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.

Podcast Topic: Greater Resiliency

Operator’s Manual #4 – On Modeling Self-care and Building the Machine

Ops Manual 4 // January 25, 2022

Operator’s Manual #4 – On Modeling Self-care and Building the Machine

In this episode of our Operators Manual series, Ali and Jerry consider how the health and resilience of an organization can be directly tied to the CEO’s own modeled behavior…

#152 – Facts, Not Flaws – with Philip Deng

Episode 152 // November 4, 2021

#152 – Facts, Not Flaws – with Philip Deng

After a decade of working in non-profits, Philip Deng has decided to build something of his own. In this conversation, Philip sits down with Jerry to chat about his company…

#151 – The Heartbreak of Every Day – with Nitin Agrawal

Episode 151 // October 13, 2021

#151 – The Heartbreak of Every Day – with Nitin Agrawal

The Reboot Podcast has hosted a wide variety of conversations around the complexity and diversity of the co-founder experience, such as the importance of communication, the power of mindfulness in…

#146 – The Cost of Failure – with Tom Eisenmann

Episode 146 // June 15, 2021

#146 – The Cost of Failure – with Tom Eisenmann

What are the factors that contribute to the failure of almost 90% of startup ventures? In this episode, Jerry sits down with author and Harvard Business School professor Tom Eisenmann…

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Episode 145 // June 1, 2021

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Suneel Gupta is an entrepreneur, Harvard professor, and author of “Backable: The Surprising Truth Behind What Makes People Take a Chance on You.” In this episode, Suneel chats with Jerry…

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

Episode 144 // May 5, 2021

#144 – The Stories We Tell Ourselves – with Ryan Caldbeck

This being human is a profoundly awesome adventure; our lives are peppered with moments of happiness, joy, and wonder, but our experiences can be messy, exhausting, and heavy too. As…

#143 – We’re All Carrying Something – with Gino Zahnd

Episode 143 // April 20, 2021

#143 – We’re All Carrying Something – with Gino Zahnd

As frequent listeners of the podcast can attest, a well-formed open, honest question can be a catalyst for radical self-inquiry and deep inner work. For Gino Zahnd, the founder of…

#142 – Signal & Noise – with Jeremy Bloom

Episode 142 // March 16, 2021

#142 – Signal & Noise – with Jeremy Bloom

Jeremy Bloom is a 3x World Champion, 2x Olympic Skier and former football player for the Philadelphia Eagles and the Pittsburgh Steelers. He is the founder of Wish of a…

#140 – From Heartbreak, Through Resilience, To Equanimity – with Chad Dickerson

Episode 140 // January 22, 2020

#140 – From Heartbreak, Through Resilience, To Equanimity – with Chad Dickerson

In this fresh release, Jerry sits down with past client, former CEO of Etsy, and fellow executive coach, Chad Dickerson. In this episode, Chad describes the shift from CTO to…

Podcast Topic: Greater Resiliency