The Longing To Belong with Jerry Colonna

The Evolving Leader

In this episode of The Evolving Leader podcast, co-hosts Scott Allender and Jean Gomes talk to Jerry Colonna. Jerry is a coach, writer, and speaker who focuses on leadership, business, and the practice of radical self-inquiry. He is the co-founder and CEO of Reboot.io, a company born from the rallying cry that “work does not have to destroy us. Work can be the way in which we achieve our fullest self.” Jerry helps people lead with humanity and equanimity through a unique blend of Buddhism, Jungian therapy, and entrepreneurial know-how – which has made him a sought-after coach and leader, working with some of the world’s largest organizations.

Jerry is the author of two books: REBOOT: Leadership and the Art of Growing Up and his new book, REUNION: Leadership and the Longing to Belong.

Other reading from Jean Gomes and Scott Allender:
Leading In A Non-Linear World (J Gomes, 2023)

The Enneagram of Emotional Intelligence (S Allender, 2023)
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YouTube @evolvingleader

The Evolving Leader is researched, written and presented by Jean Gomes and Scott Allender with production by Phil Kerby. It is an Outside production.

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1. Introduction (00:00:00)

2. Tell us about the work that you’re doing at Reboot (00:06:33)

3. You use a Buddhism and Jungian therapy approach in your work. What does that look like? (00:08:21)

4. When you say that you’re helping start-up founders confront their demons, what are those demons and how are you helping them? (00:10:02)

5. What do you find is the impetus for confronting these demons? (00:13:49)

6. What’s the opportunity for everyone doing this work vs the cost for people not doing it? (00:18:08)

7. As you approach this deeper sense of yourself, how do you help people to continuously monitor what’s going on? (00:24:44)

8. What kind of things knock you off course? (00:27:34)

9. You talk about the power of beginning again, but what are the ways that we can become more aware when we’ve lost focus on what really matters? (00:30:19)

10. You’ve written about creating community and what you’ve learnt about how leaders can do this, how they can create more inclusive environments. Where do you start with that? (00:35:05)

11. Can you unpack your thinking on the difference between inclusion and belonging? (00:42:38)

12. What’s your frame around your legacy, what do you hope to leave as a result of the work that you’re doing? (00:45:14)