Around the Circle | An Enneagram Channel

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.

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.

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.

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.

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

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

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.

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.

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

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

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

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.

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?

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.

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.

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.

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.

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.

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?

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.

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.

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/

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.

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.

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.

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

Connect with Around the Circle : HEREFollow Katie's work : HEREThis episode of Early Access: Roots explores the evolving relationship between a mother and daughter through the lens of the Enneagram. Katie Whitlock sits down with Jennifer (Type Two) and her daughter Skyler (Type One) to unpack how personality, parenting, and personal growth intersect over time. They talk about family dynamics, anxiety, identity, and the challenges of loving someone well when their needs differ from your own instincts.

This episode of The Morning Show explores "the fixation"—those oft repeated mental patterns that feel like solutions but quietly limit our freedom. The conversation moves from defining fixation as an “unhealthy preoccupation” into a deeper examination of how each Enneagram type gets mentally stuck. We spend time with all nine types highlighting how each fixation both protects and constrains. This is a conversation about reclaiming choice, restoring balance across the centers, and stepping out of the loops that quietly shape our lives.

Danielle returns to the Scientific Enneagram podcast to share the story behind her unexpected absence—her father’s sudden transition to hospice the very day the podcast launched, and his passing shortly after.Joined by Melissa Kircher, the conversation moves through grief as it actually unfolds: nonlinear, unpredictable, and often impossible to name. Together, they explore how loss interacts with personality—especially through the lens of the Enneagram—touching on anger, emotional processing, withdrawal, and the tension between intellectualizing and simply feeling.More than a discussion of grief, this episode becomes an honoring. Danielle reflects on her father’s life as an engineer, a thinker, and a deeply influential presence who helped shape her love of science and nuance. Through stories, systems, and his unforgettable “11 life axioms,” a portrait emerges of a complex, principled man whose legacy continues to shape her work and voice. This conversation offers both insight and companionship for anyone navigating loss—and a reminder that grief, like love, doesn’t follow a formula.Connect with Danielle : HEREConnect with Melissa : HERE

Join us for this advanced discussion of the Enneagram and the science behind it.Sign up for a $20 Membership : HEREThen click here for links and all the details: HEREIn 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 from neuroscience and developmental theory, this conversation moves beyond philosophy and into the subcortical layers of the brain—where emotion, instinct, and survival strategies take shape.We unpack Siegel’s framework of agency, bonding, and certainty, and how core aversive emotions like anger, distress, and anxiety drive the formation of personality patterns at a deeply embodied level.To go further, access the full class, join our live discussions, and explore the growing library of Enneagram content at: 👉 https://www.aroundthecircle.orgJoin us for weekly classes, including our Tuesday night sessions, and be part of one of the most in-depth explorations of the Enneagram available right now.

Connect with all our work : HEREThis 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 shows up as a drive to cultivate connection, often at the expense of productivity or self-reflection. The Two’s outward energy—serving, engaging, and attuning—reveals both the beauty and cost of building identity through others. Jeff and Katie contrast this with the Three’s pursuit of admiration and the difficulty doing types have in understanding relational ambiguity. The result is a grounded exploration of how connection becomes both a compass and a vulnerability.As the conversation expands to Fours (and begins moving toward Sixes), a richer picture emerges: feeling processors possess a heightened awareness of people, an instinct for emotional depth, and a persistent need to locate themselves within relationship. Whether through the Two’s service, the Four’s emotional magnetism, or the Six’s relational testing, each type reveals a different strategy for securing connection. What unfolds is less a tidy definition and more an invitation—to see how profoundly our wiring shapes what it means to feel “okay” in the world.

Sign up for our April 11 Workshop : HEREThis 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 conversation centers on the fear of insignificance, the pull of envy, and the deep longing to be seen and understood. What emerges is a powerful insight: envy isn’t just comparison—it can become a form of protection, keeping Fours in longing rather than risking rejection through real action and expression.As the conversation shifts to Fives, the focus turns to competency, energy, and the instinct to withhold. Fives reflect on their relationship to time, knowledge, and emotional exposure—revealing how easily life can be observed, analyzed, and prepared for, rather than fully entered. Their connection to need, dependence, and self-sufficiency brings a different angle on withdrawal, one rooted not in identity, but in resources.Together, this session offers a grounded and honest look at two withdrawn types and what it takes to move toward fuller participation in life.

Join us a Member : HEREIn 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 and sibling comparisons to adult friendship and mutual respect, this conversation traces how their relationship has evolved across seasons of life.Together, they unpack the unique strengths of a 3–1 pairing—drive, alignment, and shared vision—alongside the tensions: judgment, emotional restraint, and the pressure to perform.

Connect with us : HEREIn 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 avoidance for each Enneagram typeWhy growth requires contacting what we resistThe tension between healing vs. reopening woundsWhether parts of ourselves should be accepted, integrated, or eradicatedHow vulnerability functions in real relationships and communityAlong the way, the conversation moves from playful (favorite compliments 👀) to deeply personal—touching on fear, motivation, shadow work, and what it means to actually change.

Sign up for our Around the Circle Membership : HEREThis 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 counts as evidence? How much of personality is fixed? And what role does inner experience play in shaping who we become?The conversation moves between appreciation and critique. We explore the strengths of the narrative tradition—especially its focus on first-person experience—while also pushing back on philosophical assumptions around “true self,” wholeness, and the limits of scientific grounding. We also examine the tension between “types” and “patterns,” the role of automatic behavior, and whether personality constrains or enables real change.Ultimately, this episode lands on a practical and urgent insight: the Enneagram matters because it reveals motive. And if we don’t examine our motives, they quietly run our lives. But when we bring awareness to them, we gain the possibility of real transformation—toward greater balance, integration, and health.

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 and Threes, doing is not secondary; it is the ground of evaluation, the place where identity and meaning begin to take shape.

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. Together, Jeff and KJ examine the tension between despair and hope, the role of the Enneagram in personal growth, and the deep question beneath it all:Can joy still exist when everything falls apart?This episode moves through themes of:Trauma and post-traumatic growthThe “true self” vs. personalityChronic illness and the experience of timeJoy as presence, not performanceAgency, embodiment, and survivalFaith, meaning, and the limits of understandingWhether you're navigating suffering, exploring the Enneagram, or asking deeper philosophical questions about identity and purpose—this conversation offers both honesty and hope.📘 KJ Ramsey’s BookThe Place Between Our Pain: A Memoir of What Joy Can Survive→ Pre-order & learn more: https://www.kjramsey.com🌐 KJ Ramsey Website→ https://www.kjramsey.com🎙️ Around the CircleThe Enneagram publishing platform: Podcast • Books • Video • Ongoing formation→ Join the community: https://www.aroundthecircle.org→ Become a member: https://www.patreon.com/aroundthecircle📅 Live Event (Colorado)KJ Ramsey + Suzanne Stabile → April 17–18 : HERE

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 times felt more aligned with others than herself. Along the way, they explore the Nine’s relationship to energy, anger, and purpose—revealing both the strength and struggle of a type that longs for peace but often loses itself in the process.

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 types resist seeing their impact, and head types find subtle ways to avoid anxiety altogether.

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 examine Siegel’s integration model—one that calls us not into a different type, but into balance across the centers.We are gathering on Tuesdays to discuss. The sign up is : HERE

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 mean to process through action? What gets gained—and what gets left behind—when execution becomes the primary lens for evaluating life?We explore Joey’s framework of support centers—how doing can be backed by thinking or feeling—and how that shapes the differences between types that, on the surface, look similar. Along the way, we unpack:Why Eights often feel misunderstood—and what’s actually happening beneath their intensityThe tension between execution and emotion in doing typesHow Threes, Eights, and Ones differ in their relationship to results, relationships, and responsibilityWhether the “ends justify the means”—and how each type defines both ends and means differentlyThe hidden cost of prioritizing action over reflection or connectionThis conversation slows down to wrestle with real language, real experience, and the deeper structure behind how we assess: Am I good in the world?We’ll pick up next time with Threes and Ones—but for now, we stay with the Eights, and what it means to move through life with force, clarity, and blind spots we don’t always see.

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 the 9s in your life.

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-awarenessThe difference between knowing your patterns and interrupting themHow unconscious motivations shape our lives (and how to bring them into the light)Why “what do I want?” might be one of the most powerful questions you can askThe tension between shared human flourishing and personal transformationHow each type filters reality—and what that means for relationships, emotions, and growthAlong 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.

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-awarenessThe difference between knowing your patterns and interrupting themHow unconscious motivations shape our lives (and how to bring them into the light)Why “what do I want?” might be one of the most powerful questions you can askThe tension between shared human flourishing and personal transformationHow each type filters reality—and what that means for relationships, emotions, and growthAlong 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 "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 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___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, 2026Join us by:Getting the bookReading the introductionSigning up at aroundthecircle.org for $20 membershipThink 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.

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 hereCheck out her website here

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 hereCheck 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 we really asking what to do next—or who we are becoming?They also discuss:the difference between advice, coaching, and therapywhy many people asking for advice may actually want approvalhow each Enneagram type can be compelled to offer help in different waysthe role of curiosity, respect, and autonomy in healthy supportwhy growth often begins beneath the surface problemwhether coaches should have a universal target for health and flourishingThis is a rich, funny, and surprisingly deep conversation about wisdom, self-awareness, and the kinds of questions that actually help people change.

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 heart types off center, and the deeper messages that begin to move them toward freedom. Together, we explored how Twos relate to need, care, pride, and control, and how Threes wrestle with validation, achievement, image, and the longing to know their worth apart from performance.What made this conversation especially rich was the honesty in the room. Participants shared stories about relational risk, self-love, grief, retirement, emotional presence, and the challenge of letting go of the need to manage how others feel or how they see us. We also reflected on the heart’s message, the holy ideas, and the virtues that begin to emerge when these types loosen their grip on old survival strategies.This gathering is part teaching, part discussion, and part crowdsourcing—an opportunity to listen deeply to one another and to consider what real movement toward wholeness looks like from the inside out.In this conversation:the “45-pound weight” each type carries through fear and fixationwhy Twos struggle to name and honor their own needshow pride, control, and the longing for reciprocation show up in Twoswhy Threes often tether worth to achievement and validationhow grief, stopping, and emotional honesty become part of healing for Threesthe role of the heart’s message, holy ideas, and virtues in moving toward the high side of typeWe’ll gather again on March 14 as we continue the conversation with Fours and Fives.