The Heart and Purpose of Great Leadership: Libby Doran

“YOU DESERVE TO BE AT THIS TABLE. MAKE SURE YOUR VOICE IS HEARD.”

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Episode Description

In this episode of Leadership Matters by The Bailey Group, Kaylee Thompson talks with Libby Doran, Founder of Doran Leadership Partners, about what it truly means to lead with courage, humanity, and clarity. Libby traces her journey from international development work with USAID in the Horn of Africa to boutique management consulting and ultimately building her own executive search firm. Along the way, she shares how early experiences in global aid shaped her beliefs about privilege, education, and economic mobility – and how those lessons now inform the way she advises leaders and organizations. Libby reflects on the power of values-based decision-making, why having hard conversations is an act of care, and how to navigate seasons of uncertainty as a business owner without burning out. She also offers a candid look into executive search: why so many leadership hires fail, what organizations overlook when they focus only on experience, and how to create the right “habitat” for new leaders to thrive. If you’re looking for thoughtful, grounded leadership wisdom that meets the moment we’re in today, this episode delivers powerful insights you won’t want to miss.

Chapters

  • 00:00 From USAID to Executive Search: Libby's Origin Story
  • 02:51 The Power of Education to Change Lives
  • 07:22 The Pivot That Changed Everything
  • 11:50 How Libby Became an Entrepreneur Without Planning To
  • 16:00 The Art of Difficult Conversations
  • 20:45 What Made Her Mentor John Younger So Remarkable
  • 22:30 Leading Through Uncertainty: Pandemic Lessons Applied Now
  • 27:40 Writing Her Own Job Description and Letting Go
  • 31:30 Where Companies Get Hiring Most Wrong
  • 36:00 Why 40% of Executive Hires Fail
  • 38:49 Advice for Her Younger Self: You Deserve to Be at This Table
  • 42:30 When Good Enough Is Good Enough
  • 46:00 The Secret Sauce Behind Doran Leadership Partners
  • 52:10 It's All Going to Be OK

More In The Series

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