Episode 91

April 8, 2026

Chip Conley

Stuck Between Aging Parents and Grown Kids in Midlife?

Stuck Between Aging Parents and Grown Kids in Midlife?

You’re taking care of your parents. You’re supporting your kids. But who’s taking care of you?

In this Wisdom Wednesday episode, Derek Gehl sits down with Chip Conley to unpack the reality of the sandwich generation and why midlife can feel more overwhelming than ever.

Chip shares key insights on:

  • The real emotional cost of caregiving
  • Why this stage of life feels heavier today
  • How to build a support system that actually helps
  • Why protecting time for yourself is essential

A clear, honest conversation for anyone feeling stretched thin in midlife.

👉 Watch the full episode and subscribe for more real conversations like this.

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