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.

Results for: jerry

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…

#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…

Operator’s Manual #8 – The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity

Ops Man #8 // September 12, 2023

Operator’s Manual #8 – The Arc of Dysfunction: From Unhealthy Chaos to Healthy Creativity

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…

#166 – We Can Choose to Ride the Roller Coaster of Entrepreneurship – with Jean Smart

EPISODE 166 // JULY 19, 2023

#166 – We Can Choose to Ride the Roller Coaster of Entrepreneurship – with Jean Smart

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…

Operator’s Manual #7 – When Should You Shut Down the Business?

Op's Man #7 // July 6, 2023

Operator’s Manual #7 – When Should You Shut Down the Business?

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…

#165 – The Bones of Belonging – with Annahid Dashtgard

Episode 165 // May 23, 2023

#165 – The Bones of Belonging – with Annahid Dashtgard

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…

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

Episode 164 // May 5, 2023

#164 – How To Be a Stable Board Member – with Aileen Lee & Brad Feld

When markets are volatile and times are turbulent, being a VC can be a nerve-wracking experience. How should seasoned board members handle themselves when anxieties are high? In this podcast…

Operator’s Manual #6 – The Benefits of Bootstrapping

Operator's Manual #6

Operator’s Manual #6 – The Benefits of Bootstrapping

Ever wonder what happened to building a good ol’ profitable business? Maybe you wonder if there are benefits to bootstrapping in this world of high-growth, venture-backed companies with bloated valuations.…

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

Episode 163 // March 1, 2023

#163 – How To Bear Our Suffering – with Koshin Paley Ellison

In this episode of the Reboot Podcast, Jerry sits down with Koshin Paley Ellison, co-founder of the New York Zen Center for Contemplative Care, to talk about his latest book,…