How to Take a Real Vacation While Running Your Own Business

With my Central American vacation extravaganza coming up tomorrow (gulp!) , I've been experiencing a higher than usual degree of anxiety around my business. This will be the first time that I'll really be "away" from my work in any real capacity, and I'm starting to realize why only 9% of the 200 business owners interviewed in a survey by OnDeck allowed themselves to take a full two-week vacatio.

This is really distressing news! Relaxing and taking a break is crucial to being productive and happy, and it provides much-needed downtime away from all the screens and stresses of everyday life. Even better, with recent advances in technology business owners can work from virtually anywhere, meaning that they can check in and give themselves peace of mind that their hard work isn't crumbling to pieces while they're on the beach.

However, in order to go away on a vacation and not lose your mind, there are a few steps that you can take to help alleviate anxiety and keep things running properly while you're away. Here are some which have helped me:


1. Have someone you trust step in for you

If you manage a business with a few employees, then speak to one of them about handling some of your more pressing duties. Having someone that you trust, whom you know can handle themselves in a crisis and won't burn your business to the (figurative) ground will go a long way towards making sure you aren't stressing out the entire time you're gone.

In my case, I'm getting someone I trust to handle my client's accounts while I'm away. I've planned out as much content in advance as I can, and made my clients aware of a very strict cutoff date for info pertaining to pressing ads and marketing campaigns, so that way all that person has to do is a bit of community management (ie: replying to Tweets and comments as needed).

2. Communicate your expectations

If you run a service-based business like I do, communication is key. This is great day-to-day advice, but is especially applicable when you're about to go away on vacation. Keeping your clients or customers in the loop goes a long way towards building trusting relationships, and helps set their expectations as to what you can reasonably do while you're away.

To illustrate: last week after the holidays ended I sent all of my clients an email with a friendly post-holiday message, and a reminder that I'm going out of town. Now they know the exact dates I'm leaving and returning, as well as the final submission date for any content they need created or scheduled. I also asked them to think of any upcoming events or promotional opportunities, and to let me know ASAP so I that I can plan ahead to make sure nothing gets missed.

I also let them know that, while I will be checking my email from time to time, I'll be in the jungles (or beaches!) of Central America and have no idea what the wifi will be like, so it may take me a few days to respond. By communicating expectations in advance, both parties know what to expect.

If you have employees, make them aware of what you expect them to do while you're away. Having a checklist or defined list of tasks and goals can go a long way towards helping them stay motivated in your absence, and defines clear expectations so there's no confusion.

3. Set boundaries

The point of a vacation is to peel yourself away from your screen.

As someone who literally makes their living online, I know that I'm going to struggle to not keep my face buried in my iPhone screen the entire time, and honestly this is giving me some anxiety.

I'm lucky that a lot of the places we're going will probably have pretty slow, spotty wifi, which will help force me off my phone, but if you're going somewhere with a strong connection, like a resort or somewhere that isn't in the middle of the Guatemalan jungle, then setting rules like "I only check my email in the morning over coffee" can go a long way to keeping you sane.

Not just that, but having a rule for when you "check in" can also help your clients and employees (if you have them) know when to expect to hear from you, and when the best time to get in touch with you will be.

4. Use collaboration tools & group chats

There are a variety of collaboration tools online such as Slack, Asana, Evernote, BaseCamp, and Trello (my personal fave) which you can use to stay in the loop about various projects and opportunities. By making the most of these tools you can communicate and catch up with your team or clients quickly and effectively, leaving more time to hang out and relax.

In the event of a crisis, tools like Google Hangouts and Skype are great for having a quick chat to solve the problem. This can work great for employees who are stressed out during a crisis, or a client who is having a meltdown while you're on another continent.

How do you keep from going crazy when you go away on vacation? Tell me in the comments!