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: Major Transitions

Wisdom for Work #16 – The Brightest Bulb Challenge – with Ray Foote & Andy Crissinger

Wisdom for Work #16 // August 1, 2023

Wisdom for Work #16 – The Brightest Bulb Challenge – with Ray Foote & Andy Crissinger

For individuals stepping more fully into leadership roles, the transition from individual contributor to team leader can bring about a myriad of feelings. What happens when you go from making…

Extras #17 – Prep for Career Shifts and Job Changes – with Keith McAllister

Extra 17 // November 23, 2022

Extras #17 – Prep for Career Shifts and Job Changes – with Keith McAllister

Whether we decide to leave our job, make a career move, or unexpectedly find ourselves without a job, the space between secure positions elicits a lot of things–unprocessed fresh feelings,…

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…

#158 – Show Up for Your Life – with Laurie Segall

Episode 158 // June 7, 2022

#158 – Show Up for Your Life – with Laurie Segall

Laurie Segall is an award-winning journalist, author, and the founder of Dot Dot Dot and D3 Network. In this episode, Laurie sits down with Jerry to chat about her tenure…

#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…

Podcast Topic: Major Transitions