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

Wisdom for Work #12 – Collective Planning as a Leadership Team – with Andy Crissinger & Jerry Colonna

Wisdom for Work 12 // July 16, 2022

Wisdom for Work #12 – Collective Planning as a Leadership Team – with Andy Crissinger & Jerry Colonna

When considering collective planning as a team, what are the best practices leaders should adopt and what common pitfalls should they avoid? In this Wisdom for Work, Andy Crissinger and…

#159 – The Power of Shared Leadership – with Andrew Alexseyenko

Episode 159 // July 12, 2022

#159 – The Power of Shared Leadership – with Andrew Alexseyenko

When faced with uncertain times and unavoidable challenges, how we show up matters. For some of us, a healthy reaction might be to withdraw and tend to the tender parts…

Wisdom for Work #10 – Leader As Coach – with Chris VandenBrink & Andy Crissinger

Wisdom for Work 10 // May 26, 2022

Wisdom for Work #10 – Leader As Coach – with Chris VandenBrink & Andy Crissinger

What are the benefits of adopting a coaching mindset in your leadership and life? In this Wisdom for Work, Reboot Coaches Andy Crissinger and Chris VandenBrink break down the three…

#157 – When Are You Done? – with Chris Remus

Episode 157 // May 10, 2022

#157 – When Are You Done? – with Chris Remus

In this podcast, Jerry sits down with Chris Remus, Founder of Chainflow, to explore an enormously complex and personal question, “What does it mean to be done?” What unfolds is…

Extras #13 – Navigating High Conflict Personalities – with Megan Hunter

Extra 13 // April 26, 2022

Extras #13 – Navigating High Conflict Personalities – with Megan Hunter

Have you ever encountered a person in your life who you couldn’t reason with the same way you could with so many others in your life? Are there some folks…

#156 – Safety and Trust: The Crux of Adult Relationships – with Brad Feld & David Jilk

Episode 156 // April 12, 2022

#156 – Safety and Trust: The Crux of Adult Relationships – with Brad Feld & David Jilk

At Reboot, we firmly believe that the act of leadership affords everyone the opportunity to grow into their most adult selves. Inquiring radically into our own psychologies and facing up…

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…

#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…

Podcast Topic: Practical Skills