Around the Circle | An Enneagram Channel

Join us for this advanced discussion of the Enneagram and the science behind it. Sign up for a $20 Membership : HERE Then click here for links and all the details: HERE In this episode, we continue our deep dive into Personality and Wholeness in Therapy by Daniel J. Siegel, exploring Chapter 3 and one of the most ambitious questions in Enneagram work: How do the nine types actually form? Drawing f...

Connect with all our work : HERE This episode of Rewired continues a deep dive into the Enneagram’s processing centers, turning toward those who process with feeling —Twos and Fours. Using Joey Schewee's NEW BOOK as a springboard, Jeff and Katie wrestle with how Twos and fours meet their needs and overcome their underlying feeling. Through Twos, the discussion becomes concrete. Feeling processing...

Sign up for our April 11 Workshop : HERE This is a recording of our Second Saturday Workshop from March. Our next Second Saturday workshop is April 11, where we’ll be focusing on Sixes and Sevens. You can find all the details and sign up at AroundtheCircle.org. ___ We moved into the inner world of Enneagram Fours and Fives, exploring what each type fears, avoids, and protects. For Fours, the conve...

Join us a Member : HERE In this first Early Access family episode, Katie Whitlock sits down with a mother–daughter pair to explore how the Enneagram plays out inside real relationships. Jen (Enneagram 3) and Olivia (Enneagram 1) bring both depth and honesty as they reflect on their shared history—shaped by achievement, responsibility, and a deep desire to “do things right.” From childhood dynamics...

Connect with us : HERE In this Morning Show conversation, we dive into one of the most uncomfortable—but essential—parts of growth: exposure and vulnerability. From the “Enneagram of Avoidances” to the deeper question of what each type refuses to face, this episode explores how avoidance shapes our patterns … and how facing it might be the exact path to what we actually want. We unpack: The core a...

Sign up for our Around the Circle Membership : HERE This week in the Reading Room , we continue our journey through Personality and Wholeness in Therapy with a deep dive into Chapter Two. This chapter introduces the PDP framework—a fresh attempt to reinterpret the Enneagram through developmental pathways, neuroscience, and narrative data. Along the way, we wrestle with big questions: What actually...

In this installment on the Enneagram’s processing centers, Jeff Cook and Katie Whitlock engage When Working Together Doesn’t Work by Joey Schewee, focusing on the doing center through Types One and Three. The conversation explores how these types assess life through action—how progress, productivity, and accomplishment become the primary lens for determining whether things are working. For Ones an...

What can joy survive? In this conversation, Jeff Cook sits down with licensed trauma therapist and author KJ Ramsey to explore the surprising relationship between pain, joy, identity, and healing. Drawing from her upcoming memoir The Place Between Our Pain , KJ shares how chronic illness, trauma, and the limits of control reshape our understanding of time, self, and what it means to be held. Toget...

What does it feel like to move through life believing your presence doesn’t quite matter? In this episode of Early Access, Katie Whitlock talks with Blake Walker, an Enneagram Nine, about the quiet patterns that shape her life—from avoiding conflict to merging with others’ goals, to the slow realization that her own voice matters. Blake reflects on marriage, motherhood, and building a life that at...

As we close out Season One of Inside Story , Kristin Messegee and Jeff Cook reflect on what they’ve learned—and where the Enneagram needs to go next. This conversation moves beyond theory into practice. What actually changes us? Why do we avoid our core emotions—anger, shame, and fear—and what does it take to face them? Across the triads, patterns emerge: image types struggle to access shame, body...

We’re back for Part Two of our deep dive into Personality and Wholeness in Therapy —and this time, we step into Chapter One. In this episode, we explore three core ideas shaping Dr. Siegel's model. We trace how early temperament forms a kind of filter, how neural pathways reinforce our patterns over time, and why growth is less about changing your type and more about loosening its grip. We also ex...

Explore more of Around the Circle, join live discussions, and access exclusive content: HERE ___________ We’re back in —and diving deeper into Joey Stabile’s Working Together Doesn’t Work , focusing on the Processing Center and what it reveals about how different types move through the world. In this episode, we begin a discussion on Eights, Threes, and Ones—the “doing processors.” What does it me...

The beginning of the end! In this episode, Katie talks with Luke, a pastry chef turned mental health counselor. We talk about several differences between 3 and 9, and spend a lot of time diving into what it means for a 9 to "wake up" and start chasing after their own life. Luke has an incredible knack for explaining difficult concepts, so this is a good one to listen to if you want to understand t...

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: Why the Enneagram is more than insight—it’s a tool for real-time self-awareness The difference between knowing your patterns and inte...

In this episode, we dive into Joey Schewee’s new book "When Working together Doesn't Work" -- Which you can buy: HERE . We introduce a framework reshaping how we are 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...

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 ___ 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-...

Katie talks with her new friend Grace in this episode! Grace is an Enneagram coach based in Dallas, Texas. We discuss the core motivation of 8s (and how it shows up in Grace's daily life), an 8's hesitancy to discover their own limitations, and the similarities/differences between 8s and a few other key numbers. Find Grace on Instagram here Check out her website here

Episode Two of the Morning Show and we are joined by the TJ Wilson. We are talking about the art of advice. Together they explore why giving advice can feel so natural, why receiving it can feel so difficult, and how often “help” is tangled up with control, fear, projection, or the need to be affirmed. The conversation moves beyond simple tips and asks a bigger question: When we seek guidance, are...

Our monthly Second Saturday gathering continues as we explore the high side of the Enneagram through conversation, reflection, and lived experience. This is our recording from last month. Do join us March 14th. Become a member of aroundthecircle.org and go HERE to sign up. ___ In this session, we focused on Twos and Threes—looking closely at the fears, patterns, and excesses that can pull these he...

Katie sits down with Emma, a 35-year-old Enneagram Six, for a thoughtful and personal conversation about fear, preparedness, relationships, and the long road toward self-trust. Emma shares how she first found the Enneagram through podcasts, what it was like to recognize herself as a Six, and how that discovery helped make sense of patterns she had carried for years. Together, Katie and Emma explor...

So … what does it mean to be happy anyway?! In this episode of The Morning Show , Jeff is joined by Enneagram teachers Jackie Contessa and Kristin Messegee to explore the relationship between the Enneagram and happiness. Together they consider whether happiness is something we pursue, something we cultivate, or something that emerges when we begin to see through the patterns of personality. Along...

Jeff sits down with therapist Lindsay Taylor of Hope Springs Counseling in Alabama for a wide-ranging, honest conversation about the inner world of Enneagram Ones—especially what it takes to stay grounded when everything feels like it’s on fire. Together, they explore the One’s visceral experience of brokenness, the exhausting question of “what is mine to do,” and why the Serenity Prayer keeps sho...

Y’all, this one is REALLY GOOD. In the first half we talk typical 6 stuff: counter phobic vs phobic, reading other people’s emotions, etc. But in the second half, we get into some new stuff and it’s one of my favorite episodes to date. There are a few seconds of audio issues around the 47 minute mark (we had some technical problems during recording), but hopefully you all can still understand! Fin...

In this exchange, Kristin and Joey explore how differently the types move through the world—especially around communication, authority, affirmation, and intensity. They also examine crisis strengths, autonomy, vulnerability, and the common mistyping of bold people. The discussion broadens into themes of parenting, growth, and self-awareness. Joey reflects on raising children with an understanding...

Jeff sits down with grief expert and Enneagram guide Mandy Capehart to unpack what national grief really feels like — not just personal sorrow, but the deep cultural distress many Americans carry today. Together they explore the emotional impact of polarized culture, lost shared reality, and fear-driven responses in our relationships and communities. Mandy offers insight into how regulation, one-o...