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: Fundraising

Operator’s Manual #6 – The Benefits of Bootstrapping

Operator's Manual #6

Operator’s Manual #6 – The Benefits of Bootstrapping

Ever wonder what happened to building a good ol’ profitable business? Maybe you wonder if there are benefits to bootstrapping in this world of high-growth, venture-backed companies with bloated valuations.…

#152 – Facts, Not Flaws – with Philip Deng

Episode 152 // November 4, 2021

#152 – Facts, Not Flaws – with Philip Deng

After a decade of working in non-profits, Philip Deng has decided to build something of his own. In this conversation, Philip sits down with Jerry to chat about his company…

#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…

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Episode 145 // June 1, 2021

#145 – Facing the Monster (in Your Head) – with Suneel Gupta

Suneel Gupta is an entrepreneur, Harvard professor, and author of “Backable: The Surprising Truth Behind What Makes People Take a Chance on You.” In this episode, Suneel chats with Jerry…

Extras #8 – Women’s Conversations: Feminine Leadership, Self-care, & Fundraising for BIPOC Founders

Extra 8 // February 4, 2021

Extras #8 – Women’s Conversations: Feminine Leadership, Self-care, & Fundraising for BIPOC Founders

In this fourth episode of our Women Conversation series, Reboot Coach and creator of The Third Jamie Kim sits down with Bunny and Taran Ghatrora, co-founders of Blume, a venture-backed…

#111 – Standing in the Gap – with Amy Nelson (re-release)

Episode 111 // August 29, 2019

#111 – Standing in the Gap – with Amy Nelson (re-release)

Although the challenges women leaders face today have been well documented and highly publicized and most of us recognize that women are often forced to tackle unique and disproportionate challenges…

#103 – What Kind of Company Do You Want to Work For? – with Chris Savage & Brendan Schwartz

Episode 103 // April 26, 2019

#103 – What Kind of Company Do You Want to Work For? – with Chris Savage & Brendan Schwartz

For entrepreneurs today, advice on the ‘best practices’ for building a fruitful company abound – prescriptions for raising capital, increasing revenue, and hiring the correct team are often just a…

#93 – Standing in the Gap – with Amy Nelson

Episode 93 // October 25, 2018

#93 – Standing in the Gap – with Amy Nelson

Although the challenges women leaders face today have been well documented and highly publicized and most of us recognize that women are often forced to tackle unique and disproportionate challenges…

#91 – Do I Even Have a Superpower? – with Kent Cavender-Bares (re-release)

Episode 91 // September 20, 2018

#91 – Do I Even Have a Superpower? – with Kent Cavender-Bares (re-release)

Have you ever asked yourself the question: I wonder if we’d be better off with someone else in my role? In this podcast, a listener, Kent Cavender-Bares from Rowbot comes…

Podcast Topic: Fundraising