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The Reboot Podcast

Author: Reboot.io

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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.
260 Episodes
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How can changing our relationship to pain transform our lives? In this reflective episode, Jerry is joined by George Loewenstein, Professor of Economics and Psychology at Carnegie Mellon University and author of the book The Opposite of Happiness. Alongside meditation teacher and author Sharon Salzberg, they explore the roots of human misery, blending insights from behavioral economics, psychology, and Buddhist wisdom. They share honest stories about depression, insights into why our "feelings about feelings" can be so overwhelming, and why hope isn't always as helpful as we think. Sharon brings a Buddhist perspective, breaking down ideas like the "second arrow" and wise hope, while George shares fascinating findings from his research on how we relate to pain and how we get stuck, or unstuck. Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup
Who we are as leaders is shaped by the stories we carry and the environments we've experienced. In this deeply heartfelt and introspective episode, Jerry is joined by Pam Manfredo Curtis, CEO coach and author of The Origin of a Leader. With a career spanning 35 years and a PhD in industrial-organizational psychology, Pam Manfredo Curtis brings wisdom earned from coaching executive teams across industries and a personal journey rooted in family conversations, empathy, and resilience. Together, they unpack how our childhood environments and formative experiences shape the belief systems and blocks we carry into adulthood and leadership. They explore the crucial role of psychological safety, the importance of self-inquiry, and why authentic connection and "referent power" matter. Drawing from both personal stories and client examples, they reflect on why radical self-inquiry and the ability to express our truths matter so deeply—especially for those with organizational power. 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
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
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
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
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