The most in-depth startup podcast you’ll ever listen to.

The Reboot Podcast with Jerry Colonna, Team Reboot and Startup Leaders

The most in-depth startup podcast you’ll ever listen to.

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.

Sign me Up

  • One of "the 12 Best Podcasts for Entrepreneurs...Forbes has sampled a whole bunch (of podcasts), and recommends these 12 as some of the best and most educational out there." ... view link

    Brian Solomon

    Brian Solomon

    Forbes (October, 2015)

  • “The Reboot Podcast has changed my life. It's like a release valve that I can pull on daily when I don't feel like I can meaningfully deal with my own concerns. The interviews and blog have helped me reach beyond what I thought was my capacity to be vulnerable and to love.”

    Tracy Lawrence

    Tracy Lawrence

    CEO of Chewse

  • “Holy crap your podcast is so amazing that I have to stop it and absorb what was said so I could think about it. I've had issues that were so tough for me to deal with that I looked away. But for founders, that's a haaard thing to admit. I savor your work guys. Thank you for making it.”

    Andrew Warner

    Andrew Warner

    Founder of Mixergy

  • "Your podcast came at the right moment. I am listening your advice line by line. And I understand what I did...Thank you Jerry. Your messages are like a lighthouse in the sea of startup life."

    Sooinn Lee

    Sooinn Lee

    CEO of Enuma

Recent Podcasts

#165 – The Bones of Belonging – with Annahid Dashtgard

Episode 165 // May 23, 2023

#165 – The Bones of Belonging – with Annahid Dashtgard

In this episode of the Reboot Podcast, Jerry sits down with Annahid Dashtgard, a fellow author, activist, and champion for justice, equity, diversity, and inclusivity. The pair discuss Annahid’s latest…

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

Episode 164 // May 5, 2023

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

When markets are volatile and times are turbulent, being a VC can be a nerve-wracking experience. How should seasoned board members handle themselves when anxieties are high? In this podcast…

Wisdom for Work #15 – Navigating Conflict & Difficult Conversations – with Chris VandenBrink & Andy Crissinger

Wisdom for Work #15 // April 18, 2023

Wisdom for Work #15 – Navigating Conflict & Difficult Conversations – with Chris VandenBrink & Andy Crissinger

If you work with people, odds are good that hard conversations will be part of your work life. Whether it’s firing an employee or dealing with tension in the executive…

Operator’s Manual #6 – The Benefits of Bootstrapping

Operator's Manual #6

Operator’s Manual #6 – The Benefits of Bootstrapping

Ever wonder what happened to building a good ol’ profitable business? Maybe you wonder if there are benefits to bootstrapping in this world of high-growth, venture-backed companies with bloated valuations.…

Wisdom for Work #14 – Micro-Practices for Leaders: Finding Ground & Setting Intention – with Andy Crissinger & Chrystal Bell

Wisdom for Work 14 // March 22, 2023

Wisdom for Work #14 – Micro-Practices for Leaders: Finding Ground & Setting Intention – with Andy Crissinger & Chrystal Bell

In this Wisdom for Work, Andy Crissinger and Chrystal Bell consider the importance of cultivating lasting practices that link to your values and how these ordinary rituals can support you.…

Extras #20 – Anger As Messenger – with Mollie West Duffy, Chrystal Bell & Ali Schultz

Extras 20 // March 8, 2023

Extras #20 – Anger As Messenger – with Mollie West Duffy, Chrystal Bell & Ali Schultz

What is your relationship to anger? For many of us, anger is information. Often, it tells us when an important boundary has been crossed or alerts us when a value…

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

Episode 163 // March 1, 2023

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

In this episode of the Reboot Podcast, Jerry sits down with Koshin Paley Ellison, co-founder of the New York Zen Center for Contemplative Care, to talk about his latest book,…

Wisdom for Work #13 – Accountability & Trust

Wisdom for Work 13 // February 14, 2023

Wisdom for Work #13 – Accountability & Trust

We often say trust is one person’s assessment of another person’s competence, sincerity, and reliability. Accountability is a related concept to trust, but it’s also an inside job. Being accountable…

Operator’s Manual #5 – Adaptive Leadership

Ops Manual 5 // February 1, 2023

Operator’s Manual #5 – Adaptive Leadership

Adaptive leadership is the notion that a fixed leadership style isn’t a quick fix or one-stop-shop for all your leadership needs. Adaptive leadership asks you to be keen enough to…

Podcast Topics