Scary Stories – Startup Edition

The Cannon Houston • October 31, 2019

Scary Stories – Startup Edition

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After celebrating Halloween at The Cannon this week, we felt like it made sense to dig into some of the scarier parts of starting a company. Obviously there are many, from the financial challenges of leaving something that is likely mostly stable for the potentially volatile future of a startup, to knowing that the large majority of startups don’t succeed and all of the pressure that comes with that knowledge. We asked a few of our founders to dive into what they thought were the scariest parts of starting a company, and we hope these testimonials help all founders understand they aren’t alone in the fears that accompany taking the startup leap.

Brooks Powell, Founder & CEO of Cheers

“I think the scariest part of starting a business is the always impending sense of: “Can I get this all figured out before I run out of time, money, friends, trust, etc.?” Building a business takes a giant commitment, and with that, must come with denying another things. It’s hard to make time for friends, family, yourself, etc. Eventually, there’s easier periods that come and go in a business’ lifecycle that let you recharge, reconnect with people, and refill the game clock (time and money in the company). However… those first few years until the business gets efficient/established enough to start standing on its own two feet without you there… well you know, it creates some grey hairs. (And not just for the founder… but for the whole early founding team.)”
Scary Stories - Startup edition cover photo

Leesha Bush, Founder & CEO – Get Social

“The scariest part of starting Get Social was taking the first step to owning a business. Leaving the stability of Corporate America and into the unknown of Entrepreneurship was frightening. Being a Founder is scary but totally worth it!”

David Downing, Co-Founder and Chief Chipmonk – Chipmonk Baking

“I’d say one of the scariest parts is thinking about how much needs to happen to take an idea and to turn it into a national brand. Literally thousands of to-dos, many of which I have no idea how to tackle and even more that may require simple luck. It can be overwhelming to think about, but the cure is to just take action. Figure out things you can accomplish for the day or for the week, make a list, and get doing. The universe takes notice of work and often rewards it, even if you don’t necessarily know where it’s going to lead.”
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