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.

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

  • 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

#75 – A Pattern of Habits – with Judson Brewer

Episode 75 // January 13, 2018

#75 – A Pattern of Habits – with Judson Brewer

Judson Brewer, Director of Research at the University of Massachusetts Medical School Center for Mindfulness, is a revolutionary thought leader in the field of habit change and the “science of…

#74 – How Human Can We Be as Leaders – with Tarikh Korula

Episode 74 // December 28, 2017

#74 – How Human Can We Be as Leaders – with Tarikh Korula

As leaders, what might happen if we attempted to lead from a place of honesty, equanimity, and compassion? Might we transform our organizations and workplaces into safe oases where our…

#73 – Chasing Purpose – with Jeff Orlowski

Episode 73 // December 14, 2017

#73 – Chasing Purpose – with Jeff Orlowski

On this episode of the Reboot Podcast, Jerry is joined by cinematographer and filmmaker Jeff Orlowski, best known for his critically acclaimed documentary films – Chasing Coral & Chasing Ice.…

#72 – Heading Life’s Speed Bumps – with Matt Tara

Episode 72 // November 30, 2017

#72 – Heading Life’s Speed Bumps – with Matt Tara

Matt Tara is the CEO of an e-commerce fashion company that failed but is still very much alive in his head. As a former venture capitalist in private equity, Matt…

#71 – Patience and Persistence – with Bobby Brannigan

Episode 71 // November 9, 2017

#71 – Patience and Persistence – with Bobby Brannigan

Bobby Brannigan, CEO of Mercato, has built his second company into a steadily growing business in a hard market with narrow margins. While the company is growing strong, he longs…

#70 – The Inner-Workings of a Good Board – with Brad Feld & Fred Wilson

Episode 70 // October 19, 2017

#70 – The Inner-Workings of a Good Board – with Brad Feld & Fred Wilson

How can you expect to serve others, whether it be customers, portfolio companies, or your organization if your own house is not in order? In this episode that we originally…

#69 – Effective Communication for a Growing Team – with Erin Frey & Ti Zhao

Episode 69 // October 6, 2017

#69 – Effective Communication for a Growing Team – with Erin Frey & Ti Zhao

Erin Frey and Ti Zhao, are the co-founders of Kip – an app which aids in locating a quality therapist and helps you measure your progress. In this episode, they…

#68 – Your Second Act – with Jason Jacobs

Episode 68 // September 21, 2017

#68 – Your Second Act – with Jason Jacobs

Jason Jacobs, founder of Runkeeper, pursued being an entrepreneur with passion and maniacal focus. After starting Runkeeper at age 30, he now finds himself on the other side at 41…

#67 – The Energy of Our Emotions – with Ben Rubin & Dan Harris

Episode 67 // September 7, 2017

#67 – The Energy of Our Emotions – with Ben Rubin & Dan Harris

Ben Rubin and Dan Harris have found themselves as unlikely co-founders in 10% Happier, which came together when Ben’s previous company Change Collective underwent a successful pivot. At the time,…