Episode 56

January 16, 2026

Blake Mycoskie

He Had Everything. Midlife Broke Him Anyway | Blake Mycoskie

He Had Everything. Midlife Broke Him Anyway | Blake Mycoskie

What happens when success stops working and midlife hits hard?

Blake Mycoskie, founder of TOMS Shoes, shares the story behind his most difficult chapter. After building a global brand and achieving massive success, Blake found himself facing a deep midlife reckoning marked by depression, loss of identity, and an urgent search for meaning beyond achievement.

Blake opens up about:

  • How selling part of TOMS triggered an unexpected identity collapse
  • Why midlife depression often follows success, not failure
  • The treatments and inner work that helped him recover, including ketamine therapy and TMS
  • The simple but life-changing realization that shifted everything: “I am enough”
  • Why connection and community matter more than success or status

👉 Watch now to hear Blake Mycoskie’s most vulnerable and meaningful story yet.

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