Enneagram in Real Life

Showing Up: Embodied Inner Work as an Enneagram 5 with Chris Schoolcraft


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On this week’s episode of Enneagram IRL, we meet with Chris Schoolcraft. Chris has led and coached individuals, teams, and organizations through adversity for over 25 years. During this time, he has worked in religious, non-profit, and corporate settings, investing in urban, small towns, and suburban communities. He has learned from and supported both the disenfranchised and the ultra-wealthy, personally and professionally, partnering with non-profits and businesses to positively impact communities and lives.

A little over 8 years ago, Chris's life underwent a foundation-shaking shift, prompting him to seek new tools, perspectives, and relationships. He was introduced to the Enneagram, engaged in therapy focusing on inner child work, and enlisted a professional coach. Chris discovered a newfound authenticity and resilience, leading to a richer and deeper life. Out of this life-changing journey, Chris feels a clearer call to lead and coach organizations, teams, groups, and individuals toward greater self-awareness, growth, depth, and transformation.



🔗 Connect with Chris!

💻 https://www.clsleadership.com/

📷 Instagram: @cls.leadership


🔗 Connect with Steph!

💻 https://ninetypes.co/

📷 Instagram: @ninetypesco

🎥Youtube: @stephbarronhall



Here are the key takeaways:

  • Chris talks about his background & how he discovered the Enneagram
  • Typing as a Five and spending a year exploring his type
  • Discovering his subtype as an SP Five
  • “As Fives, we perfected getting our needs met without asking”
  • Discussing boundaries and privacy 
  • Type Five childhood wound - Either abandoned or too intruded upon
  • Nervous system overload
  • The passion of “Avarice” and fixation of “Stinginess” 
  • “Fives want to know the answer before they get to the conversation”
  • Fives learning to “do”
  • Origin stories and how they make up who we are
  • How does Chris see his type in work?
  • Coming out of the “abstract” and experiencing the present
  • Connecting to other Intelligence Centers
  • Chris’ experience in leadership
  • How can people connect with Fives?
  • Practical advice for Fives beginning their self-discovery journey


Resources mentioned in this episode:

  • The Road Back to You by Ian Morgan Cron & Suzanne Stabile 
  • The Essential Enneagram by David Daniels
  • Enneagram teachers — Russ Hudson, Beatrice Chestnut & Uranio Paes
  • Bringing Your Shadow Out of the Dark by Augustus Masters Robert



Not sure about your type? Get my free self-typing guide and a series of six emails to walk you through the whole process. Sign up here: https://ninetypes.co/selftyping-guide

Want to keep learning about the Enneagram? Grab Steph’s new book, Enneagram in Real Life! Find the book, ebook, or audiobook wherever books are sold.

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Enneagram in Real LifeBy Stephanie Barron Hall

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