I quite enjoy my international life and don't ever feel as though I made a mistake by deciding to uproot and not live in the country that is on my passport for most of every year. Some years I am not even very sure where I am going to live and I don't have a permanent domicile anywhere in the world. Many times my decisions about where I am going to live next is determined by how well I am enjoying where I currently happen to be and also by the words of the people I meet on my travels and where they have been. This is a much better plan that attempting to trust the internet because websites for basically everywhere will talk about how it is the best place in the world for marketing purposes only you get there and find out that it is nothing like what they said.
I think that for anyone that enjoys adventure, that living in many different places in a year can be a fantastic way to live and you will have a memory bank filled with experiences that people who choose to live in one place and just travel for a few weeks a year couldn't possibly have. Of course you need to develop some sort of skills that allow you to live and work on the road, but this gets easier with each passing month.
There is one big downside though and that is the fact that most governments around the world are not very keen on people just deciding to move there and live. There are going to be restrictions, sometimes extreme ones, in a little process called visas.
What country you are from plays a huge part in how long you are going to be allowed to stay somewhere and sometimes it can be such a limiting factor that you are not allowed to go to certain countries at all. This has a lot to do with your country's State Department or whatever it is called in your country where your country's leaders meet with leaders of other countries and decide how the two are going to get along. The more economically prosperous your country is, the more countries you are going to be allowed to travel to. I have no illusion that our countries actually care about the "little guys" like me, but if the relationship between the two means that i will get a longer visa, then I am for it.
I suspect that the USA passport is so valuable as far as travel is concerned is based at least somewhat on the fact that the USA has a rather dominant military and every country wants to be aligned with them. Unfortunately the door doesn't swing both ways because for poorer countries that trade with the USA, those countries are still very likely to be denied entry into the States even just for a vacation. Don't worry though, you aren't really missing out on a lot by not being able to travel to the United States. It's expensive and to be honest, kind of mean.
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There are a lot of things I don't like about my country, but I am happy that this small blue book grants me access to most places in the world
Some of the most "valuable" passports in the world are the USA, the U.K., and wealthier Asian countries such as Japan, Korea, and Singapore. These people can travel and get at least 30 days visa, mostly free of charge, to most countries in the world. Other developing countries and very friendly allied ones will offer 90 days. Certain countries like Mexico will grant an amazing 6 months. This is not available to all countries though and it differs greatly depending on where you are from.
3 months might seem like a long time but it goes by pretty quickly. Then we run into the real problem: Some countries make it almost impossible for you to stay longer if you want to. In those situations you have no real choice but to move somewhere else for 30 days or so until you can go back. In this regard I personally use Mexico as a "home base" because they always say "yes" and I have a lot of friends that live there permanently. It is a bit of a pain to have to leave a country that you are enjoying yourself in if this happens (and it will) but sometimes i have found myself with a condo or apartment that I liked so much that I went ahead and paid the rent even though I wasn't going to be staying there. Landlords that you establish a good relationship with will likely reduce the rent during these times but if you don't ask, you'll never know!
It is possible to get longer-term visas in almost all countries in the world but unfortunately the qualifications for these visas can be extremely difficult and will likely involve some very high level of investment on your part. In my experience I was looking at a minimum of $5000 investment with no guarantee of returns. I want to stay in certain countries in the world for the long-term, but not at that cost so in most cases, I just move on.
If you want to live the digital nomad life this is one of the caveats that is very difficult for people to avoid because unfortunately most of the world does not have an open-door policy like Mexico does and there are constantly rumors that even Mexico is going to stop doing this 6 month visa in the near future. So if you want a life on the road, just be prepared for this and plan accordingly with airfare and establish relationships with land-owners in the places that you really like. At this point in time I have dozens of land-owners in my various messaging apps that I can contact at a moment's notice to see if they are going to have a place for me for 3 months. I must be a good tenant because if they don't have a unit for me, they have a friend that is willing to accommodate me in the same area.