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Typology

Dr. Henry Cloud on Your Desired Future, Self-Awareness, and the Psychology of Change

Typology

Ian Morgan Cron

Religion & Spirituality, Health & Fitness, Christianity

4.73.2K Ratings

🗓️ 21 May 2026

⏱️ 58 minutes

🧾️ Download transcript

Summary

Have you ever known where you want to go—but felt mysteriously stuck getting there? In this episode of Typology, I sit down with Dr. Henry Cloud, clinical psychologist, leadership expert, and bestselling author of Boundaries, to talk about his new book, Your Desired Future: The Five Essential Steps That Take You Where You Want to Go.

Together, we explore the intersection of faith, psychology, the Enneagram, self-awareness, and personal growth, and how real transformation begins when we stop shaming ourselves for where we are and start getting curious about what's possible. Henry brings his characteristic wisdom, warmth, and clinical insight to a conversation about healing, purpose, emotional health, and the practical path from "here" to "there."

This is a thoughtful and hope-filled conversation for anyone who feels stuck, is navigating change, or wants to better understand the patterns that shape the life they're living.

Transcript

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0:00.0

Hey folks and welcome to Typology, the show on which we explore the mystery of the human personality and the great human adventure all through the lens of the Enneagram.

0:13.0

Hey, we've got a great guest for you today. I'm thrilled to be welcoming Dr. Henry Cloud to the show.

0:20.7

Henry is a clinical psychologist, leadership expert, and New York Times best-selling author.

0:26.8

His books have sold more than 20 million copies worldwide.

0:29.3

I'm sure most of you know him from his groundbreaking book, Boundaries, which I told Henry

0:34.9

that if his book were an airline, I would definitely be a frequent flyer

0:41.0

and be platinum status because of how much the book has impacted me and how many times I've

0:47.7

recommended it. If you haven't read the book, you need to read that one. But Henry's influence

0:53.0

reaches far beyond that one title.

0:55.0

For decades, he's helped leaders, organizations, families, and individuals understand what it

0:59.8

takes to grow, change, heal, and move toward the life they were actually made to live.

1:05.4

His brand new book does that very thing as well. It's titled Your Desired Future. It's available now. It's just released as of May

1:13.3

5. And in the book, Henry lays out a practical and deeply insightful framework for moving from

1:20.2

where we are to where we want to be, not through wishful thinking, but through vision, strategy,

1:26.3

accountability, adaption, and right resources.

1:29.9

Here's what makes today especially fun.

1:32.2

We talk through Henry's Enneagram type and tried to decide exactly what type he is.

1:37.5

So we go through that conversation as well, and then we move to his book.

1:41.6

You're going to love this conversation.

1:42.9

We explore what happens when achievement,

1:45.3

possibility, and power all seem to live in the same neighborhood and how self-awareness

1:51.5

helps us become more grounded, more connected, and more free. Hey, that's it for me,

...

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