I have used ChatGPT, Claude, and other generative AI tools as rehearsal partners for high-stakes conversations. These systems can simulate tough interviewers, skeptical board members, curious patients, or supportive colleagues. By practicing Q&A with an AI that pushes back, asks follow-ups, or challenges your assumptions, you sharpen your responses and clarify your message. AI role-play also builds confidence: you hear yourself think out loud, refine your tone, and walk into real meetings already warmed up and strategically prepared.
Role Playing With AI
How you can prepare for that important meeting by using AI
Mar 02, 2026
Suddenly Screwed-Slowly Healed
Leadership Chess explores real-world strategy, betrayal, and resilience—how leaders navigate power plays, rebuild trust, and turn adversity into mastery.
Leadership Chess explores real-world strategy, betrayal, and resilience—how leaders navigate power plays, rebuild trust, and turn adversity into mastery.Listen on
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