Has anyone ever told you that you’re not really a Five?

In this episode, Cody stages an intervention (armed with four years of transcripts, Enneagram books, and a surprising analysis from ChatGPT) to settle an ongoing debate: Is Josiah actually a Five… or a Three in disguise?

What starts as a lighthearted experiment turns into one of the most personal and revealing conversations we’ve ever had about identity, burnout, belonging, and what it really means to grow beyond your type.

IN THIS EPISODE:

• The “ChatGPT Experiment” – Cody feeds 35 episodes into AI to find out what type Josiah really is.
• Public Speculation – Why some in the Enneagram community doubt Josiah’s Five-ness.
• The Case for Type Three – Guest Corey joins to make his argument and share what he sees from the outside.
• Josiah’s Turning Point – How getting demoted, hiring a life coach, and confronting his inner critic reshaped everything.
• Social Fives vs. Threes – What looks similar on the surface but feels completely different underneath.
• The Fully Five Origin Story – How years of burnout led Josiah to create a community for Fives who want more from life.
• The Real Motivation – Why freedom, not recognition, drives Josiah, and how that might be the most Five thing of all.

LINKS & RESOURCES:

📩 Join the newsletter: enneagramfive.com/newsletter
💬 Join the community: enneagramfive.com/community
🗒️ Full transcript & show notes: enneagramfive.com/57

JOIN THE CONVERSATION:

📢 Do you think Josiah is really a Five, or could he be a Three in disguise? Let us know in the community!

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• Actionable & practical – Clear next steps.

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RECOMMENDED NEXT EPISODE:

➡️ #27: Subtypes

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