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.
#188 // October 13, 2026
How can changing our relationship to pain transform our lives? In this reflective episode, Jerry Colonna, George Loewenstein, and Sharon Salzberg explore the roots of human misery, blending insights from behavioral economics, psychology, and Buddhist wisdom.
#186 // August 18, 2026
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.
#185 // June 9, 2026
In this episode, Grace Belangia joins Jerry on the podcast for a second time to discuss rejection, self-worth, and the courage to create community. Together, they explore the importance of building one’s own table of belonging and how courageous conversations can transform both our inner and outer worlds.
#184 // May 12, 2026
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 // April 6, 2026
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 // March 4, 2026
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 // December 16, 2025
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 // November 25, 2025
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 // October 23, 2025
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,…