Reboot Podcast Episode Operator’s Manual #7 – When Should You Shut Down the Business?

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.


Ali Schultz

Ali Schultz

Coach and Co-founder of Reboot

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Jerry Colonna

Jerry Colonna

Co-founder and CEO of Reboot

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Episode Description

How do you know when it’s time to shut down the business? What does it take to come to this realization as the entrepreneur behind the wheel? In this Operator’s Manual, Ali and Jerry dive into these questions and touch on the perils of scaling and growth without a drive for profitability.

Show Highlights

Top Quotes:

“A good business is one that does good work, but does it in a way in which the fiscal container, the discipline of the business, is strong and healthy so that it’s persistent and sustainable and not driving people into burnout.” – Jerry Colonna

“​​A container without content is meaningless, but in a similar fashion, content without a good healthy container, one that doesn’t leak ,is useless.” – Jerry Colonna

“You know you’ve got a good business when you’re doing work that you’re proud of in a way that’s generating cash.” – Jerry Colonna

“How do you know when a business is good? When the work you’re doing is super powerful and meaningful, and that the margins are strong and you are consistently, persistently profitable.” – Jerry Colonna

“The inability to confront that question is one of the things that makes it very difficult to be a CEO, to be a founder to be an entrepreneur and you’re not alone and struggling with that, And this is one of those blind spots that it’s really really helpful to either have a coach or friends or other entrepreneurs to say “Hey, it’s time to pull the plug. This is not working.” – Jerry Colonna

Podcast Topics