The Reboot Podcast

The Reboot Podcast showcases the heart and soul, the wins and losses, and the ups and downs of leadership. Join Jerry Colonna and Reboot Coaches as they go deep with entrepreneurs, CEOs, and leaders like you, to explore the emotional journeys we all face.

The Reboot Podcast

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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…

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, 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 share…

#109 – With Great Power Comes Great Responsibility – with Dan Harris and Jerry Colonna

Episode 109 // July 25, 2019

#109 – With Great Power Comes Great Responsibility – with Dan Harris and Jerry Colonna

On this episode of the Reboot Podcast, we’re sharing a special conversation between Jerry Colonna and Dan Harris (ABC News, 10% Happier) that was hosted and recorded by the Rubin…

#107 – Reboot: Leadership and the Art of Growing Up – with Jerry Colonna

Episode 107 // June 18, 2019

#107 – Reboot: Leadership and the Art of Growing Up – with Jerry Colonna

For this special episode, we’re celebrating the release of podcast host and Reboot Co-founder Jerry Colonna’s new book, Reboot: Leadership and the Art of Growing Up (out now!). In this…

#78 – When Did You Start to Listen to Your Heart – with Brad Feld & Jerry Colonna

Episode 78 // February 22, 2018

#78 – When Did You Start to Listen to Your Heart – with Brad Feld & Jerry Colonna

If you’re an avid listener of the Reboot Podcast then you are well acquainted with podcast host and Reboot CEO, Jerry Colonna. You might know that he has the particular…

#1 – How self-reflection potentially saved a business – with Jerry Colonna and Derek Flanzraich

Episode 1 // Sep 15, 2014

#1 – How self-reflection potentially saved a business – with Jerry Colonna and Derek Flanzraich

Self-reflection potentially saved a business. He’s on a mission to help the world think about health in a healthier way. He’s the founder and CEO of Greatist, a media startup working to build the first truly-trusted consumer-facing health brand for this generation. Greatist is currently the fastest-growing media site in digital health, with well over 5 million unique visitors per month.

Extras #28 – Beyond Mentoring: Exploring the Essential Role of Supervision in Coaching

Extras #28 // September 8, 2026

Extras #28 – Beyond Mentoring: Exploring the Essential Role of Supervision in Coaching

In this episode, Jerry Colonna and Liz Stewart dive into the heart of coaching supervision: what it is, why it’s vital, and how it differs from mentoring. They highlight some of the unseen burdens coaches carry, the importance of having a reflective practice, and the sacredness of creating genuine, ethical relationships with clients.

#186 – Rewiring Our Relationship With Money – with Michelle Masters

#186 // August 18, 2026

#186 – Rewiring Our Relationship With Money – with Michelle Masters

What lies beneath our drive for money and success? Is it really about safety, or are we chasing something formed in our earliest years? In this episode, Jerry Colonna is joined by Michelle Master, author of Wired for Money, as they explore how childhood experiences and inherited patterns shape our adult relationship with money, self-worth, and belonging.

Wisdom for Work #32 – Beyond the Review: Rethinking How We Talk About Performance at Work

Wisdom for Work #32 // July 16, 2026

Wisdom for Work #32 – Beyond the Review: Rethinking How We Talk About Performance at Work

What does it take to create truly transformational workplaces, especially when performance management so often feels transactional or disconnected? Jerry and Angela explore the essential role of transparency, skilled managers, and genuine conversations in building cultures where people thrive.