The Reboot Podcast

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

  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

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

  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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• #179 - The Work of Getting Free: Redemption, Gratitude & Hope - with Shaka Senghor & Jerry Colonna

  In this powerful 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 what it truly means to be redeemed. Together, Jerry and Shaka explore what it actually means to be free. They discuss how the deepest forms of imprisonment are not always physical, but are instead forged in our minds—made of grief, shame, anger, and old stories. Shaka shares how his path of healing, reading, and a practice of gratitude helped him reimagine his life, and how his writing became both a discipline of self-emancipation. Shaka reflects on the obstacles he continues to face as a returning citizen, and the quiet oppressions that persist even after release. Yet, through gratitude, storytelling, and mentorship, he lights a way forward; not just for himself, but for all who seek to break the cycles of suffering and step more fully into their lives. 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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• 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 surface, quietly shaping outcomes not through authority or force, but through trust, connection, and presence. In this episode, Ali Schultz sits down with fellow Coach Courtney Joyce for a deep and candid conversation about what it means to influence others, whether you're early in your career, leading cross-functional teams, or navigating challenges as an executive. Together, they explore how true influence is more akin to building bridges than issuing commands; it's about leveraging credibility, reliability, and, perhaps most crucially, vulnerability. From understanding the unwritten rules of your organization to building genuine relationships and balancing assertiveness with warmth, this conversation traces the inner work required for authentic influence. 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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• #178 - Discovering What Matters in a Distracted World - with Soren Gordhamer & Jerry Colonna

  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 explorer of mindfulness in modern life, joins Jerry for a frank and heartfelt conversation about his new book, The Essential: Discovering What Really Matters in an Age of Distraction. Together, they explore the ongoing tension between ancient wisdom and contemporary life—discussing how our stories, our technology, and our hunger for achievement can draw us away from our deepest values and authentic selves. The pair asks what it means to live an "aligned life" amid increasingly sophisticated digital enticements, and discuss the courage required to re-member what's been lost or exiled within us, and the humility needed to question how we are complicit in shaping the world as it is. 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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