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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#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…

#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…

#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…

#175 – Beyond the Self: Embracing Interconnectedness – with Luis Duarte

#175 // September 24, 2024

#175 – Beyond the Self: Embracing Interconnectedness – with Luis Duarte

Join Jerry and Luis Duarte for a thought-provoking conversation on the power of interconnectedness and the importance of finding purpose in our lives. Luis, a passionate entrepreneur and Founder of…