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: Management 101

Operator’s Manual #4 – On Modeling Self-care and Building the Machine

Ops Manual 4 // January 25, 2022

Operator’s Manual #4 – On Modeling Self-care and Building the Machine

In this episode of our Operators Manual series, Ali and Jerry consider how the health and resilience of an organization can be directly tied to the CEO’s own modeled behavior…

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…

#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…

Wisdom for Work #8 – Coordinated Action: Making and Maintaining Commitments – Andy Crissinger & Jeff Riddle

Wisdom for Work 8 // March 30, 2021

Wisdom for Work #8 – Coordinated Action: Making and Maintaining Commitments – Andy Crissinger & Jeff Riddle

At Reboot, we believe making and keeping commitments is a necessary building block for sustained collaboration and growth within an organization. In our coaching, we’ve seen firsthand the damaging impact…

Wisdom for Work #3 – Leading Through Transitions – with Andy Crissinger

Wisdom for Work 3 // May 21, 2020

Wisdom for Work #3 – Leading Through Transitions – with Andy Crissinger

The ability to differentiate between transition and change is important for leaders to understand when attempting to lead groups of people through uncertain times. In this short clip, Andy Crissinger,…

#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…

#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…

#49 – The Tragic Gap – with Tarikh Korula

Episode 49 // October 10, 2016

#49 – The Tragic Gap – with Tarikh Korula

Startups are founded with outcome in mind– creating needed change in the world, a successful exit, or most commonly, both. Holding our desired outcomes, or endings, build the drive for…

Podcast Topic: Management 101