Freelancers Deserve Vacations, Too

Tips for having a stress-free, guilt-free vacation

Jyssica Schwartz
4 min readNov 21, 2022


Photo by Rafael Cisneros Méndez on Unsplash

As a freelancer, it is so easy to stay connected ALL THE TIME.

Even on vacation, we often take our laptops or check emails every time we have signal.

But taking a break from work is normal — and really good for your mental health and general well-being.

While some businesses slow down naturally around the holidays (like general office work, sales, etc.), some speed up (seasonal stuff, hiring prep for after the new year, etc.).

But when you run your own business, any change — good or bad — can trigger negative emotions and stress.

And time off is imperative to keep going and staying happy and healthy.

So, how can you prepare your business (and yourself) for time off?

While it is weird to think you can just turn off your phone and computer for two weeks and come back like nothing happened, you CAN.

You just have to prep for it first.

When I am going on a real vacation — as in, not bringing my laptop and with no intention of checking work emails — I start by planning ahead.

About a month before my vacation, I email all of my clients to let them know the dates I will be away.

I let them know that anything with deadlines prior to the vacation will still be met and inform them of how and when I’ll be sending invoices and anticipating payment. I also let them know that I will not be available or responding to calls and emails in that time.

I then ask if there is anything they know they’ll need during that time — so that I can make a plan to either get it done ahead of time or find someone else to do it while I’m gone.

Since I do regular check in calls with clients, I remind them about the dates I’ll be gone starting about two week ahead of time.



Jyssica Schwartz

Entrepreneur, writer, editor, book coach, cat lover, weirdo, optimist. Author of “Write. Get Paid. Repeat.” & “Concept to Conclusion.”