Reboot Podcast Episode #107 – Reboot: Leadership and the Art of Growing Up – with Jerry Colonna

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEO’s, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.

Episode 107 // June 18, 2019


Jerry Colonna

Jerry Colonna

CEO, and co-founder, of, author

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Episode Description

For this special episode, we’re celebrating the release of podcast host and Reboot Co-founder Jerry Colonna’s new book, Reboot: Leadership and the Art of Growing Up (out now!). In this conversation, Jerry delves into why he wrote the book, opening up about how his life-long practice of journaling influenced the book’s format, and what he hopes those who’ve read the book will gain from their experience. Jerry also explores many themes tackled in the book, including the radical nature of radical self-inquiry, the power of leading from your truest self, and the ways in which work provides the opportunity to continuously align our inner and outer selves. 

Jerry’s Twitter | Reboot: Leadership and the Art of Growing Up | Reboot’s Workshops and Experiences Page

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Show Highlights

“I’ve come to see my mourning journal time and my morning meditation time as one big, two-hour window of mindfulness.” – Jerry Colonna

“Puzzling and working with the text is another form of radical self-inquiry.” – Jerry Colonna

“I think we’re socialized to somehow associate inquiring within with a kind of narcissism.” – Jerry Colonna

“If we allow ourselves the radical act of attending to ourselves for periods of the day, it enables us to then turn around and be much more present for the other person because we’ve paid attention to ourselves. Now we get to give that attention to something else.” – Jerry Colonna

“What benefits might have been derived from helping to be complicit and creating the conditions I say I don’t want?” – Jerry Colonna

“If you know your heart, then you’ll know your way to the ‘how’.” – Jerry Colonna

“The truest self is the self that contains all of the self. “ – Jerry Colonna

“When you lead from that whole self, you may not have the answers to the ‘how,’ but you can always pull together people to, in, in a joint capacity to answer the why’s.” – Jerry Colonna

“What do I believe to be true about the world? What kind of company do I want to work for?” – Jerry Colonna

“There is an opportunity to think of leadership as a practice.” – Jerry Colonna

“I thought of the books that I’ve read in my life as pebbles on the path in the forest when I was lost. And I feel like I just put a pebble down on the path.” – Jerry Colonna