What are we really talking about when we talk about the Enneagram?

In this Morning Show conversation, we move past surface-level typing and into something deeper—transformation, self-awareness, and the courage to face what’s actually being exposed in us.

We explore:

1. Why the Enneagram is more than insight—it’s a tool for real-time self-awareness
2. The difference between knowing your patterns and interrupting them
3. How unconscious motivations shape our lives (and how to bring them into the light)
4. Why “what do I want?” might be one of the most powerful questions you can ask
5. The tension between shared human flourishing and personal transformation
6. How each type filters reality—and what that means for relationships, emotions, and growth

Along the way, we engage ideas from Carl Jung, Brené Brown, and Dr. Daniel Siegel’s Personality and Wholeness in Therapy, while also diving into the practical, lived experience of using the Enneagram.

In this episode, we dive into Joey Schewee’s new book and the framework reshaping how we understand the Enneagram. What begins as a familiar observation—types orienting around accomplishment, connection, or ease—becomes something far more grounded as we explore the underlying mechanism that produces these patterns.

Rather than stopping at outcomes, Joey’s work traces how each type processes experience from the inside out, offering a clearer structure for why we assess our lives the way we do. This conversation moves beyond description into explanation, giving language and form to something many have sensed but not fully articulated.

We’re launching something new inside Around the Circle: The Reading Room.

Take a listen. We will be discussing the book by Dr. Siegel starting Tuesday, March 24th, 2026.

Sign up for : HERE

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In this episode, Jeff begins a chapter-by-chapter deep dive into our first book: Personality and Wholeness in Therapy.

Written by a team of PhDs and medical doctors and led by Dr. Daniel J. Siegel (Harvard-trained, UCLA professor of psychiatry), this book represents a major shift. It takes the Enneagram out of the realm of “wisdom tradition” and places it in conversation with neuroscience, developmental theory, and clinical practice—drawing on over 50,000 narrative interviews.

We will post episodes of this sort weekly, and they will serve to set up our Tuesday night conversations. Our First Live Session will be Tuesday, March 24, 2026

Join us by:

1. Getting the book
2. Reading the introduction
3. Signing up at aroundthecircle.org for $20 membership

Think of this as a gym membership—but for your inner life.

We’re building a space not just for content, but for conversation, clarity, and growth.

If you’ve wanted a place to think out loud about the Enneagram with others who take it seriously—this is it.