4.6 • 3.2K Ratings
🗓️ 4 September 2025
⏱️ 59 minutes
🧾️ Download transcript
In this week’s episode of Typology, I sit down with Dr. Terence Lester—an Enneagram Eight, author of From Dropout to Doctorate, and the visionary founder of Love Beyond Walls. Terence’s story is as powerful as it is inspiring. From his early years in Atlanta to leading a movement that uplifts those experiencing poverty and homelessness, his journey embodies both courage and compassion.
Together, we explore what it means to be an Enneagram Eight in the trenches of community work—wrestling with control, burnout, and the temptation to over-function. Terence opens up about a devastating car accident that reshaped his sense of identity, his relationship with productivity, and ultimately, his capacity for gratitude.
We also dive into the intersection of action and contemplation, the influence of Henri Nouwen on Terence’s life, and the healing power of reconciliation in his own family story. Along the way, Terence reminds us that leadership isn’t about posturing but about vulnerability, presence, and the willingness to walk alongside others in their pain.
This conversation is an invitation to rethink how we serve, how we love, and how we grow. You’ll walk away with profound insights about resilience, healing, and the transformative power of the Enneagram.
ABOUT OUR GUEST
Dr. Terence Lester is a storyteller, public scholar, speaker, community activist and author of From Dropout to Doctorate. He is the founder and executive director of Love Beyond Walls, a nonprofit organization focused on raising awareness about poverty, homelessness and community mobilization. He serves as the director of public policy and social change and as a professor at Simmons College of Kentucky (HBCU). He received his PhD with a concentration in public policy and social change from Union Institute and University. Terence has authored four additional books with IVP, including one with his sixteen-year-old daughter, Zion, titled Zion Learns to See: Opening Our Eyes to Homelessness. The other titles include I See You: How Love Opens Our Eyes to Invisible People, When We Stand: The Power of Seeking Justice Together, and All God’s Children: How Confronting Buried History Can Build Racial Solidarity.
Terence is known for nationwide campaigns that bring awareness to homelessness, poverty and economic inequality. His awareness campaigns have been featured on ML K50, CNN, Good Morning America, Essence, TEDx, TVONE, Creative Mornings, USA Today, NBC News, Black Enterprise, Rolling Out, Upworthy and more. These campaigns have been viewed by millions of people worldwide. Terence is happily married to his best friend, Cecilia, and they have two amazing children, Zion Joy and Terence II.
Learn more about Dr. Lester by visiting his website at www.terencelester.org or follow on social media at @imterencelester or @lovebeyondwalls.
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| 0:00.0 | Hey, typology friends, welcome back. Today is a big day. We have a type 8 in the house. |
| 0:09.7 | Please welcome Dr. Terrence, Lester, author of the new book from Dropout to Doctorate. |
| 0:17.9 | He is also the founder of Love Beyond Walls. He is a powerhouse. Terrence, welcome to the show. |
| 0:24.8 | I am really grateful to be here. And I have a question before we get into all of what we're |
| 0:33.3 | talking about. Why did you choose to bring me on? That's a good question. Can I say one thing |
| 0:42.9 | while you're thinking, Ian? Yeah, I don't have to think long, but go ahead. Yeah, well, |
| 0:47.5 | to begin with, we don't get, our eights are too far in between. Is that the right word, |
| 0:55.3 | phrase to say? |
| 0:52.3 | So it really is great to have an eight on the show. So I'm looking forward to that. Go ahead, Ian. Yeah, that's part of it, right? Like, because we have nine types we try to get represented on the show, right? And so if we have too many threes in a row, fives, and I start getting emails from people saying, you don't pay attention to the sixes and the eights. |
| 1:11.7 | So we got to, you know, and I start getting emails from people saying, you don't pay attention to the sixes and the eights. |
| 1:14.8 | So we got to kind of paste everything out. |
| 1:18.5 | But I also really like your mission and your work. |
| 1:19.7 | Oh, wow. |
| 1:24.1 | And I just wanted to give it a platform for people to hear about it. And also because the alignment between your type and your work is so perfect |
| 1:31.8 | and also because you sent me this nice note describing your interaction with the anagram |
| 1:38.8 | and all about how important it's been to you and I'm'm like, yeah, this is perfect. Let's, |
| 1:45.6 | let's have this guy on. So I'm thrilled to have you, man. Thank you. Well, it's a pleasure to be |
| 1:50.9 | here. I can't wait to build deeper. Yeah. Let's try. I could add to that. I spent eight years of my late 20s and early 30s in the inner city and loved |
| 2:06.2 | every minute of it seeing some really powerful transformation. So I'm excited as well. |
| 2:10.7 | Yeah. Yeah, if you ever want to learn about your vulnerabilities, your shadows, go spend time where pain is, right? |
| 2:23.3 | Mm-hmm. |
| 2:24.0 | Yeah. |
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