The Reboot Podcast

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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.

Wisdom for Work #22 - Owning Your Strengths
We all have that nagging voice in our head, the inner critic, that loves to point out our flaws. But what if there was a way to silence that bully and amplify a different voice, your inner advocate? In this episode, Ali chats with fellow coach Miriam...
Extras #24 - Building High-Performing Teams Through Coaching - with Steph Yiu
In this Podcast Extra, Andy Crissinger delves into the world of coaching and its transformative impact on corporate culture with guest Steph Yiu, Chief Customer Officer at WordPress VIP and leader at Automattic. They explore the extensive Reboot...
Wisdom for Work #21 - Engaging Your Team to Bring Out Their Best
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...
Wisdom for Work #20 - The Art of Firing Well
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...
#170 - The Brave Leader's Path: Fostering Inclusivity & Courageous Decision-Making - with David McQueen & Jerry Colonna
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...
Extras #23 - Unleashing Potential: Insights on Leadership, Self-Discovery, & Overcoming Fear - with Noah Kagan
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...
Wisdom for Work #19 - Strategic Delegation: Building Trust & Setting Clear Expectations
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...
#169 - Rupture + Repair = Resilience in Co-founder Relationships - with the Co-founders of Brood
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...
The Reunion Podcast - Episode 2 - Connecting with Ancestors & Embracing the Influence of Place
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...
The Reunion Podcast - Episode 1 - What If We All Belonged to Each Other? Ancestral Reunion, Belonging, and the Path to Healing
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...
The Reunion Podcast - Episode 0 - Reclaiming Our Stories: A Journey of Belonging and Reunion
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...
Wisdom for Work #18 - Is Coaching Right for You? - with Dan Putt & Andy Crissinger
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....
#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...
Wisdom for Work #17 - The Power of Retrospectives: Learning From the Past To Shape the Future
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,...
Operator’s Manual #8 - The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity - with Ali Schultz & Jerry Colonna
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...
#167 - From Isolation to Openness: Engaging Fully with Real Life - with Sharon Salzberg & Jerry Colonna
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...
Wisdom for Work #16 - The Brightest Bulb Challenge: Moving From Individual Contributor to Team Leader
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...
#166 - We Can Choose to Ride the Roller Coaster of Entrepreneurship - with Jean Smart & Jerry Colonna
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...
Operator’s Manual #7 - When Should You Shut Down the Business? - with Ali Schultz & Jerry Colonna
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...
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...

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