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

Join Jerry Colonna and other members of Team Reboot as they go deep with entrepreneurs, CEOs, and startup leaders like you, exploring the emotional journeys we all face.

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

Podcast Topic: Fear & Failure

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…

#152 – Facts, Not Flaws – with Philip Deng

Episode 152 // November 4, 2021

#152 – Facts, Not Flaws – with Philip Deng

After a decade of working in non-profits, Philip Deng has decided to build something of his own. In this conversation, Philip sits down with Jerry to chat about his company…

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Episode 145 // June 1, 2021

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Suneel Gupta is an entrepreneur, Harvard professor, and author of “Backable: The Surprising Truth Behind What Makes People Take a Chance on You.” In this episode, Suneel chats with Jerry…

#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…

#98 – Effective Communication for a Growing Team (re-release) with Erin Frey & Ti Zhao

Episode 98 // February 12, 2019

#98 – Effective Communication for a Growing Team (re-release) 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…

#97 – An Act of Grace – with Grace Belangia

Episode 97 // January 24, 2019

#97 – An Act of Grace – with Grace Belangia

For many leaders, particularly entrepreneurs striving to build a vision, the experience of rejection hits close to home; oftentimes, it can feel as though there’s been a dismissal of our…

#89 – Everything Is Waiting for You – with Al Doan (re-release)

Episode 89 // August 16, 2018

#89 – Everything Is Waiting for You – with Al Doan (re-release)

Al Doan led his family’s fledgling small town quilting shop to a leading online retailer with over 450 employees in just a few short years. To the outside world, this…

#88 – The Work of Your Life – with Khe Hy (re-release)

Episode 88 // August 2, 2018

#88 – The Work of Your Life – with Khe Hy (re-release)

Khe Hy spent 14 years in Financial Services and was successful by all signs, but his work and life felt ‘meh.’ Something felt disconnected from him as he suited up…

#84 – Building Resilient, Humane Organizations – with Nathalie McGrath

Episode 84 // May 31, 2018

#84 – Building Resilient, Humane Organizations – with Nathalie McGrath

There’s an important question that we like to ask here at Reboot, which is, “What type of company do you want to work for?” You’ll often hear Jerry propose this…

Podcast Topic: Fear & Failure