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5 Life Lessons from 5 Years of Traveling the World





A lmost five years ago today, my apartment lease expired, I shipped a few boxes to my mom’s house, packed a suitcase to (hopefully) last me a few months, and took off across the Atlantic. I had less than $1,000 in my bank account.

The first stop was Paris, where, still reeling from breaking up with my girlfriend, selling all of my possessions, and maintaining an online business that was hardly making any money, I proceeded to sulk and gripe my way through the streets of La Ville-Lumiere totally not appreciating what was around me.

Eventually, things got better though. And I moved on. Both from Paris and my own personal pity parade. I moved on to Belgium, then Holland, then Germany, then Prague. I moved back home again only to move on to South America a few months later. Then Southeast Asia after that, then Australia, then Central America, then Eastern Europe, and then South America again.

Over the span of five years, I moved on to 55 separate countries, dozens of new friendships, hundreds of fascinating people and experiences, and even picked up a couple languages along the way.

Don’t worry, I’m not going to get all misty-eyed and tell you how I discovered my true calling or how happy starving children in Africa really are if you could have just seen them playing with trash and shitting in buckets they were soooooooo happy. I’m not going to get up my own ass with false self-importance. And I’m certainly not going to claim I “found myself” or something.

No. Traveling the world, like any life path you choose, has its ups and downs, its highs and lows, its pros and cons.

But I will say: picking up and leaving my life behind in 2015 and spending the past five years vagabonding about the planet was both one of the most challenging and rewarding decisions I’ve ever made. And I wouldn’t take it back.

Because you do learn a lot. About people, about the world, about life. You just don’t always learn what you expect to learn. Sometimes the lessons come at unwanted times and give you unwanted truths. Sometimes you learn things you can’t unlearn and see things you can’t unsee.

But regardless, you grow. Here are some of the lessons that I’ve learned and some of the ways I have grown.

1. HAPPINESS IS COMMON HUMAN DIGNITY IS NOT

The stereotype of world travelers is the upper-middle-class college kid who goes to some random, third-world country, sees a bunch of poor, half-naked kids joyfully playing in sewage puddles with toys made out of string and broken sticks, and suddenly has the life-changing epiphany that, no, you do not in fact need an XBox 360 and 24-hour delivery from Dominos to be happy in this world.

Who would have thunk it?

It turns out, the human capacity for happiness is surprisingly flexible. Psychological research shows that people quickly adjust to their surroundings and are able to find joy in most situations, regardless of their culture, material wealth or political situation.

For this reason, traveling the world has lowered my estimation of happiness. When I left Boston back in 2015, my aims were somewhat hedonic: party a lot, meet interesting people, have crazy adventures. But over the years I’ve grown to see that “feeling good” in and of itself is often overrated.

I don’t mean to be a stick in the mud. Happiness is important, sure. But it’s also common and can be found in most situations once your mind adjusts to your surroundings. You can find happiness in any slum or in any mansion, on the beach, in the mountains, or in the middle of the desert.

But what is rare in many parts of the world is human dignity. You know, people who aren’t treated like animals used, ignored, cheated, beaten, mutilated, silenced, or suppressed. Again, not to be a stick in the mud, but those happy kids playing in sewage pipes and shitting in buckets will be lucky to make it to middle age without serious violence, addiction or health problems in their lives.

In American culture, we are so fixated on feeling good all of the time, it seems we sometimes forget that there are more important things in the world than being happy or entertained. Traveling has shown me that there are things that are more important than pleasure or happiness. And it s made me far more conscious of a lot of the injustices and cruelties that go on not just around the world, but here in our own backyard, without us necessarily taking much notice.

Again, not getting on my soapbox or anything. These realizations have actually made me happier overall. Ironically, it’s by making these other values community, connection, self-expression, honesty more important than my own gratification that my happiness and fulfillment happen naturally as a side effect.

That and 24-hour Dominos delivery.

2. WORLD TRAVEL GIVES YOU GREATER PERSPECTIVE ON LIFE, BUT IT LIMITS YOUR ABILITY TO COMMIT TO THINGS

The beauty of traveling around the world is that it allows you to get altitude.

No, I don’t mean airplane altitude.

I mean it allows you to get a big-picture perspective on things, to see the various ways cultures mesh and collide with one another and how the different streams of history have eroded and hardened each country’s social structures into their respective places.

You realize that much of what you believed to be unique in your home country is often universal, and that much of what you thought was universal is often specific to your home country.

You realize that humans are by and large the same, with the same needs, the same desires and the same awful biases that pit them haplessly against each other.

You realize that no matter how much you see or how much you learn about the world, there’s always more that with every new destination discovered, you become aware of a dozen others, and with every new piece of knowledge obtained, you only become more aware of how much you really don’t know.

You realize that you will never be able to explore or encounter all of these destinations. Because you realize that the more you spread the breadth of your experience across the globe, the thinner and more meaningless it becomes.

You realize that there’s something to be said to limiting oneself, not just geographically, but also emotionally. That there’s a certain depth of experience and meaning that can only be achieved when one picks a single piece of creation and says, “This is it. This is where I belong.”

Perpetual world travel literally gives you a whole world of experience. But it also takes another away.

3. THE BEST PART OF A COUNTRY OR CULTURE IS ALSO USUALLY THE WORST

In 1965, Singapore, a small island at the tip of the Malaysian Peninsula, was granted independence. Impoverished, uneducated, sparsely populated and with no natural resources, Singapore’s new leaders understood that in order to survive they would have to act fast and find a way to make the tiny island indispensable to the global community.

From the start, the new government put an almost maniacal emphasis on education, commerce, and financial success, generating a culture built around rapid economic growth. A metropolis was soon built specifically to cater to foreign investors, bankers, and international trade. It was a Disneyland for rich foreigners, an island paradise where they’d want to bring their money and never leave.

Today, Singapore is one of the richest countries in the world. The island is more or less devoid of crime and poverty. When I visit Singapore, I always feel like I’m visiting the future, like what Manhattan should have become. The city is modern, spotless and perfect.

But this appearance of perfection came at a cost. The country is a bit soulless. Everything is designed and catered for financial gain. There’s no history, no identity, no deeper values, no deeper respect for individuals beyond money and productivity.

And so, ironically, what is most impressive and admirable about Singapore, is also what is most depressing about it. It was so driven by necessity to become financially indispensable that it sacrificed its cultural identity in the process.

Each cultural trait has advantages and disadvantages. And the more extreme the cultural trait, the more extreme the advantages and disadvantages. Therefore, it’s often the most apparent and obvious aspects of each country’s culture that is both the best and the worst about that country.

For instance, Brazilians often speak proudly of o jeito brasileiro. or “the Brazilian way.” It refers to a typical attitude of being able to cut corners and find the simplest route to success so that one can spend more time relaxing, batting footballs around on the beach, and sipping caipirinhas in the sun. Brazilians take pride in their leisurely ways.

It’s this jeito that gives Brazilians the relaxed and fun attitude that is so attractive to foreigners who visit nobody parties quite like Brazilians party, and nobody vacations quite like Brazilians vacation.

But this jeito is the same reason why Brazil, as a country, is a fucking mess. Nothing works the way it’s supposed to. The government is completely corrupt and the infrastructure is still stuck in the 1970s. It’s both the best and worst thing about Brazilian culture.

The same could be said for Japanese politeness, for Russian bluntness, for German orderliness, and for American consumerism. They’re both the best and worst things about these countries and cultures. And whenever you take on one, you must be prepared and willing to take on the other.

4. THE VAST MAJORITY OF THE PLANET DOESN’T CARE WHAT YOU SAY OR DO THIS IS A GOOD THING

When everything is familiar when we wake up in the same home, get coffee at the same cafe, drive on the same roads, say hello to the same people, shop at the same stores, eat lunch at the same restaurants, and crap in the same bathrooms we get an unrealistic impression that all of the little things matter.

If you say something dumb at the cash register, well crap, you buy muffins from this place every morning now you’re going to look like an idiot every time you come back.

Or if you accidentally piss off a co-worker, you have to worry that you see them every day, and it’s going to be awkward, and then the awkwardness will make them hate you even more, which will just make it more awkward, which will then probably make you say something even stupider and then they’ll get even more offended and then it will be even more horrible, and oh my god, I just want to stay in bed and play video games forever.

But when you’re abroad, you can’t help but embarrass yourself constantly whether it’s stuttering through an unknown language, ordering something disgusting and almost vomiting all over the tablecloth, or just saying really stupid things in a moment of confusion.

And the beautiful thing is, you soon realize that nobody cares. Nobody. Ever.

The vast majority of people don’t care what you say or do the vast majority of the time. And this is liberating.

I once told an Argentine friend that American food is unhealthy because they put condoms in it. I think she nearly choked on her beer when I said it. Apparently “preservative” was not the same as “preservativo” in Spanish.

I once wandered into a gay bondage party in Berlin. I then had to embarrassingly explain to a number of nice German boys that no, I was not rejecting them, I really was trying to get the hell out of there.

I once, in jetlagged frustration, began talking shit about a Thai taxi driver, only to discover that he was somehow fluent in English and understood everything I had said. He then turned around and started explaining to me, in an American accent, why he moved to Thailand and why I should have more patience with people.

These things happen. A lot. But what you quickly notice is that the world moves on. And what may feel like a suicide-inducing embarrassment for you is usually but a mild novelty or smirk for everybody around you. Understanding this is healthy. And it’s a lesson that’s hard to learn sitting comfortably at home, and spending your life shuttling between the same three or four locations every day.

Because once you learn that the vast majority of the planet doesn’t care who you are or what you’re doing, you realize that there is no reason to not be who you want to be. There is no one to please. There is no one to impress. Most of the time, it’s just you, yourself and the stories you invent in your mind.

5. THE MORE YOU TRAVEL, THE MORE YOU LOSE SIGHT OF WHO YOU ARE THIS IS ALSO A GOOD THING

Many people embark on journeys around the world in order to “find themselves.” In fact, it’s sort of cliche, the type of thing that sounds deep and important but doesn’t actually mean anything.

Whenever somebody claims they want to travel to “find themselves,” this is what I think they mean: They want to remove all of the major external influences from their lives, put themselves into a random and neutral environment, and then see what person they turn out to be.

By removing their external influences the overbearing boss at work, the nagging mother, the pressure of a few unsavory friends they’re then able to see how they actually feel about their life back home.

So perhaps a better way to put it is that you don’t travel to “find yourself,” you travel in order to get a more accurate perception of who you were back home, and whether you actually like that person or not.

But here’s the problem: Travel is yet another external influence.

The person you are on a beach in Cuba is not the person you are sitting in the cubicle in the middle of butt ass winter in Chicago. The person you are on a road trip through Eastern Europe is not the person you are at a family reunion in Toronto.

The self is highly adaptable to its external environment, and ironically, the more you change your external environment, the more you lose track of who you actually are, because there s nothing solid to compare yourself against.

With frequent travel, so many variables in your life are changing that it’s hard to isolate a control variable and see the effect everything else has on it. You are in a constant state of upheaval. And so if you wake up depressed one week, it’s hard to know if it’s because you miss your family back home, or because of the stress of a work project you screwed up before you left, or because you don’t speak the language of the country you’re in, or maybe you have been depressed for months or years and just covered it up until now.

You don’t know. It’s impossible to know. It all kind of blurs together.

And rather than discover who you are, you begin to question who you are. One year you go to France and love it. The next you go and hate it. Taking that new job sounded like a great idea back home, now it sounds like a horrible idea, but then it sounds like a great idea as soon as you get back. One year you are a certifiable beach bum, the next beaches bore you and you have no idea why.

Is everything really changing that much? Or is it just you?

Frequent travel puts your identity into constant flux where it’s impossible to distinguish with certainty who you are or what you know, or whether you really know anything at all .

And this is a good thing.

Because uncertainty breeds skepticism, it breeds openness, and it breeds non-judgment. Because uncertainty helps you to grow and evolve.

And when you go long enough being uncertain of who you really are, what results is a form of subtle, long-term meditation a persistent and necessary acceptance of whatever is arising, because you don’t actually know if it was the food that made you sick, and you don’t actually know if you like Eastern European cultures anymore, and you don’t really know how you feel about income inequality anymore, and you don’t know if your career path is the best for you or not, and you don’t really know if you miss your friends back home or if you just like the idea of missing your friends back home.

And at some point, you just stop asking questions. And start listening. To the waves and the wind and the calls for love in all of the beautiful languages you will never understand.

You just let it be. And keep moving.



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