The most in-depth startup podcast you’ll ever listen to.

Join Jerry Colonna and other members of Team Reboot as they go deep with entrepreneurs, CEOs, and startup leaders like you, exploring the emotional journeys we all face.

The most in-depth startup podcast you’ll ever listen to.

The Reboot Podcast showcases the heart and soul, the wins and losses, and the ups and downs of leadership.

Beyond spreadsheets and strategy lies the beating heart of leadership. The Reboot Podcast isn’t just about business; it’s about the soul of building something meaningful. Join Jerry Colonna and other members of Team Reboot as they go deep with entrepreneurs, CEOs, and leaders like you, exploring the emotional journeys we all face.

Forget the sanitized success stories. Here, we dive into the wins and losses, the triumphs and breakdowns, the moments where vulnerability and courage dance on the edge of the unknown.

Each episode is a raw conversation, a shared experience. From imposter syndrome to burnout, major transitions, anxiety, and even co-founder conflict, no challenge is off-limits. You’ll find laughter, tears, and moments of profound wisdom as you discover tools and strategies to navigate the emotional rollercoaster of being a leader to today’s complex world.

This isn’t just a podcast; it’s a community. Whether you’re seeking inspiration, practical tips, or simply a reminder that you’re not alone, we’re so glad you’re here.

Become a guest!

  • One of "the 12 Best Podcasts for Entrepreneurs...Forbes has sampled a whole bunch (of podcasts), and recommends these 12 as some of the best and most educational out there." ... view link

    Brian Solomon

    Brian Solomon

    Forbes (October, 2015)

  • “The Reboot Podcast has changed my life. It's like a release valve that I can pull on daily when I don't feel like I can meaningfully deal with my own concerns. The interviews and blog have helped me reach beyond what I thought was my capacity to be vulnerable and to love.”

    Tracy Lawrence

    Tracy Lawrence

    CEO of Chewse

  • “Holy crap your podcast is so amazing that I have to stop it and absorb what was said so I could think about it. I've had issues that were so tough for me to deal with that I looked away. But for founders, that's a haaard thing to admit. I savor your work guys. Thank you for making it.”

    Andrew Warner

    Andrew Warner

    Founder of Mixergy

  • "Your podcast came at the right moment. I am listening your advice line by line. And I understand what I did...Thank you Jerry. Your messages are like a lighthouse in the sea of startup life."

    Sooinn Lee

    Sooinn Lee

    CEO of Enuma

Recent Podcasts

#170 – The Brave Leader’s Path: Fostering Inclusivity & Courageous Decision-Making – with David McQueen

#170 // February 5, 2024

#170 – The Brave Leader’s Path: Fostering Inclusivity & Courageous Decision-Making – with David McQueen

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…

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

Extras 23 // January 30, 2024

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…

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

Wisdom for Work #19 // Jan 9, 2024

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. And, it…

#169 – Rupture + Repair = Resilience in Co-founder Relationships – with Lizzy Karp, Gill Damborg & Emma Devin

EPISODE 169 // December 8, 2023

#169 – Rupture + Repair = Resilience in Co-founder Relationships – with Lizzy Karp, Gill Damborg & Emma Devin

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.…

Episode 2 – Connecting with Ancestors & Embracing the Influence of Place

REUNION PODCAST 2 // NOV 21, 2023

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…

Episode 1 – What If We All Belonged to Each Other? Ancestral Reunion, Belonging, & the Path to Healing

REUNION PODCAST 1 // NOV 14, 2023

Episode 1 – What If We All Belonged to Each Other? Ancestral Reunion, Belonging, & 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…

Episode 0 – Reclaiming Our Stories: A Journey of Belonging and Reunion

Reunion Podcast 0 // Nov 7, 2023

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…

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

Wisdom for Work #18 // November 1, 2023

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…

#168 – ​​The Healing Power of Tears: Building Empathy and Connection in a Numb World – with Benjamin Perry

Episode 168 // Oct 17, 2023

#168 – ​​The Healing Power of Tears: Building Empathy and Connection in a Numb World – with Benjamin Perry

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…

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