Taking a vacation as a tiny biz owner

Sierra Bailey
6 min readJul 1, 2021
Photo by Relentless_one via Canva Pro

Are you a business owner and are terrified to take a vacation? Let’s talk about taking maybe a whole week off from work. What does that look like for a talented, tiny business owner? What does that look like for somebody who’s a one-person business? To someone who’s running the show by themselves. Maybe you have contract people that work for you, or an employee or two. Maybe it’s just you. What happens when you know that if you take a week off of work, work will come to a halt in your business?

Once upon a time years ago, when I first started in e-commerce, people would actually put up on their websites: “I’m out of town for these two weeks.” We all know that does not happen anymore. If you do have only something like an Etsy shop, you can put it on vacation mode. But typically that also is not the best way to do things. I get it.

For years, in my having an e-commerce shop, it was terrifying to be gone for an entire week because you usually have to ship within that timeframe if you are product-based. But what I discovered over time was that there were a few things that you can do to prepare. The idea is for you not to enrage your clients or coming back to a mountain of work.

The first thing is that we all know how excited we get about going on vacation. In the week before you leave, you get more work done than ever before. In…

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Sierra Bailey

Business educator and talented, tiny business owner expert. Author of Smarter Starting. Fueled by coffee and books. MsSierraBailey.com