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

#121 – Belonging Together – with Chris VandenBrink, Dan Putt, Andy Crissinger & Carl Baccellieri

Episode 121 // April 3, 2020

#121 – Belonging Together – with Chris VandenBrink, Dan Putt, Andy Crissinger & Carl Baccellieri

Peer support is incredibly valuable. Folks at all levels within your company need support, especially now. In these times it’s more important than ever to stay connected, which can be…

Extras #7 – Women’s Conversations: I Am Enough: Vulnerability, Imposter Syndrome, and Confidence

Extra 7 // March 13, 2020

Extras #7 – Women’s Conversations: I Am Enough: Vulnerability, Imposter Syndrome, and Confidence

When it comes to confidence, feeling A-Ok with showing vulnerability, and trying to avoid the sneaky snares of Imposter Syndrome, we often feel at odds, torn between the parts of…

#120 – Breaking the Cycle – with Jennifer Goldman-Wetzler

Episode 120 // February 27, 2020

#120 – Breaking the Cycle – with Jennifer Goldman-Wetzler

In this episode, Jerry welcomes fellow author Jennifer Goldman-Wetzler to the podcast to explore her latest book: Optimal Outcomes: Free Yourself from Conflict at Work, at Home, and In Life.…

#119 – Investing in Trust – with Fred Wilson (re-release)

Episode 119 // February 14, 2020

#119 – Investing in Trust – with Fred Wilson (re-release)

In 19 years of friendship and partnership in the startup world, Jerry and Fred Wilson have seen just about everything.  In this conversation, they share some stories from the Flatiron…

#118 – The Business Case for Love – with Steve Farber

Episode 118 // January 30, 2020

#118 – The Business Case for Love – with Steve Farber

“Love isn’t merely some second-hand emotion; love is the fuel that powers great organizations.” – Jerry Colonna In this episode of the Reboot Podcast, Jerry sits down with Steve Farber,…

Extras #6 – Women’s Conversations: Family Time – Going Back to Work, Mom Guilt & Other Fertile Matters

Extra 6 // January 17, 2020

Extras #6 – Women’s Conversations: Family Time – Going Back to Work, Mom Guilt & Other Fertile Matters

For our first fresh conversation of 2020 we’re releasing the next installment in our Women’s Conversation series, a collaborative discussion sparked by our coaches who identity as women, on what…

#117 – Reclaiming The Shadow – with Tracy Lawrence (re-release)

Episode 117 // January 3, 2020

#117 – Reclaiming The Shadow – with Tracy Lawrence (re-release)

Tracy Lawrence, Co-founder and CEO of Chewse, joins Jerry talk about authenticity, leading from the heart and on the power of embracing the lost and disowned parts of ourselves, the…

Extras #5 – Women’s Conversations: Making Space for Your Own Truth

Extra 5 // November 22, 2019

Extras #5 – Women’s Conversations: Making Space for Your Own Truth

This Reboot Extra marks first of a Women’s Conversation series, a collaborative discussion with Reboot’s coaches who identify as women, on the realities of women in work in life. We’ll…

#116 – When Old Maps No Longer Work – with Dylan Bowman

Episode 116 // December 5, 2019

#116 – When Old Maps No Longer Work – with Dylan Bowman

In this episode of the Reboot Podcast, we welcome professional ultramarathon runner Dylan Bowman. After an explosive season of personal successes on the race circuit, Dylan shares how an abrupt…