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    Religion & Spirituality

    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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    Copyright: © Around the Circle 2022

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    Latest Episodes:
    The Reading Room | An Introduction to "Personality and Wholeness in Therapy" Mar 18, 2026
    Show notes

    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, 2026

    Join us by:

    1. Getting the book
    2. Reading the introduction
    3. Signing up at aroundthecircle.org for $20 membership

    Think 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.


    Early Access | Enneagram 8 | Grace in Dallas Mar 17, 2026
    Show notes

    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 here

    Check out her website here


    The Morning Show | The Enneagram and Advice Mar 16, 2026
    Show notes

    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:

    1. the difference between advice, coaching, and therapy
    2. why many people asking for advice may actually want approval
    3. how each Enneagram type can be compelled to offer help in different ways
    4. the role of curiosity, respect, and autonomy in healthy support
    5. why growth often begins beneath the surface problem
    6. whether coaches should have a universal target for health and flourishing

    This is a rich, funny, and surprisingly deep conversation about wisdom, self-awareness, and the kinds of questions that actually help people change.


    Enneagram Workshop | 2s & 3s Mar 12, 2026
    Show notes

    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:

    1. the “45-pound weight” each type carries through fear and fixation
    2. why Twos struggle to name and honor their own needs
    3. how pride, control, and the longing for reciprocation show up in Twos
    4. why Threes often tether worth to achievement and validation
    5. how grief, stopping, and emotional honesty become part of healing for Threes
    6. the role of the heart’s message, holy ideas, and virtues in moving toward the high side of type

    We’ll gather again on March 14 as we continue the conversation with Fours and Fives.


    Early Access | Enneagram 6 | Emma in Fort Worth Mar 11, 2026
    Show notes

    Katie sits down with Emma, a 35-year-old Enneagram Six, for a thoughtful and personal conversation about fear, preparedness, relationships, and the long road toward self-trust.

    Emma shares how she first found the Enneagram through podcasts, what it was like to recognize herself as a Six, and how that discovery helped make sense of patterns she had carried for years. Together, Katie and Emma explore the inner world of Sixes: the search for safety, the struggle to trust themselves, the experience of rumination, and the deep need to find what feels “just right.”

    They also talk about Emma’s relationship with her boyfriend, an Enneagram Three, the differences between Six and Three achievement, and how the Enneagram helps illuminate the push and pull of connection. Along the way, Emma reflects on growing up between cultures, including her childhood in Saudi Arabia, and shares how an early medical emergency became one of the defining moments in her relationship to preparedness and control.


    The Morning Show | Happiness Mar 09, 2026
    Show notes

    So … what does it mean to be happy anyway?!

    In this episode of The Morning Show, Jeff is joined by Enneagram teachers Jackie Contessa and Kristin Messegee to explore the relationship between the Enneagram and happiness.

    Together they consider whether happiness is something we pursue, something we cultivate, or something that emerges when we begin to see through the patterns of personality.

    Along the way we explore ideas like enjoyment, satisfaction, meaning, purpose, and the sense of a life well lived.

    The conversation also explores:

    • how different Enneagram types might approach happiness differently

    • the role of struggle, maturity, and personal development

    • whether happiness can coexist with grief or hardship

    • how relationships shape our experience of happiness

    • why growth may require surrendering older versions of ourselves

    If the Enneagram is a map, this episode asks a deeper question: where is that map actually trying to lead us?


    Talking Ones | Lindsay Taylor Mar 05, 2026
    Show notes

    Jeff sits down with therapist Lindsay Taylor of Hope Springs Counseling in Alabama for a wide-ranging, honest conversation about the inner world of Enneagram Ones—especially what it takes to stay grounded when everything feels like it’s on fire. Together, they explore the One’s visceral experience of brokenness, the exhausting question of “what is mine to do,” and why the Serenity Prayer keeps showing up as a lifeline.

    Along the way they unpack autonomy, boundaries, grief disguised as anger, the temptation to escape into “future-fixing”, and why past-work can feel both threatening and essential—less about reliving pain and more about gaining compassion, clarity, and a fuller relationship to time (past, present, and future).

    You can connect with Lindsay at : www.HopeSpringsCounseling.net


    "Early Access" | Enneagram 6 | Ben in Florida Mar 04, 2026
    Show notes

    Y’all, this one is REALLY GOOD. In the first half we talk typical 6 stuff: counter phobic vs phobic, reading other people’s emotions, etc. But in the second half, we get into some new stuff and it’s one of my favorite episodes to date.

    There are a few seconds of audio issues around the 47 minute mark (we had some technical problems during recording), but hopefully you all can still understand!

    Find Hunter Mobley’s book here


    "Inside Story" | Enneagram 8 | Joey Schewee Part II Mar 02, 2026
    Show notes

    In this exchange, Kristin and Joey explore how differently the types move through the world—especially around communication, authority, affirmation, and intensity. They also examine crisis strengths, autonomy, vulnerability, and the common mistyping of bold people.

    The discussion broadens into themes of parenting, growth, and self-awareness. Joey reflects on raising children with an understanding of stance and wiring, while Kristin speaks candidly about discovering her own fear and authority patterns later in life. Together, they emphasize that the Enneagram doesn’t change hardwiring—but it can transform how we relate, how we repair, and how we take responsibility for the impact we have on others.

    Links

    Inside Story episode (Apple): HERE

    Kristin Messegee's Coaching: HERE

    All Joey Schewee's work at WE Solutions: HERE

    Joey's Upcoming book: "When Working Together Doesn't Work" : HERE


    National Grief | Mandy Capehart Feb 27, 2026
    Show notes

    Jeff sits down with grief expert and Enneagram guide Mandy Capehart to unpack what national grief really feels like — not just personal sorrow, but the deep cultural distress many Americans carry today.

    Together they explore the emotional impact of polarized culture, lost shared reality, and fear-driven responses in our relationships and communities. Mandy offers insight into how regulation, one-on-one connection, and lived values can help us navigate overwhelm and reclaim humanity in a fractured world.

    If you’ve felt disillusioned, scared, or unsure how to engage with big problems without burning out, this episode invites you into deeper awareness, compassionate action, and hope rooted in connection — not just outrage.

    About Mandy & Where to Listen:

    This episode features Restorative Grief with Mandy Capehart – Podcast Page, a show that explores grief in all its forms — from loss of loved ones to life transitions, identity shifts, and the heartbreak of unsolved cultural pain.

    👉 Listen to Restorative Grief on Apple Podcasts, Spotify, or your favorite player for compassionate stories and practical tools for navigating grief and growth.

    Connect with Mandy:

    1. Website: mandycapehart.com
    2. Instagram: @mandycapehart



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