What is a Good Life? #166 - Living Your Own Version Of Success with Kaylyn Lehmann

What is a Good Life? #166 - Living Your Own Version Of Success with Kaylyn Lehmann

From What is a Good Life? by Mark McCartney

March 17, 2026 · 58 min · Episode 166

About this episode

Kaylyn Lehmann discusses trusting oneself and defining personal success amidst uncertainty.

What does it mean to trust yourself when the path isn't clear? Kaylyn Lehmann is Co-founder and Executive Coach at Simplified Coach, a former VP of HR, and a specialist in neuroscience leadership and character strengths. Over the past decade she has coached hundreds of C-level and high-potential executives across high tech, biotech and highly funded start-ups. Drawing on a formative experience of loss in her late twenties, Kaylyn has long carried a question from Tuesdays with Morrie: Is today the day? — not as something to fear, but as a guide. From walking away from a VP salary that no longer felt right, to building a business during a bed rest pregnancy in the middle of the 2008 recession, to a Ralph Waldo Emerson quote from her mother that reframed how she saw herself, this is a conversation that charts a path to greater autonomy and coherence. A life which realises the significance of awe and play along the way. If you are in the middle of uncertainty that you are struggling to navigate, this will offer so much to consider and support. 🔔 Subscribe for weekly conversations on what it means to live a good life. For more of Kaylyn's work: Website…

People in this episode

Host: Mark McCartney

Guest: Kaylyn Lehmann

Topics covered

  • self-trust
  • success
  • coaching
  • neuroscience leadership
  • personal growth
  • autonomy
  • life significance

Keywords

  • trust yourself
  • success
  • coaching
  • neuroscience
  • personal growth
  • autonomy
  • life significance

Mentioned in this episode

Organizations: Simplified Coach

Books & works: Tuesdays with Morrie

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