Around the Circle | An Enneagram Podcast

Latest Episodes:

369s and the Art of Processing | A Conversation with TJ, Kristin and Katie May 07, 2026

Show notes

This is our final post on Processing Center and Jeff gets to interview Katie Whitlock (3), Kristin Messegee (6), and TJ WIlson (9) about how their types move around the circle.

"The Morning Show" | Head, Heart and Body May 04, 2026

Show notes

In this episode of The Morning Show, Jeff Cook, Kristin Messegee, and Jackie Contessa explore the three centers of intelligence in the Enneagram—head, heart, and body—but with a broader lens than usual. Instead of focusing only on dominant or repressed centers, the conversation examines how each person relates to all three, and what balance across them might actually look like.

They break down each center: the body as presence, boundaries, and action; the heart as identity, connection, and significance; and the head as discernment, strategy, and anticipation of the future. Along the way, they connect these ideas to the nervous system, emotional patterns like anger, shame, and fear, and the practical challenge of moving beyond automatic reactions.

The discussion also turns toward growth—what it means to develop non-dominant centers, how that creates real freedom and choice, and why over-reliance on one center can become limiting. The episode closes with a larger debate about individual work, community, and what true integration looks like in everyday life.

Processing Center | Enneagram 7s and 9s Apr 30, 2026

Show notes

Connect with us : HERE

In this episode of Rewired, we wrap our discussion on the thinking triad by focusing on Enneagram Sevens and Nines. The conversation challenges common assumptions about these types—especially the idea that they are less mentally engaged—and instead highlights how active and complex their inner processing really is.

We explore how Sevens use reframing, anticipation, and possibility to navigate their experience, often thinking far ahead of their actions. Then we turn to Nines, examining how their thinking supports stability, connection, and ease—often by holding multiple perspectives at once.

Roots | Enneagram 2 & 3 * Sara and Katie Whitlock Apr 28, 2026

Show notes

Katie Whitlock is joined by her mom, Sara, with Jeff Cook stepping in as guest interviewer for a conversation about their relationship.

As a Type Two and a Type Three , they explore how their motivations shape connection, attention, and emotional needs within their family. They talk through family dynamics, parenting styles, and what it looked like to grow up in a household with strong relational energy but very different ways of expressing it.

The conversation also moves into more personal territory, reflecting on Sara’s cancer diagnosis, how it impacted the family, and how both of them now understand those years in light of their Enneagram work.

The Morning Show | Recovery Apr 27, 2026

Show notes

Connect with us at : www.aroundthecircle.org

A conversation on recovery—what it is, how it happens, and why most of us only find it after burnout. The group explores the difference between recovery and renewal, the role of daily habits, and how Enneagram type shapes what “rest” actually looks like. From naming excess and admitting powerlessness to rebuilding balance across the centers, this episode moves through both the theory and the lived reality of getting unstuck.

They also wrestle with deeper questions: Are we trying to get back to something, or move forward into something new? What does it mean to recover when life keeps disrupting us? And how do meaning, identity, and daily practices create the kind of resilience that can actually hold when things fall apart?

The Reading Room | Chapter Four : "Personality and Wholeness in Therapy" Apr 25, 2026

Show notes

Join us on Tuesday Nights : HERE

In this episode, Jeff works through the opening section of Chapter Four of "Personality and Wholeness in Therapy," by Dr. Daniel Siegel, focusing on how personality forms through automatic processes beneath awareness. The discussion centers on Siegel’s framework of three core motivations—agency, bonding, and certainty—and how these map onto the Enneagram’s centers.

Jeff walks through each of the nine types using Siegel’s categories of “experience and express,” “contain and channel,” and “reframe and redirect,” translating dense neuroscience into practical Enneagram language. Along the way, he offers critiques, clarifies key ideas, and highlights where the model aligns—or conflicts—with traditional Enneagram understanding.

Processing Centers | Fives Apr 23, 2026

Show notes

Jeff and Katie step into the final triad—Head types—and the conversation sharpens immediately. Drawing from Joey Schewee's work, they wrestle with what “thinking processing” actually is, pushing past surface definitions into something more precise: the ability to step back, hold multiple conclusions, and move toward the path of least resistance.

Along the way, they contrast this with the urgency and emotional weight of other centers, unpacking how Fives (and their Head counterparts) relate to ideas, energy, and the world itself. The result is a conversation that feels both analytical and grounded—less about abstract theory and more about how people actually experience thinking in real time.

Fives | Stress and Security Panel Apr 22, 2026

Show notes

We had a stellar discussion with Melissa Kircher, Josiah Goff and Nadia Brackett. This is a highly informed, self aware conversation about Five-ness, the Fives relationship with their heart and body, and what it looks like to see the world from their center.

If you want to connect with our guests, they can be found below:

https://www.instagram.com/nadiaraebrackett/

https://www.instagram.com/josiahgoff/

https://www.instagram.com/enneagrampaths/

Roots | Enneagram 3 & 5 * Becket and Kelly Cook Apr 21, 2026

Show notes

Katie is joined by Kelly Cook (Enneagram 3) and her son Becket (Enneagram 5) for a candid conversation about what it was like to parent—and be parented—across different personality styles.

They talk through real-life moments: learning how to communicate clearly, navigating boundaries, and discovering what each person actually needs.

"The Morning Show" | Burnout Apr 20, 2026

Show notes

Burnout isn’t just about doing too much—it’s about getting stuck.

In this episode of The Morning Show, Jeff Cook, TJ Wilson, Kristin Messegee, and Jackie Contessa explore burnout through the lens of the Enneagram, reframing it as the result of unprocessed emotional cycles, internal imbalance, and living out of alignment with oneself. Rather than a simple crash after overwork, burnout shows up as emotional exhaustion, disconnection, and a loss of meaning—often driven by patterns we don’t see in ourselves.

The conversation moves from theory into lived reality: parenting, work, identity, and the weight of responsibility. Each type burns out differently—emotionally, mentally, or physically—and recovery isn’t one-size-fits-all. The path forward centers on naming the true source of burnout, rebalancing the centers of intelligence, processing emotions instead of avoiding them, and adopting a long-term “marathon” posture toward life. This is an honest look at limits, responsibility, and how to keep going without losing yourself.

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