
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.
Latest episodes

May 21, 2020 • 17min
Wisdom for Work #3: Leading Through Transitions - with Andy Crissinger
The ability to differentiate between transition and change is important for leaders to understand when attempting to lead groups of people through uncertain times. In this short clip, Andy Crissinger, Reboot’s Director of Coaching, introduces a helpful framework for leading teams through times of transition. 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.

May 15, 2020 • 56min
#124 - A Map Is a Poor Substitute of a Life Lived - with Jerry Colonna & Rajan Maruthavanan
As leaders, necessity requires that we spend ample time designing for the future and building safety nets for the unknown, but what happens when life throws the unexpected our way and our best laid plans are torn asunder? In times of turbulence, it’s not uncommon to feel suspended in space. To combat the unease of unknowing we search desperately for a map that might provide guidance in our path forward. In looking to the external, we often lose sight of the compass rose that lives deep within our being and the truth at our core. In this episode of the Reboot Podcast, you’ll meet Thiyagarajan (Rajan) Maruthavanan, Partner at Upekkha, an Indian SaaS Accelerator. With all the uncertainty that has emerged in the face of the novel Coronavirus, Rajan comes to Jerry holding questions around the future of the business and how best to support the founders which are struggling. What follows is a thoughtful conversation about the power of radical self-inquiry, the undeniable truths that emerge when we align with our hearts center and how those values ultimately provide clarity around purpose in unpredictable times. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

May 12, 2020 • 15min
Wisdom for Work #2: Information Processing Choices: Unpacking Levels of Listening - with Andy Crissinger
As leaders, you have a choice, first and foremost, in how you process the information that's coming at you at any given time. In this clip, Andy Crissinger, describes Information Processing Choices, a framework and tool that Reboot often uses in our leadership development engagements, bootcamps, and in one-on-one coaching. 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

May 2, 2020 • 56min
#123 - What Subroutines Are You Running? - with Jerry Colonna & Daniel Feltsman
One of the greatest missteps a leader can take is to live an unexamined life. When our subroutines run unchecked beneath the surface, our work, our organizations and our relationships are unwittingly hijacked by the traits we consign to the shadows. As leaders, the greatest gift we can give to ourselves and others is to choose to make the unconscious conscious. In this episode, Jerry is joined by Daniel Feltsman, Founder of Lina, an online platform for helping parents share wisdom and life experiences with their children. Feeling “in the middle of a tornado,” Danny reached out to the Reboot Podcast looking for guidance through a particularly challenging time. What unfolds is a forthright conversation about the experiences of our youth and ways in which the conditions of our formative years are often unknowingly etched upon our lives. As Jerry tenderly acknowledges, the conditions we survive as children often become the conditions necessary for our thriving as adults. Through the process of inquiry and with Jerry’s support, Danny begins the first step in making the unconscious conscious by asking, “What subroutines am I running?” Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Apr 23, 2020 • 15min
Wisdom for Working #1: Ladder of Inference - with Andy Crissinger
Bringing what's unexamined into the light of what's examined can help us communicate and collaborate more effectively, especially during times of difficulty. In this short clip, Andy Crissinger, Reboot’s Director of Coaching, shares the “Ladder of Inference” tool used in Reboot’s coaching and leadership development trainings. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Apr 16, 2020 • 45min
#122 - Hardwired for Joy - with Jerry Colonna & Ingrid Fetell Lee
When the disquiet and unease of turbulent times weigh heavy on our hearts, can opening ourselves up to joy provide respite from the loads we carry? Ingrid Fetell Lee, designer and author of Joyful: The Surprising Power of Ordinary Things to Create Extraordinary Happiness, joins Jerry for an exploration of how the experience of joy can serve as a balm in times of crisis. In this episode, Jerry and Ingrid define joy (and how it can be differentiated from happiness) and consider the role it plays in our lives. Ingrid describes how humans are hardwired to find joy and underscores the extraordinary ways in which it serves to combat stress and fortify resiliency in times of adversity. Ingrid reminds us that times of stillness can broaden our capacity for finding delight in ordinary moments, and how those small joys can sustain us in arduous times. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Apr 3, 2020 • 51min
#121 Belonging Together - with Chris VandenBrink, Dan Putt, Andy Crissinger & Carl Baccellieri
Peer support is incredibly valuable. Folks at all levels within your company need support, especially now. In these times it’s more important than ever to stay connected, which can be a challenge when physical isolation is a requirement. In this special podcast release, Reboot coaches Chris VandenBrink, Dan Putt, Andy Crissinger & Carl Baccellieri share what we as an organization have learned about how to create meaningful connections in virtual environments. This conversation tackles the history and development of Reboot Circles and outlines the ways in which leaders benefit from spaces of trust. The coaches also break down the essential components needed to establish and uphold a successfully safe space and share their advice for those who may be looking to implement peer coaching in their own organizations. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Mar 13, 2020 • 49min
Reboot Extra #7: Women’s Conversations - I Am Enough: Vulnerability, Imposter Syndrome, and Confidence
In this insightful discussion, Heather Jassy, a coach and facilitator, Miriam Meima, also a coach, and Ann Mehl, an executive coach from Manhattan, tackle the uncomfortable realities of vulnerability and imposter syndrome. They explore how societal expectations lead women to wear masks, hiding their true selves. The conversation dives into strategies for overcoming self-doubt and embracing one’s inherent worth. Together, they encourage listeners to acknowledge their inner critic and redefine their self-perception to foster authentic growth and confidence.

Feb 27, 2020 • 49min
#120 - Breaking the Cycle - with Jennifer Goldman-Wetzler & Jerry Colonna
In this episode, Jerry welcomes fellow author Jennifer Goldman-Wetzler to the podcast to explore her latest book: Optimal Outcomes: Free Yourself from Conflict at Work, at Home, and In Life. In this dialogue, Jennifer shares how tensions in her own life propelled the desire to discern the ways in which emotions like grief, anger, fear, and sadness manifest in times of conflict. Jerry and Jennifer consider how disagreements can trigger feelings of shame, and how attempts to safeguard ourselves from those feelings often get externalized as blame towards those with which we are in conflict. They highlight how turning to wonder (in conjunction with compassion and empathy) when confronted with conflict can bridge the gap of misunderstanding and acknowledge that not all conflicts will come to a resolution, sharing some helpful practices for breaking the conflict cycle. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Feb 14, 2020 • 42min
#119 - Investing in Trust (re-release) - with Fred Wilson & Jerry Colonna
In over 19 years of friendship and partnership in the startup world, Jerry and Fred have seen just about everything. In this conversation, they share some stories from the Flatiron Partnership days, what makes a perfect board, the importance of trust in investing, and what makes a good leader. They even discuss the sheer terror they felt on their own entrepreneurial journey. Leave us a review on iTunes! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.