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

#184 – The End of Suffering Pt.2: Connection, Courage, and Collective Responsibility – Sharon Salzberg & Parker J. Palmer

#184 // May 12, 2026

#184 – The End of Suffering Pt.2: Connection, Courage, and Collective Responsibility – Sharon Salzberg & Parker J. Palmer

Jerry, Sharon, and Parker reflect on the role of fear in keeping us apart, the necessity of community in doing this work, and the profound animating power of legacy.

Wisdom for Work #31 – Navigating the Neutral Zone: Embracing Change & Transition

Wisdom for Work #31 // April 6, 2026

Wisdom for Work #31 – Navigating the Neutral Zone: Embracing Change & Transition

In this episode, Ray Foote joins fellow Reboot Coach Ali Schultz for a deep exploration of the Neutral Zone, drawing from William Bridges’ classic framework on change and transition. Together, they reflect on their own experiences and share what it really means to metabolize transition at the organizational and human level.

#183 – The End of Suffering – with Sharon Salzberg

#183 // March 4, 2026

#183 – The End of Suffering – with Sharon Salzberg

Jerry Colonna and Sharon Salzberg discuss what it means to relate differently to suffering, without denying its presence or being overtaken by it. Together, they reflect on the paradox of holding both pain and joy, and the importance of not confusing suffering with punishment or personal failure.

#182 – What AI Therapy Misses: The Power of Human Presence – with Dr. Judson Brewer

#182 // December 16, 2025

#182 – What AI Therapy Misses: The Power of Human Presence – with Dr. Judson Brewer

What is lost when technology tries to imitate human care? On this episode of The Reboot Podcast, Jerry Colonna sits down with Dr. Judson Brewer, psychiatrist, neuroscientist, and author, to explore the hidden risks and surprising possibilities of AI-powered therapy.

#181 – Building The Company That 15-Year-Old You Needed – with Oliver Ravn

#181 // November 25, 2025

#181 – Building The Company That 15-Year-Old You Needed – with Oliver Ravn

Oliver Ravn reflects on his personal journey through chronic illness, sharing raw stories of loneliness, stigma, and resilience. Together, Jerry Colonna and Oliver Achard Ravn examine the masks we wear, the wounds we carry, and the moments when compassion transforms isolation into community.

#180 – Navigating Darkness, Perfectionism & Purpose as an Entrepreneur – with Melissa Berstein

#180 // October 23, 2025

#180 – Navigating Darkness, Perfectionism & Purpose as an Entrepreneur – with Melissa Berstein

At the heart of entrepreneurship lies not just innovation and ambition, but a deeper journey of self-discovery, resilience, and embracing our most authentic selves. Entrepreneurship, often glamorized for its successes,…

#179 – The Work of Getting Free: Redemption, Gratitude & Hope – with Shaka Senghor

#179 // September 10, 2025

#179 – The Work of Getting Free: Redemption, Gratitude & Hope – with Shaka Senghor

In this episode of The Reboot Podcast, Jerry sits down with Shaka Senghor, author, mentor, and leading voice in criminal justice reform, for a tender conversation about transformation, freedom, and…

Wisdom for Work #30 – The Art of Influence: Building Trust & Connection at Work

Wisdom for Work #30 // August 13, 2025

Wisdom for Work #30 – The Art of Influence: Building Trust & Connection at Work

Influence is a force that weaves its way through every layer of our organizations and lives. Yet its true essence, what gives it power and meaning, often lies beneath the…

#178 – Discovering What Matters in a Distracted World – with Soren Gordhamer

#178 // July 10, 2025

#178 – Discovering What Matters in a Distracted World – with Soren Gordhamer

In a world saturated with distraction and the persistent pull of technology, how do we remember what truly matters? In this episode, Soren Gordhamer, founder of Wisdom 2.0 and passionate…

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