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.

#48 – When are you really an Entrepreneur?  – with Sarah Weiler

Episode 48 // September 22, 2016

#48 – When are you really an Entrepreneur? – with Sarah Weiler

What makes an entrepreneur an entrepreneur? Sarah Weiler followed her passion to bring creativity and playfulness into the workplace by founding The Power of Uke eight months ago. The business is growing, but Sarah remains reluctant to identify as an entrepreneur. In this conversation she and Jerry talk about what is holding her back from doing so, and how she can take her seat as an entrepreneur.

Reboot Extras #2: Co-Founder Conflict Dan Putt / Jay Acunzo (Traction Series)

Extras #2 // August 31, 2016

Reboot Extras #2: Co-Founder Conflict Dan Putt / Jay Acunzo (Traction Series)

A few weeks ago, we released our first Reboot Extras in collaboration with NextView Venture’s Traction Podcast.  Today we’re happy to bring you part 2 of that conversation.   In today’s…

#47 – Embracing Both Sides of Yourself – with Amir Salihefendic, CEO of Doist

Episode 47 // September 8th, 2016

#47 – Embracing Both Sides of Yourself – with Amir Salihefendic, CEO of Doist

Amir Salihefendic, the founder and CEO of Doist, is the creator of the powerful and popular productivity tool, Todoist (which is awesome). He comes to Jerry feeling torn between two…

Reboot Extras #1: Unspoken Cofounder Issues with Dan Putt / Jay Acunzo (NextView Series)

Extras #1 // August 11, 2016

Reboot Extras #1: Unspoken Cofounder Issues with Dan Putt / Jay Acunzo (NextView Series)

It’s long been a goal of ours to bring you more stories and perspectives from within Reboot to the podcast. Well, I’m thrilled to bring you just that today in…

#46 – Hitting a Wall – with Semil Shah

Episode 46 // August 22, 2016

#46 – Hitting a Wall – with Semil Shah

Semil Shah has done remarkably well as a one-man shop with his investment firm, Haystack. But he is now wrestling with the challenges of growing his business while continuing to…

#45 – What’s Love Got to Do with It?- with Fred Wilson & Brad Feld

Episode 45 // August, 1 2016

#45 – What’s Love Got to Do with It?- with Fred Wilson & Brad Feld

How can you expect to serve others, whether it be customers, portfolio companies, or your organization if your own house is not in order? We are so fortunate to welcome…

#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.  …

#43 – The Dharma of Inclusivity – with Konda Mason

Episode 43 // June 23, 2016

#43 – The Dharma of Inclusivity – with Konda Mason

There is real suffering out there and that suffering that is causing violence.  What are some of the causes of the suffering and how might we address those?   It’s a…

#42 – Building Relational Trust – with Parker Palmer

Episode 42 // June 12, 2016

#42 – Building Relational Trust – with Parker Palmer

Parker Palmer is a man whose teachings mean so much to us and our work at Reboot, so it’s wonderful to welcome him back to the podcast for a new…