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.

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#150 – Behind the Mask – with Ashanti Branch

Episode 150 // Sept 28, 2021

#150 – Behind the Mask – with Ashanti Branch

In this 150th episode, we are privileged to share Jerry’s conversation with Ashanti Branch, Founder and Executive Director of The Ever Forward Club, whose mission is to transform the lives…

#149 – Tending the Garden of Democracy – with Amy McGrath

Episode 149 // August 11, 2021

#149 – Tending the Garden of Democracy – with Amy McGrath

Amy McGrath is a retired US Marine Corps Lieutenant Colonel, the founder of Honor Bound – a 501(c)(4) nonpartisan organization committed to leadership development for women with a service background…

#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…

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

Episode 144 // May 5, 2021

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

This being human is a profoundly awesome adventure; our lives are peppered with moments of happiness, joy, and wonder, but our experiences can be messy, exhausting, and heavy too. As…

#143 – We’re All Carrying Something – with Gino Zahnd

Episode 143 // April 20, 2021

#143 – We’re All Carrying Something – with Gino Zahnd

As frequent listeners of the podcast can attest, a well-formed open, honest question can be a catalyst for radical self-inquiry and deep inner work. For Gino Zahnd, the founder of…

#142 – Signal & Noise – with Jeremy Bloom

Episode 142 // March 16, 2021

#142 – Signal & Noise – with Jeremy Bloom

Jeremy Bloom is a 3x World Champion, 2x Olympic Skier and former football player for the Philadelphia Eagles and the Pittsburgh Steelers. He is the founder of Wish of a…

#141 – What Is My Work To Do? – with Nathan Lustig

Episode 141 // February 16, 2021

#141 – What Is My Work To Do? – with Nathan Lustig

After spending the last seven years routinely moving from country to country in Latin America, Nathan Lustig’s nomadic life was upended when the Coronavirus pandemic began to grip the entire…

#140 – From Heartbreak, Through Resilience, To Equanimity – with Chad Dickerson

Episode 140 // January 22, 2020

#140 – From Heartbreak, Through Resilience, To Equanimity – with Chad Dickerson

In this fresh release, Jerry sits down with past client, former CEO of Etsy, and fellow executive coach, Chad Dickerson. In this episode, Chad describes the shift from CTO to…