Should I tell my boss about my workcation?

Whether you’re an independent contractor or salaried employee, taking an extended vacation during work hours is a big decision. A workcation offers the opportunity to take time off from work responsibilities and relax, while still getting your job done. Many people opt for workcations as a way to break up the monotony of the day-to-day and maintain their productivity. But when it comes to informing your boss, you may find yourself in a tricky spot.

The Pros

The biggest benefit of telling your boss about a workcation is trust. Being honest and up-front with your employer demonstrates that you respect their authority and aren’t trying to sneak anything past them. Additionally, telling your boss about your plans may lead to a relaxation of certain expectations. For instance, if you know that your boss is aware you’ll be away for a few days, they’ll be less likely to expect updates from you during that time.

The Cons

On the other hand, it also comes with dangers. If you tell your boss about a workcation, there is the potential for micromanagement. Your boss might start asking questions and keeping a closer eye on your work from afar. Furthermore, if your vacation includes activities that involve clients, such as attending a conference, they may suddenly expect you to be available the entire time. Ultimately, it’s best to consider the larger implications of informing your boss before doing so.

The Compromise

If you’re feeling torn between telling your boss or keeping your vacation a secret, you may want to consider a compromise. Let your boss know that you’re taking a vacation, but leave out the details of it being a workcation. Provide a general timeframe, but avoid going into specifics. Also, don’t forget to explain how your work will get done while you are away, such as passing off tasks to colleagues or scheduling check-ins with clients.

The Bottom Line

Whether or not you should tell your boss about your workcation is ultimately up to you. Before making any decisions, the best way to approach this situation is to do your research. Consider what you know about your boss and the organization, and what their expectations are for taking time away from work. This will help you decide whether to take the plunge or keep your vacation plans more hush-hush.