
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

Mar 7, 2019 • 43min
#100 – Be Still – with Shanley Knox & Jerry Colonna
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

Feb 21, 2019 • 51min
#99 – Thriving Versus Surviving – with David McQueen & Jerry Colonna
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

Feb 12, 2019 • 51min
#98 – Effective Communication for a Growing Team – with Erin Frey & Ti Zhao
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

Jan 24, 2019 • 54min
#97 An Act of Grace - with Grace Belangia & Jerry Colonna
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

Jan 10, 2019 • 51min
#96 The Dharma of Inclusivity - with Konda Mason & Jerry Colonna
There is real suffering out there, suffering that is causing violence. What are some of the causes of the suffering and how might we address those? It's a true honor to welcome entrepreneur, creator, and educator Konda Mason to the podcast for an important and timely conversation with Jerry. This discussion was recorded last week, and we thought it was really important to get this out sooner rather than later, particularly given the events in Orlando. Konda and Jerry address some of the source causes of this suffering, this pain, and what opportunities might lie in remembering we’re all in this together. This conversation will challenge you on your privileges and inspire you find new ways of connecting with people from all backgrounds. Links The Whole Person Economy - Konda Mason on Twitter - Impact Hub Oakland - Spirit Rock Meditation Center - 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

Dec 4, 2018 • 1h 1min
#95 Who We’re Meant to Be - with Joe Wilding & Jerry Colonna
On this episode of the Reboot Podcast we welcome Joe Wilding, the co-founder and CTO of Boom Supersonic, a Colorado based company focused on reviving supersonic air travel. Although Joe has experienced successes and various advancements throughout his career, he grapples with a nagging feeling that he wasn't measuring up to the other “great leaders” in his field. Introverted and a highly-visual learner, Joe always felt he was wired just a bit differently from his peers. Throughout the past decade, Joe has transitioned out of supporting roles and into higher management positions. Recently, this has triggered thoughts around authenticity in leadership and has materialized the urge to align his inner and outer self in the workplace. With support from Jerry, Joe aims to tackle the question, ”What type of leader am I?” Jerry emphasizes to Joe that there are many ways to lead, and the tendency to constantly compare ourselves to others often serves in diminishing our ability to grow into our most authentic self, inhibiting our ability to become who we’re really meant to be. 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

Nov 8, 2018 • 42min
#94 When Is Enough, Enough for Me? - with Steven Kane & Jerry Colonna
For leaders in the modern world, dodging the constant bombardment of projected successes that others display across various media outlets can be exhausting. Comparing ourselves to others can lead to an overwhelming sense of inadequacy, which often ripples out to thoughts of insecurity about our work, our relationships, and the way we are perceived by our peers. As Theodore Roosevelt so poignantly observed, “Comparison is the thief of joy.” By allowing our gaze to become so outwardly attuned, we create an internal roadblock against finding peace and equanimity within our own lives. On this episode of the Reboot Podcast, Jerry is joined by longtime friend and self-described serial entrepreneur, Steve Kane. In this discussion, Steve comes to Jerry with the lingering question, “When do we begin to know when enough is enough?” Together, they explore the pivotal role Steve’s father played in molding the baseline for determining his “enough,” and how his own radical self-inquiry supported Steve in making a difficult decision during the successful exit of his third startup, Gamesville. As they ponder the question of ‘enough,’ Jerry and Steve touch on the ways in which we, as humans, yearn for safety, love and belonging, and how, ultimately, our ability to expand our awareness of ‘enough’ is an act of continuous practice, one which allows us to take stock of our lives at any moment and truly consider, “When is enough, enough for me?” Links Steve Kane on Twitter - https://twitter.com/stevenkane Reboot Bootcamp - reboot.io/bootcamps 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.

Oct 26, 2018 • 58min
#93 Standing in the Gap - with Amy Nelson & Jerry Colonna
Although the challenges women leaders face today have been well documented and highly publicized and most of us recognize that women are often forced to tackle unique and disproportionate challenges from their male counterparts, it can be hard to fully empathize with the biases with which we ourselves may not be called to face. On this week’s episode, you'll meet one female founder who generously shares her story and the singular obstacles she’s been summoned to encounter. A former corporate litigator, Amy Nelson is now the CEO and founder of the Riveter, a workspace which provides support and equal opportunities for women leaders and changemakers. Born in Seattle in 2017, The Riveter has experienced explosive expansion - with five locations being built in the first 16 months. As a result, Amy is now facing down the many hurdles that emerge during a period of rapid scaling. In this conversation with Jerry, Amy expounds on a few of the barriers she’s come up against when raising capital and what it means to take her seat as a leader. Jerry introduces Amy to Parker Palmer’s image of, “The Tragic Gap,” recognizing that Amy has been called to stand in the space between the world that is, and the world that is possible. She is carrying the burden for all female entrepreneurs to forge a future where women not only have equal opportunity but a true place of belonging as leaders, forging a system where all individuals are worthy of the freedom to actualize in the fullness of who they are. Links Amy Nelson on Twitter - "The Myth of CEO Work-Life Balance" - "The Three Unspoken Challenges of Women in Tech" - 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.

15 snips
Oct 5, 2018 • 43min
#92 The Love That Heals: Welcoming in Our Shadow - with James Hollis & Jerry Colonna
Jungian analyst James Hollis joins Jerry to discuss exploring our shadow selves, the Jungian concept of shadow in leadership, and how awareness of our shadow can lead to true compassion. They delve into the complexities of power, projection, and self-examination in relationships, emphasizing the importance of self-reflection and personal responsibility for fostering positive change.

Sep 20, 2018 • 39min
#91 Do I Even Have A Superpower? - with Kent Cavender-Bares & Jerry Colonna
Have you ever asked yourself the question: I wonder if we’d be better off with someone else in my role? In this podcast, a listener, Kent Cavender-Bares from Rowbot comes to Jerry with a question a similar question about his superpower: “What if my deep integrity, my commitment to simply telling how it is, is the reason we’re unable to fundraise? Do I even have a Superpower? Wouldn’t Rowbot, be further along if someone else was leading?” Jerry and Kent explore the double edge of a superpower, and how the path through his challenges may lie in a new set of questions: How can I be even more like Kent? How can I embrace my superpower? How can I believe in myself? And why is that so damned important? Links Rowbot - Kent Cavender-Bares on Twitter - 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! to stay up to date on all our episode releases.