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AI Ep 25: Why AI Can’t Play Chess

An episode of the Revenue Rewired podcast, hosted by Jay Feitlinger and Sarah Shepard, titled "AI Ep 25: Why AI Can’t Play Chess" was published on November 18, 2025 and runs 1 minutes.

November 18, 2025 ·1m · Revenue Rewired

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Ever wonder why ChatGPT, Perplexity or Claude fall apart playing chess? In this episode of Two-Minute AI Tips, Sarah shares what happened when she relied on Claude mid-game, and why language models will never match a real chess engine.In this episode, you’ll learn:Why LLMs can’t calculate with precisionThe difference between pattern-matching and strategic depthWhat this teaches us about trusting AI in high-stakes decisionsIf you’ve ever mistaken confidence for competence, this episode is your checkmate.Contact Us:Email: [email protected]: www.stringcaninteractive.comReach out to the hosts on LinkedIn:Jay Feitlinger: https://www.linkedin.com/in/jayfeitlinger/Sarah Shepard: https://www.linkedin.com/in/sarahshepardcoo/

Ever wonder why ChatGPT, Perplexity or Claude fall apart playing chess? In this episode of Two-Minute AI Tips, Sarah shares what happened when she relied on Claude mid-game, and why language models will never match a real chess engine.

In this episode, you’ll learn:

  • Why LLMs can’t calculate with precision
  • The difference between pattern-matching and strategic depth
  • What this teaches us about trusting AI in high-stakes decisions

If you’ve ever mistaken confidence for competence, this episode is your checkmate.

Contact Us:

Email: [email protected]

Website: www.stringcaninteractive.com

Reach out to the hosts on LinkedIn:

Jay Feitlinger: https://www.linkedin.com/in/jayfeitlinger/

Sarah Shepard: https://www.linkedin.com/in/sarahshepardcoo/


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