The Reboot Podcast

Suneel Gupta is an entrepreneur, Harvard professor, and author of "Backable: The Surprising Truth Behind What Makes People Take a Chance on You." In this episode, Suneel chats with Jerry about his personal struggles with fundraising and how it led him to attend a Reboot Bootcamp. They host a larger conversation around identity, the way our fears keep us small and safe, and why living and leading from our fullest selves requires confronting the monster in our head. 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 our coaching practice, one of the most common questions we receive from investors is, "How do I build more trusting and impactful relationships with leaders in my portfolio?" As coaches, we believe the core challenge that limits the ability for founders and investors to connect in a more collaborative way is rooted in the dynamics of power. In this short clip, Dan Putt, Reboot Co-founder and Director of Client Engagement and Reboot's Director of Coaching, Andy Crissinger define the three dimensions of power and share their advice for navigating power differences to build better founder-investor relationships. 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

This being human is a profoundly awesome adventure; our lives are peppered with moments of happiness, joy, and wonder, but our experiences can be messy, exhausting, and heavy too. As leaders, how do we manage the cacophony of emotions that we inevitably carry with us to the workplace? What holds us back from opening up, sharing, and being true with our colleagues, especially when we're struggling? Ryan Caldbeck is the Founder and Executive Chairman of CircleUp. In this episode, Ryan opens up about the inherent loneliness that comes with being a CEO and reveals how a particularly challenging period in his life exacerbated those feelings of isolation. He describes how an interaction with his young daughter drove his decision to step back from his role as CEO, the relief that sharing his experience with his colleagues brought, and the grief that comes hand in hand with closing this chapter of his life. Jerry encourages Ryan to see that in his sadness lives an opportunity to turn towards curiosity and inquire deeply about what's being born and who he wants to become in this next stage of life. 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

As frequent listeners of the podcast can attest, a well-formed open, honest question can be a catalyst for radical self-inquiry and deep inner work. For Gino Zahnd, the founder of Cozy and Seabright, that question was, "What would I like the people that I work with to know about me that they don't know?." Gino, who lives with a rare genetic order called Fabry Disease, shares how one profound question asked at Reboot Bootcamp gave him the courage to share his health struggles with his team and ultimately led to a life-changing kidney donation from a colleague. Jerry chats with Gino about how things have changed since his Bootcamp experience in 2016, his decision to step down as CEO of Cozy, and his new life in Colorado. 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 engaging discussion, Jeff Riddle, a colleague of Andy Crissinger, sheds light on how organizations are adapting to remote work and the vital role of clear communication. They delve into the necessity of making and maintaining commitments for effective collaboration. Riddle highlights practical strategies for fostering compassion and clarity among teams. They also discuss how the pandemic has transformed business dynamics and the five essential communication techniques needed for successful remote interactions. Listen in for insights on building trust in virtual environments!

Jeremy Bloom is a 3x World Champion, 2x Olympic Skier and former football player for the Philadelphia Eagles and the Pittsburgh Steelers. He is the founder of Wish of a Lifetime and CEO of Integrate, a venture backed marketing software company. In this conversation, Jeremy shines a light on the burdens elite athletes face and describes the toll it has on mental and emotional well being. Jerry and Jeremy discuss the striking parallels between the pressures elite athletes encounter and the everyday stressors entrepreneurs endure. The duo contemplate the inertia that arises from failure and consider the perils of allowing our self worth to be defined by the attainment of our goals. Jeremy shares why the hardest aspect of leadership is managing your own psychology and why honing the ability to differentiate signal from noise is paramount for today's leaders. 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

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: 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 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: 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 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: 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

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.