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Around the Circle | An Enneagram Channel artwork

Around the Circle | An Enneagram Channel

Jeff Cook and T.J. Wilson·Hosted by Jeff Cook, T.J. Wilson and Katie Whitlock·375 episodes

ReligionSpiritualitySocietyCulturePhilosophyEnneagram deep divesMixed formatType panelsSpiritual growthRelationship-focused45-90 min

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.

Why listen

Around the Circle is for listeners who want the Enneagram to feel less like a label system and more like a way to understand real relationships, motives, and growth. Jeff Cook, T.J. Wilson, Katie Whitlock, and recurring collaborators mix roundtable discussions, type panels, interviews, book conversations, and listener-style typing sessions, so the show moves between theory and lived experience. It is especially strong for people who already know the basics and want a thoughtful, spiritually informed, psychologically curious take on the system.

Series(4)

Episodes

1 hr 4 min
Jul 19, 2026
Morning Show | "Unwanted Identity" | Part I

Connect with us : HEREShame is rarely just about what we've done. More often, it's about who we fear others believe us to be.Drawing from Brené Brown's, the panel explores 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 trigger shame, why our blind spots are often invisible to us, and how growth begins not by defending ourselves, but by accepting the parts of ourselves we'd rather deny.

1 hr 4 min
Jul 15, 2026
Friends | Enneagram 2 & 4 * BJ & Remy

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 opportunities

31 min
Jul 13, 2026
Confusion and Curiosity | Chapter 4 of "Atlas of the Heart"

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 surprise.The conversation examines why awe reconnects us to the natural world, why confusion may be one of the most important conditions for learning, and why curiosity is not simply a feeling but perhaps one of the great human virtues. Along the way, Jeff reflects on philosophy, science, education, weight training, Einstein, Oppenheimer, and the Enneagram to ask a deeper question:What if growth begins not with better answers, but with better questions?This episode also marks a personal shift. After years of teaching, writing, and producing content built around providing answers, Jeff shares why he believes the next season of his work will be centered on curiosity, conversation, and learning alongside others rather than speaking from certainty.Join us as we continue working through Chapter 4 of Atlas of the Heart and consider what it means to become people who embrace wonder, welcome confusion, and cultivate the courage to remain curious.

1 hr 16 min
Jul 9, 2026
Saturday Workshop | How do 3s, 6s, and 9s Connect?

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 a way of experiencing those same realities themselves.The conversation then turns toward the more difficult questions: What leads these types to "cut and run"? How do failure, uncertainty, dismissal, validation, trust, agency, and emotional discomfort shape their relationships? Along the way, participants share remarkably honest personal stories about conflict, belonging, detachment, repair, and growth.One of the richest conversations we've had in this series, this discussion offers a thoughtful look at the ways attachment types connect, disconnect, and learn to stay present when relationships become difficult.

54 min
Jul 8, 2026
"Early Access" | Sisters | Enneagram 1 & 6 * Lindsay & Leah

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 application is still open! Visit my website for FAQs or to applyMessage me on Instagram with any questions, and follow me to get updated info on future classes and cohorts!

1 hr 26 min
Jul 6, 2026
"Inside Story" | The Work for Twos | Candice Michelle Enneagram Coach

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 Ted Lasso and The Office to conversations about emotional ownership, chronic pain, relationships, and the stories we tell ourselves, this episode is an honest look at what growth really feels like. Whether you're a Two or simply trying to understand the people you love, you'll find practical insight, laughter, and plenty of moments that invite deeper reflection.You can connect with Candice Michelle here: https://www.instagram.com/candicemichelleenneagram/

7 hr 26 min
Jul 3, 2026
"Heroes" | Type Nines | Spielberg's "Lincoln"

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

1 hr 4 min
Jul 1, 2026
The Schewee Family | Enneagram 9, 4 & 7 * Billy, Will, and Sam (plus a big announcement!)

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 NowMessage me on Instagram with any questions or send me an email at [email protected]

1 hr 46 min
Jun 30, 2026
"Sacred Frames" | Four Movies That Explain America

Subscribe. iTunes | Youtube | SpotifyWhat four films best capture the story of America?In this Fourth of July edition of Sacred Frames, Jeff Cook, Sean Palmer, and Mike Yager each build their own cinematic "Mount Rushmore," selecting four films they believe reveal the promises, contradictions, triumphs, and tragedies that have shaped the American experiment. From Far and Away, Do the Right Thing, Wall Street, and The Right Stuff to Lincoln, Killers of the Flower Moon, Saving Private Ryan, Malcolm X, and beyond, the conversation explores immigration, race, capitalism, war, religion, identity, and the enduring tension between America's highest ideals and its deepest failures.Rather than asking which films are the greatest, this episode asks a different question: Which stories help us understand who America has been—and who it might still become?

43 min
Jun 28, 2026
Disappointment and Regret | "Atlas of the Heart" : Chapter 3

In this week's Reading Room, we dive into Chapter 3 of Brené Brown's Atlas of the Heart : "The Places We Go When Things Don't Go as Planned."Jeff explores boredom, disappointment, regret, discouragement, resignation, and frustration through the lens of the Enneagram, asking what these emotions reveal about desire, courage, vulnerability, and the stories we tell ourselves. Why does disappointment occupy so much of our emotional lives? What does it mean to name what we truly want? And how can regret become a path toward wisdom instead of shame? Join us Tuesday : HERE

51 min
Jun 25, 2026
Enneagram and Autism | An Interview with Christina Young

Parents of neurodivergent children often carry questions, grief, hope, and a fierce love all at once.In this conversation with Christina Young, creator of The Autistic Enneagram and mother of three autistic children, we explore autism, parenting, the Enneagram, and what it looks like to create environments where children can truly flourish—not by changing who they are, but by understanding them more deeply.Connect with Christina on Instagram : HEREOr at her website : HEREThe video of this episode is up at www.aroundthecircle.org

49 min
Jun 24, 2026
Partners | Enneagram 3 & 9 * Braden & Lydia

We're traveling to Alaska this week! Braden we chat about performance, rest, & meeting each other in the middle.A quick disclaimer for this video - we had some audio issues around the 15 minute mark. They resolve themselves in ~5 minutes but Braden's comments were so good that I didn't want to cut them out! You might also notice some fluctuations in volume across the recording because of this.Also - tune in next week for a big SURPRISE!!!!!!!!Follow me on Instagram to keep up to date with new episodes and happenings

37 min
Jun 23, 2026
Comparison Continued | "The Atlas of the Heart" Study

JOIN US ON TUESDAYS : HEREIn this week’s Reading Room, Jeff explores Brené Brown’s discussion of comparison and the surprising emotions that can grow from it: admiration, reverence, envy, jealousy, resentment, schadenfreude, and freudenfreude.Along the way, he reflects on why some comparisons inspire growth while others expose our wounds, how resentment may be rooted in hidden envy and unmet needs, and why celebrating the success of others might be one of the deepest forms of connection available to us.From Enneagram insights to questions of justice, self-worth, and belonging, we're invited to pay closer attention to what our emotions are trying to teach us.

1 hr 10 min
Jun 22, 2026
The Augie Cook Interview | Autism, Gender and Enneagram 8s

What happens when an Enneagram Eight is also autistic, non-binary, and willing to speak candidly about their inner world?For Jeff’s 50th, he sits down with his oldest, Augie Cook, for a discussion about identity, neurodivergence, gender, family, and the Enneagram. Together they explore what it feels like to move through the world as an autistic person, how sensory processing shapes daily life, why so many assumptions about Eights miss the mark, and how understanding motives can deepen relationships. The conversation also explores the overlap between autism and online communities, the experience of being non-binary, the challenges autistic adults face around work and belonging, and the importance of allowing people the freedom to understand and express themselves on their own terms.

30 min
Jun 18, 2026
The Space Between Wings | 8↔9 and 9↔1

In this episode, we continue our exploration of the spaces between the Enneagram types by examining the shared ground between Eights and Nines, and between Nines and Ones. While these pairings can appear very different on the surface, they often share deeper motivations, struggles, and strengths that reveal the logic of the Enneagram symbol itself.Jeff and Katie discuss themes like guardedness, resistance, agency, self-control, confidence, team dynamics, conflict avoidance, and the unique relationship these body types have with anger. Along the way, they explore why Eights and Nines can seem so stubborn, why Nines often act with quiet certainty after long periods of reflection, and how Ones and Nines both wrestle with what is happening inside of themselves before it reaches the outside world.The conversation also highlights the gifts these types bring to relationships, teams, and communities: stability, consensus-building, thoughtfulness, and a desire to create environments where people can thrive together. Whether you're an Eight, Nine, One, or simply curious about the dynamics between these types, this discussion offers a deeper look at the motivations that unite and distinguish them.

56 min
Jun 17, 2026
Siblings | Enneagram 1 & 9 * Veronica and Sara

Veronica is back, today with her younger sister Veronica! We talk about what it's like to share a common sense of justice, the difference (and similarities) between "harmony" and "order", and how a 1 and 9 offer each other a lot of balance.

1 hr 18 min
Jun 15, 2026
"Inside Story" | The Work for Ones | Dani Cooper Enneagram Coach

Dani Cooper is a Certified Enneagram Teacher, Coach, and your biggest cheerleader on the road to self-discovery. She helps individuals, couples, and teams identify the patterns keeping them stuck — and grow beyond them into who they were always meant to be. She’s the author of The Enneagram for Christian Couples (2022), and her life’s work is simple: helping people know themselves, love themselves, and live more freely. IG: @deepwatersenneagram website: deepwatersenneagram.com

37 min
Jun 14, 2026
"Atlas of the Heart" | Comparison

This week in The Reading Room, we continue our journey through Brené Brown’s Atlas of the Heart by exploring "comparison." Join our Tuesday night discussion : HEREAs we elevate other topics in ths text, it seems good to sit on this experience for a moment. Drawing from Brown’s research, we examine how comparison shapes our relationships, self-worth, emotional life, and even our sense of the future.

1 hr 21 min
Jun 11, 2026
Saturday Workshop | How do 2s, 5s, and 8s Connect?

Join us Saturday, June 13th to discuss 369s! : HEREThis episode goes some places!In this month's Second Saturday gathering, we explored the Enneagram's Affect Groups (sometimes called Harmony Groups), drawing on the work of David Daniels.The conversation focused on the 2-5-8 triad, often called the Relationists or Rejection Group.Together we explored questions such as:What does it mean to "expect rejection" in relationships?How do Twos, Fives, and Eights offer connection through gifts, service, knowledge, protection, and strength?Why do these types often maintain a small circle of true vulnerability?How do experiences of rejection, betrayal, unmet needs, and emotional exposure shape the way these types connect with others?What is the difference between transparency and vulnerability?How do our instincts (Self-Preservation, Social, and One-to-One) influence the way we seek connection?An idea to hold that may bring clarity to this discussion is this:The term "Rejection" refers to the idea that these types unconsciously assume that their ordinary needs may not be welcomed, so they learn to gain connection by offering something rather than simply showing up with their needs. In classic Enneagram language:Twos reject their own needs and become needed.Fives reject their needs and become self-sufficient.Eights reject vulnerability and become strong.That is somewhat different from the way many people hear the term today. It does not necessarily mean "I expect everyone to reject me." Rather, it points to a developmental stance in which the person concludes:"My needs won't automatically be met, so I must relate through what I can provide."Join Us This SaturdayThis Saturday we'll continue our exploration of relationship patterns through the lens of the 3-6-9 triad.How do Threes, Sixes, and Nines create connection? How do they seek belonging, support, and security? What happens when attachment, success, harmony, and safety become central to our relationships?These monthly gatherings typically include around 30 participants and are one of the most engaging ways to move beyond theory and into real conversation.Saturday8:30 AM Pacific11:30 AM Eastern4:30 PM GMT

1 hr 2 min
Jun 10, 2026
Partners | Enneagram 6 & 3 * Emma & Gregg

Surprise! We are doing more than just parent/child episodes now. Emma & Gregg have been dating for 5.5 years, and on this episode we discuss what they've learned about each other and what their specific relationship dynamic looks like. We talk about the difference between a 3's anxiety and a 6's anxiety, and we get to really dig deep about what makes each of them feel vulnerable - and why the answers are so different from each other.Follow me on Instagram : hereLearn more about what I'm up to, sign up for a coaching call, and find the current class schedule on my website

1 hr 30 min
Jun 8, 2026
"Inside Story" | The Work for Nines | Joe in Florida

In this episode of Inside Story, Kristen sits down with Joe, a Type Nine whose journey through recovery, Enneagram work, marriage, parenting, and leadership offers a thoughtful look at what growth can look like for Nines.Together they explore the relationship between the Enneagram and 12-step recovery, the challenge of recognizing and expressing anger, passive-aggression, conflict, self-forgetting, and the fear of disrupting peace. Joe reflects on how routines, courage, accountability, and trusted communities have helped him find his voice and take meaningful action.The conversation also touches on humility, expertise, relationships, spirituality, and why growth often requires doing the thing we least want to do. For Nines—and anyone who struggles to trust themselves, speak up, or act before they feel ready—this is a rich conversation about what it means to remember that you matter.

28 min
Jun 7, 2026
"Scientific Enneagram" | Episode 2 | PDP 101: An Intro to Dan Siegel's Patterns of Developmental Pathways Framework

Dan Siegel's Patterns of Developmental Pathways (PDP) framework is one of the first serious attempts to bridge Enneagram ideas with neuroscience, developmental psychology, and clinical practice.In this episode, I break down the core concepts behind PDP: temperament vs. adaptive strategies, neuroplasticity, the role of "wholeness" in personality development, and the three pillars of the framework -- Vectors, Attendency, and Emotional Regulation Strategies.We'll also explore how PDP maps onto traditional Enneagram types, where it agrees with existing Enneagram theory, where it diverges, and why Dan Siegel prefers talking about patterns rather than fixed personality types.If you've heard about PDP but haven't wanted to tackle a 400-page book, this episode is your quick-start guide.

39 min
Jun 6, 2026
"Atlas of the Heart" | Chapter 1 : Stress, Vulnerability, and Anxiety

Upcoming Reading Room Discussion📅 Tuesday, June 9🕢 7:30 PM Eastern / 5:30 PM Mountain / 4:30 PM Pacific📖 Discussion Topic: Atlas of the Heart, Chapter 1 — Places We Go When Things Are Uncertain or Too MuchSign up for a Free Membership : HERE___In this Reading Room episode, Jeff continues our summer study of Brené Brown’s Atlas of the Heart, exploring the emotions and experiences that emerge when life feels uncertain, overwhelming, or simply too much.Drawing connections between Brown’s research and the Enneagram, this discussion covers stress, overwhelm, anxiety, worry, avoidance, fear, dread, and vulnerability—and asks what these experiences might be trying to teach us.Topics include:The relationship between stress, coping, and Enneagram movementWhy overwhelm may require something different than more effortThe distinction between anxiety, worry, and fearHow personality shapes emotional experienceVulnerability as courage rather than weaknessThe ongoing conversation between head, heart, and body

48 min
Jun 5, 2026
The Space Between Wings | 6↔7 and 7↔8

Jeff and Katie continue their exploration of the numbers that sit beside each type, uncovering how neighboring types share underlying emotional patterns, coping strategies, and ways of moving through the world. They discuss why wings may be more useful for self-awareness than personal growth, the role of instincts and subtypes in Enneagram study, and the surprising similarities between Sixes and Sevens as they manage anxiety.The conversation then turns to the dynamic relationship between Sevens and Eights: adventure, challenge, disruption, leadership, independence, and the pursuit of a life fully lived. Why do these types seem drawn toward bigger experiences? What happens when feeling takes a back seat? And what gifts emerge when they learn to bring others along for the journey?

45 min
Jun 3, 2026
Roots | Enneagram 1 & 4 * Molly and Maria

Katie talks to a mother/daughter duo that she first met at one of her in-person courses in Cincinnati. Featuring our youngest podcast guest ever (eee!), the trio discuss what it feels like to be a teenage 4, what's important as we grow up and think about what we want our life to look like, and the many different ways that a 1 can show up as a parent.

1 hr 24 min
Jun 1, 2026
"Morning Show" | Enneagram and the Head

This week on the Morning Show, the crew continues their exploration of the Enneagram centers by diving into the Head Center. Jeff, Kristen, Jackie, and TJ discuss fear, certainty, anxiety, planning, and all that emerges through that cognitive, future focus.

34 min
May 31, 2026
Brené Brown's Atlas of the Heart | The Reading Room Intro

Sign up for a Free Membership : HEREWe've selected our next book.Brené Brown's Atlas of the Heart is one of the most influential books on emotions in recent years, and we're going to talk through it this June and July.The first 2 classes are free to all free members.Register : HEREIn this episode, Jeff highlights fifteen key ideas from the introduction that connect emotional awareness, language, and personal growth with the wisdom of the Enneagram. Along the way, he reflects on the relationship between feeling, thinking, and behavior, the importance of naming emotions, and why emotional vocabulary matters for both self-understanding and healthy relationships.

43 min
May 28, 2026
The Space Between Wings | 3↔4, 4↔5, 5↔6

Connect with us at Aroundthecircle.org : HEREKatie Whitlock and Jeff Cook continue their dive into the shared space between adjacent Enneagram types, exploring the emotional and psychological overlap between Threes and Fours, Fours and Fives, and Fives and Sixes. Along the way they discuss authenticity, significance, narcissism, objectivity and subjectivity, emotional processing, rumination, preparation, and the strange intimacy that can emerge between neighboring types.This conversation moves beyond simple wing theory and into the deeper architecture of the Enneagram itself: why certain types sit next to each other, what they share beneath the surface, and how understanding those shared dynamics can deepen our understanding of motivation, emotion, and personality structure.Topics include:Why Threes and Fours both long to leave an impactThe tension between authenticity and adaptationRumination, analysis, and the private inner world of Fours and FivesWhether feelings can ever be “objective”Why Fives and Sixes both prepare against uncertaintyEmotional data, problem solving, and internal processingThe hidden strengths shared between neighboring typesThis episode originally aired on Patreon. To join future type panels, discussions, and bonus conversations, visit aroundthecircle.org.

1 hr 2 min
May 26, 2026
Roots | Enneagram 7 & 4 * Penny and Tori

n this episode, Katie talks to mother/daughter duo Penny and Tori. We chat about how a 4 navigates life with two independent stance parents, and we ask ourselves an important question: Exactly how much fun can a 7 create at a wedding when given the opportunity to do so?Thank you to Penny and Tori for coming on the show, and if anyone else is interested in being interviewed, don't hesitate to navigate to my website and fill out the application form.ALSO - Registration is now live for Tyler Zach's newest Enneagram summit! Jeff and I will both be speaking on day 3 (June 11). Get your free tickets here!Find me on Instagram

1 hr 20 min
May 25, 2026
"Morning Show" | Enneagram and the Heart

We continue our dive into each of the types and their relationships with their Heart Center, spending most of our time on 9s, 2s, 6s, and 1s.Sign up for a Memebership : HERE

1 hr 26 min
May 23, 2026
The Enneagram Book Everyone’s Talking About | A Review and Critique

Find all our material on Dr. Siegel's Book : HEREIn this episode, Jeff Cook sits down with Danielle Fuller (Scientific Enneagram) for a deep conversation on Dr. Daniel Siegel’s Personality and Wholeness in Therapy—the book many are calling the most important scientific contribution to Enneagram theory in years. Together they unpack the book’s core framework around agency, bonding, certainty, emotional regulation, and developmental pathways while wrestling with both its strengths and frustrations.Jeff and Danielle explore where Siegel’s work reframes the Enneagram for therapists and skeptics, where the language becomes overly dense, and how neuroscience, polyvagal theory, and personality theory intersect with classic Enneagram ideas. Along the way, they debate whether the book advances the conversation, complicates it unnecessarily, or both at the same time.This is a theory-heavy discussion for serious students of the Enneagram, psychology, and human development.

41 min
May 21, 2026
The Space Between Wings | 1↔2 and 2↔3

In this episode of Rewired, Jeff Cook and Katie Whitlock explore the shared space between neighboring Enneagram types through the lens of wings, relationships, posture, and emotional overlap.Rather than treating wings as a way to narrow identity, they ask a different question: what do adjacent types share?The conversation begins with Ones and Twos, unpacking themes like sacrifice, servant-heartedness, grief, judgment, and the pressure to care for the world around them. From there, they move into the shared emotional world of Twos and Threes, exploring image crafting, externalized shame, relational performance, and the difficulty of truly seeing oneself.Along the way, Jeff and Katie discuss:Why wings may be “high level” Enneagram workThe difference between sharing a center and sharing a stanceWhy neighboring types often mistype as one anotherThe role gender can play in how types express sacrifice and careHow Twos and Threes use other people as mirrorsWhy some types struggle to do deep Enneagram work despite loving the systemThe tension between authentic connection and adaptive performanceThis episode opens a new direction for Rewired — less focused on categorizing people and more interested in the spaces between them.

1 hr 3 min
May 19, 2026
Roots | Enneagram 9, 2, & 9 * Suzanne, Mallory, and Emma

These podcasts are getting bigger and bigger! Today I welcome TWO sisters and their mom to talk about more mother-daughter relationship dynamics. We chat about the similarities between 2s and 9s, and what it's like to give your children space to grow and be themselves.Follow me on Instagram to get updates on new episodes and classesJoin our Patreon to get exclusive episodes and access to our monthly workshops

50 min
May 18, 2026
Mistyping Monday | Is Meredith a 2, 3, or 8?

Mistyping Monday returns!If you want to connect with us on workshops or one-on-ones like this, sign up for a membership at : www.aroundthecircle.org

4 hr 16 min
May 16, 2026
Heroes? | Type 8 | Magneto and the X-Men (Complete Series)

From our Movie Typing podcast , this is the full 4 episode discussion of Enneagram eights, heroism, politics, and the movement into villainy with our friend Steve Morris. You can find, Steve's work: HERE

53 min
May 12, 2026
Roots | Enneagram 7 & 1 * Ann and Sara

My extended family gets featured this week! I am joined by my cousin and my aunt to talk about the dynamics between a 7 mother & a 1 daughter. Their family also includes three younger siblings (triplets!) so we get to talk about sibling dynamics and how a 1 survives being the oldest sister.Follow me on Instagram to get updates on future podcast episodes and classes.

1 hr 20 min
May 11, 2026
"The Morning Show" | Enneagram and the Body

A conversation about the body center, instinct, anger, boundaries, and what it means to be present. In this episode of the Morning Show, Jeff, Kristin, Jackie, and TJ explore how each Enneagram center experiences the world through the body—whether through instinct, physicality, control, fear, affection, movement, autonomy, or anger.The discussion moves from tattoos and touch to chronic pain, flow states, repression, emotional regulation, and the complicated relationship each type has with anger and physical presence.Along the way, the group wrestles with questions like: What is healthy anger? What does it mean to trust your body? Why do some people move toward intensity while others avoid it? And how do we stop overthinking long enough to actually inhabit our lives?

2 hr
May 8, 2026
Saturday Workshop | 6s and 7s

In this final session of the series, Jeff and Katie wrap up their exploration of the shadow work of the Enneagram by focusing on Type Six and Type Seven.We unpack the fear, holy ideas and heart’s messages connected to each type, and ask what actually helps move people toward courage, temperance, and greater wholeness.The discussion moves beyond stereotypes and into the lived experience of Sixes and Sevens — how Sixes seek certainty and support, how Sevens navigate fear of deprivation and being trapped, and how both types wrestle with trust, vulnerability, and control.

1 hr 27 min
May 7, 2026
369s and the Art of Processing | A Conversation with TJ, Kristin and Katie

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.

1 hr 7 min
May 4, 2026
"The Morning Show" | Head, Heart and Body

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.

1 hr 31 min
Apr 30, 2026
Processing Center | Enneagram 7s and 9s

Connect with us : HEREIn 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.

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

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.

1 hr 13 min
Apr 27, 2026
The Morning Show | Recovery

Connect with us at : www.aroundthecircle.orgA 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?

1 hr 1 min
Apr 25, 2026
The Reading Room | Chapter Four : "Personality and Wholeness in Therapy"

Join us on Tuesday Nights : HEREIn 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.

1 hr 14 min
Apr 23, 2026
Processing Centers | Fives

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.

1 hr 5 min
Apr 22, 2026
Fives | Stress and Security Panel

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/

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

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.

1 hr 21 min
Apr 20, 2026
"The Morning Show" | Burnout

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.

1 hr 54 min
Apr 16, 2026
Processing Center | Enneagram 6s

Connect with us and comment : HEREFInd Joey Schewee's book : HERE__What does it really mean for a Six to seek security?In this episode, Jeff and Katie explore the inner world of Enneagram Sixes—how they navigate uncertainty, why they turn to relationships for clarity, and what’s really happening beneath their questions, intensity, and need for truth. Using Joey Schewee’s idea of the “processing center,” they trace how Sixes move out of their thinking center into the relational space, gathering information and testing reality in order to steady their internal world.This conversation brings fresh language to familiar patterns—distinguishing honesty from authenticity, exploring why Sixes can feel more intense than other feeling types, and showing how their drive for certainty shapes the way they engage others.In the second half, Jeff and Katie include a full bonus segment: a long-form theory discussion on processing, detachment, and the shared movement of Threes, Sixes, and Nines. If you enjoy the deeper architecture of the Enneagram, this is one to stay for.

33 min
Apr 15, 2026
A Scientist and a Philosopher | An Enneagram Discussion

Jeff and Dr. Sam E. Greenberg take a thoughtful look at the Enneagram’s place between philosophy and psychology, exploring skepticism, meaning, and what it really means for something to be “true.” Their conversation moves through questions of evidence, face validity, and the tension between data-driven frameworks and the lived reality of transformation.Connect with Sam's fantastic work : HERE