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Index/Leadership/Executive Careers with Fexingo
Executive Careers with Fexingo artwork

When Your New Boss Is Younger Than You

Executive Careers with Fexingo · 2026-08-19 · 10 min

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Topics in this episode

Reverse mentorshipexecutive career advicereporting to younger bossyounger managerage diversity at work

Episode notes

In this episode of Executive Careers, Lucas and Luna unpack the uncomfortable but increasingly common situation of reporting to a younger boss. They trace the shift through the tech sector and into the Fortune 500, where the median CEO age has dropped noticeably. They share a specific Fortune 100 example where a 39-year-old now runs a division that employees twice his age. The conversation covers the emotional sting of seeing a younger peer promoted past you, the strategic advantage of reverse mentorship, and a practical framework for reframing the dynamic from threat to opportunity. They also get honest about the moments when it's time to leave. Expect concrete advice on how to signal value to a younger leader, what questions to ask in your first one-on-one, and why your experience remains your strongest asset, even when the org chart says otherwise.

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