Episode 154

September 2, 2026

Chip Conley

Curiosity Is the Secret to a Richer Life

Curiosity Is the Secret to a Richer Life

Happiness and purpose may not be enough for a truly rich life.

In this episode of Wisdom Wednesday, Chip Conley joins Derek Gehl to explore psychological richness and why curiosity, new experiences, challenge, and spontaneity become especially valuable as we age.

Drawing on the idea of a psychologically rich life, Chip shares:

  • Why psychological richness matters as we get older, and how curiosity keeps us engaged with life
  • The question that can reshape your next decade: what will you regret not learning, doing, or investing in 10 years from now?
  • Why we regret the things we don’t do far more than the things we do
  • Why becoming a beginner again matters, from learning a new skill to pursuing a passion you’ve neglected
  • Why spontaneity and stepping beyond routine open us to experiences we might otherwise miss

Watch the full episode and choose one thing you’re ready to finally do.

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