My thoughts on being a Digital Nomad from my trip to Portugal.

Lisbon, Portugal

Being a Digital Nomad is very romanticized. Maybe rightfully so, but as with all things in life there are hard things about it. I’ve traveled a good bit around the world. Before this trip to Spain and Portugal I had traveled to Jordan twice and Nepal. So by no means a beginner, but definitely not an expert traveler.

One of the things I was trying to discover from this trip to Portugal and Spain was to see if I could follow this trend of becoming a “Digital Nomad”. A lot of people have traded in there 9–5 jobs to travel the world and work from wherever they are. This sounds like such a great set up. Imagine this you’re working one morning on a new marketing endeavor and by lunch time you’re heading to see this view from São Jorge Castle.

São Jorge Castle, Lisbon, Portugal

Imagine the freedom, the adventure, and the fun. I, much like you, was quite captivated by all of this. All of a sudden I had the Digital Nomad bug. I had to figure out if this lifestyle was feasible for me. So here are my obvious and yet sensible reactions to me becoming a Digital Nomad.

You are alone.

I’m very much so an extravert. I’ve always liked to have a bunch of friends. When I was younger my parents would ground me from playing with my friends well before anything else. So I knew If I went backpacking by myself I’d go crazy. That thought is entirely true, but also it’s really great to have your support network and on the road you have to establish a new one.

So much unknown.

I knew going into this that not knowing how things worked like ordering food, working metros, and tipping is half of the fun of traveling. However, the idea of going through this process every 3–6 months sounds a little daunting.

You’ll miss eaves dropping.

I definitely found myself longing for those custom agents to just let me back into America towards the end of the trip. Not being able to understand what most people are saying definitely gets old. When I arrived in the Atlanta Airport and discovered that I could eaves drop on most conversations I was over joyed.

Everything is solvable.

All of these issues that I see wouldn’t deter me if I really wanted to become a Digital Nomad. I think each and every one of these things can be solved with time on the road. As a teenager I move around a pretty good bit. I discovered the trick to making a new place home. You know what that trick is? Time. The Digital Nomad lifestyle will work if you want it to work. Just invest the time.

Lisbon, Portugal


This trip was lots of fun. I thoroughly enjoyed it. I can’t wait to go on another trip, but will I become a digital nomad? Probably not anytime soon. I like my home and all of the perks of having it. Will I keep traveling? Of course. My thirst for adventure seems to only be quenched by an airplane ride across an ocean or large land mass. Also, the pictures and stories you get are pretty great.

Oh and feel free to give me a follow on twitter as @dev_gar.

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