A Change of Habit: Sister Monica Clare's Journey from Advertising to Nunhood
Release Date: 07/24/2025
The Sacred Ache and Beauty of Becoming with Heath Hardesty
Typology
What happens when an Enneagram Two (or…maybe a Four?) takes a deep dive into the ache beneath our desire to be good, loved, and whole? This week, I sit down with Heath Hardesty, pastor and author of . What begins as a conversation about the Enneagram Two’s longing to help soon unfurls into an exploration of the soul — the ache for beauty, the mystery of shame, and what it means to live authentically before God. Together we explore: The difference between helping and hiding Why our “ache” might actually be a form of divine homesickness How beauty, poetry, and the transcendent...
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Steve Taylor on Maturity, Mindfulness & Meaning (Enneagram 7)
Typology
In this heartfelt, humorous, and deeply human conversation, Ian sits down with longtime friend — artist, filmmaker, professor, and Enneagram Seven — Steve Taylor. You may know him as the legendary provocateur who “invented irony for Christians,” but in this episode, we explore the terrain beneath the creativity, the energy, and the relentless forward motion that has defined so much of his life. Together we wade into the deeper waters of the second half of life — aging, character, grief, spiritual maturity, limitations, and the sacred invitation to move from doing to being. Steve...
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Wild Courage and the Heart of the Enneagram Three, with Jenny Wood and Carlina Daugherty
Typology
What happens when two high-achieving Enneagram Threes sit down with an Enneagram Four? You get an electric, honest, and surprisingly tender conversation about ambition, fear, and what it really means to live courageously. In this episode, Ian sits down with Jenny Wood, former Google executive and author of Wild Courage: Go After What You Want and Get It, and her Chief of Staff, Carlina Daugherty, for an unfiltered look at the drive and depth behind the Enneagram Three. Together, they explore: · Why fear — not talent — is often the real barrier to...
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Joel Miller on the Inner World of the Enneagram Five and the Power of Ideas
Typology
), a popular Substack celebrating literary culture. He is the author of several books, including (forthcoming, November 2025). His writing has appeared in Reason, the Washington Post, American Spectator, and National Review. He lives outside Nashville, Tennessee, with his wife, kids, dogs, and more books than space. Available now for pre-order: Follow on Apple Podcast, Spotify, or your favorite podcast player to learn more about the Enneagram and personal growth.
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Bad Thoughts: When a Preacher and a Shrink Team Up to Heal the Mind and Soul, with Judah Smith and Dr. Les Parrott and
Typology
On this week’s episode of Typology, I’m joined by two remarkable guests who sit right at the intersection of faith and psychology: Dr. Les Parrott, a clinical psychologist and author, and pastor Judah Smith, who brings a preacher’s honesty and a comedian’s timing to our conversation. Together, they’ve written a new book called . It’s a lively and deeply honest dialogue between theology and therapy—between the pulpit and the couch. We dive into what Les calls the five “toxic thought patterns” that keep us stuck—guilt, shame, insecurity, entitlement, and...
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How Empathy Helps Us Experience Love Deeply, with Drs. Bill & Kristi Gaultiere
Typology
What if the real key to spiritual transformation isn’t trying harder—but receiving love more deeply? In this heartfelt conversation, I sit down once again with Drs. Bill and Kristi Gaultiere—spiritual directors, therapists, and founders of Soul Shepherding—to explore what it means to truly receive and reflect God’s empathy. Drawing from their new book, Deeply Loved, the Gaultieres invite us to consider a radical truth: that spiritual transformation begins not with striving or self-critique, but with allowing ourselves to be seen, known, and loved—just as we are. Together, we unpack...
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Discover Your Instinctual Stack, with Elan Benami, EnneaApp Creator
Typology
What is an Instinctual Stack? Do you know yours? We all have three instincts. None of us are absent one. However, one does tend to be dominant. But what are instincts and how do they influence how each type shows up in the world? In today’s episode, we revisit our conversation with Elan Benami, creator of the EnneaApp and author of Enneagram Patterns & Poetics, to provide you with a great overview of Instincts, Subtypes, and the Instinctual Stack and how they can play out in your personal and professional life. About Elan: Elan is an LPC with a MA in...
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Why Love Feels Addictive: Enneagram Insights with Dr. Lisa Marie Bobby
Typology
What if the ways we keep getting stuck in relationships aren’t just bad habits, but the natural outworking of how we’re wired to bond—and to protect ourselves from pain? In this episode of Typology, I sit down with psychologist and couples counselor Dr. Lisa Marie Bobby (a freshly discovered Seven with an Eight wing) to talk about the intersection of attachment, addiction to love, and the Enneagram. We explore why love itself can feel addictive, how that longing for connection sometimes binds us to the wrong person or pattern, and why recovery communities often work—they help us...
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One Choice Away: Justin and Trisha Davis on Marriage, Forgiveness, and the Enneagram (Types 8 & 3)
Typology
Today, we’re joined by Justin (8w7) and Trisha Davis (3w2), a couple whose story holds both heartbreak and a hard-won hope. We talk honestly about the Eight–Three dance in marriage—intensity, drive, image, and protection—and how those same strengths can be magic when we’re healthy and toxic when we’re not. We also dive into their new book, One Choice Away from Change: Break the Cycles that Hurt Your Relationships and Hold You Back. They remind us that real transformation isn’t about muscling through—it’s about naming the wound, choosing presence over performance, and...
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Wired for Relationship: Attachment Theory and Spiritual Growth with Dr. Todd Hall
Typology
In this episode of Typology, I sit down with Dr. Todd Hall to explore the profound ways attachment theory shapes not only our personal relationships but also our spirituality. Together, we unpack how the early bonds we form with caregivers influence our emotional health, the ways we relate to others, and even how we connect with God. Todd shares insights from his groundbreaking research on relational spirituality, reminding us that true spiritual formation is not just about what we know—it’s about how we experience love, connection, and trust in real relationships. We discuss the different...
info_outlineWelcome to this enlightening episode of Typology! Join us as we explore the life and journey of Sister Monica Clare, an Enneagram 6 and author of the memoir A Change of Habit: Leaving Behind My Husband, Career, and Everything I Owned to Become a Nun.
In this episode, we explore:
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Sister Monica's experiences growing up in a chaotic environment and how it shaped her Enneagram type.
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The unique challenges and joys of being an Enneagram 6 in a religious community.
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The intersection of spirituality and personality, and how the Enneagram informs her spiritual practices.
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Insights from her journey in Al-Anon and the lessons learned about control and boundaries.
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The role of fear and anxiety in decision-making and how she navigates these feelings in her leadership role.
Sister Monica shares her candid reflections on her path to becoming a nun, the importance of community, and the spiritual practices that ground her amidst uncertainty.
Don't miss this heartfelt conversation filled with wisdom, humor, and inspiration!
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Connect with Sister Monica Clare on TikTok: @nonsenseforthepeople
Grab a copy of A Change of Habit today!