How to Rewire the "I'm Not Enough" Belief That's Holding You Back with TOMS Founder Blake Mycoskie

How to Rewire the "I'm Not Enough" Belief That's Holding You Back with TOMS Founder Blake Mycoskie

May 14, 2026 · 43 min · Episode 264

About this episode

Blake Mycoskie discusses the struggle of high achievers with self-worth and fulfillment despite success.

If success is supposed to make you feel fulfilled… why do so many high achievers still feel like they're not enough? You hit the goal. You build the career. You create the life you thought would finally make you feel fulfilled… and somehow, it still doesn't feel like enough. Blake Mycoskie built TOMS into a global phenomenon and became one of the most successful entrepreneurs in the world. But behind the success, he was quietly battling depression and wrestling with a deeper question he never expected: "Am I enough?" In this conversation, we unpack why so many high performers struggle in silence and what it actually looks like to keep your ambition without losing yourself in the process. By the end of this conversation, you'll walk away with a different way to think about success and self-worth.

People in this episode

Host: Molly Fletcher

Guest: Blake Mycoskie

Topics covered

Keywords

Mentioned in this episode

Organizations: TOMS

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