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 painful work of learning how to bring those parts into the light. Along the way, we wander into territory that might feel familiar: creativity, envy, addiction, belonging, and that quiet, persistent question many of us carry: What have I done with my life?

And yet, this isn't a heavy conversation—it's a human one. There's laughter, there's tenderness, and there are a few moments where something deeper breaks through…the kind of moments that remind me why I love doing this work in the first place.

If you've ever felt like you don't quite fit—even in rooms where you clearly do…
If you've wrestled with whether your story is too much—or somehow not enough…
Or if you're trying to make peace with your past without losing who you are in the process…

I think this conversation might meet you right where you are.

Come listen.

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 using the Enneagram as a practical tool for leadership, conflict, and culture.

If you lead people, work on a team, or have ever wondered why certain workplace dynamics keep repeating themselves… this conversation might change the way you see your office forever.

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 countertransference, explore how the Enneagram can either heal or harm in couples work, depending on whether it increases curiosity or contempt.

Whether you're a clinician or someone doing your own inner work, this episode invites you to hold the Enneagram lightly—and people reverently.

When it's used well, it doesn't replace therapy.

It deepens it.

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Follow Ian on social at @ianmorgancron and @typologypodcast