How to Work from Anywhere • The Glassy

Part 1: Plan ahead

This is where you strategically set yourself up for success. The goal is to make sure that your travels are prepped in such a way that everything you need to get your work done—whether it’s strong wifi or an OOO—is lined up and ready to go. I try to get to a place where my upcoming travels won’t inconvenience me, my work, or anyone else.

Travel smart

Book your travel for “off-hours”, such as red-eye flights or on weekends, so that you’re less likely to be MIA during normal work hours.

Find that wifi

It goes without saying that you’ll want to make sure you’re staying somewhere with reliable wifi—or, worst case scenario, able to create a wifi hotspot. Find places that have a strong, consistent internet connection (contact your hotel or Airbnb hosts to confirm if you’re not sure). Relying on an internet cafe you found on Google? Map out where it is and how you’ll get there so you don’t have any issues once you land.

Get ahead on your work

It’s not just about the work you’ll be doing while you’re gone; traveling while working means you’ll also want to be strategic about the work you do before you leave. My tip: Try to get as much of the hard-to-do-remotely work from home while you’ve still got your office.

Set up an international data plan

Got a big conference call with your client? Consider scheduling your trip around it—or making sure that you’ll have reliable phone service when you’re away. Check in with your cell phone service provider beforehand so you’re ready to hit the ground calling (or texting).

Ready, get tech, go

Technological issues are not cute when you’re in a beautiful location and everyone else is at their desk. Beyond the usual packing list necessities, make sure you bring a portable hard driveexternal mouse, and all the chargers. Also: Check that your iCloud files are all up to date and synced. Same goes with your Zoom, Skype, and Google Hangout accounts (and don’t forget to bring the logins with you).

Manage expectations

Make sure that your clients/co-workers/employees are clear on what your availability will look like. Same goes with hours: If you’re going to be in, say, Australia, you’ll be sleeping when everyone else is working—so let them know you might be delayed in responding to their messages.

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Grace Abbott