Enneagram with JB: A Podcast About Enneagram Personalities

Jackie Brewster
  • 4.4 (7)
  • SELF-IMPROVEMENT

Certified Enneagram coach Jackie Brewster offers a fun, fresh approach to learning more about the Enneagram, while encouraging listeners to grow in empathy and understanding with both themselves and the people around them.

  1. 6D AGO

    Friendship Through the Enneagram: Needs, Triggers, and What Secure Connection Looks Like

    Jackie: On the web | On Instagram Courtney: On the web | On Instagram Friendship can be one of the most meaningful—and most misunderstood—relationships in adult life. While often treated as “less serious” than romantic relationships, friendship activates the same attachment systems in the nervous system and can surface deep needs around safety, trust, belonging, and repair. In this episode, Courtney Bareman and I explore how friendship functions as an attachment relationship, why it can be so triggering even without romance, and how the Enneagram helps name what’s really happening beneath friendship rupture. Together, we walk through: Why friendship activates attachment alarmsHow unspoken expectations create confusion and resentmentWhat each Enneagram type truly needs in friendshipCommon triggers that lead to withdrawal, over-functioning, or silent ruptureWhat secure friendship actually looks like in real lifeHow honesty, boundaries, and repair build lasting connectionThis conversation offers language for understanding friendship patterns—not to diagnose or pathologize, but to create clarity, compassion, and healthier connection. Key Themes Discussed Friendship as an adult attachment relationshipNervous system responses in platonic connectionWhy friendship rupture often feels confusing or unresolvedThe difference between conflict and unmet attachment needsMoving from silent protection to direct requestRepair as the foundation of secure friendshipEach Enneagram type brings specific needs into friendship—and specific sensitivities when those needs aren’t met: Type 1 – Needs respect and integrity; struggles with carelessness or imbalanceType 2 – Needs mutuality; struggles when giving isn’t reciprocatedType 3 – Needs appreciation without performance; struggles with vulnerabilityType 4 – Needs depth and emotional honesty; struggles with minimizationType 5 – Needs space with reliable re-entry; struggles with emotional demandType 6 – Needs consistency and trust; struggles with unpredictabilityType 7 – Needs joy with emotional staying power; struggles with heavinessType 8 – Needs loyalty and directness; struggles with indirectness or betrayalType 9 – Needs peace, inclusion, and voice; struggles when conflict feels unsafeSecure friendship isn’t about perfect compatibility—it’s about capacity. Capacity for:Honest communicationEmotional regulationClear boundariesRepair after ruptureNaming needs directlyMost friendship breakdowns aren’t about what happened—they’re about the meaning made when needs go unspoken. The Enneagram helps bring those meanings into the open so connection can be rebuilt intentionally. Reflection Questions Take these into the week ahead: When I feel unsure in friendship, do I tend to pursue, withdraw, intensify, distract, or disappear?What is one direct request I could make instead of hinting, managing, or resenting?

    50 min

  2. FEB 4

    Repair is the Work: Parenting Through the Enneagram Across the Lifespan

    Secure attachment isn’t built by getting it right all the time. It’s built by coming back when you don’t. In this episode of Enneagram with JB, I'll explore why repair—not perfection—is the foundation of secure attachment, and how repair needs to change as your child’s nervous system develops. Using the Enneagram as a compassionate map (not a label or excuse), this episode walks through what repair looks like with toddlers, elementary-aged kids, teenagers, and adult children, while naming common missteps that unintentionally widen disconnection. You’ll learn: Why rupture doesn’t break attachment—but unrepaired rupture doesHow repair supports felt safety in the nervous systemWhat’s developmentally realistic to expect at each ageWhat not to do when emotions are highOne simple repair mantra you can practice at every stageHow each Enneagram type tends to repair under stressThis episode is for parents who care deeply, feel overwhelmed at times, and want language for coming back into connection—without shame. In this episode, we cover: What repair actually is (and what it’s not)Repair with toddlers: co-regulation over explanationRepair with elementary-aged kids: reassurance and meaningRepair with teens: dignity, timing, and respectRepair with adult children: mutuality and accountabilityType-by-type repair phrases for all 9 Enneagram typesKey takeaway: Your child doesn’t need you perfect. They need you emotionally reachable. Note: This episode is educational and not a substitute for therapy or professional care. Visit me at Enneagram with JB and on Instagram. Considering coaching? Get in touch here.

    30 min

  3. JAN 28

    The January Reset Through the Lifespan: Why Your Enneagram Looks Different in Every Season

    January often comes with pressure to reset, reinvent, or get it together—but that expectation ignores something essential: your season of life. In this episode, Jackie is joined by Rob Goetsch, as they explore how balance looks different across the lifespan and why your Enneagram patterns may feel louder, heavier, or more tender in January, depending on your age, capacity, and nervous system state. Through a lifespan and Enneagram lens, this conversation reframes January as a time for stabilization and understanding, not self-correction. This episode is for anyone who feels behind, tired, or unsure why the usual reset narrative isn’t working this year. In this episode, we explore: Why January feels harder for some people than othersHow lifespan stages (20s–60s+) shape nervous system capacityWhat’s typical, not wrong, about each decadeWhy Enneagram patterns shift as life demands changeThe difference between motivation and regulationHow balance begins with awareness, not pressureAs you listen, consider: What season of life am I actually in right now?What does balance look like for me in this decade, not in comparison to others?What might shift if I met this January with curiosity instead of urgency?If this conversation resonated, you may want to pause with the January Listener Reflection Guide or explore this month’s Enneagram content on Instagram for deeper integration. Rob Goetsch, LMHC, is a mental health counselor in Florida with experience working in college settings and private practice. His background includes work with substance use, trauma, anxiety, and interpersonal relationship issues, and he brings an evidence-based, grounded perspective to conversations around mental health and relational healing. Disclaimer This episode is for education and reflection only and is not therapy, diagnosis, or a substitute for mental health treatment.

    53 min

  4. JAN 21

    January Isn’t for Reinvention—It’s for Stabilization

    January often carries pressure to reset, reinvent, or finally “get it together.” But that expectation ignores something essential: your nervous system and your season of life. In this relaunch episode of Enneagram with JB, Jackie reframes January through an Enneagram, lifespan, and nervous-system lens. Rather than pushing for change, this conversation invites understanding—why patterns feel louder in January, why motivation doesn’t work without regulation, and why balance looks different at every stage of life. This episode is for anyone who feels tired, foggy, or behind as a new year begins, and is ready for a gentler, more honest starting point. In This Episode: Why January often feels harder than expectedHow Enneagram patterns function as protection, not problemsRegulation before resolutionBalance through the lifespanReleasing comparison across seasons of lifeListener Reflection What does my system need before it can move forward?Where might I be mistaking dysregulation for failure?What would it look like to meet this season with more compassion?Disclaimer: This episode is for education and reflection only and is not therapy, diagnosis, or a substitute for mental health treatment.

    13 min

  5. 10/15/2025

    Dating and the Enneagram

    This week I'm talking with my daughter, Ashlyn. Join us as discuss how Enneagram awareness can positively impact our approach to dating. Jackie's Instagram // Enneagram with JB

    38 min

  6. 09/24/2025

    Same House, Different Stories

    Today I'm talking with two very special guests: My sister Jennifer, an Enneagram 4,  and my brother Rob, an Enneagram 6. Join us as we talk about growing up as siblings who experienced life, and our family household, in very different ways. Jackie's Instagram // Enneagram with JB

    1h 3m

  7. 09/17/2025

    “Why do you always do that?”

    Have you ever found yourself saying (or hearing), “Why do you always do that?” That frustration often comes from our Enneagram stance, the automatic way we move through the world. In this week’s episode Courtney and I talk about how stances shape our relationships, what’s happening in the brain when they get triggered, and how slowing down, practicing attunement, and building trust can change everything. Join us as we talk about how to move beyond reactivity and create healthier, more attuned relationships. Jackie's Instagram // Enneagram with JB Courtney's Instagram // Courtney B Coaching

    51 min

  8. 09/10/2025

    I Know Too Much | With Courtney Bareman

    The Enneagram is an incredible tool for helping us better understand ourselves and others. But sometimes we can focus more on the "others" than ourselves. Join Courtney and me as we discuss how each type can best utilize the Enneagram to foster true self-awareness and growth. Jackie's Instagram // Enneagram with JB Courtney's Instagram // Courtney B Coaching

    45 min
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Certified Enneagram coach Jackie Brewster offers a fun, fresh approach to learning more about the Enneagram, while encouraging listeners to grow in empathy and understanding with both themselves and the people around them.

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