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If You Can't Avoid Working on Vacation, Follow These Tips for Everyone's Sake

Don't work on your time off. Really. But if you must, use these tips to be mindful and courteous so you don't ruin anyone else's fun.

 & Jill Duffy Contributor

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It happens every year. My family members travel from hundreds of miles apart to get together for a vacation, and someone has their nose in their work email. Or someone has a video conference they can't skip. And someone else steps out to take a call to avert a catastrophe at their small business. I once bowed out of family vacation time for an hour for a job interview. Our job schedules aren't always compatible with the time off we need.

Sometimes you really do have to lend a hand or troubleshoot a problem even when you're supposedly taking time off, especially if you own the business! For times when it can't be helped, here are the best ways to work on your time off without losing your mind or ruining anyone else's fun.


1. Plan to Not Work

Sure, stuff comes up. Emergencies happen. But as much as you can, plan to not work during your time off. Set and protect those work-personal life boundaries.

What work can you do in advance? What can you delegate to other colleagues? Delegating important tasks to a junior member of your team is not only good for you, but can also help them develop new career skills and gain experience.


2. Tell Key People to Call You, and for Emergencies Only

If you're an employee, you shouldn't need to scour your emails and Slack messages every day you're away from work "just in case." Instead, give key people your phone number and tell them that if something urgent requires your participation, they have to call you. That way, you won't worry about what's happening in your messages and can truly turn them off for a few days.


3. Don't Quietly Duck Out—Communicate

Listen, I get that something important may happen at work that requires you and only you. Your family gets it, too. So, tell them when and for how long you need to take care of business so they have appropriate expectations. "I have to work for about two hours today. Is 2:00 to 4:00 p.m. a good time for that?" 

Being clear and upfront is so much better than trying to duck out for a few minutes that turns into two hours. Plus, if your family has an event planned and wants you to be there for it, you can figure out how to make sure everyone's needs are met.


4. Make Time and Space for Your Work

For some years, I worked exclusively as a freelancer. During vacations, I'd remind my family members, "If I don't work, I don't get paid." I'd plan to take off a couple of full days, but usually, if I could work for about three hours per day, that was enough to maintain my livelihood. So, I'd set my alarm clock to wake up a little earlier than everyone else and focus on my job then.

If you're not a morning person, you can still carve out a few hours to do whatever needs to get done, but make sure you have the right space for it. You could go to a coffee shop for a few hours, though I'm also a fan of working from a local library. Libraries have fewer distractions than coffee shops, and the Wi-Fi is usually decent.

Again, tell everyone who's on vacation with you in advance that you need to work, for how long, and where you're going. Maybe they'll want to meet you at the library in town when you're planning to wrap up the day's work for a family trip to get ice cream.


5. Check Your Work Attitude at the Vacation House Door 

People understand the need to work. If you communicate with them and quickly do what you need to do, they will be forgiving of your time away. But they won't look kindly on it if you spoil the vacation vibe by talking about work once you're done with it.

So when you stop working, decompress if you need and leave behind your business attitude. If anyone asks whether everything is OK at work, it's not an invitation to hash out your business dealings; it's a check-in on your well-being. The question really means, "Are you ready to rejoin us now on our lovely vacation?" So unless something is very seriously wrong, keep your answer short and sweet.


For more advice about remote work and other personal and professional technology needs, be sure to check out my weekly column.

About Our Expert

Jill Duffy

Jill Duffy

Contributor

My Experience

I'm an expert in software and work-related issues, and I have been contributing to PCMag since 2011. I launched the column Get Organized in 2012 and ran it through 2024, offering advice on how to manage all the devices, apps, digital photos, email, and other technology that can make you feel overwhelmed. That column turned into the book Get Organized: How to Clean Up Your Messy Digital Life. I was also the first product reviewer at PCMag to test fitness gadgets, including everything from early Fitbits to smart bras.

Currently, I'm passionate about the meaning of work and work culture, and I enjoy writing about how managers and employees can communicate better, with or without software. My most recent book is The Everything Guide to Remote Work. I also love a good workplace drama. 

In addition to writing about work, I cover online education, focusing on learning for personal enrichment and skills development. I have a soft spot for really good language-learning software. Although I grew up speaking only English, some twists and turns in life led me to learn Spanish, Romanian, and a bit of American Sign Language. I've studied at the university level, as well as at the Foreign Service Institute, where US diplomats and ambassadors learn languages.

My writing has also appeared in WIRED, the BBC, Gloria, Refinery29, and Popular Science, among other publications.

Follow me on Mastodon.

The Technology I Use

Squeezing every last bit of usage out of the devices I already own is the only way I can tolerate my personal consumption. In other words, I do not own the latest cutting-edge technology. I buy things that will last and try to take care of them.

My life is organized by Todoist, and my notes live in Joplin. Where would I be without Dashlane as my password manager? Probably locked out of all my many online accounts—I have more than 1,000 of them.

When I share my contact information, it's an excruciatingly long list of phone numbers, messaging apps, and email addresses, because it's essential to stay flexible while also remaining somewhat mysterious.

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