The Most Important Question to Ask AI Is: “Are You Sure?”

The Most Important Question to Ask AI Is: “Are You Sure?” My favorite question to ask AI is also one of my favorite questions to ask executives: Are you sure? In this week’s This Week in Culture, I’m exploring AI sycophancy, leadership, and why the ability to question certainty is becoming even more important. Want to read the full article? Click Here!

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Past Issues

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Good Leaders Lie

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“On Second Thought…”

I’m currently reading Destructive Generation: Second Thoughts About The Sixties, a memoir of ideological disillusionment by David Horowitz and Peter...

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Houston we have a culture problem.

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Agility Is the New Stability

I recently worked with a global pharmaceutical company in the animal health space during a week of political uncertainty—tariffs had been announced,...

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