The Reboot Podcast

Jerry is joined by cinematographer and filmmaker Jeff Orlowski, best known for his critically acclaimed documentary films - Chasing Coral & Chasing Ice. The Emmy Award-winning filmmaker recently received the United Nations' highest environmental honor, the Champions of the Earth award, for his work on spreading powerful environmental messages to a global audience. Believing that film remains one of the best mediums for effecting positive change, Jeff founded Exposure Labs. Self-described as an 'impact production company,' their mission focuses on utilizing visceral, honest storytelling to enact change and enable open conversations on tough subjects. In this conversation, Jeff discusses the parallels of filmmaking and serial entrepreneurship, reflecting on how his new projects can generate the same feelings of uncertainty, thrill, and fear that often arise in early-stage startups. Jeff shares his journey into filmmaking and how he sees himself first and foremost as a problem solver. Together, Jerry and Jeff hold a dialogue on Purpose, pondering its elusiveness, why we chase it and the reasons we often seek our purpose in the 'wrong' places. Leave us a review on iTunes! 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

A self-described planner, Alex Rethore, startup executive and founder of The Brecken Group, a consultancy that supports teams scale by driving revenue and improving operational effectiveness, comes to Jerry bridled with anxiety, yearning for clarity and a roadmap to her future. At the time of this conversation, Alex had reached out to Jerry for guidance and support through a particularly cloudy transitional period. While the transition in her professional career served as a catalyst for their conversation, Jerry encourages Alex to consider what may also be bubbling under the surface in her personal life. Alex opens up about finding joy in being present, recognizing that this break has afforded her the ability to reconnect to her body, her passions, and her community. Jerry notes that this pause, a time of contemplation and rest, provides a profound opportunity to shift Alex's way of being in the world, granting her the freedom to redefine her definition of happiness and success. As she embarks on this new relationship with herself, the doors open for Alex to become the leader she wants to be. Leave us a review on Itunes! 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

For all leaders, periods of transitional change usher the impetus for self-inquiry. Whether unforeseen or even expected, transitions provide an opportunity to consider where we are now and where we'd like to be in the future. As our center of gravity shifts, we're given space to ponder what's on the horizon, oftentimes considering how we will find our way forward when we're still so strongly tied to the version of ourselves we left behind. On this episode of the Reboot Podcast, we introduce you to David Ryan, former Managing Director and Co-founder of Corilla, a collaborative content tool for software teams. In this conversation, David reflects on his decision to shut down his organization and the period of transition it has heralded forward. David expresses gratitude for his time as CEO and explores embracing the uncertainty of stepping into the newest stage of his life as an author. As Jerry gently reminds David, life unfolds as a series of entrances and exits; we must all learn to softly close doors on previous chapters of our lives in order to fully open to what's next. With each transition, we have the beautiful opportunity to reflect and grow from the experiences that have shaped us. Carrying the threads of the past onward, we weave the tapestry of our lives, creating the pattern for a story that is uniquely, undeniably yours. Leave us a review on Itunes! 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

For entrepreneurs today, advice on the 'best practices' for building a fruitful company abound - prescriptions for raising capital, increasing revenue, and hiring the correct team are often just a click (or the turn of a page) away. In periods of expansion and evolution, founders are tasked with making and implementing pivotal decisions necessary for propelling growth. During these times, it's not uncommon for leaders to lean heavily on the startup handbook to better understand the 'right' way forward; however, as most leaders come to understand, what works in theory doesn't always play out in practice, and at some point all responsible leaders must consider if the company they're running is the company they aspired to build. On this episode of the Reboot Podcast, co-founders Chris Savage and Brendan Schwartz share how listening to their instincts led them to flip the script, throw out the startup handbook, and take back ownership of their video-software company, Wistia. Brendan and Chris remark on how buying out their investors released the pressure they felt to implement quick solutions for the sake of driving short-term growth and increasing revenue, and the way in which this shift opened the doors for a more creative and joyful work experience. In this conversation, Jerry, Brendan, and Chris propose an important question for all leaders, "What type of company do you want to work for?" Leave us a review on Itunes! 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

In this episode, we welcome back Khe Hy, founder of Rad Reads, to the Reboot Podcast for a second time. In his first appearance, Jerry worked with Khe to shed light on the ways in which his unrealized fears surrounding death had contributed to a lack of stillness and presence in his life. Eighteen months after their initial discussion, Khe reconnects with Jerry to explore new questions surrounding purpose, meaning, and making an impact on the world. Together, they explore the decidedly unpredictable nature of life, noting how our desire to control life as it unfolds is one of the greatest creators of stress and suffering. Jerry attests that our quest for equanimity stems from our ability to hold the plans of our lives loosely. It is only once we've released our grip on the playbook of life that we can truly open to the beauty and fullness of our experience. With Jerry's guidance, Khe comes to understand that in order to actually live his life, he must strive to stay present through the quiet moments that comprise his days. Leave us a review on Itunes! 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

Radical honesty - an open and authentic contribution, which lacks the intention of causing unnecessary pain and suffering, but serves to provide a mirror in which we can clearly reflect on the aspects of ourselves to which we are blind. On this episode of the Reboot Podcast, Jerry is joined by Patty McCord, former chief talent officer of Netflix, renowned for pioneering the use of radical honesty in the workplace. With her new book, Powerful:Building a Culture of Freedom and Responsibility, Patty aims to clearly define the best path for creating workplace cultures of high performance and profitability. In this conversation, Jerry and Patty consider how the implementation of radical honesty in our organizations serves to forge solid, supportive spaces where workplace safety is no longer defined solely by the assurance of employment, but contains space for team members to feel seen, heard and nourished to grow. Where skill sets are broadened, and diverse people with different ways of thinking come together without fear or expectation to judge or be judged. Wouldn't that be a more powerful way of working? Leave us a review on Itunes! 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

For many of us experiencing periods of transition, our tendency might be to push through the unknowing of the "here and now" to focus solely on the "what's next?" Yet, staying present serves us the most. While bobbing like a cork on the sea of life can be an uncomfortable and unsettling place, it also allows space for reflection, contemplation, and clarity to spring forth. For this episode of the Reboot Podcast, we welcome Shanley Knox, a writer, strategist, and social entrepreneur. In this beautifully honest and vulnerable conversation with Jerry, Shanley shares the major shifts she's experienced in her personal and professional life, from the process of shutting down her company to the unknowns of first-time motherhood. With guidance from Jerry, Shanley tackles the lingering questions surrounding, "Who am I now?","Where do I go from here?", and "How can I go about the future differently than my past?" Leave us a review on Itunes! 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

Here at Reboot we believe that the toughest conversations (with ourselves and others) are often the best catalyst for building bridges of understanding. When we refuse to allow ourselves to be stunted by fear and bravely open to perspectives beyond our own we welcome in a whole new way of seeing the Other. Since its inception in 2014, the Reboot Podcast has endeavored to provide a space where our guests and our listeners feel safe to tackle the difficult conversations that accompany our complex and complicated human lives. In keeping with our mission to host important, yet challenging conversations, (and in perfect time to celebrate Black History Month), we're airing a recent conversation between host Jerry Colonna and Legacy 71 founder David McQueen. In this episode, Jerry and David touch on various topics, including race as a confining social construct, the notion of legacy, and how it can be reframed to not only exist as a mindset but also as a vehicle for building community and spaces of belonging. David also speaks to the unique challenges facing those in the Pan-African entrepreneurial community and the ways in which he, as a black man, aims to instill leadership lessons to people of color (and the organizations that they build) that will empower them to not only survive the system, but thrive. Leave us a review on Itunes! 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

Erin Frey and Ti Zhao, are the co-founders of Kip - an app which aids in locating a quality therapist and helps you measure your progress. In this episode, they sit down with Jerry to talk about the issues they run into and the importance of effective communication for a growing team. More importantly, they talk about what makes them tick and how their ability to work together as leaders is one of the most important things they can focus on at this stage of their company. This includes emotional literacy and helping each other regulate when tough issues arise. What does your cofounder (or partner) do when they are scared, angry, sad, triggered? Do you know what they need in that moment? Making time to discover the operating instructions for your partners solidifies not only your communication with each other, but it also solidifies your organization to defy the odds that 89% of startups fail. As Jerry notes, tending to good communication sets culture, direction, and creates the conditions in which raising capital is enhanced. Leave us a review on Itunes! 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

For many leaders, particularly entrepreneurs striving to build a vision, the experience of rejection hits close to home; oftentimes, it can feel as though there's been a dismissal of our very soul. When faced with the fallout of rejection our initial response may be to thicken our skin or steel our reserve, building a wall behind which we suppress our sadness, our hurt, our tender selves. However, for all of us, another opportunity exists, one of compassion but also of strength; the opportunity to meet rejection as a warrior. On this episode of the podcast, Jerry is joined by Grace Belangia, Community Development Strategist for CONima and the Executive Director and Founding Member of the Clubhouse, a collaborative and innovative community for entrepreneurs. This past fall, Grace reached out to the Reboot Podcast looking for support navigating her feelings around rejection. In this conversation, Jerry works with Grace to uncover the root of her fears about rejection and how its threat may actually be the driving force that allowed her to discover her life's passions. With Jerry's guidance, Grace is encouraged to take an open-hearted stance toward rejection and reminded that standing as a warrior requires that we release ourselves from the notion that our self-worth is tied to the acceptance of people we deem powerful and influential. Jerry affirms that as we exist, we are lovable and whole, regardless of our perceived failures, and that ultimately, we, and we alone, hold the to key to determining our worth and belonging. Leave us a review on Itunes! 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