Episode 116

June 5, 2026

Debjani Biswas

The Truth About Becoming Miserably Successful | Debjani Biswas

The Truth About Becoming Miserably Successful | Debjani Biswas

What happens when you do everything “right” in life… and still end up unhappy?

In this powerful conversation, I’m joined by Debjani Biswas, leadership coach, bestselling author, and TEDx speaker, to talk about burnout, reinvention, identity, and what it really means to live authentically. She shares her journey from turning down Harvard twice and breaking barriers as the only woman in her IIT engineering class to experiencing a complete midlife unraveling that changed everything.

Together with Chip Conley, she explores:

  • Why so many successful people feel empty inside
  • How fear and perfectionism quietly shape our lives
  • The surprising freedom that can come from a midlife crisis
  • The leadership qualities that matter most today
  • The simple coaching question that can transform your thinking

Warm, honest, and deeply insightful, this episode is for anyone navigating reinvention, purpose, or the pressure to keep it all together.

Watch now and discover why your most meaningful chapter may still be ahead.

Watch Debjani’s TEDx Talk here: TEDx Talk on Gender Bias and Identity

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