The Art of Listening: An Eight Step Approach to Connection with Emily Kasriel
Release Date: 09/11/2025
Courageous Conversations: How to Say What Needs to Be Said – Without Blowing It Up
Typology
Most of us think we’re avoiding hard conversations because we don’t know what to say. But that’s not really the problem. In this episode, Ian and Anthony dive into the real reason we sidestep the conversations that matter most—and it has a lot less to do with skill and a lot more to do with what’s happening inside of us. Because here’s the truth: you can have the best negotiation strategy in the world, but if you don’t understand the emotional dynamics underneath the conversation, you’re going to be dead in the water. As part of our Courageous Conversations series, this episode...
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Courageous Conversations: How Your Conflict Style Shapes Every Difficult Conversation
Typology
What if the conversations you’re avoiding… are actually the doorway to the relationships you want? In this replay from our Courageous Conversations series, I sit down with conflict resolution expert James Guinn to explore a truth most of us would rather sidestep: conflict isn’t the problem—our style of engaging it is. Together, we unpack the hidden patterns that shape how you show up when tension rises—whether you withdraw, accommodate, compete, analyze, or collaborate—and how those instincts, often wired beneath your awareness, quietly drive the outcomes of your hardest...
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Courageous Conversations: Why We Struggle to Ask for What We Want (and How to Change It) with Attia Qureshi
Typology
Last week, we kicked off our Courageous Conversations series with a fresh look at building emotional confidence. This week, we lay the groundwork for how personality, emotional regulation, and awareness all play into navigating conversations that matter. I sat down with Attia Qureshi—an expert in negotiation and persuasion—but what unfolds isn’t just about getting what you want. It’s about why we want what we want…and what’s really driving us underneath it all. Attia shares a moment of deep rejection from her childhood that led her to build what she calls an “exoskeleton”...
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Courageous Conversations: The Inner Work that Builds Confidence
Typology
This week, we're kicking off a multi-week series on how to have courageous conversations. We'll be digging into the foundations of emotional confidence, strategies for negotiation, and how to have difficult conversations. Today, we’re taking a fresh look at our conversation with Alicia Michelle to learn how to slow down your inner world and regulate your thoughts, your emotions, and your reactions before you ever step into a hard conversation. We’re talking about building emotional confidence. Not the loud, chest-thumping kind. I mean the quiet, grounded ability to...
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Replay: When the Life You Built Breaks Open w/Jen Hatmaker
Typology
What happens when the life you built—carefully, faithfully, and very publicly—splits down the middle in a single night? This week on Typology, we’re revisiting one of the most powerful conversations we’ve had on the show—a replay of my interview with bestselling author and cultural truth-teller Jen Hatmaker. Jen, an Enneagram Three with a courageous edge that sometimes looks a lot like an Eight, joined me to talk about her memoir Awake and the “before-and-after date” that changed everything—July 11, 2020— when her 26-year marriage ended and the life she knew cracked wide...
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Feeling Different? A Deep Dive into the Enneagram 4 Experience with Dudley Delffs
Typology
There are some conversations that don’t just inform you—they find you. This was one of those for me. In this episode, I sit down with my friend Dudley Delffs—author, therapist, and a fellow self-preservation Four—and what unfolds is less of an interview and more of an honest, unguarded conversation between two people who’ve spent a lifetime trying to tell the truth about their lives…and sometimes wondering what it costs to do that. We talk about the long journey of being a Four—the early years of feeling different, the instinct to hide parts of your story, and the slow, sometimes...
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How the Enneagram Transforms Leadership and Workplace Culture
Typology
Most leaders think workplace problems are about strategy, performance, or communication. But what if the real issue is something deeper—something invisible shaping how people interpret everything that happens at work? In this episode of Typology, Anthony and I explore how the Enneagram reveals the hidden motivations driving behavior inside teams and leadership groups. When people begin to understand why they—and their colleagues—think, react, and communicate the way they do, everything starts to shift. We talk about what happens when organizations move beyond personality labels and start...
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Part 2: The Enneagram in Therapy (What It Looks Like in the Room)
Typology
In Part 2 of our conversation on using the Enneagram in therapy, we move from theory to lived experience in the room. Anthony and I discuss how type can be understood as an adaptive survival strategy shaped by early attachment and trauma—and how that framing reduces shame instead of reinforcing it. We talk about what it looks like when the Enneagram is actually working in session: increased self-observation, greater emotional regulation, and more compassion. As a therapist, your type doesn't clock out when the session starts, so we dig into the importance of self-awareness and...
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The Enneagram in Therapy (Part 1): How to Use It With Care, Clarity, and Clinical Wisdom
Typology
What does it mean to use the Enneagram in therapy responsibly? In Part 1 of this two-part conversation on Typology, Anthony Skinner and I lay the groundwork for therapists, counselors, and coaches who want to responsibly integrate the Enneagram into clinical practice with wisdom and care. Together, we unpack what the Enneagram is—and what it isn’t—in the therapy room. It’s not a diagnosis. It’s not a substitute for evidence-based modalities. And it should never flatten complexity or bypass deeper trauma work. I also share practical wisdom from decades of work as a therapist,...
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The Future of Mental Health: Psychedelics, Trauma Recovery, and the Enneagram
Typology
There are conversations that stretch you a little. And then there are conversations that gently but firmly rearrange the furniture in your mind. This week, I sat down with Keith Kurlander and Will Van Derveer—co-founders of the Integrative Psychiatry Institute—to talk about something that’s generating a lot of curiosity and, let’s be honest, some anxiety: psychedelic-assisted therapy. Before you brace yourself, this isn’t a hype session. It’s a thoughtful, grounded conversation about trauma, the nervous system, and what happens when traditional therapy isn’t enough to reach the...
info_outlineThis week, we explore the art of listening and the complexities of human personality through the lens of the Enneagram with Emily Kasriel, an award-winning journalist, executive coach, and author of the new book, Deep Listening: Transform Your Relationships with Family, Friends, and Foes.
Emily shares her journey of self-awareness and the importance of deep listening in our everyday interactions. She discusses her experiences at the BBC, the challenges of listening in high-stakes situations, and the powerful eight-step approach to deep listening outlined in her book.
Discover how to create psychological safety in conversations, the significance of being present, and the value of curiosity in understanding others. We also examine the nuances of the Enneagram, helping listeners discern their personality types and how they can enhance their listening skills.
Whether you're new to the Enneagram or a seasoned enthusiast, this episode is packed with insights that can transform your relationships and deepen your understanding of yourself and others.
Key Highlights:
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The concept of deep listening and its importance in today's world
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The eight-step process for effective deep listening
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Personal anecdotes and reflections on self-awareness
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The interplay between personality types and listening styles
Don't forget to grab a copy of Emily's book, Deep Listening, and join the conversation about how we can all become better listeners!
Subscribe to Typology for more insights on personality and relationships!