meta_pixel
Tapesearch Logo
Log in
FranklinCovey On Leadership

Jerry Colonna: The Questions Every Leader Needs to Ask Themselves

FranklinCovey On Leadership

FranklinCovey

Business, Management

4.9 • 851 Ratings

🗓️ 12 August 2025

⏱️ 42 minutes

🧾️ Download transcript

Summary

Radical self-inquiry begins by asking yourself tough questions, such as "How am I complicit in the circumstances I say I don't want?" Honest self-reflection is a crucial step in improving as a leader. In today's episode, Jerry Colonna, CEO of Reboot.io, executive leadership coach, and bestselling author, discusses leadership through the lens of humility and purpose. Colonna shares his journey through radical self-inquiry and offers guidance on where we can all begin.   FranklinCovey’s world-class learning solutions—delivered Live-Online, On Demand, or Live In-Person—are designed to build exceptional leadership skills and enrich your culture at every level of your organization.   To learn more, email us at [email protected], visit franklincovey.com, or call us at: 1-888-868-1776

Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to Franklin Covey on Leadership.

0:06.9

I'm Will Hodling, Franklin Covey's head of product, and in this podcast, we'll walk through

0:11.7

the mistakes, methods, and mindsets that built many of the world's most credible leaders.

0:17.1

We hope that their hard-earned insights help accelerate you on your journey.

0:22.7

Today's guest is Jerry Colonna, business builder, investor, an expert executive coach.

0:28.8

Jerry was one of the founders of Flatiron Partners, one of New York City's premier venture

0:33.1

capital firms, and led tech investing at J.P. Morgan's private equity arm.

0:40.0

Today, Jerry is the CEO of Reboot.io, a leading executive coaching and leadership development company. And he's also the best

0:45.8

selling author of two great books, Reboot and Reunion. Jerry Colonna, welcome to On Leadership.

0:51.5

Thank you so much for joining us. Well, thanks for having me. It's a delight to be here with you.

0:56.0

Lovely. I'm very excited about today's conversation. I've been a long time listener and reader of your work.

1:02.0

And I think also your ethos of the importance of radical self-inquiry really overlaps with Frank and Covey's focus on leadership development happening inside out. So in your work, you talk about the importance of radical self-inquiry,

1:15.6

how we should investigate our childhood memories, our earliest experiences,

1:19.6

because they consciously and subconsciously drive our values, our motivations.

1:24.6

And so I would like to start today with a little bit of your origin story,

1:28.3

learning more about kind of how you grew up and how that experience shaped the person you came to be.

1:34.3

In particular, I've heard before a story from your grandpa about the lemon drops and the tin.

1:40.3

And so that's a great one to start with and we'd love to, yeah yeah, if you could tell us a little bit your background, that'd be great.

1:46.4

Sure.

1:47.1

And that's a good way to understand this.

1:54.5

And before I go into the story, I think the simplest way

1:58.9

to understand the phrase radical self-inquiry is with a question,

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from FranklinCovey, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of FranklinCovey and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2025.