The Reboot Podcast

We wanted to bring you a new-ish kind of conversation to our podcast channel - but not new to the halls of Reboot. This one is for the operators, where we talk about the practical-tactical challenges that come from scaling an organization and growing in your leadership. In these conversations, Ali Schultz sits down with Jerry Colonna and gets him to wax-practical the common topics we see leaders face. In this episode of our Operators Manual series, Ali and Jerry discuss: What is the job of the CEO? 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

After a decade of working in nonprofits, Philip Deng has decided to build something of his own. In this conversation, Philip sits down with Jerry to chat about his company Grantable, which helps individuals and organizations make grant writing more efficient. Philip, who identifies as Asian American, opens up about the loneliness he's faced as a leader and CEO. He reflects on how the events of his childhood, specifically his parents divorce, left him with complicated feelings about his self-worth and ability to belong. Jerry supports Philip in coming to understand the ways in which he unconsciously gets in his own way and explains how the subroutines he developed during childhood (the ghosts in his machine), can simultaneously hold him back and be his greatest superpower. 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

The Reboot Podcast has hosted a wide variety of conversations around the complexity and diversity of the co-founder experience, such as the importance of communication, the power of mindfulness in partnerships, and shared our advice for navigating co-founder conflict. Co-founders looking to meet the day-to-day challenges of running a business must commit to consistent work in aligning their vision and purpose for the organization, but what happens when an unforeseen tragedy throws all your preparation out the door? In this episode, Nitin Agrawal, Co-founder and CEO of Interstride, describes the loneliness and pathlessness he experienced in the wake of the sudden death of his dear friend and fellow co-founder, Christian. Nitin details the experience and soul searching it took to rediscover his purpose and recounts how his journey through grief restored confidence in his own ability to lead. Jerry and Nitin explore what it means to manage the heartbreak of the every day and share advice for finding the strength to land on your feet when your foundation gets shaken to its core. 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

In this 150th episode, we are privileged to share Jerry's conversation with Ashanti Branch, Founder and Executive Director of The Ever Forward Club, whose mission is to transform the lives of underserved youth by providing safe opportunities for academic, personal, family, and community development. Ashanti reflects on his experiences as a young black man, the pressure he felt to conceal his true emotions from his peers, the ways in which men are conditioned to neglect their feelings, and why his own memories compelled him to create a protected space for the young men of his classroom. Jerry and Ashanti discuss the importance for men to find trusted circles in which they share their true feelings, and why removing the masks we wear allows us to become better partners, leaders, and community members. 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

In order to become the leaders we were born to be, we must first be willing to radically inquire within. By cultivating a deep growth mindset, we're able to mature and develop not only as leaders but as humans. Getting curious about our blind spots in leadership and seeing clearly our strengths and weaknesses as well as understanding how we are perceived is the basis for any leadership development plan. We cannot grow if we don't understand the work we have to do. In this episode, Andy Crissinger sits down with Courtney Joyce, coach and 360° Program Director, to talk about Reboot's approach to 360 reviews and why they are so incredibly powerful for leaders who are looking to take their development to the next level. The pair connect with Nick Francis, CEO of Help Scout, to chat about his 360s experiences, and the impact they've had on his personal and professional growth. 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

Amy McGrath is a retired US Marine Corps Lieutenant Colonel, the founder of Honor Bound - a 501(c)(4) nonpartisan organization committed to leadership development for women with a service background and encouraging those women to run for elected office, and a proud Kentuckian to boot. Amy sits down with Jerry to chat about her time in the military, how it shaped her views on service and honor, and why she felt compelled to run for the US Senate in the 2020 election. Amy discusses her new book, "Honor Bound: An American Story of Dreams and Service" and shares the valuable leadership lessons she's learned over the course of her career; the pair address the threat of complacency and share why democracy, like a garden, requires constant tending. 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

On this episode of the Reboot Podcast, Jerry hosts a conversation with David Hieatt, co-founder of Hiut Denim Company. In this exchange, David recounts how the sale of his first company left him feeling listless and ungrounded. He shares how he regained his sense of purpose after founding Hiut, a company that revived the denim industry in the small town of Cardigan, Wales. David describes the difficult process of temporarily closing the factory due to COVID-19 and how these past few months have given him the space to reaffirm the company's values and solidified the importance of taking care of not only the people of his organization but the community as a whole. Jerry and David acknowledge the value of servant leadership, remark on the beauty of team building, and consider what happens when your company grows you. 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

In moments of conflict, it can be difficult to stay present amongst our discomfort. However, when we lean into love and compassion we might begin to see conflict in a generative light. In this episode of the Reboot Podcast, Jerry is joined by Regina Smith, MA and Amanda Aguilera, PsyD, experts in the field of power dynamics, conflict, and equity. In this conversation, Regina and Amanda examine and characterize the intersectionality of power dynamics and expound on the various ways power is conferred in our culture (and our workplaces). They highlight how conflict avoidance is often most detrimental to those in the down power role and why expanding our capacity to be in conflict is necessary for progress. The conversation explores how cultivating a positive outlook towards conflict supports our ability to engage empathetically and skillfully when moments of friction arise. By introducing the notion of generative conflict (and the idea of radical collaboration), they underscore why love, community, and connection are paramount for social transformation. 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

When it comes to confidence, feeling A-Ok with showing vulnerability, and trying to avoid the sneaky snares of Imposter Syndrome, we often feel at odds, torn between the parts of us that say, "Who do you think you are?" and the parts of us who know who we are. Self-doubt and inadequacy can creep in and color the most assured parts of us at times. But, what's really at play here? We know it's an inside job to keep ourselves clear-headed and attuned with our inner knowing, regardless of what the world throws our way in terms of perceptions, biases, and double standards. How do we, as women, stay in our own bodies, hold fast to our own truths, and not view ourselves through the eyes and expectations of others in the world-at-large? Who do you choose to be? What life do you want to lead? In this third episode of our Women Conversation series, Reboot Co-founder Ali Schultz joins fellow coaches Ann Mehl, Heather Jassy, and Miriam Meima for an exploration of how imposter syndrome grips women, the masks they feel they need to wear, and all that gets in the way of women feeling their inherent enoughness. 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 are the factors that contribute to the failure of almost 90% of startup ventures? In this episode, Jerry sits down with author and Harvard Business School professor Tom Eisenmann to discuss the patterns that often precipitate the vast majority of startup failures. The pair take a closer look at how the advice to "fail fast" often leads founders to false start — risking capital and time on the wrong solutions. They shine a light on the pressure founders feel to grow the business rapidly, the lionization of venture capital, and the true human cost of failure. 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