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

In this episode, Katie talks with a local friend about all things 6. We discuss why some 6s might mistype as 4s or 8s, what rebellion looks like and why 6s do it, procrastination, and much more!

Find Ava's interior design account here: https://www.instagram.com/rose_junction_/

Coaching for Enneagram Sixes with Kristin : HERE

Pick up Joey Schewee's new book : HERE

___

On this episode of Inside Story, host Kristin Messegee sits down with Enneagram teacher and workplace consultant Joey Schewee for a candid, surprisingly personal conversation about what it’s actually like to live inside Type Eight.

Joey opens with her upcoming book, When Working Together Doesn’t Work—a guide born from 17 years of consulting and leading teams—and then Kristen pivots into the heart of the episode: Eight confidence, intensity, and the misunderstood inner world beneath the “big presence.” Joey challenges common stereotypes (and mistypes), reframes Eight “reactivity” as fast-moving anger that clears quickly, and names the real fuel behind Eight conflict: injustice, low effort, and compromised integrity.

Together they explore the push-pull between autonomy and connection, why Eights often feel uncomfortable when attention turns toward them, and how “wanting” energy from others can feel intrusive—especially when it isn’t grounded in authenticity. Joey also shares what changed after facing something she couldn’t control, how anger can cover tenderness, and why gut types may be the most intuitive in the system.

Again, Joey’s book When Working Together Doesn’t Work is available for pre-order now on Amazon and releases in March, and you can get it : HERE .

In this conversation, Jeff Cook sits down with Milton Stewart—an Enneagram Seven, business leader, and President of the International Enneagram Association (IEA)—for a wide-ranging look at where the Enneagram stands right now and where it’s headed next. Milton shares what the IEA exists to protect: integrity, ethics, and responsible teaching, along with a growing commitment to global community and cross-cultural nuance. They talk about the rise (and fading) of Enneagram “buzz” on social media, the expanding push for scientific credibility, and the difference between trendy typing and real transformation.

Milton also tells his personal Enneagram origin story (including his early “mistype everybody I know” phase), how the tool shaped his work in under-resourced education settings, and what it’s like to learn from teachers whose presenceteaches as much as their content. The conversation lands on a core theme: the work—and Milton names two practices that keep it real no matter how much you’ve learned: humility and presence. If you’ve ever wanted a bigger-picture view of the Enneagram world—especially beyond American culture—this one will widen your lens and deepen your hope.

1. Milton’s website: https://kaizencareers.com
2. Milton’s podcast: Do It For The Gram: Enneagram Podcast
3. International Enneagram Association (IEA): https://internationalenneagram.org
4. IEA Events (“Nine Points”): https://internationalenneagram.org → Nine Points (events posted by accredited professionals)

In this Early Access episode, Katie Whitlock welcomes Imogen, a 24-year-old from Shanghai, China.

Imogen shares how she found the Enneagram through a friend, why she identifies as a Five without tests, and how “avarice” shows up as a fierce protection of time, energy, space, and purpose.

Together they explore the Five’s impulse to offer information as a form of connection, the tension between deep internal emotion and discomfort with outward emotional exchange, and the relief that comes when the Enneagram gives a framework for accepting difference.

Jeff sits down with Drea from Alabama for a fresh round of Mistyping—and what starts as casual catch-up (football fandom, life with a five-year-old, and the chaos of caregiving) turns into a layered conversation about responsibility, control, justice, and self-criticism.

Drea shares her story: born and raised in Alabama, married nearly five years, mom to Porter, and currently balancing work as an air compliance specialist with caregiving for her mom, who’s living with early-onset Alzheimer’s with dementia.

Along the way, she opens up about finishing her master’s in environmental management, her growing awareness of environmental justice, and what it means to “take up space”—especially after postpartum struggles and a desire to create supportive community for other women.

This is our Second Saturday Workshop from January!

Members can sign up for all of our coming workshops : HERE

In this conversation, we return to motive—this time on the high side: what it looks like to be your type when you’re grounded, centered, and flourishing (not in stress, not in security). We lay out a simple map for transformation—from our Shadow → through the Holy Idea → awakening our Virtue—and invite real-time reflection from our community on what changes when we begin to trust a bigger reality than our fear.

We tackled the body triad—891s—in January.

Eights wrestle with Holy Truth and the possibility of innocence without naivety. Nines explore Holy Love, self-worth, and what it means to take up space without losing peace. Ones confront Holy Order, naming resentment, control, and the long journey into serenity, flexibility, and joy.

We end by celebrating the gifts that show up on the high side: the Eight’s empowering strength and demand for what’s real, the Nine’s steady presence and non-dualistic wisdom, and the One’s persistent care for justice—turning chaos into order with a deeply rooted heart.

Members can sign up for all of our workshops : HERE

On February 14th, we will talk through 234s—so bring your heart-triad people and come ready to talk about what “going high” can look like in real life.

Continuing the 4 journey, Katie talks to Lucas, a 28-year old musician. They talk acceptance, growing up, and what it feels like to be a male who lives so much of life deep in the feeling center.

Find Lucas on Instagram at ofthoughtandfeeling

Find Lucas' music on Spotify