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: Major Transitions

#36 – The Quest – with Jim Marsden and Jade Sherer

Episode 36 // March 25, 2016

#36 – The Quest – with Jim Marsden and Jade Sherer

Time and time again, I get the pleasure of seeing skeptical but open Reboot Bootcampers enter the Colorado wilderness with instructions from Jim looking for a conversation – and time…

#15 – Becoming a Leader: The Crucible of Co-Founder Conflict

Episode 15 // April 9, 2015

#15 – Becoming a Leader: The Crucible of Co-Founder Conflict

In a special first video episode, only fitting for the co-founders of one of the world’s largest video platforms, we have the 3 co-founders of JW Player joining Jerry in person. In a very open conversation, they explore key challenging moments in their company and partnership history -and how they emerged from those moments stronger and more committed than ever. It's an inspiring story of leaders born through adversity.

#12 – The Journey After the Journey – with Polar Explorer Ben Saunders

Episode 12 // February 24, 2015

#12 – The Journey After the Journey – with Polar Explorer Ben Saunders

Ben Saunders is a pioneering polar explorer and a record-breaking long-distance skier, covering more than 6,000km (3,730 miles) on foot in the polar regions since 2001. In this episode of The Reboot Podcast, Ben talks about his record breaking journey, and the difficult journey he faced after he returned home.

#9 –  Investing in Trust – with Fred Wilson

Episode 9 // January 13, 2015

#9 – Investing in Trust – with Fred Wilson

In this conversation they share some stories from the Flatiron Partnership days, what makes a perfect board, the importance of trust in investing, and what makes a good leader. They even discuss the sheer terror they felt on their own entrepreneurial journey.

#8 – How Introspection Changed My Business – with Blaine Vess

Episode 8 // January 7, 2015

#8 – How Introspection Changed My Business – with Blaine Vess

“Year of introspection”. It’s rare to have the same CEO for 15 years as Blaine has been. But last year, Blaine wanted more for his company and himself. He wanted to know how to help him push the company to the next level. To achieve that, he didn’t look elsewhere, he looked within.

#7 – Depression and Entrepreneurship – with Rand Fishkin

Episode 7 // DEC 15, 2014

#7 – Depression and Entrepreneurship – with Rand Fishkin

How shame and guilt are at times his driver, the importance of understanding one’s emotional state, and how he’s made progress in coming out of depression, including his one piece of advice for entrepreneurs or anyone dealing with their own depression.

#3 – This Being So, So What?  – with Nigel Sharp

Episode 3 // OCT 15, 2014

#3 – This Being So, So What? – with Nigel Sharp

This being so, so what? Work is where we can make ourselves; work is where we can break ourselves. How do you balance the excitement and challenges? How do discuss the reality of your finances with your team? How do you discuss your fears, not only of failure but of success?

#2 – What If I Don’t Want to Be CEO? – with Duncan Morris

Episode 2 // OCT 1, 2014

#2 – What If I Don’t Want to Be CEO? – with Duncan Morris

Touched and challenged by a question from Jerry: “What if you could truly understand who you are, and lead from that place?” In evaluating this question, a new question emerged for Duncan: "What if I don't want to be CEO?" - “What if I don’t want to be a leader of a company with 60+ people?” In this conversation with Jerry, hear how exploring these questions has ultimately changed his work, his company, and his life.

Podcast Topic: Major Transitions