Episode 80

March 13, 2026

Diana Chapman

Why You Keep Repeating the Same Conflict Patterns | Diana Chapman

Why You Keep Repeating the Same Conflict Patterns | Diana Chapman

Real growth rarely happens when life feels comfortable. It begins when we slow down, question our patterns, and face the deeper truths about how we live and lead.

In this episode of Midlife Chrysalis, Chip Conley talks with Diana Chapman, leadership coach and co-author of The 15 Commitments of Conscious Leadership. Drawing from decades of coaching founders and CEOs, Diana shares practical wisdom on how awareness can transform relationships, leadership, and personal growth.

In this conversation, she explores:

  • How the Drama Triangle fuels conflict and how to step out of it
  • Why playfulness is essential in long-term relationships
  • The difference between your zone of excellence and your zone of genius
  • Why midlife transformation often requires quiet and surrender

The episode also turns deeply personal as Chip reflects on mortality, purpose, and stepping away from constant busyness to reconnect with what matters most.

Watch the full episode to explore what a true midlife chrysalis can look like.

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