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

#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…

Wisdom for Work #29 – Frameworks for Leading & Managing People

Wisdom for Work #29 // June 20, 2025

Wisdom for Work #29 – Frameworks for Leading & Managing People

In times of rapid change and growing complexity, how we collaborate and the frameworks we employ can determine whether our teams thrive or falter. In this episode, Ali Schultz and…

#177 – What Does It Mean To End Well? – with Randy Goodman

#177 // May 22, 2025

#177 – What Does It Mean To End Well? – with Randy Goodman

How do we navigate seismic shifts in our industries and our lives while striving to remain true to ourselves and those we care about? In this episode, Jerry sits down…

#176 – Balancing Growth & Inner Purpose – with Christian Fenner, Mathias Tholey, & Sebastian Ross

#176 // April 17, 2025

#176 – Balancing Growth & Inner Purpose – with Christian Fenner, Mathias Tholey, & Sebastian Ross

In this episode of The Reboot Podcast, Jerry Colonna sits down with Christian Fenner and Mathias Tholey, co-founders of Nucao, alongside Sebastian Ross, the driving force behind the School of…

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