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: Practical Skills

#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…

Operator’s Manual #2 – What Does It Mean To Step Back and Let Others Lead?

Ops Manual 2 // Dec 2, 2021

Operator’s Manual #2 – What Does It Mean To Step Back and Let Others Lead?

The more we work with clients, the more we see leaders longing for pieces of wisdom around the parts of the job that aren’t necessarily in any playbook. In this…

Operator’s Manual #1 – What IS the Job of the CEO?

Ops Manual 1 // Nov, 18 2021

Operator’s Manual #1 – What IS the Job of the CEO?

We wanted to bring you a new-ish kind of conversation to our podcast channel – but not new to the halls of Reboot. This one is for the operators, where…

#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…

#151 – The Heartbreak of Every Day – with Nitin Agrawal

Episode 151 // October 13, 2021

#151 – The Heartbreak of Every Day – with Nitin Agrawal

The Reboot Podcast has hosted a wide variety of conversations around the complexity and diversity of the co-founder experience, such as the importance of communication, the power of mindfulness in…

Extras #9 – 360° Reviews: Feedback as a Powerful Tool for Leadership Growth – with Andy Crissinger, Courtney Joyce & Nick Francis

Extra 9 // August 24, 2021

Extras #9 – 360° Reviews: Feedback as a Powerful Tool for Leadership Growth – with Andy Crissinger, Courtney Joyce & Nick Francis

In order to become the leaders we were born to be, we must first be willing to radically inquire within. By cultivating a deep growth mindset, we’re able to mature…

#146 – The Cost of Failure – with Tom Eisenmann

Episode 146 // June 15, 2021

#146 – The Cost of Failure – with Tom Eisenmann

What are the factors that contribute to the failure of almost 90% of startup ventures? In this episode, Jerry sits down with author and Harvard Business School professor Tom Eisenmann…

#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…

Wisdom for Work #9 – Navigating Power Differences To Build Better Relationships – with Andy Crissinger & Dan Putt

Wisdom for Work 9 // May 18, 2021

Wisdom for Work #9 – Navigating Power Differences To Build Better Relationships – with Andy Crissinger & Dan Putt

In our coaching practice, one of the most common questions we receive from investors is, “How do I build more trusting and impactful relationships with leaders in my portfolio?” As…

Podcast Topic: Practical Skills