Around the Circle | An Enneagram Podcast

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.

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  1. 2d ago

    Enneagram Stereotypes | What Should We Keep? What should Get Left Behind?

    Register for Year One : HERE Work with Mandy Capehart : HERE Talk with TJ WIlson : HERE ____ Two quick things before we jump in! First, I'd love to invite you to watch the video version of this episode on YouTube. We're working to grow our presence there, and if you haven't already, I'd really appreciate you subscribing to our channel. It makes a difference! Subscribe : HERE Second, come join the conversation on Tuesday nights! We're working through Helen Palmer's The Enneagram in Love and Work together, and I'd love to hear your perspective : HERE __ In this episode of The Reading Room, Jeff continues his exploration of Helen Palmer's The Enneagram in Love and Work, examining the "Focal Issues" she identifies for all nine types. Written more than 30 years ago, Palmer's work helped shape many of the descriptions that still dominate Enneagram conversations today. But do those descriptions hold up? From the hidden stubbornness of Nines and the confrontational honesty of Eights to the mental gymnastics of Sevens, the projection of Sixes, and the emotional intensity of Fours, Jeff explores what Palmer gets right, what deserves a second look, and which familiar stereotypes may need to be abandoned altogether. Along the way, he challenges conventional descriptions of Ones, examines the relationship between privacy and avarice in Fives, and considers how Twos and Threes pursue connection, attention, and identity. I want to hear your take! Join our weekly Reading Room discussions every Tuesday at 4:30 PM Pacific / 7:30 PM Eastern where we are reading, questioning, and discussing some of the most influential Enneagram literature of the last 40 years. Join us : HERE

    Enneagram Stereotypes | What Should We Keep? What should Get Left Behind?
  2. Oct 20

    Our Biases and Our Growth | "The Enneagram in Love and Work" | Part I

    Join our Tuesday night Reading Room discussions : HERE Register for Year One : HERE Work with Mandy Capehart : HERE Talk with TJ WIlson : HERE In this episode of the Reading Room, Jeff begins exploring the nine Enneagram types through Helen Palmer's The Enneagram in Love and Work. Moving through the first pages of each type's chapter, Jeff examines four central themes: worldview, spiritual path, concerns, and personality bias. What does each type believe about the world, where does its attention go, and what does meaningful growth require? This time, Jeff highlights Palmer's most compelling insights while pushing back on her assumptions about childhood wounds, the origins of personality, and the relationship between our motivations and behaviors. Along the way, he considers the difference between describing a type's struggles and identifying the work that might actually lead to growth. Type Two: Becoming indispensable to others, the subtle manipulation of relationships, and learning to recognize personal needs and worth apart from being needed.Type Three: Confusing performance with identity, losing touch with genuine emotions, and learning to distinguish the authentic self from the image presented to others.Type Four: The push-pull of longing and rejection, the emotional focus on love and loss, and learning to find satisfaction in what is already present.Type Five: The desire for privacy and independence, mistaking emotional detachment for spiritual maturity, and discovering the importance of participating in life rather than merely observing it.Type Six: The complicated relationship with authority, forgetting past successes, and developing genuine faith rather than settling for the security of rules and protective structures.Type Seven: Finding joy in possibilities and plans, replacing painful feelings with positive alternatives, and learning to stay present rather than moving on.Type Eight: Confusing subjective convictions with objective truth, using power to establish control, and learning to question personal assumptions while genuinely considering other perspectives.Type Nine: The comfort of neutrality, the enormous energy spent avoiding what matters most, and learning to direct attention toward personal priorities and meaningful action.Type One: The severe inner critic, the tendency to turn self-criticism outward, and the difficult but essential work of distinguishing what we want from what we believe is right. Throughout the episode, Jeff asks whether traditional Enneagram descriptions adequately capture the motivations beneath our behaviors. Can we move beyond familiar caricatures and childhood narratives toward a more precise understanding of each type—and a clearer picture of what growth actually looks like?

    Our Biases and Our Growth | "The Enneagram in Love and Work" | Part I
  3. Oct 8

    Boundaries and the Art of Relationship | Sherry Danner • Enneagram 5

    In this episode of Around the Circle, Jeff welcomes Sherry Danner, former marriage and family therapist, boundaries coach, and Enneagram Five, for a conversation about boundaries as the art of relationship. Rather than simply protecting our peace or learning to say no, they explore how boundaries shape our identity, commitments, and ability to connect with others. This time, Jeff and Sherry discuss the difference between hurt and harm, the challenge of being clear, kind, direct, and honest, and how our familiar strategies for avoiding discomfort can eventually work against us. Lastly, they explore the role of the head, heart, and body centers in navigating relationships, including our desires for clarity, connection, and agency. When does protecting ourselves become a form of isolation? And what might it look like to establish boundaries that make deeper relationships possible? Connect with SherrySherry is currently developing Divine Lines, a new project focused on identifying and overcoming patterns that keep us from pursuing what we truly desire. Drawing on insights from the Enneagram and personal growth work, she plans to offer individual and group opportunities beginning in early 2027. Website: divinelines.com (currently under construction) Email: sherry@divinelines.com Reach out to Sherry to join her mailing list, learn about upcoming offerings, or inquire about working with her individually.

    Boundaries and the Art of Relationship | Sherry Danner • Enneagram 5
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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.

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