The Reboot Podcast

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.

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.

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.

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.

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.

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.

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

When markets are volatile and times are turbulent, being a VC can be a nerve-wracking experience. How should a seasoned board member handle themselves when anxieties are high? In this podcast conversation, Jerry sits down with Aileen Lee from Cowboy Ventures and Brad Feld from Foundry Group to discuss how to be an effective board member in stormy times. This conversation offers much to think about if you’re a board member, new VC, or 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.

If you work with people, odds are good that hard conversations will be part of your work life. Whether it’s firing an employee or dealing with tension in the executive team or trying to get along with a challenging personality at the office, managing people at any level, and in any scenario, makes difficult conversations inevitable and also essential to working well together. In this podcast, Chris VandenBrink and Andy Crissinger talk about leaning into hard conversations so you can do so with skill and clarity. 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.

Entrepreneur Ali Schultz and executive coach Jerry Colonna discuss the benefits of bootstrapping a business, highlighting the importance of sustainable practices and autonomy. They explore the pros and cons of bootstrapping, emphasizing the need to choose wisely. They also stress the benefits of having clarity in business, which can be relieving and liberating. Check out past seasons of the podcast and leave reviews on iTunes.