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The Reboot Podcast

Published by Reboot.io

  • Business
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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.

Listen on Apple Podcasts, opens in a new tabMake something like it

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  1. Number 94CareersCanada

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Recent episodes

The latest episodes published to this podcast’s own RSS feed. Titles and descriptions are the publisher’s.

  1. Reboot Extras #28 - Beyond Mentoring: Exploring the Essential Role of Supervision in Coaching from The Reboot Podcast, opens in a new tab

    Sep 8, 202646 min

    How you care for yourself as a coach deeply influences the quality and impact of your work. When we carve out space to reflect on the emotions and patterns coaching activates within us, we open pathways to deeper presence, connection, and transformation—both for ourselves and those we serve. In this episode, Jerry Colonna and Liz Stewart dive into the heart of coaching supervision: what it is, why it's vital, and how it differs from mentoring. They highlight some of the unseen burdens coaches carry, the importance of having a reflective practice, and the sacredness of creating genuine, ethical relationships with clients. They remind us that supervision isn't just about staying current or professional; it's about self-knowledge, healing, and love. 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

  2. #186 - Rewiring Our Relationship With Money - with Michelle Masters & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Aug 18, 202645 min

    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 Masters, author of Wired for Money, as they explore how childhood experiences and inherited patterns shape our adult relationship with money, self-worth, and belonging. With candor and compassion, Michelle shares stories from her work with clients, including billionaires who still feel anxiety, and explains why our deepest money issues can't be solved by intellect alone. Together, they illuminate how lasting change comes from tending to the subconscious and somatic origins of our beliefs, allowing us to transform money from a source of fear to a blessing. 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

  3. Wisdom for Work #32 - Beyond the Review: Rethinking How We Talk About Performance at Work from The Reboot Podcast, opens in a new tab

    Jul 16, 202652 min

    What does it take to create truly transformational workplaces, especially when performance management so often feels transactional or disconnected? In this episode, Jerry sits down with Angela Mckenna, newly appointed coach at Reboot and a veteran in HR, executive leadership, and organizational development. Angela shares wisdom drawn from years inside high-growth companies, examining why performance management is often so challenging and how organizations can move toward deeper clarity, honesty, and engagement. Together, Jerry and Angela explore the essential role of transparency, skilled managers, and genuine conversations in building cultures where people thrive. She reflects on how workplace dynamics are evolving in the wake of the pandemic and amid the rise of AI, challenging leaders and employees alike to consider what constitutes a truly meaningful and reciprocal workplace contract. 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

  4. #185 - What If You're Already Enough? - with Grace Belangia & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Jun 9, 202651 min

    What does it mean to truly be "okay with being okay?" For many of us, the pursuit of growth, success, and improvement is relentless, often leaving little room for simply accepting ourselves as we are. But what if the real work of adulthood is learning to quiet the inner gremlins, embrace our own enoughness, and build belonging from the inside out? 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. 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

  5. #184 - The End of Suffering Pt. 2 - with Sharon Salzberg, Parker J. Palmer & Jerry Colonna from The Reboot Podcast, opens in a new tab

    May 11, 202650 min

    What does it mean to be responsible to suffering, not just the pain we carry within ourselves, but the vast, daily hurt we witness in the world around us? In this rich continuation, Jerry is joined by two dear friends, Sharon Salzberg and Parker J. Palmer, to explore our collective responsibility to one another in fractured times. Together, they examine how the root of so much suffering, personal and systemic alike, lies in our refusal to acknowledge the truth of our interconnection. When we turn away from that truth, we don't escape pain; we deepen it. But when we find the courage to move toward what frightens us, to walk into otherness rather than away from it, something remarkable becomes possible: we begin to discover that there is no Other. Rooted in Buddhist wisdom, Quaker spiritual tradition, and decades of lived experience, 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. Of asking not just who we are now, but what kind of ancestors we are becoming. 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

  6. Wisdom for Work #31 - Navigating the Neutral Zone: Embracing Change & Transition from The Reboot Podcast, opens in a new tab

    Apr 7, 202641 min

    When life upends our expectations, the space between what was and what's next—the neutral zone—can feel like wilderness. It's a time of uncertainty, discomfort, and profound possibility. Yet, how we navigate these transitions shapes not just the trajectory of our personal lives, but the culture and resilience of our organizations. 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. 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

  7. #183 - The End of Suffering - with Sharon Salzberg & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Mar 4, 20261 hr 3 min

    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

  8. Extras #27 - Reflection & Intention for the New Year - A Meditation Practice with Marty Janowitz from The Reboot Podcast, opens in a new tab

    Dec 18, 20259 min

    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.

  9. #182 - What AI Therapy Misses: The Power of Human Presence - with Dr. Jud Brewer & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Dec 16, 20251 hr 11 min

    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

  10. #181 - Building The Company That 15-Year-Old You Needed - with Oliver Ravn & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Nov 25, 202551 min

    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

  11. #180 - Navigating Darkness, Perfectionism, and Purpose as an Entrepreneur - with Melissa Bernstein & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Oct 23, 202553 min

    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

  12. #179 - The Work of Getting Free: Redemption, Gratitude & Hope - with Shaka Senghor & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Sep 9, 20251 hr 1 min

    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

  13. Wisdom for Work #30 - The Art of Influence: Building Trust & Connection at Work from The Reboot Podcast, opens in a new tab

    Aug 14, 202536 min

    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

  14. #178 - Discovering What Matters in a Distracted World - with Soren Gordhamer & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Jul 10, 202555 min

    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

  15. Wisdom for Work #29 - Frameworks for Leading & Managing People from The Reboot Podcast, opens in a new tab

    Jun 20, 202538 min

    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. The duo explores the power of establishing group norms, surfacing unspoken behaviors, and making the unconscious conscious. They highlight the transformative power of cultivating honesty, naming what's true, and leaning into crucial conversations. These practices don't just make teams more effective—they foster workplaces where creativity, innovation, and genuine connection can take root. 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

  16. #177 - What Does It Mean To End Well? - with Randy Goodman & Jerry Colonna from The Reboot Podcast, opens in a new tab

    May 22, 202553 min

    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 rapidly transforming business landscape, the global pandemic, and the social upheaval of recent years. Together, Jerry and Randy explore the concept of "ending well," and what it means to finish a significant chapter of one's life with intention, care, and grace. The conversation wades through the joys and trials of artist development in an era defined by digital disruption, the decline of traditional radio, and the emergence of platforms like TikTok. Randy shares how he shepherded his team and roster of artists through extraordinary circumstances, and how executive coaching and a sense of curiosity became his compass in uncertain times. 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

  17. #176 - Balancing Growth & Inner Purpose - with Christian Fenner, Mathias Tholey, Sebastian Ross, & Jerry Colonna from The Reboot Podcast, opens in a new tab

    Apr 17, 20251 hr 16 min

    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 dive into the trials of initial successes, the allure of scaling rapidly, and the crucial recalibrations they had to make when the realities of business set in. Sebastian sheds light on the role of the School of Founders in guiding entrepreneurs through such turbulent periods, emphasizing the importance of inner self-reflection in navigating the outer complexities of business leadership. Through thoughtful conversation, the group highlights the transformative power of acknowledging and learning from failure, and the essential practice of coming back home to oneself. 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

  18. Wisdom for Work #28 - Working With Intuition from The Reboot Podcast, opens in a new tab

    Mar 3, 202534 min

    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. 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

  19. Wisdom for Work #27 - Parsing Emotional Data from The Reboot Podcast, opens in a new tab

    Jan 23, 202545 min

    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 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

  20. Wisdom for Work #26 - Staying Grounded Throughout Your Work Day from The Reboot Podcast, opens in a new tab

    Dec 3, 202441 min

    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 and surface ways to help you stay present and anchored in a full-bodied way. In many ways, these practices, once adopted into your way of working, can shift your way of being with work. Over time and use, they can be one-minute miracles to keep you operating from your strong suit on days gone awry. 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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Observed September 20, 2026.

Apple and Apple Podcasts are trademarks of Apple Inc., registered in the U.S. and other countries.

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