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.

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  • 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

Wisdom for Work #17 – The Power of Retrospectives: Learning From the Past To Shape the Future – with Andy Crissinger

Wisdom for Work #17 // September 26, 2023

Wisdom for Work #17 – The Power of Retrospectives: Learning From the Past To Shape the Future – with Andy Crissinger

Retrospectives play a crucial role in building resilient teams. As organizations face constant change and uncertainty, having a regular ritual of collective learning provides stability and a sense of groundedness.…

Operator’s Manual #8 – The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity

Ops Man #8 // September 12, 2023

Operator’s Manual #8 – The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity

What exactly is the Arc of Dysfunction, and why is it important for all organizations, especially startups? From the unhealthy and dysfunctional beginnings to the healthy and dysfunctional apex, Jerry…

#167 – From Isolation to Openness: Engaging Fully with Real Life – with Sharon Salzberg

Episode 167 // August 25, 2023

#167 – From Isolation to Openness: Engaging Fully with Real Life – with Sharon Salzberg

When confronted with the realness of our lives, how we choose to respond matters. It’s no easy feat to turn toward suffering when the world around us gets messy. However,…

Wisdom for Work #16 – The Brightest Bulb Challenge – with Ray Foote & Andy Crissinger

Wisdom for Work #16 // August 1, 2023

Wisdom for Work #16 – The Brightest Bulb Challenge – with Ray Foote & Andy Crissinger

For individuals stepping more fully into leadership roles, the transition from individual contributor to team leader can bring about a myriad of feelings. What happens when you go from making…

#166 – We Can Choose to Ride the Roller Coaster of Entrepreneurship – with Jean Smart

EPISODE 166 // JULY 19, 2023

#166 – We Can Choose to Ride the Roller Coaster of Entrepreneurship – with Jean Smart

For leaders, navigating the roller coaster experience of entrepreneurship can be flat-out exhausting. The constant fluctuation of riding highs and surviving lows often leaves little time for reflection, much less…

Operator’s Manual #7 – When Should You Shut Down the Business?

Op's Man #7 // July 6, 2023

Operator’s Manual #7 – When Should You Shut Down the Business?

How do you know when it’s time to shut down the business? What does it take to come to this realization as the entrepreneur behind the wheel? In this Operator’s…

Extras #22 – Scaling as a Technical Founder & CEO – with Evan Drumwright

Extras 22 // June 20, 2023

Extras #22 – Scaling as a Technical Founder & CEO – with Evan Drumwright

Being a technical founder poses particular challenges to scaling in your role as CEO. Scaling a company is challenging. Leading through that scale as your role as CEO is also…

Extras #21 – Climbing Out of the Pits of Despair – with Mollie West Duffy & Liz Fosslien

Extras 21 // June 6, 2023

Extras #21 – Climbing Out of the Pits of Despair – with Mollie West Duffy & Liz Fosslien

Content warning: This podcast contains conversations around self-harm and suicidal ideation.  The pit of despair is a tough and tricky place. How can you find a way through when it…

#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…

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