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The Reboot Podcast

Business

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.

Location:

United States

Description:

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.

Twitter:

@reboothq

Language:

English


Episodes

Wisdom for Work #21 - Engaging Your Team to Bring Out Their Best

3/15/2024
How do you engage your team to bring out their best? In this Wisdom for Work, Reboot Coaches Andy Crissinger, Jen Cody, Jim Marsden, and Chris VandenBrink gather to explore the critical importance of clarity, communication, and understanding within a team dynamic. The group highlights the significance of understanding team members' working preferences, motivations, and values to build relationships, set expectations, and create clarity within the team. Join the conversation as they explore practical strategies to unlock your team's potential and discover why an engaged team is not just desirable but essential for success and overall well-being. 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.

Duration:00:31:14

Wisdom for Work #20 - The Art of Firing Well

2/26/2024
If you're a leader, few things can ruin your day more than needing to fire someone. It's just plain hard to do, even when you know it's the right decision. In this insightful discussion, Ali and fellow coach Heather Jassy share advice for effectively and compassionately handling the challenging task of letting someone go from their job. Heather shares her script for handling the firing process with clarity and empathy, acknowledging the discomfort and awkwardness of such conversations while striving to maintain kindness and professionalism. This podcast is full of valuable insights and practical strategies for leaders to consider when navigating difficult conversations around performance issues and termination. 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.

Duration:00:36:36

#170 - The Brave Leader's Path: Fostering Inclusivity & Courageous Decision-Making - with David McQueen & Jerry Colonna

2/13/2024
What does it mean to lead bravely? In this powerful episode, Jerry Colonna explores the essential elements of ethical leadership with David McQueen, author of “The Brave Leader.” David sheds light on the difference between ethical and moral decision-making, emphasizing the courage and resilience needed to navigate the gray areas while staying true to core values. He emphasizes the importance of not just fostering diversity, but building true inclusion, where every voice is heard, valued, and empowered to contribute. Together, they discuss the need for brave conversations, acknowledging limitations, and embracing vulnerability as essential tools for building trust and fostering genuine connection. This episode is a call to action for leaders at all levels to step up, embrace courage, and become the changemakers their organizations need. 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.

Duration:00:54:52

Extras #23 - Unleashing Potential: Insights on Leadership, Self-Discovery, & Overcoming Fear - with Noah Kagan

1/30/2024
As a leader, how do you decide which inputs to listen to? What strategies do you use for personal growth and reflection? How do you create a work environment that supports and uplifts your team? In this episode, Reboot Co-founder Dan Putt engages in a candid conversation with Noah Kagan, the CEO of AppSumo and author of the forthcoming book Million Dollar Weekend. Noah opens up about his path of personal and professional growth, sharing practical tools and hard-won wisdom for overcoming insecurities, finding your authentic leadership style, and creating a work environment where the collective thrives. The pair discuss the benefits of seeking honest feedback, empowering underdogs in business, and, most importantly, learning to like (and trust) yourself. 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.

Duration:00:51:07

Wisdom for Work #19 - Strategic Delegation: Building Trust & Setting Clear Expectations

1/9/2024
Delegation is one of the most essential skills to master as a leader. Done well, it’s the fundamental behavior that impacts the culture, execution, and the bottom line. It creates inclusive leaders, flexible businesses, and the fostering of leaders in each seat in the organization. In this episode, Reboot Coaches Ali Schultz and Virginia Bauman dive into the world of delegation, highlighting the importance of clarity, trust, and accountability in the process. Virginia shares a valuable mental model for delegation, emphasizing the factors of individual readiness and task importance. The pair explore the challenges faced by leaders in delegating tasks and provide valuable insights for both leaders and team members. 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.

Duration:00:34:16

#169 - Rupture + Repair = Resilience in Co-founder Relationships - with the Co-founders of Brood

12/8/2023
In today's episode, Jerry Colonna engages in an insightful and deeply personal conversation with Emma, Gill, and Lizzy, the co-founders of Brood, a startup aiming to revolutionize modern family care. They share their experiences navigating the complexities of launching a startup amidst the pandemic, dealing with imposter syndrome, and the intense emotional and psychological challenges faced by startup founders. With Jerry’s support, the triad explores their relationship to conflict and how to best navigate cycles of rupture and repair. 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.

Duration:01:07:16

The Reunion Podcast - Episode 2 - Connecting with Ancestors & Embracing the Influence of Place

11/13/2023
Welcome back to the Reunion Podcast, where we dive deep into the quest for belonging and explore the connection between ancestry, origin, and the desire for reunion. In this episode hosts Marshall Pollard and Jerry Colonna invite guests Grant and Darryl to share their experiences of seeking belonging in the face of division and systemic discrimination. Grant's story showcases the triumph and arrival he feels by breaking the curses of his forefathers, while living in a system designed to benefit him. Darryl, on the other hand, confronts the harsh reality of being trapped in systems that fail to protect his people and his sense of place. The episode explores the connection between place and identity, the impact of intergenerational legacies, and the profound need for belonging and safety. As you listen to this episode, consider the following questions: 1. How does the physical geography of a place impact the sense of belonging and division within a community? 2. How can stories of ancestry and origin shape one's quest for love, safety, and belonging? 3. In what ways can individuals confront systemic othering and work towards a greater reunion? 4. What responsibility do leaders have in addressing disconnection and promoting inclusivity within their organizations and communities? Join us as we navigate these important questions and strive for a world that embraces connection, understanding, and belonging. 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.

Duration:00:36:25

The Reunion Podcast - Episode 1 - What If We All Belonged to Each Other? Ancestral Reunion, Belonging, and the Path to Healing

11/13/2023
Welcome to The Reunion Podcast, where we dive deep into the stories that shape us, the struggles that push us, and the path to finding belonging in a world that often leaves us feeling lost. In this episode, Jerry Colonna and Marshall Pollard, along with guests Leticia and Erika, embark on a deep dive into the power of ancestral connections and the healing that comes from rediscovering our roots. Through a series of personal anecdotes and thought-provoking conversations, they navigate the complexities of family dynamics, the desire for love and belonging, and the transformative journey toward self-actualization. Erika and Leticia unpack the depths of their pasts and uncover the stories that shape who they are. As leaders, we invite you to reflect on these questions: 1. Who am I? How do I identify? Who and what that might relate to that identity have I not seen? How did it benefit me, or my family, including my ancestors not to see or recognize such things? Which stories of my family of origin have we chosen to remember and which have we chosen to forget? 2. To whom do I belong? To whom did my parents belong? What is it that tells me I belong to my family? What does it feel like to know that I belong? Among whom of my ancestors might have been left behind or forgotten? 3. What is your work to do? How have I been complicit in and benefited from systemic othering? What would I have to give up that I love that might make me feel safe and I belong so that others might feel the same way? How might I create systemic belonging for others? Whose stories should I be listening to? Join us on this enlightening journey as we seek a grand reunion, where our stories converge, and true belonging is found. Listen in, journal, and discover the power of reuniting with the past to shape our present and future. 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.

Duration:00:31:25

The Reunion Podcast - Episode 0 - Reclaiming Our Stories: A Journey of Belonging and Reunion

11/6/2023
Welcome to The Reunion Podcast, where we dive deep into stories of connection, reunion, and the power of radical self-inquiry. In this episode, Marshall and Jerry Colonna, your hosts, explore the importance of storytelling as a catalyst for belonging and understanding. They delve into the concept of Reunion, emphasizing the need for diverse narratives that represent different experiences and foster empathy and compassion. Jerry and Marshall call for active listening, dialogue, and holding space for stories that deserve love, safety, and belonging. They explore how good leadership can transform lives, inviting leaders to consider their own journey of self-discovery and the impact it has on others. Get ready to challenge your perceptions and discover the transformative potential of embracing diverse voices and perspectives. Key Questions for Leaders to Consider: 1. How can storytelling foster a sense of belonging and understanding within your organization or community? 2. What steps can you take to create spaces for diverse narratives and experiences to be heard and valued? 3. Are you actively listening and holding space for stories of those who deserve love, safety, and belonging? 4. How can you cultivate a culture of radical self-inquiry among your team or community? 5. In what ways can you leverage the power of storytelling to unlock empathy, compassion, and meaningful connection in your leadership journey? 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.

Duration:00:37:00

Wisdom for Work #18 - Is Coaching Right for You? - with Dan Putt & Andy Crissinger

10/25/2023
A common question we get asked at Reboot is: How do I know if coaching is right for me? In this episode, Reboot Coaches Dan Putt and Andy Crissinger delve into the world of coaching and its transformative impact on personal and professional growth. They shed light on what coaching entails, debunking common misconceptions and highlighting the importance of introspection and self-inquiry. Whether you are considering coaching for yourself or simply curious about the coaching process, this episode is sure to provide valuable insights. 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.

Duration:00:13:41

#168 - The Healing Power of Tears: Building Empathy and Connection in a Numb World - with Benjamin Perry & Jerry Colonna

10/17/2023
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.

Duration:01:00:13

Wisdom for Work #17 - The Power of Retrospectives: Learning From the Past To Shape the Future

9/26/2023
Retrospectives play a crucial role in building resilient teams. As organizations face constant change and uncertainty, having a regular ritual of collective learning provides stability and a sense of groundedness. It allows teams to adapt, innovate, and address challenges more effectively. In this episode, Andy walks through a simple framework called: What? So What? Now What? This framework is useful in both successes and failures. It helps us discover, collectively, a shared perspective of what actually is happening or has happened, what learnings, patterns, and insights are emerging, and in light of all of that, what are the next best actions to take? 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.

Duration:00:16:35

Operator’s Manual #8 - The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity - with Ali Schultz & Jerry Colonna

9/12/2023
What exactly is the Arc of Dysfunction, and why is it important for all organizations, especially startups? From the unhealthy and dysfunctional beginnings to the healthy and dysfunctional apex, Jerry and Ali explore the different stages of this arc and provide insights on how to navigate through them. Discover how understanding and acknowledging this arc can be liberating for leaders and teams, and how it can inform decision-making and company growth. 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.

Duration:00:15:18

#167 - From Isolation to Openness: Engaging Fully with Real Life - with Sharon Salzberg & Jerry Colonna

8/25/2023
When confronted with the realness of our lives, how we choose to respond matters. It’s no easy feat to turn toward suffering when the world around us gets messy. However, when we open ourselves to love, we create a current of empathy that can lead us, and others, to community, connection, and healing. In this episode, our friend and teacher Sharon Salzberg returns to discuss her latest book, "Real Life: The Journey from Isolation to Openness and Freedom". Sharon reflects on how her COVID experience helped shape the book, and she shares how she found inspiration and connection in unexpected places during that time. The pair consider what it means to truly engage with real life, and explore the transformative potential of embracing challenges with courage, love, and openness. 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.

Duration:00:51:39

Wisdom for Work #16 - The Brightest Bulb Challenge: Moving From Individual Contributor to Team Leader

8/1/2023
For individuals stepping more fully into leadership roles, the transition from individual contributor to team leader can bring about a myriad of feelings. What happens when you go from making something to building a team? In this Wisdom for Work, Andy Crissinger & Ray Foote describe the Brightest Bulb Challenge and discuss strategies to help leaders thrive as they transition from maker to leader. They make the case for conducting time and outcome audits and provide guidance for managing energy and mindshare. If you're a leader feeling the weight of this challenge, this episode is for 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 newsletter to stay up to date on all our episode releases.

Duration:00:24:13

#166 - We Can Choose to Ride the Roller Coaster of Entrepreneurship - with Jean Smart & Jerry Colonna

7/19/2023
For leaders, navigating the roller coaster experience of entrepreneurship can be flat-out exhausting. The constant fluctuation of riding highs and surviving lows often leaves little time for reflection, much less appreciation for how far you’ve come. But what if there was a different way? What if you didn’t have to ride the rollercoaster at all? In this episode, Jerry sits down with Jean Smart, founder and CEO of Penelope, a retirement savings platform exclusively for small business owners and their employees. Jean describes how growing up as a child of Korean immigrants and watching her parents struggle to save for retirement served as the impetus for creating Penelope. She reflects on the responsibility she carries to be a good steward of her business and the new weight she feels to represent Asian women in the fintech space. Jerry urges Jean to return to the question, “Why do I do what I do?” when things get overwhelming, and provides guidance for how to view the rollercoaster from the ground versus strapping in for the ride. 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.

Duration:00:49:46

Operator’s Manual #7 - When Should You Shut Down the Business? - with Ali Schultz & Jerry Colonna

7/6/2023
How do you know when it’s time to shut down the business? What does it take to come to this realization as the entrepreneur behind the wheel? In this Operator’s Manual, Ali and Jerry dive into these questions, and touch on the perils of scaling and growth without a drive for profitability. 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.

Duration:00:11:51

Reboot Extra #22 - Scaling as a Technical Founder & CEO - with Evan Drumwright & Andy Crissinger

6/20/2023
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.

Duration:00:33:45

Reboot Extra #21 - Climbing Out of the Pits of Despair - with Mollie West Duffy & Liz Fosslien

6/7/2023
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.

Duration:00:54:34

#165 - The Bones of Belonging - with Annahid Dashtgard & Jerry Colonna

5/18/2023
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

Duration:00:54:10