PodcastsBusinessThe Reboot Podcast

The Reboot Podcast

Reboot.io
The Reboot Podcast
Latest episode

253 episodes

  • The Reboot Podcast

    #183 - The End of Suffering - with Sharon Salzberg & Jerry Colonna

    04/03/2026 | 1h 3 mins.
    When suffering surrounds us, personal, collective, and historical, how do we make meaning without being defined or hardened by pain? In this candid and compassionate conversation, Jerry Colonna invites his teacher and dear friend, Sharon Salzberg, to explore "the end of suffering" and the transformative power of wise hope, compassion, and agency, especially in turbulent times. Rooted in Buddhist wisdom but accessible to all, 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. Leave us a review on Apple Podcasts! Follow our step by step guides: How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup
  • The Reboot Podcast

    Extras #27 - Reflection & Intention for the New Year - A Meditation Practice with Marty Janowitz

    18/12/2025 | 9 mins.
    One gentle exhale before the blank page of a new year unfolds. Take a moment to settle, reflect, and set intentions with this guided meditation recorded by Reboot Coach Marty Janowitz. You may find this centering practice valuable as you reflect on all that has happened in the past year and set intentions for the year to come. At Reboot, we often use meditation to sit with thoughts, feelings, and other parts of our experience that we so seldom make time for in our busy work lives. Find a quiet place to spend some time surfacing and working through whatever issue is present.
  • The Reboot Podcast

    #182 - What AI Therapy Misses: The Power of Human Presence - with Dr. Jud Brewer & Jerry Colonna

    16/12/2025 | 1h 11 mins.
    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. Together, they reflect on Dr. Brewer's essay, "The Hidden Danger of AI Therapy," and discuss how chatbots, designed to please rather than challenge us, can subtly reinforce self-centered thinking and undermine real healing. Leave us a review on Apple Podcasts! Follow our step by step guides: How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup
  • The Reboot Podcast

    #181 - Building The Company That 15-Year-Old You Needed - with Oliver Ravn & Jerry Colonna

    25/11/2025 | 51 mins.
    What does it mean to find strength in the midst of suffering, and how can our deepest wounds serve as the roots of profound connection, leadership, and healing? In this episode, Jerry Colonna is joined by Oliver Ravn, CEO and founder of Chronicare, a purpose-driven startup dedicated to building disease-specific peer communities for those living with chronic illness. Oliver 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. Leave us a review on Apple Podcasts! Follow our step by step guides: How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup
  • The Reboot Podcast

    #180 - Navigating Darkness, Perfectionism, and Purpose as an Entrepreneur - with Melissa Bernstein & Jerry Colonna

    23/10/2025 | 53 mins.
    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, can just as easily lead us into the depths of uncertainty, loneliness, and self-doubt. Yet, as we face these challenges with open hearts, we discover the possibility for profound transformation—both in our work and in ourselves. In this episode, we welcome Melissa Bernstein, entrepreneur, creator, and co-founder of Melissa & Doug. With candor and warmth, Melissa shares insights from her latest book, The Heart of Entrepreneurship, reflecting on her lifelong dance between creativity and perfectionism, passion and patience, success and existential struggle. Together, Jerry and Melissa unpack what it means to persevere through the "rollercoaster" of building something meaningful, the importance of embracing imperfection, and the healing power of making our inner journeys visible. Leave us a review on Apple Podcasts! Follow our step by step guides: How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup

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About The Reboot Podcast

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEOs, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.
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