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.

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

Episode 164 // May 5, 2023

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

When markets are volatile and times are turbulent, being a VC can be a nerve-wracking experience. How should seasoned board members handle themselves when anxieties are high? In this podcast…

Wisdom for Work #15 – Navigating Conflict & Difficult Conversations – with Chris VandenBrink & Andy Crissinger

Wisdom for Work #15 // April 18, 2023

Wisdom for Work #15 – Navigating Conflict & Difficult Conversations – with Chris VandenBrink & Andy Crissinger

If you work with people, odds are good that hard conversations will be part of your work life. Whether it’s firing an employee or dealing with tension in the executive…

Operator’s Manual #6 – The Benefits of Bootstrapping

Operator's Manual #6

Operator’s Manual #6 – The Benefits of Bootstrapping

Ever wonder what happened to building a good ol’ profitable business? Maybe you wonder if there are benefits to bootstrapping in this world of high-growth, venture-backed companies with bloated valuations.…

Wisdom for Work #14 – Micro-Practices for Leaders: Finding Ground & Setting Intention – with Andy Crissinger & Chrystal Bell

Wisdom for Work 14 // March 22, 2023

Wisdom for Work #14 – Micro-Practices for Leaders: Finding Ground & Setting Intention – with Andy Crissinger & Chrystal Bell

In this Wisdom for Work, Andy Crissinger and Chrystal Bell consider the importance of cultivating lasting practices that link to your values and how these ordinary rituals can support you.…

Extras #20 – Anger As Messenger – with Mollie West Duffy, Chrystal Bell & Ali Schultz

Extras 20 // March 8, 2023

Extras #20 – Anger As Messenger – with Mollie West Duffy, Chrystal Bell & Ali Schultz

What is your relationship to anger? For many of us, anger is information. Often, it tells us when an important boundary has been crossed or alerts us when a value…

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

Episode 163 // March 1, 2023

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

In this episode of the Reboot Podcast, Jerry sits down with Koshin Paley Ellison, co-founder of the New York Zen Center for Contemplative Care, to talk about his latest book,…

Wisdom for Work #13 – Accountability & Trust

Wisdom for Work 13 // February 14, 2023

Wisdom for Work #13 – Accountability & Trust

We often say trust is one person’s assessment of another person’s competence, sincerity, and reliability. Accountability is a related concept to trust, but it’s also an inside job. Being accountable…

Operator’s Manual #5 – Adaptive Leadership

Ops Manual 5 // February 1, 2023

Operator’s Manual #5 – Adaptive Leadership

Adaptive leadership is the notion that a fixed leadership style isn’t a quick fix or one-stop-shop for all your leadership needs. Adaptive leadership asks you to be keen enough to…

#162 – Looking Back to Move Forward – with Lisa Sharon Harper

Episode 162 // January 17, 2023

#162 – Looking Back to Move Forward – with Lisa Sharon Harper

For our first fresh episode of the 2023 season, Jerry sits down with Lisa Sharon Harper, founder of Freedom Road, and author of the superb book, Fortune: How Race Broke…

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