The Reboot Podcast

At Reboot, we believe feedback can be one of the best ways to maintain relationships and strengthen connections within an organization. In this clip, Coaches Andy Crissinger and Jen Cody share why creating an underlying culture that supports the health and safety of an organization through feedback is such a valuable leadership tool. 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.

After spending the last seven years routinely moving from country to country in Latin America, Nathan Lustig’s nomadic life was upended when the Coronavirus pandemic began to grip the entire world. As the Managing Partner of Magma Partners, Nathan became accustomed to a transient lifestyle as he worked to build his early-stage venture capital firm. Now facing the first prolonged travel hiatus of his recent career, Nathan sits down with Jerry to unpack the ways in which his aversion to setting roots has served him personally and professionally. Jerry reminds Nathan that in this moment lives an opportunity to reflect clearly on the lessons he’s learned in lockdown, and to inquire deeply about who he wants to be moving forward, and most importantly, what his work is to do in the world. 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

In this fourth episode of our Women Conversation series, Reboot Coach and creator of The Third Jamie Kim sits down with Bunny and Taran Ghatrora, co-founders of Blume, a venture-backed self-care company. Taran and Bunny open up about their experience navigating the unforeseen challenges brought about by COVID and describe how their own self-care needs have shifted in the last year. The trio hosts a discussion around the unique hurdles many BIPOC female founders face when obtaining VC funding, and seek to define what it means to lead from a place of feminine leadership. 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 fresh release, Jerry sits down with past client, former CEO of Etsy, and fellow executive coach, Chad Dickerson. In this episode, Chad describes the shift from CTO to CEO and the anxiety he experienced in the months after his transition. He gives insight into some of the unique challenges he faced in his six years as CEO of Etsy, and opens up about his painful departure from the company. Jerry and Chad contemplate what it means to lead with compassion, humanity, and integrity, and consider how moments of heartbreak deliver greater resiliency and cultivate equanimity. 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.

Sydnie L. Mosley is an artist-activist, educator, and Artistic Director of SLM Dances, a New York City-based collective of women and nonbinary people who tackle issues of race and gender through experimental dance. In this conversation, Sydnie shares how expression through dance necessitates deep presence and connection to our bodies and highlights the ways in which its practice supports self-actualization and living into the fullness of our humanity. Jerry and Sydnie contemplate the real consequences and untold harm disembodiment has had on our organizations and in our communities, and why coming home to ourselves allows for connection, empathy, compassion to ripple out through the circles we inhabit. 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 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

“Not everything that is faced can be changed. But nothing can be changed until it is faced.” - James Baldwin In this release, Jerry sits down with Forest Richter, Co-founder and CEO of Uncrowd.io, a software platform that serves to connect underrepresented startup founders with investors. Forest shares how his ongoing battle with imposter syndrome has undermined his self-confidence and has called forward deeper questions around whether he, as a cis-gendered white man, can effectively execute the company’s mission. In their session, Jerry helps to illuminate how the governors of our ego serve to protect us from feeling the shame and humiliation of being found out as the incompetent that we suspect we are, and supports Forest in unpacking the character structures that reify his feelings of imposter syndrome. As their conversation progresses, they shift to discuss the white savior model, why addressing systemic problems require systemic solutions, and with help from James Baldwin, Jerry reminds us all why nothin

Joining Jerry on this episode of the Reboot Podcast is Marcus Aurelius Anderson, author of “The Gift of Adversity: Overcoming Paralysis and Pain to Find Purpose”. While preparing to deploy with the US Army, Marcus suffered a severe spinal cord injury which left him paralyzed from the neck down. In this conversation, Marcus shares how turning to gratitude provided the antidote to the denial and anger he felt in the aftermath of his accident, describing how his paralysis forced him to literally stand still and courageously, tenderly examine his life with honesty. Jerry and Marcus chat about times of hardship and the gift of opportunity and inquiry that lies in adversity, if only we are willing to see it. 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 release, Jerry welcomes back close personal friend Brad Feld to the show. In his sixth Reboot Podcast appearance, Brad (author, and co-founder of Foundry Group and Techstars) introduces listeners to the concepts highlighted in his newest book, ​"The Startup Community Way."​ Jerry and Brad explore the impact COVID-19 has had on the state of work, and consider how virtual environments influence and enable connection across broader startup communities. They contemplate how the shift from place-based to remote communities has encouraged innovation, collaboration and reflection with organizations and how this unique moment in time has provided companies the opportunity to create environments of belonging that enhance growth of the individual and the collective as a whole. 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 epi

For many founders, the ups and downs of the startup rollercoaster feel like a natural component of the entrepreneurial journey, but what happens when the ride becomes too much and what’s best for you, and the company, is to walk away? In this episode of the Reboot Podcast, Jerry sits down with Fritz Brumder, co-founder and former CEO of Brandlive. Fritz speaks candidly about his exit as CEO, describing how the process was simultaneously painful and relieving, and admits to the uneasiness that comes with the question, “what’s next for me?”. Jerry notes what happens when we merge our sense of self with an external entity and reminds Fritz that with the formation of his new company, Zipcan, he has been given a beautiful opportunity to rethink the way he wants to relate to work and to design his second act of life. 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 newslet

Along the entrepreneurial journey there comes a time and place for all leaders where we lift our heads from the fog of busyness to find ourselves on an unknown path. Knowing where we are isn’t exactly where we intended to be, we look to the past for clues to how we’ve landed in this spot. For many, this is the integral moment in which we come to realize that our internal and external selves have fallen out of alignment. Our guest on this episode of the Reboot Podcast is Shizu Okusa, Founder & CEO of Wellthy & Co. Feeling stagnant and unsure, Shizu looks to Jerry for support and clarity in discerning the best future for her company and herself. Like most leaders in a position of power, Shizu feels the pull of responsibility to her investors and employees to, “Do the right thing.” As the conversation develops, Jerry aids Shizu in unpacking how intergenerational familial trauma may have manifested as a set of subroutines, directly influencing how she shows up in leadership and life. Shizu begins to ackno

For this podcast release, Jerry sits down with David Sax to chat about his latest book, "The Soul of an Entrepreneur: Work and Life Beyond the Startup Myth." In their conversation, David outlines how the archetype of the hero entrepreneur has been glorified by Silicon Valley and illustrates how this particular prescriptive formula for startup success can be limiting and exclusionary for under-represented groups. David addresses how romanticizing the startup myth stymies creation and limits what businesses receive funding. Jerry and David chat about the freedom and risk associated with any entrepreneurial venture and consider the importance of smaller businesses and the immense value they provide their local communities. 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 newslett

What is psychological safety and why is it so important for the success of our teams? In this clip, Reboot Coaches Andy Crissinger and Ali Schultz, share what we can learn from horses about group dynamics and highlight some best practices for leaders looking to cultivate psychological safety in their teams and workplaces.   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

Joining Jerry on this episode of the Reboot Podcast is Leslie Feinzaig, Founder & CEO of the Female Founders Alliance, whose mission is to accelerate the success of venture-scale, women and non-binary founded companies. In this conversation, Leslie shares how attempting to lead and manage her team amongst the fallout of a global pandemic has led her to shift her thoughts to family in distant countries. The granddaughter of Holocaust refugees and a Costa Rican native, Leslie left her country of origin when greater opportunities opened up abroad. Now a naturalized citizen of the United States, Leslie admits to feeling out of place and unwanted in her adopted home. In hearing her story, Jerry reminds Leslie that in turbulent times, often the best gift we can give ourselves is to search for and connect to a greater sense of purpose. For Leslie, the question “Why do I do what I do?” leads her back to family —past, present and future. Jerry encourages Leslie to remember the sacrifices of her ancestors (as well

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: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our news

On this episode of the Reboot Podcast, we introduce you to Erine Gray, founder of Aunt Bertha, a nationwide search and referral platform for connecting people in need with available government and charitable programs. In his time with Jerry, Erine recounts growing up as a poor child in a small town and how the experience repeatedly left him feeling judged and unaccepted, triggering feelings of anger and shame. He opens up about his struggle to shake the underdog mentality and how it undermines his confidence as a leader. Jerry and Erine discuss insecurities, faith, and why loving your inner critic is critical for compassionate leadership. 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.

Inquiry is an incredibly central and important skill, but it’s often underemphasized or even overlooked in the world of leadership. In this clip, coaches Andy Crissinger and Chris Vandenbrink share why adding inquiry as an additional tool in your toolkit can be in service of you, your team, and the work that you’re trying to do together. 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 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, Co-founders of Evolving Dynamics, 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

In this release, Jerry sits down with leading diversity and inclusion expert Jennifer Brown to explore her latest book, ​How to Be an Inclusive Leader: Your Role in Creating Cultures of Belonging Where Everyone Can Thrive. In this conversation, recorded at the beginning of 2020, Jennifer reveals why inclusive leadership is not only risky, but often uncomfortable, and why discomfort is necessary for individual and organizational growth. Jerry and Jennifer analyze why true inclusivity requires removing the barriers to belonging in the workplace and share that when those with whom we work feel a true sense of belonging, trust and productivity increase within an organization. They examine the power of pronouns, make the distinction between allyship and advocacy, confront the ways in which our biases direct us, and describe why leadership without inclusivity is not true leadership. 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-it

The fundamental unit of doing that great work is conversation. Conversations happen easier, clearer, and more harmoniously if we can connect as human beings, look each other in the eye, trust, and feel safe naming what’s up for us. In this clip, coaches Andy Crissinger and Chris VandenBrink share Reboot’s Red-Yellow-Green model for check-ins and how it’s implementation can shift the tone of how you relate to folks and hold meetings such as 1-1’s and offsites. 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.