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: Articles on Scaling

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…

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…

#153 – Everyone Is Scalable – with Matt Blumberg

Episode 153 // January 11, 2022

#153 – Everyone Is Scalable – with Matt Blumberg

For our first episode of 2022, Jerry sits down with Matt Blumberg, founder and CEO of Bolster, a marketplace for on-demand executive and board talent. In this conversation, Matt describes…

#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…

#59 – Everything Is Waiting for You – with Al Doan

Episode 59 // April 20,2017

#59 – Everything Is Waiting for You – with Al Doan

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…

#54 – Hearts Broken Open: The Case for Conscious Leadership and Entrepreneurship – with Matt Munson

Episode 54 // February 3, 2017

#54 – Hearts Broken Open: The Case for Conscious Leadership and Entrepreneurship – with Matt Munson

Every entrepreneur hears the call of an inner voice. We may call it drive, intuition, or our guiding voice. Regardless of name it pushes us forward. This voice can be…

#47 – Embracing Both Sides of Yourself – with Amir Salihefendic, CEO of Doist

Episode 47 // September 8th, 2016

#47 – Embracing Both Sides of Yourself – with Amir Salihefendic, CEO of Doist

Amir Salihefendic, the founder and CEO of Doist, is the creator of the powerful and popular productivity tool, Todoist (which is awesome). He comes to Jerry feeling torn between two…

#40 – Beyond Blame – with Dave Zwieback

Episode 40 // May 12, 2016

#40 – Beyond Blame – with Dave Zwieback

There’s something calming about finding a target for our blame.  It’s like in this moment of being lost in a rough sea of chaos and uncertainty, a person to assign…

#37 – Are you a Servant Leader? – with Patrick Campbell

Episode 37 // April 1, 2016

#37 – Are you a Servant Leader? – with Patrick Campbell

For leaders, the temptation to tell, fix, and even do is so strong.  “I know the way,” or “I have the answers,” or “the buck stops with me.” Sometimes it’s…

Podcast Topic: Articles on Scaling