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: Starting Over

Wisdom for Work #11 – Career Transitions at Midlife – with Jim Marsden, Ray Foote, Marty Janowitz & Jerry Colonna

Wisdom for Work 11 // June 22, 2022

Wisdom for Work #11 – Career Transitions at Midlife – with Jim Marsden, Ray Foote, Marty Janowitz & Jerry Colonna

In this conversation, Reboot Coaches Jim Marsden, Marty Janowitz, Ray Foote, and Jerry Colonna sit down to explore career transitions at midlife. Together, they describe their unique midlife experiences and…

#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…

#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…

#136 – Adversity As Opportunity – with Marcus Aurelius Anderson

Episode 136 // November 12, 2020

#136 – Adversity As Opportunity – with Marcus Aurelius Anderson

Joining Jerry on this episode of the Reboot Podcast is Marcus Aurelius Anderson, author of The Gift of Adversity: Overcoming Paralysis and Pain to Find Purpose. While preparing to deploy…

#134 – Becoming the Director of Your Life – Fritz Brumder

Episode 134 // October 10, 2020

#134 – Becoming the Director of Your Life – Fritz Brumder

For many founders, the ups and downs of the startup rollercoaster feel like a natural component of the entrepreneurial journey, but what happens when the ride becomes too much and…

#125 – The Grief of Closing Down the Business – with Avni Patel Thompson

Episode 125 // May 29, 2020

#125 – The Grief of Closing Down the Business – with Avni Patel Thompson

Feelings of isolation and loneliness have been well documented amongst today’s leaders. That’s why the simple question “Are you ok?”, asked with genuine concern, can elicit such a profound impact…

#105 – Reboot Your Definition of Success – with Alex Rethore

Episode 105 // May 23, 2019

#105 – Reboot Your Definition of Success – with Alex Rethore

A self-described planner, Alex Rethore, startup executive and founder of The Brecken Group, a consultancy that supports teams scale by driving revenue and improving operational effectiveness, comes to Jerry bridled…

#104 – The Next Chapter – with David Ryan

Episode 104 // May 10, 2019

#104 – The Next Chapter – with David Ryan

For all leaders, periods of transitional change usher the impetus for self-inquiry. Whether unforeseen or even expected, transitions provide an opportunity to consider where we are now and where we’d…

#71 – Patience and Persistence – with Bobby Brannigan

Episode 71 // November 9, 2017

#71 – Patience and Persistence – with Bobby Brannigan

Bobby Brannigan, CEO of Mercato, has built his second company into a steadily growing business in a hard market with narrow margins. While the company is growing strong, he longs…

Podcast Topic: Starting Over