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

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEO’s, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.

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

#10 – Fail with Honor – With Jerry Colonna, Derek Bereit, and Beth McKeon

Episode 10 // January 25, 2015

#10 – Fail with Honor – With Jerry Colonna, Derek Bereit, and Beth McKeon

Shutting the company down in the right way and giving up is not the same thing. Fail with honor. Hold your head up with pride. Treat people well. Be honest. No delusion. No lying. No spinning.

#9 –  Investing in Trust – With Fred Wilson and Jerry Colonna

Episode 9 // January 13, 2015

#9 – Investing in Trust – With Fred Wilson and Jerry Colonna

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 and Jerry Colonna

Episode 8 // January 7, 2015

#8 – How Introspection Changed my Business – with Blaine Vess and Jerry Colonna

“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 Jerry Colonna and Rand Fishkin

Episode 7 // DEC 15 2014

#7 – Depression and Entrepreneurship – With Jerry Colonna and 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.

#6 – Do you avoid difficult conversations? – with Jerry Colonna and Carm Huntress

Episode 6 // Nov 25 2014

#6 – Do you avoid difficult conversations? – with Jerry Colonna and Carm Huntress

Do you have an innate desire to make people happy? And does that desire at times cause you to at hold back the truth, out of fear of perhaps hurting others and yourself? Do you avoid difficult conversations? Jerry and Carm unpack what it means to be fierce, and what’s behind the desire to make people happy.

#5 – How Do You Define Success? With Jerry Colonna and Joseph Chura

Episode 5 // Nov 12 2014

#5 – How Do You Define Success? With Jerry Colonna and Joseph Chura

How Do You Define Success? What will satisfy the fear? An innovator always on the move - feels constant drive for more. Feels compelled to run, and why mindfulness is about so much more than meditation...it’s about expanding the space between stimulus and response.

#4 – The hidden burdens in our work – with Jerry Colonna, Sherman Lee, and Joseph Bassett

Episode 4 / Oct 28 2014

#4 – The hidden burdens in our work – with Jerry Colonna, Sherman Lee, and Joseph Bassett

The hidden burdens in our work. Accept that every one of us can fail, fail to live the life we desire for ourselves, or fail to uncover the desire itself. Fear is pervasive in our lives, and in the crazy world of startups and entrepreneurship it is an always present participant.

#3 – This being so, so what?  – With Jerry Colonna and Nigel Sharp

Episode 3 / OCT 15 2014

#3 – This being so, so what? – With Jerry Colonna and 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 and Jerry Colonna

Episode 2 / OCT 1 2014

#2 – What if I don’t want to be CEO? – with Duncan Morris and Jerry Colonna

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.