The Calibrated CEO

The Calibrated CEO

What AI Cannot Do Is The Only Thing That Matters.

The certainty AI offers is the same certainty that has been failing you for 10+ years. Now it just sounds smarter.

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Simmo
May 12, 2026
∙ Paid

A 47-year-old client sent me a ChatGPT conversation last month.

He’d asked it whether he should be doing intermittent fasting. The AI gave him a balanced, evidence-cited, three-paragraph answer that leaned moderately positive.

“Some evidence supports fasted training for fat oxidation. Individual results may vary. Consider your goals and lifestyle.”

That an…

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