Episode 115

June 3, 2026

Chip Conley

The Millennial Midlife Crisis Won't Look Like You Think

The Millennial Midlife Crisis Won't Look Like You Think

Are Millennials heading for a midlife crisis or redefining midlife altogether?

In this Wisdom Wednesday episode, Chip Conley joins Derek Gehl to explore how millennials are entering midlife differently than previous generations. After growing up through economic uncertainty, social change, and shifting life expectations, many millennials may be approaching midlife with a completely different mindset than their parents.

They discuss:

  • Why millennials may never experience a traditional midlife crisis
  • How the U-curve of happiness is changing for younger generations
  • Why millennials are shifting from freedom-seeking to stability-seeking
  • How longer lifespans are reshaping the concept of midlife
  • Why durable skills and wisdom matter more than ever in the age of AI

Feeling behind in life? You might be measuring yourself against the wrong timeline.

Listen now to discover why the traditional midlife crisis may not apply to millennials and what that reveals about the future of aging, purpose, and fulfillment.

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