Digital Nomad communities like Couchsurfing and Nomadlist will help you learn the nuances of the digital nomad lifestyle, and reduce its steep learning curve. Fellow nomads will be happy to answer any pressing questions about your new lifestyle and any areas you plan to visit. They’ll also teach you how to work effectively on the road. And arguably the most beneficial perk of these communities is that you can connect with other traveling professionals, which can lead to new business opportunities, partnerships, and friendships.
If you already have a freelance business or a remote gig that generates passive income, you can skip those first few steps and just take your work on the road. Alternatively, if you have some cash saved up, you can buy an established online business and get a jump-start. Websites like Flippa make it easy to find online businesses that are for sale and how much revenue they generate. Successful digital nomads are a diverse group consisting of both people who own their own companies and others who seek out potential clients online or work random jobs on the road as they move around.
You might think that the best route to becoming a digital nomad is by taking the entrepreneurial road and starting your own online business. This will undoubtedly give you the most freedom but it’s very difficult to succeed – especially if you have don’t have a lot of experience. And in fact most digital nomads don’t start out like this, instead they get started with remote work or freelancing. This means they are getting paid to gain more experience and skills. Plus it’s usually quite quick and easy.

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The first thing you can do to narrow down your list of destinations is to figure out the cost of living in each place. You’ll need to be able to afford everything from rent to food and entertainment so you want to be realistic when it comes to your income relative to the cost of living in possible destinations. Low cost locations mean you can live larger than in higher cost areas, so you also want to keep in mind what activities and adventures you want to partake in as a digital nomad.
The whole challenge was an exercise in connecting with my community and showing that it can be simple to build the foundation of a business, no matter what that business is (they chose a hiking guide for California, by the way), but it also served to generate interest and drive traffic to see how the heck I was going to pull that off. Plus as an added bonus, I began fielding offers for both freelance and remote jobs as a result.
Your income: Where's your money going to come from while traveling? What happens if you can't find work to help you meet your obligations. Or, what if you get stuck in a foreign country somewhere with no backup income? Then what? Sure, most digital nomads might throw caution to the wind. But, you'll want to be prepared. You need to handle your income in order to get there.
Every day, people get up and go out the door to travel the world. And they survive and thrive. In fact, the travel industry has made it very easy to make it. Just get on that plane or train or bus. Everything else will work itself out. All that worrying and fear I had before I left was for naught — this traveling thing is a lot easier than you would believe. It’s not like you are the first person to ever do this, there are plenty of fresh high school graduates on the road too.  If they can do it, so can you!

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The so-called expat community is large and thriving, which forms the basis for most digital nomad clusters and groups in the most popular cities in the world such as in Chiang Mai, Buenos Aires or Budapest, just to name a few examples. Tap into this thriving community to get the answers to the most pressing questions about living and working as a digital nomad and you'll be surprised at the quality of information that comes back.

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Justin and his wife have been living, working, and traveling across America in a Ford F-250 with an Airstream trailer hitched to its back for the past two years. And their alternative lifestyle has helped them prioritize life experiences and close connections over material possessions. They’re modern day nomads. Or what most people call digital nomads.

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