

The Reboot Podcast
Reboot.io
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.
Episodes
Mentioned books

Oct 17, 2023 • 58min
#168 - The Healing Power of Tears: Building Empathy and Connection in a Numb World - with Benjamin Perry & Jerry Colonna
What is your relationship to crying? When was the last time you allowed yourself to weep openly? In this compelling episode of the Reboot Podcast, Jerry sits down with Benjamin Perry, minister and author of "Cry Baby: Why Our Tears Matter". Drawing from personal experiences and insightful conversations, Jerry and Ben explore the impact of emotional numbness, the transformative power of shedding tears, and the profound connection that it fosters between individuals. From discussions on the suppression of emotions in society to the role of vulnerability in creating welcoming spaces, this episode will challenge you to reconsider how you navigate your own emotional landscape. 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.

Sep 26, 2023 • 15min
Wisdom for Work #17 - The Power of Retrospectives: Learning From the Past To Shape the Future
Discover the power of retrospectives in building resilient teams, as well as the importance of reframing failure and creating a culture that embraces learning. Also, learn about the significance of collective growth in leadership teams and how it can impact the success of a company.

5 snips
Sep 12, 2023 • 14min
Operator’s Manual #8 - The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity - with Ali Schultz & Jerry Colonna
Explore the arc of dysfunction in organizations with Ali Schultz and Jerry Colonna. They discuss how startups go from unhealthy chaos to healthy creativity, the significance of understanding this arc, and its impact on decision-making and company growth. They also delve into managing chaos, harnessing innovation, and the importance of self-identity for personal growth.

Aug 25, 2023 • 49min
#167 - From Isolation to Openness: Engaging Fully with Real Life - with Sharon Salzberg & Jerry Colonna
Sharon Salzberg and Jerry Colonna discuss Sharon's book 'Real Life: The Journey from Isolation to Openness and Freedom'. They explore engaging with real life, finding inspiration in unexpected places, and the transformative potential of embracing challenges with courage and love.

Aug 1, 2023 • 22min
Wisdom for Work #16 - The Brightest Bulb Challenge: Moving From Individual Contributor to Team Leader
The podcast discusses the challenges of transitioning from an individual contributor to a team leader. It explores the shift in focus from personal success to collective success and provides practical advice for navigating this transition. The importance of finding your own leadership style and transitioning to a team leader role is emphasized, along with the benefits of journaling as a leadership practice.

Jul 19, 2023 • 49min
#166 - We Can Choose to Ride the Roller Coaster of Entrepreneurship - with Jean Smart & Jerry Colonna
Jean Smart, founder of Penelope, discusses her motivation for creating a retirement savings platform. The podcast explores the challenges of entrepreneurship, lack of representation in the financial industry, and the importance of purpose and appreciation. It also touches on the impact of racism on opportunities and the significance of representation in entrepreneurship.

Jul 6, 2023 • 10min
Operator’s Manual #7 - When Should You Shut Down the Business? - with Ali Schultz & Jerry Colonna
Ali Schultz and Jerry Colonna discuss the perils of scaling without profitability and the emotional challenges of shutting down a failing business. They share their personal experiences and emphasize the importance of generating cash and seeking support. Tune in for practical skills and sign up for a free email course.

Jun 20, 2023 • 32min
Reboot Extra #22 - Scaling as a Technical Founder & CEO - with Evan Drumwright & Andy Crissinger
Being a technical founder poses particular challenges to scaling in your role as CEO. Scaling a company is challenging. Leading through that scale as your role as CEO is also constantly changing adds to the waves of change that a leader must move through on the arc of growth. In this podcast conversation, Andy Crissinger sits down with Evan Drumwright, CEO of Dextrous Robotics. Evan reflects on his transition from academia to entrepreneurship and describes the unique challenges of scaling a company as a technical founder. He speaks to the transitions he’s made, what’s worked for him and what hasn’t, and shares how he’s able to find personal fulfillment as a CEO. 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.

Jun 7, 2023 • 52min
Reboot Extra #21 - Climbing Out of the Pits of Despair - with Mollie West Duffy & Liz Fosslien
Content warning: This podcast contains conversations around self-harm and suicidal ideation. The pit of despair is a tough and tricky place. How can you find a way through when it feels like you’re fumbling around in the dark? Mollie West Duffy and Liz Fosslien, authors of Big Feelings: How to Be Okay When Things Are Not Okay, return for another heartfelt conversation with Ali Schultz. In this episode, we define despair and describe how in all of its facets, it is not simply depression. Mollie shares honestly about some of her darkest days and Liz discusses her struggles with emotional suppression. As a group, they talk about ways to resource yourself if you find yourself there, and how to be with someone who is in despair in a supportive, empathetic way. They emphasize the power of small acts and the importance of seeking help by opening up to trusted friends and professionals. We hope you’ll find this raw and honest conversation on mental health and hope valuable. 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.

May 19, 2023 • 53min
#165 - The Bones of Belonging - with Annahid Dashtgard & Jerry Colonna
In this episode of the Reboot Podcast, Jerry sits down with Annahid Dashtgard, a fellow author, activist, and champion for justice, equity, diversity, and inclusivity. The pair discuss Annahid’s latest book, The Bones of Belonging: Finding Wholeness in a White World, which is a poignant collection of essays centered around Annahid’s experiences searching for, and teaching about, belonging in our deeply divided world. Jerry and Annahid delve into the little, insidious, persistent ways we feel pressured to abandon parts of our identity, and how creating spaces and organizations of belonging requires that we reconnect with the dismembered parts of ourselves and the knowledge our bones hold. 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