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PODCAST

Around the Circle | An Enneagram Podcast

Jeff Cook and T.J. Wilson

The Enneagram is a map of the human personality. It’s a tool for navigating relationships. It creates language for what motivates us and helps us look at the way we look at everything else. Most importantly the enneagram is a mirror; because sometimes you need help seeing yourself.

religion & spirituality spirituality

All Episodes

01:18:41

A Scientist and a Philosopher III | Quality Enneagram...

Around the Circle | An Enneagram Podcast ·

2026/08/20

Dr Sam E Greenberg and Prof Jeff Cook take to the mics again, this time to talk about high quality Enneagram study: where’s the best work being done, what counts as knowledge, and do those learning about Enneagram have access?They spend the first 30 minutes talking about broad issues in epistemology and contemporary media, but pivot to Enneagram world and work through the needs and discoveries of our community.

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01:00:04

Fresh Thoughts on Spiral Dynamics and The Enneagram

Around the Circle | An Enneagram Podcast ·

2026/08/16

This episode introduces Spiral Dynamics as a framework for understanding human maturity, the values that shape us, and the predictable transitions we experience throughout life.Jeff connects Spiral Dynamics with the Enneagram, asking how our stage of development influences what we seek from the Enneagram, how we understand our type, and ultimately what we believe the Enneagram is for.

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01:39:15

In Conversation with 5s, 6s & 7s | An Enneagram Coach...

Around the Circle | An Enneagram Podcast ·

2026/08/13

Join us September 12 for our discussion with 891s by signing up for a membership : HERETry or Share the Start Here Podcast : iTunes or Spotify ____What do Enneagram Fives, Sixes, and Sevens actually share?In this Second Saturday workshop, we sit down with three Enneagram coaches to explore the Head Types—moving beyond stereotypes and returning to some of the basics that aren't so basic : featuring Kristin Messegee (6), Jackie Brewster (7), and Nadia Rae Brackett (5).We talk fear versus anxiety, the

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01:39:16

Enneagram Misconceptions | The Morning Show

Around the Circle | An Enneagram Podcast ·

2026/08/11

What if some of the most familiar Enneagram descriptions are actually getting in the way?In this episode of The Morning Show, Jeff, TJ, Jackie, and Kristin take aim at the stereotypes that flatten the nine types into easy labels: Eights are challengers, Nines are peaceful, Ones are perfectionists, Twos are helpers, Sevens are happy, and Sixes are afraid.Which stereotypes contain a piece of truth—and which fundamentally misunderstand the type? The crew digs beneath behavior to motivation, exploring

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38:55

Shame and Guilt | "Atlas of the Heart" | Chapter 8

Around the Circle | An Enneagram Podcast ·

2026/08/09

JOIN US ON TUESDAY NIGHTS : HEREWhat happens when falling short becomes a verdict about who we are?In this episode of the Reading Room, Jeff continues through Brené Brown’s Atlas of the Heart, exploring shame, guilt, humiliation, embarrassment, perfectionism, and self-compassion. We look at Brown’s distinction between “I did something bad” and “I am bad,” why empathy can disrupt shame, and how perfectionism can turn achievement into a measure of our worth.The conversation also pushes into Enneagram

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01:17:14

Boundaries and Empathy | A Discussion of "Atlas of...

Around the Circle | An Enneagram Podcast ·

2026/08/06

Join us on Tuesdays : HEREWhat does it actually mean to empathize with someone? And how is that different from compassion?In this Reading Room discussion on Brené Brown's Atlas of the Heart, we explore empathy, compassion, boundaries, and the Enneagram. Together, we wrestle with why some of us instinctively fix, others merge, and others withdraw—and how each type can grow in learning to truly be present with another person's suffering.#Enneagram #BreneBrown #Empathy #Compassion #ReadingRoom

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37:42

Empathy and Compassion | "Atlas of the Heart" |...

Around the Circle | An Enneagram Podcast ·

2026/08/03

Join us on Tuesdays : HEREEmpathy is harder than we think.In this episode of Reading Room, Jeff continues through Chapter 7 of Brené Brown's Atlas of the Heart, exploring the emotional landscape of compassion, empathy, pity, sympathy, boundaries, and comparative suffering.Along the way, Jeff connects Brown's research with Aristotle, Wittgenstein, Buddhist thought, and the Enneagram, asking what it actually means to accompany another person in pain without trying to fix, rescue, or distance ourselves

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01:15:40

When Your Body Stops Cooperating | Brenden Wynn (6)

Around the Circle | An Enneagram Podcast ·

2026/07/30

Jeff Cook and TJ Wilson are joined by Brendan, an Enneagram Six living with chronic pancreatitis, chronic pain, PTSD, and life after a total pancreatectomy.Alongside TJ's experience with fibromyalgia, they explore how chronic illness interacts with Enneagram type, revealing why two people facing similar pain can respond in profoundly different ways.Together they discuss the invisible burden of chronic illness, the struggle to be believed by doctors and loved ones, how different personality types

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01:05:23

"Unwanted Identity" | The Morning Show | Part II

Around the Circle | An Enneagram Podcast ·

2026/07/28

"It's important that I'm not perceived as..."The answers uncover the hidden identities each type works to protect—from the Four's fear of being ordinary or misunderstood, to the Three's struggle with competence and authenticity, the Two's desire to remain indispensable and easy to love, and the One's deep concern with integrity, intention, and being seen as fundamentally good.We are wrapping up our dive into the experiences of shame for 4s, 3s, 2s, and 1s.#Enneagram #Shame #BreneBrown #SelfAwareness

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43:40

Hope and Grief | "Atlas of the Heart" | Chapter 6

Around the Circle | An Enneagram Podcast ·

2026/07/26

Connect with us: HERE_______Hope. Courage. Grief. Longing.Continuing through Brené Brown's Atlas of the Heart, Jeff explores what happens when suffering changes not just how we feel, but how we imagine the future. Why does despair convince us tomorrow will look exactly like today? Why is being unseen in our suffering one of the loneliest human experiences? And why does returning to our center matter so much when life becomes disorienting?At the heart of the discussion is a simple conviction: hope is

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01:06:11

Enneagram and the Shape of Our Sex Lives | Dr. Sam E...

Around the Circle | An Enneagram Podcast ·

2026/07/23

Sex is rarely just about sex.In this conversation, Jeff sits down with sexuality researcher Dr. Sam Greenberg and certified sex therapist Lyndsey Fraser to explore how the Enneagram shapes intimacy, desire, communication, and long-term relationships.Moving beyond stereotypes, they discuss why so many couples struggle with mismatched desire, why "low desire" is often something else entirely, and how each Enneagram type approaches vulnerability, attraction, and connection in distinctive ways.The

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31:37

Enneagram and the Art of Living with Tension | Brene...

Around the Circle | An Enneagram Podcast ·

2026/07/21

Join our weekly Reading Room discussions and workshops at : www.aroundthecircle.orgWhy are contradictory emotions so uncomfortable—and why might they actually be signs of growth?In this Reading Room episode, Jeff explores Chapter 5 of Brené Brown's Atlas of the Heart through the lens of the Enneagram. From bittersweetness and nostalgia to cognitive dissonance and paradox, the conversation examines why mature people learn to hold tension rather than rush toward certainty.Drawing on philosophy,

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01:07:08

Morning Show | "Unwanted Identity" | Part I

Around the Circle | An Enneagram Podcast ·

2026/07/19

Connect with us : HEREShame is often less about what we've done and more about who we fear others think we are.Drawing from Brené Brown's, we explore a simple but revealing prompt: "It's important that I'm not perceived as..."The answers expose the identities each Enneagram type works hardest to protect—and the hidden assumptions that quietly shape our relationships, reactions, and sense of self.Focusing on Types Nine, Eight, Seven, Six, and Five, the conversation examines how unwanted identities

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01:07:06

Friends | Enneagram 2 & 4 * BJ & Remy

Around the Circle | An Enneagram Podcast ·

2026/07/15

Two return guests! Today, I chat with Remy and BJ, two long-time friends who have helped each other heal from past hurts and traumas. We chat about what it means to be a friend, and how 4s and 2s can have a mutually beneficial relationship due to their stress & security lines.Find BJ's initial episode hereFind Remy's episodes here: Part 1, Part 2Cohort Applications are now LIVE!!!!! Find the application and a list of FAQs on my websiteFollow me on Instagram for updates and more class

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33:38

Confusion and Curiosity | Chapter 4 of "Atlas of the...

Around the Circle | An Enneagram Podcast ·

2026/07/13

Join the Reading Room: HEREAround the Circle members are invited to our live Tuesday evening discussions as we work through books that deepen our understanding of the Enneagram and the inner life.___What happens when we stop trying to have all the answers?In this episode of Reading Room, Jeff Cook continues through Chapter Four of Brené Brown's Atlas of the Heart, exploring the emotions that arise when life stretches beyond our understanding: awe, wonder, confusion, curiosity, interest, and

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01:19:01

Saturday Workshop | How do 3s, 6s, and 9s Connect?

Around the Circle | An Enneagram Podcast ·

2026/07/09

Become a Member : HERESign up for Second Saturday : HEREHow do Threes, Sixes, and Nines build relationships—and why do they sometimes suddenly detach from them?In this month's Second Saturday workshop, members of the Around the Circle community explore the unique relational strategies of the Enneagram's attachment types. Together we discuss how Threes create environments of success and affirmation, Sixes cultivate safety and trust, and Nines foster peace and understanding—not only for others, but as

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56:37

"Early Access" | Sisters | Enneagram 1 & 6 * Lindsay...

Around the Circle | An Enneagram Podcast ·

2026/07/08

We continue our journey into different types of relationships with a SIBLING podcast today. Lindsay and Leah are two sisters who also work together, and we talk about the type of trust that they have built with each other in doing so. We also get into the core differences between 1 & 6 with an interesting discussion on what it means to want autonomy and the differences in how we trust ourselves.Find Leah and Lindsay's counseling work on their Instagram, website, or FacebookALSO - the cohort

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01:28:36

"Inside Story" | The Work for Twos | Candice Michelle...

Around the Circle | An Enneagram Podcast ·

2026/07/06

What does the real work of the Enneagram look like for Type Twos?In this episode of Inside Story, Kristin sits down with coach Candice Michelle for a rich conversation about shame, pride, anxiety, and the lifelong practice of self-awareness. Along the way, they explore why Twos often struggle to receive help, how TV characters can illuminate our personality patterns, and why doing "the work" isn't about becoming perfect—it's about learning new practices that help us stay connected to ourselves. From

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07:29:06

"Heroes" | Type Nines | Spielberg's "Lincoln"

Around the Circle | An Enneagram Podcast ·

2026/07/03

In celebration of the nation's 250th Anniversary, we do a deep dive into one of our favorite movies highlighting the best of America : Steven Spielberg's "Lincoln."This is the full 7 hour discussion.If you prefer to listen to it in parts go to : THE MOVIE TYPING PODCAST

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01:06:46

The Schewee Family | Enneagram 9, 4 & 7 * Billy,...

Around the Circle | An Enneagram Podcast ·

2026/07/01

Big things are happening!!!I'm so excited to announce the launch of my new cohort program in Cincinnati. Joey Schewee and I will be working together to teach a dedicated group of people all about the Enneagram and how to apply it to your life. We will also be joined by Andrew Kohr, a dear friend of mine who is well-versed in the intersection between Enneagram and story work. Applications are now live on my website.Cohort dates (2027):January 29-30April 16-17September 24-25November 12-13Apply

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