Aug 16, 2025

How I Use AI to Stress-Test Tough Talks (HR Loved the Result)

Jeremy Utley (Director of Exec Ed, Stanford d.school) shares a fast, repeatable prep for high-stakes conversations:

Role-play the conversation via voice with an AI.

Get a transcript and have a second AI critique using a framework (e.g., Radical Candor).

Stress-test with a third AI playing an adversarial persona (“bad day,” defensive, etc.).
Outcome: calmer delivery, clearer language, and HR-level praise—without extra meetings or coaching.

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Jeremy Utley
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jeremy-utley

Adjunct Professor, Author, Podcaster @ Stanford University, Ideaflow, Beyond the Prompt: How to Use AI in Your Company

San Francisco, CA

A leading expert on creativity and innovation at Stanford University, who considers himself a "front row student" in the AI classroom. He's taught a million+ students of innovation over the

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