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: Failure

#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…

#125 – The Grief of Closing Down the Business – with Avni Patel Thompson

Episode 125 // May 29, 2020

#125 – The Grief of Closing Down the Business – with Avni Patel Thompson

Feelings of isolation and loneliness have been well documented amongst today’s leaders. That’s why the simple question “Are you ok?”, asked with genuine concern, can elicit such a profound impact…

#116 – When Old Maps No Longer Work – with Dylan Bowman

Episode 116 // December 5, 2019

#116 – When Old Maps No Longer Work – with Dylan Bowman

In this episode of the Reboot Podcast, we welcome professional ultramarathon runner Dylan Bowman. After an explosive season of personal successes on the race circuit, Dylan shares how an abrupt…

#72 – Heading Life’s Speed Bumps – with Matt Tara

Episode 72 // November 30, 2017

#72 – Heading Life’s Speed Bumps – with Matt Tara

Matt Tara is the CEO of an e-commerce fashion company that failed but is still very much alive in his head. As a former venture capitalist in private equity, Matt…

#62 – Letting Go of Perfection – with Sharon Salzberg

Episode 62 // June 6, 2017

#62 – Letting Go of Perfection – with Sharon Salzberg

In an entrepreneurial world where being a billionaire is a yardstick for self-worth, and unattainable goals can give us a false sense of responsibility, control, and drive, what is the…

#54 – Hearts Broken Open: The Case for Conscious Leadership and Entrepreneurship – with Matt Munson

Episode 54 // February 3, 2017

#54 – Hearts Broken Open: The Case for Conscious Leadership and Entrepreneurship – with Matt Munson

Every entrepreneur hears the call of an inner voice. We may call it drive, intuition, or our guiding voice. Regardless of name it pushes us forward. This voice can be…

#53 – Transform Your Hustle – with Catherine Hoke and Brad Feld

Episode 53 // January 19, 2017

#53 – Transform Your Hustle – with Catherine Hoke and Brad Feld

Almost all successful entrepreneurs will fail – if not fail, fail, fail, and fail again – on their path to success. Every human being made choices in their lives which…

#44 – We Are Designed to Fail – with Nicholas Russell

Episode 44 // July 8, 2016

#44 – We Are Designed to Fail – with Nicholas Russell

Startups fail. We hear it all the time.  Failure is good. We hear that all the time too.  But we rarely hear about the pain, the shame, and second-guessing.  And…

#40 – Beyond Blame – with Dave Zwieback

Episode 40 // May 12, 2016

#40 – Beyond Blame – with Dave Zwieback

There’s something calming about finding a target for our blame.  It’s like in this moment of being lost in a rough sea of chaos and uncertainty, a person to assign…

Podcast Topic: Failure