Episode #81: Does Your Boss Have AI Brain?, Career Bets That Compound, Too Much Is Happening Too Fast

Episode #81: Does Your Boss Have AI Brain?, Career Bets That Compound, Too Much Is Happening Too Fast

May 28, 2026 · 28 min · Episode 81

About this episode

The episode explores the implications of AI on leadership and career strategies, discussing various perspectives on AI's impact on organizations and individuals.

This week on The Learning Corner, we dig into Rachel Karten's viral piece on AI-obsessed leadership and what happens when organizations adopt AI without any real strategy. We then discuss Karan Dhir's framework for career bets that actually compound versus the ones that just look like progress, including a debate on whether the AI era has quietly rehabilitated the generalist. We close with Charlie Warzel's Atlantic piece on AI malaise and whether the anxiety around AI is actually a geography problem more than a technology one.

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