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.

#73 – Chasing Purpose – with Jeff Orlowski

Episode 73 // December 14, 2017

#73 – Chasing Purpose – with Jeff Orlowski

On this episode of the Reboot Podcast, Jerry is joined by cinematographer and filmmaker Jeff Orlowski, best known for his critically acclaimed documentary films – Chasing Coral & Chasing Ice.…

#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…

#71 – Patience and Persistence – with Bobby Brannigan

Episode 71 // November 9, 2017

#71 – Patience and Persistence – with Bobby Brannigan

Bobby Brannigan, CEO of Mercato, has built his second company into a steadily growing business in a hard market with narrow margins. While the company is growing strong, he longs…

#70 – The Inner-Workings of a Good Board – with Brad Feld & Fred Wilson

Episode 70 // October 19, 2017

#70 – The Inner-Workings of a Good Board – with Brad Feld & Fred Wilson

How can you expect to serve others, whether it be customers, portfolio companies, or your organization if your own house is not in order? In this episode that we originally…

#69 – Effective Communication for a Growing Team – with Erin Frey & Ti Zhao

Episode 69 // October 6, 2017

#69 – Effective Communication for a Growing Team – with Erin Frey & Ti Zhao

Erin Frey and Ti Zhao, are the co-founders of Kip – an app which aids in locating a quality therapist and helps you measure your progress. In this episode, they…

#68 – Your Second Act – with Jason Jacobs

Episode 68 // September 21, 2017

#68 – Your Second Act – with Jason Jacobs

Jason Jacobs, founder of Runkeeper, pursued being an entrepreneur with passion and maniacal focus. After starting Runkeeper at age 30, he now finds himself on the other side at 41…

#67 – The Energy of Our Emotions – with Ben Rubin & Dan Harris

Episode 67 // September 7, 2017

#67 – The Energy of Our Emotions – with Ben Rubin & Dan Harris

Ben Rubin and Dan Harris have found themselves as unlikely co-founders in 10% Happier, which came together when Ben’s previous company Change Collective underwent a successful pivot. At the time,…

#66 – What Are You Made Of? – with Adeesh Agarwal

Episode 66 // August 17, 2017

#66 – What Are You Made Of? – with Adeesh Agarwal

Adeesh Agarwal is an architect who has worked in real estate, med-tech and had started and managed his own design firm, which recently closed its doors. Now, he finds himself…

#65 – What You Choose to Become – with Derek Flanzraich

Episode 65 // July 27, 2017

#65 – What You Choose to Become – with Derek Flanzraich

Derek Flanzraich, CEO of one of the fastest growing health and wellness sites, Greatist, joined Jerry for our very first podcast episode in 2014 to share the story of his…

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