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The Reboot Podcast

Latest episodes

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Feb 4, 2021 • 1h 1min

Reboot Extras #8: Women’s Conversations - Feminine Leadership, Self-care, and Fundraising for BIPOC Founders

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.
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11 snips
Jan 25, 2021 • 1h 7min

#140 - From Heartbreak, Through Resilience, To Equanimity - with Chad Dickerson & Jerry Colonna

Chad Dickerson, former CEO of Etsy and executive coach, shares his transformative journey from CTO to CEO, tackling anxiety and leadership challenges. He discusses the emotional turmoil of his departure from Etsy, emphasizing the importance of integrity and compassion in leadership. The conversation touches on resilience shaped by heartbreak and the need for personal authenticity amidst societal pressures. With insights on mentorship and personal growth, Chad illustrates how aligning one's inner self with their career can foster genuine happiness.
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Jan 9, 2021 • 57min

#139 - Embodied Leadership - with Sydnie L. Mosley & Jerry Colonna

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.
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Dec 17, 2020 • 45min

#138 - Hardwired for Joy - with Jerry Colonna & Ingrid Fetell Lee (re-release)

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 episode! Sign up for our newsletter to stay up to date on all our episode releases.
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Dec 4, 2020 • 55min

#137 - Nothing Can Be Transformed Until It Is Faced - with Forest Richter & Jerry Colonna

“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 nothing can be transformed until it’s faced. 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.
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Nov 12, 2020 • 44min

#136 - Adversity As Opportunity - with Marcus Anderson & Jerry Colonna

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.
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Oct 30, 2020 • 53min

#135 - Rethinking Startup Community - with Brad Feld & Jerry Colonna

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 episode releases.
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Oct 13, 2020 • 52min

#134 - Becoming the Director of Your Life - with Fritz Brumder & Jerry Colonna

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 newsletter to stay up to date on all our episode releases.
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Sep 24, 2020 • 1h 1min

#133 - The Shoulds of the Past & the Anxieties of the Future (re-release) - with Shizu Okusa & Jerry Colonna

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 acknowledge the ways in which the shoulds of the past and the anxieties of the future limit herself from fully stepping into the now. Jerry reminds Shizu that radical self-inquiry is the catalyst for unraveling the unconscious threads that dictate our lives, the key to alignment between inner and outer, and the driving force for strengthening purpose and meaning. 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.
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Sep 10, 2020 • 51min

#132 - The Startup Myths - with David Sax & Jerry Colonna

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 newsletter to stay up to date on all our episode releases. www.Reboot.io/signup

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