Considering the GAO reports that over $100 Billion is wasted by the federal government annually, I find it hard to truly believe that it is going to those who need it (how's need even defined anyways?). The OP also states that he doesn't believe the money is being used properly.
You don't like its efficiencies? Help fix it. You don't want any of its services? Let's see how long you last without them, especially the police and military protecting that wealth. It's all a social contract and you don't get the services but get to opt out of paying for them because you got more and realized that you're a greedy, shitty little scumbag.
On the other hand I already payed a lot of taxes. And my father retired few years ago and is treated really bad after he worked more then 20 years. Actually he is treated like he never worked at all. So that is what I mean regarding tax policy.
In my opinion you can't say someone isn't paying his fair share if he pay lets say 400k on a 10% rate. He is still contributing much more then the average and I think he should not be treated like a "criminal".
So you're saying that immigration/emigration should be illegal? I believe people should be able to move if they want to if they follow the process. It's important that people can live under a government that they support and believe to be the best one for them.
It sounds like he has been paying his taxes all these years. So he has been contributing his fair share. Don't forget, him leaving means one fewer person for the government to provide services for. Knowing that healthcare costs increase as one gets older, this could be a large amount if healthcare is something his taxes cover.
Honestly, the logic that he owes society money for the past services is pretty convoluted. The government isn't keeping a tab of what people owe if they ever make more money. When then, would someone have paid their dues to society to earn the freedom to move? The people currently making money are paying current taxes. Are the kids in school paying taxes? No, it's the property owners, some of whom might not even have kids.
Tax schemes are designed to collect the amount that society needs as an aggregate. They try to be logical or socially acceptable in how they are collected. Society has not implemented a tax scheme saying you owe more for previous services because your income went up. They could, but they haven't.
Also, governments lookout for you. So basically if you start a business in my country and are then not satisfied, it becomes much more difficult to move away. You will have to pay a tax on the liquidation value of your company. Actually I never dealt with this stuff and was surprised about all the laws around this topic.
"don't do anything just for money if you can help it -- and you usually can." Can't agree more. Been always my mindset as well. It changed a bit to be honest as I'm thinking about paying multiple millions in taxes that can be avoided just by moving to another city. Especially since the Government actually wasn't able to provide a good and fair regulatory framework. So there is a non-zero risk that they could kill the company.
Someone else said it well: spend several months checking out any potential candidate location. Talk to expats. You'll get a really good idea of what it's like to live there.
If you like beaches, heat, and small French towns: do Monaco.
(IMO)
Second, countries are locked down now but even after this pandemic is over, your limit is 90 days. If you're from a Schengen EU country you can get a residence in Monaco and just spend your time traveling. But again, I've heard that if you've ever paid taxes in France, for example, it might not be possible.
There are cruise ships that exist for this purpose. Spending a year surrounded by those kinds of people would seem like a special sort of hell, to me, personally.
If you can live abroad, generally, that's a great experience. Leaving family and friends can be a big cost for some people but if you can do it, it's recommended.
Traveling is like meeting someone, living there for a couple months is like dating them, and longer is like moving in with them: you get to know them intimately, all of their idiosyncrasies and it influences you in ways you can't avoid. You end up being a different person, usually for the better.
Like with everything, it's different per person. I always say: don't do anything just for money if you can help it -- and you usually can.