Is it still a vacation if you’re glued to your laptop? I tried a ‘workcation’ in Costa Rica once, thinking I’d log a few hours in the morning and hit the beach by noon. Reality: I was answering emails till 6 PM, stressed about Wi-Fi, and barely saw anything beyond my Airbnb. I know some people swear by the digital nomad life, but I’m not sure it’s as effortless as it looks. Have you ever worked while traveling? Did it actually enhance the experience—or totally ruin the vibe?

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Digital nomad is only good if you're not a w2

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If I’m logging PTO, I’m not checking emails at all. However, when I’m traveling and pseudo digital nomading, I’m working a regular day like any other and it’s more than just a week long. I have at least both weekends on either side of the week and if it’s in a location in the same time zone as mine, I try to make sure it’s in the summertime or a season where I’ll get to enjoy a few hours of sunlight after work. I do like to choose slightly different time zones so I have either mornings or afternoons free depending on if I went east or west.

So to answer your question, no it’s not a vacation. IMO you can either take a vacation, or travel and work.

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I'm in an industry and at a level where I can never be truly away (which I'm fine with, it's a trade-off).

Pre-covid lockdowns, it was always an in-office industry, since then, there is much more flexibility and reliance on technology.

Now, when I'm on vacation, I'll log 2-3 hours/day primarily to stay on top of emails. I don't mind this at all, because I schedule that time when it's convenient, and it gives me peace of mind when I'm done and enjoying the trip. It's also allowed me to take longer vacations than I ever did before.

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I personally have now developed a preference for not working during vacation. PTO is paid time off, you’re supposed rest during your time off. I found that when I worked from home, because I had the perfect condition to just work with no distractions, less commute, easy to focus, I found that sometimes I really had to ensure I was being strict about working my designated work hours and not overworking. Any job where I am told on call or remote availability is required I negotiate a higher salary. Any employer requiring me to be available 24/7 will compensate me. Otherwise respect the fact that our employees do require rest periods.
You want to work while you travel? I suggest being very good at managing your time and setting boundaries as to when you’re available

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