional control remain irreplaceable. The conversation centers on the idea that the real competitive edge comes from how you think, not what you know.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Highlights

The Power of Generating More Options
Jen Shahade argues that the quality of our decisions depends on the range of options we consider, not just the final choice we make.
AI as a Decision-Making Partner
The episode covers how AI has transformed decision-making in chess and poker by surfacing unconventional moves and strategies.
Mental Edge Over Technical Knowledge
Shahade maintains that the real competitive edge comes from mental skills—focus, emotional control, discipline—not sheer technical knowledge.
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