The Reboot Podcast

Welcome to The Reunion Podcast, where we dive deep into stories of connection, reunion, and the power of radical self-inquiry. In this episode, Marshall and Jerry Colonna, your hosts, explore the importance of storytelling as a catalyst for belonging and understanding. They delve into the concept of Reunion, emphasizing the need for diverse narratives that represent different experiences and foster empathy and compassion. Jerry and Marshall call for active listening, dialogue, and holding space for stories that deserve love, safety, and belonging. They explore how good leadership can transform lives, inviting leaders to consider their own journey of self-discovery and the impact it has on others. Get ready to challenge your perceptions and discover the transformative potential of embracing diverse voices and perspectives. Key Questions for Leaders to Consider: 1. How can storytelling foster a sense of belonging and understanding within your organization or community? 2. What steps can you take to create space

A common question we get asked at Reboot is: How do I know if coaching is right for me? In this episode, Reboot Coaches Dan Putt and Andy Crissinger delve into the world of coaching and its transformative impact on personal and professional growth. They shed light on what coaching entails, debunking common misconceptions and highlighting the importance of introspection and self-inquiry. Whether you are considering coaching for yourself or simply curious about the coaching process, this episode is sure to provide valuable insights. 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.

What is your relationship to crying? When was the last time you allowed yourself to weep openly? In this compelling episode of the Reboot Podcast, Jerry sits down with Benjamin Perry, minister and author of "Cry Baby: Why Our Tears Matter". Drawing from personal experiences and insightful conversations, Jerry and Ben explore the impact of emotional numbness, the transformative power of shedding tears, and the profound connection that it fosters between individuals. From discussions on the suppression of emotions in society to the role of vulnerability in creating welcoming spaces, this episode will challenge you to reconsider how you navigate your own emotional landscape. 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.

Retrospectives play a crucial role in building resilient teams. As organizations face constant change and uncertainty, having a regular ritual of collective learning provides stability and a sense of groundedness. It allows teams to adapt, innovate, and address challenges more effectively. In this episode, Andy walks through a simple framework called: What? So What? Now What? This framework is useful in both successes and failures. It helps us discover, collectively, a shared perspective of what actually is happening or has happened, what learnings, patterns, and insights are emerging, and in light of all of that, what are the next best actions to take? 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.

What exactly is the Arc of Dysfunction, and why is it important for all organizations, especially startups? From the unhealthy and dysfunctional beginnings to the healthy and dysfunctional apex, Jerry and Ali explore the different stages of this arc and provide insights on how to navigate through them. Discover how understanding and acknowledging this arc can be liberating for leaders and teams, and how it can inform decision-making and company growth. 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.

When confronted with the realness of our lives, how we choose to respond matters. It’s no easy feat to turn toward suffering when the world around us gets messy. However, when we open ourselves to love, we create a current of empathy that can lead us, and others, to community, connection, and healing. In this episode, our friend and teacher Sharon Salzberg returns to discuss her latest book, "Real Life: The Journey from Isolation to Openness and Freedom". Sharon reflects on how her COVID experience helped shape the book, and she shares how she found inspiration and connection in unexpected places during that time. The pair consider what it means to truly engage with real life, and explore the transformative potential of embracing challenges with courage, love, and openness. 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 epis

For individuals stepping more fully into leadership roles, the transition from individual contributor to team leader can bring about a myriad of feelings. What happens when you go from making something to building a team? In this Wisdom for Work, Andy Crissinger & Ray Foote describe the Brightest Bulb Challenge and discuss strategies to help leaders thrive as they transition from maker to leader. They make the case for conducting time and outcome audits and provide guidance for managing energy and mindshare. If you're a leader feeling the weight of this challenge, this episode is for you. 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.

For leaders, navigating the roller coaster experience of entrepreneurship can be flat-out exhausting. The constant fluctuation of riding highs and surviving lows often leaves little time for reflection, much less appreciation for how far you’ve come. But what if there was a different way? What if you didn’t have to ride the rollercoaster at all? In this episode, Jerry sits down with Jean Smart, founder and CEO of Penelope, a retirement savings platform exclusively for small business owners and their employees. Jean describes how growing up as a child of Korean immigrants and watching her parents struggle to save for retirement served as the impetus for creating Penelope. She reflects on the responsibility she carries to be a good steward of her business and the new weight she feels to represent Asian women in the fintech space. Jerry urges Jean to return to the question, “Why do I do what I do?” when things get overwhelming, and provides guidance for how to view the rollercoaster from the ground versus strapp

How do you know when it’s time to shut down the business? What does it take to come to this realization as the entrepreneur behind the wheel? In this Operator’s Manual, Ali and Jerry dive into these questions, and touch on the perils of scaling and growth without a drive for profitability. 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.

Being a technical founder poses particular challenges to scaling in your role as CEO. Scaling a company is challenging. Leading through that scale as your role as CEO is also constantly changing adds to the waves of change that a leader must move through on the arc of growth. In this podcast conversation, Andy Crissinger sits down with Evan Drumwright, CEO of Dextrous Robotics. Evan reflects on his transition from academia to entrepreneurship and describes the unique challenges of scaling a company as a technical founder. He speaks to the transitions he’s made, what’s worked for him and what hasn’t, and shares how he’s able to find personal fulfillment as a CEO. 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.

Content warning: This podcast contains conversations around self-harm and suicidal ideation. The pit of despair is a tough and tricky place. How can you find a way through when it feels like you’re fumbling around in the dark? Mollie West Duffy and Liz Fosslien, authors of Big Feelings: How to Be Okay When Things Are Not Okay, return for another heartfelt conversation with Ali Schultz. In this episode, we define despair and describe how in all of its facets, it is not simply depression. Mollie shares honestly about some of her darkest days and Liz discusses her struggles with emotional suppression. As a group, they talk about ways to resource yourself if you find yourself there, and how to be with someone who is in despair in a supportive, empathetic way. They emphasize the power of small acts and the importance of seeking help by opening up to trusted friends and professionals. We hope you’ll find this raw and honest conversation on mental health and hope valuable. Leave us a review on Apple Podcasts! Follow

In this episode of the Reboot Podcast, Jerry sits down with Annahid Dashtgard, a fellow author, activist, and champion for justice, equity, diversity, and inclusivity. The pair discuss Annahid’s latest book, The Bones of Belonging: Finding Wholeness in a White World, which is a poignant collection of essays centered around Annahid’s experiences searching for, and teaching about, belonging in our deeply divided world. Jerry and Annahid delve into the little, insidious, persistent ways we feel pressured to abandon parts of our identity, and how creating spaces and organizations of belonging requires that we reconnect with the dismembered parts of ourselves and the knowledge our bones hold. 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

When markets are volatile and times are turbulent, being a VC can be a nerve-wracking experience. How should a seasoned board member handle themselves when anxieties are high? In this podcast conversation, Jerry sits down with Aileen Lee from Cowboy Ventures and Brad Feld from Foundry Group to discuss how to be an effective board member in stormy times. This conversation offers much to think about if you’re a board member, new VC, or CEO. 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.

If you work with people, odds are good that hard conversations will be part of your work life. Whether it’s firing an employee or dealing with tension in the executive team or trying to get along with a challenging personality at the office, managing people at any level, and in any scenario, makes difficult conversations inevitable and also essential to working well together. In this podcast, Chris VandenBrink and Andy Crissinger talk about leaning into hard conversations so you can do so with skill and clarity. 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.

Ever wonder what happened to building a good ol’ profitable business? Maybe you wonder if there are benefits to bootstrapping in this world of high-growth, venture-backed companies with bloated valuations. In this bite-sized episode of Operator's Manual, Ali sits down with Jerry to discuss the very real benefits of bootstrapping a business. 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.        

In this Wisdom for Work, Andy Crissinger and Chrystal Bell consider the importance of cultivating lasting practices that link to your values and how these ordinary rituals can support you. Chrystal describes the three key elements of practice: intention, attention, and repetition. The duo shares some simple micro-practices for grounding, centering, and setting intentions, and describes how adopting any of these practices can support you in becoming your best adult self. 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.    

What is your relationship to anger? For many of us, anger is information. Often, it tells us when an important boundary has been crossed or alerts us when a value we hold dear is being threatened. The challenge of being an adult is finding healthy and generative ways to express our anger without hurting ourselves and others. In this episode, Mollie West Duffy returns to chat with Ali and Chrystal about the many facets of anger and how it has shown up in their own lives. The trio considers the positives and negatives of venting and gives practical advice for navigating anger in the workplace. 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.

In this episode of the Reboot Podcast, Jerry sits down with Koshin Paley Ellison, co-founder the New York Zen Center for Contemplative Care, to talk about his latest book, "Untangled". In his work as a contemplative caregiver, Koshin seeks to better understand the causes of suffering and works to nurture sources of strength such as resilience and compassion. In their time together, Jerry and Koshin contemplate epigenetic trauma and the varying ways our personal suffering can be tangled by the experiences of our ancestors. They marvel at the power of love, and the healing that can come from bearing witness to our own suffering and the suffering of others. 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.

We often say trust is one person's assessment of another person's competence, sincerity, and reliability. Accountability is a related concept to trust, but it’s also an inside job. Being accountable means being ready to show up for the work that’s in front of us and be a contributor to the fulfillment of the goal of the whole. In this Wisdom for Work, Coaches Ali Schultz and Virginia Bauman illustrate why the key to accountability is healthy channels of communication and cultures of trust. They make important distinctions between leader-led and self-led accountability and share why one method is often more impactful than the other. They discuss how leaders can model accountability to the rest of their team, and share why the highest-performing groups are often the ones that develop a mutual self-accountability muscle. 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

Adaptive leadership is the notion that a fixed leadership style isn’t a quick fix or one-stop-shop for all your leadership needs. Adaptive leadership asks you to be keen enough to be with who is in front of you, in any situation, and be able to connect relationally and with what matters. That requires a different skillset than a fixed leadership style. In this Operator’s Manual, Ali and Jerry consider why adaptive leadership is so important for your organization’s leaders, why it matters on an interpersonal level, and how it’s tied to an organization's success. 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.