5 Things You Need to Do Before Taking the Leap to Travel and Work Remotely

If you’ve been fantasizing about a life of sandy beaches, exotic locales, or backpacking across Europe all while making a living as you work remotely, it might be time to stop dreaming and start living. Thanks to technological advancements, remote working opportunities are on the rise. In addition, the people who have adopted remote work overwhelmingly say that they intend to continue doing so for the rest of their careers.

Maybe you want to travel the world or simply city hop across the United States. Maybe you are already self-employed and have a job that’s ready to travel with you or are considering connecting with a remote work program.  No matter what you have in mind, there are some steps you need to take in order to make sure that your switch to a life where you can travel and work remotely is a smooth transition. 

Identify a central hub

Sure, jumping from hotel to hotel or traveling across the country in your camper sounds amazing, but before you take the leap, make sure that you have a physical location that you can still call “home” for logistical purposes. It’s important that there’s a place you can use as your home address when you’re setting up things like bank accounts and mobile phone service. This can be a friend or family member’s house or you can maintain a low-cost apartment at a location central to your travels. 

Man working from home with his laptop
Pablo travels a lot, but knows the importance of having a place to come home to. | Submitted by Pablo Varela

Plan for taxes

This step is especially crucial if you are making the move to self-employment for the first time. Make sure that you have spoken with an accountant and set up your tax plan before you hit the road. You’ll also want to make sure that you understand what counts as a deductible expense and that you are keeping a careful record of your earnings and costs. 

Set a plan for maintaining your relationships

Life on the road sounds romantic, but it can take a real toll on, well, romance (and friendships, too)! Before you become a jet setter who can’t be pinned down, make sure that you have taken stock of the relationships in your life that are important to maintain. Life on the road can be lonely. Make sure you have a plan for your relationships with significant others, friends, and family members. Plan out times to chat and use some of the many cool tools available to help you stay close even when you’re far away. 

Find a productive work routine 

Before you hit the road, you need to know that you have the self-discipline and habits in place to be successful. Nothing is going to put the brakes on your new life faster than running out of money because you found yourself on the beach surfing the waves instead of doing your job from the balcony. The same things that make a life of travel and working remotely attractive are the exact same things that are going to be distractors. Make sure you have a strong morning routine to set your day on the right foot. Learn how you best work and make a plan for keeping it going even when temptation hits. 

Man working from coworking space
When Dan travels and works remotely he tries to “minimize my decision making as much as possible” so he can focus that energy on work. | Submitted by Dan Gold

Get the tools you need

Think about the tools you are going to need to successfully do your job when you’re outside of the comfort of your home office or even your most-loved coffee shop. Make sure that your electronics are updated and working well. Invest in a good pair of noise-canceling headphones. Make a plan for back-up internet connectivity. Stock up on physical notebooks and pens that can withstand being tossed in and out of a suitcase. You don’t want to be scrambling for the basic necessities to get your job done in an unfamiliar place that might not have them readily available. 

You’ve got lots of inspiration. Now all you need is a little planning to make your new life of travel and remote work a reality. Be sure to check out more great tips and stories from people who are already living the dream. 

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