Good Work with Barrett Brooks

Andy Crissinger: The Art of Asking Better Questions


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This week, I talk with Andy Crissinger, a world-class coach and master facilitator who has guided leaders at some of the world’s most renowned startups and companies. Andy’s journey to coaching is remarkable, weaving through ministry, startup leadership, and eventually finding his calling as a coach. In the first half of our conversation, we explore his personal story, which is deeply relatable and filled with lessons about growth and resilience. In the second half, we dive into a coaching curriculum built around five transformative books, offering practical insights for personal and professional development. These resources can help you grow into the leader, partner, and parent you aspire to be. I loved this conversation with Andy about finding purpose, building trust, and achieving meaningful growth, and I think you will too. Let’s get to it!

In this episode:

  • (00:00) - Intro
  • (00:05) - Who is Leonard?
  • (03:25) - What music represents for Andy
  • (07:28) - Family, integrity, and sense-making
  • (14:15) - Andy's transition to ministry
  • (17:09) - What Andy learned about community through ministry
  • (23:13) - Coaching vs teaching
  • (30:20) - The journey through infertility
  • (39:16) - How impact and joy of fatherhood
  • (43:15) - Transitioning to coaching
  • (48:00) - Founding Worksong
  • (01:00:23) - Humble Inquiry by Edgar Schein
  • (01:13:11) - Inherited Family Trauma
  • (01:19:42) - Andy's beautiful future
  • (01:22:18) - Who And is becoming
  • (01:24:19) - Trees by Howard Nemerov

  • Get full show notes and links at https://GoodWorkShow.com.

    Watch the episode on YouTube: https://www.youtube.com/@barrettabrooks.

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    Good Work with Barrett BrooksBy Barrett Brooks

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