The Reboot Podcast

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.

Episodes

December 18, 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 ...
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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 reinf...
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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, s...
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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 i...
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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 gri...
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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, wheth...
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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 wisdo...
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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 fellow coach Ray Foote discuss the intentional structures that help teams flourish. Together, they illuminate not just the tools available for guiding group dynamics, but also the subtle, often unconscious patterns that govern our relationships at work. T...
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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 with Randy Goodman, recently retired Chairman and CEO of Sony Music Nashville, to reflect on a career arc that spans decades of change, challenge, and profound personal growth. Randy opens up about his time at the helm of Sony Music Nashville, leading through a rapidl...
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Jerry Colonna sits down with Christian Fenner and Mathias Tholey, co-founders of Nucao, alongside Sebastian Ross, the driving force behind the School of Founders at IESE Business School in Barcelona. Christian and Mathias share their entrepreneurial journey from a crisis of purpose while working in traditional careers to founding a sustainable chocolate company deeply rooted in addressing environmental and social challenges. They d...
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In this episode, Miriam Meima and Ali Schultz explore one of our favorite topics: intuition. Intuition is the ability to understand something immediately, without conscious reasoning. They discuss our hunches about how refining our intuition can benefit us at work and what that might entail. They also provide a few exercises to help you engage with your own intuition, allowing you to incorporate it more into your life and work. Lea...
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How do we connect with our deeper emotional landscape? Miriam Meima joins Ali to explore the power of emotional intelligence and what our feelings can teach us about ourselves. Together, they unpack the unexplored corners of human experience and share the practical "7 Steps to Sanity" framework—a tool for riding emotional waves, finding clarity, and moving forward with purpose. Leave us a review on Apple Podcasts! Follow our step b...
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Some days can get away from you before you sit down at your desk, while other days can be a slog. As our days pull us along or come at us, we ride the waves of our own regulation. Being able to find our center when we get knocked off course can help us navigate the day with more ease and grace. In this podcast episode, Miriam Meima and Ali talk about ways to set yourself up for the day--no matter what happens. They inquire about an...
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Where are your delicate and vulnerable spots that, when touched, cause a defensive reaction? In this thought-provoking episode, Ali explores the concept of fragility with Kelly Wendorf, founder of Equus and author of "Flying Lead Change." Kelly, a horse-wise woman and insightful author, unpacks how our most vulnerable spots trigger defensive reactions in both personal and professional settings. She illuminates the origins of our fr...
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Join Jerry Colonna 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 Co-Founder of Amoofy, shares his inspiring journey of building a company centered around human connection and the transformative power of storytelling. Discover how Luis's personal experiences, shaped by his family's history and his own cha...
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In a world where intentional action seems like a rarity, Nicole Ortiz, Director of Leadership and Belonging at the Denver Zoo, stands out with her deliberate approach to work and life. In this powerful episode, Jerry Colonna sits down with Nicole to explore the concept of intentionality, exploring how it shapes her approach to leadership and her work in diversity, equity, and inclusion. Nicole shares how her role at the Denver Zoo ...
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In this Reboot Extras episode, Ali sits down with Liz Stewart and Kelly Wendorf to talk about Reboot's upcoming Coach Retreat, the value of coach supervision, and how working with horses can support coaches in their growth towards maturity and mastery. Liz is a coach supervisor, and Kelly is the founder of EQUUS - an equine facilitated learning campus situated in Santa Fe, New Mexico. Leave us a review on Apple Podcasts! Follow our...
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In this episode, Miriam Meima returns to discuss the art of generative listening with Ali Schultz. They explore the significance of optimizing interactions, the pitfalls of selective listening, and the importance of cultivating open communication. Miriam unpacks the levels of listening, emphasizing the transformative power of level five listening. Together, Miriam and Ali unravel the complexities of communication, providing practic...
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In this episode of The Reboot Podcast, Jerry sits down with Rob Castaneda, the founder and CEO of Service Rocket. Together, they unpack the importance of empathy, fostering a sense of belonging, and celebrating the rich tapestry of experiences that employees bring to the table. Rob shares powerful personal stories illuminating the contrasting effects of inclusion and exclusion, highlighting how embracing cultural heritage can stren...
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In this episode, Ali Schultz reunites with coach Miriam Meima for a heartfelt conversation about imposter syndrome. They move beyond simply acknowledging the phenomenon, and instead, share practical strategies for managing it effectively. Miriam offers a fresh perspective, framing imposter syndrome as the gap between our perceived capability and perceived expectations, and provides advice for making those situations feel less overw...
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