This article in Business Insider lists 29 countries that offer some kind of “digital nomad visa”. Be warned this is kind of a junky site with a lot of ads and links. Basically, you have to show that you have a job paying a certain minimum amount and you are allowed to work remotely, and you get a visa to stay often for up to a year depending on the country. There are clusters of countries in Eastern Europe, the Caribbean, Southeast Asia, and Central America making these offers. Other interesting ones include Spain, Portugal, Greece, Iceland, Japan, and UAE (Dubai). The countries have nothing much to lose if you think about it – this is an inflow of money from outside their borders, i.e. essentially an export just like tourism or full-pay international students. If you lose your job, they can kick you out if they want to, or give you a set period of time to find a new one. Singapore is not on this list, but they have a program along these lines as I recall. Not that normal people with normal jobs can afford to live there for any length of time.

Being independently wealthy would be even better of course, but this might be an option for young people, mid-life crisis people without crushing family responsibilities (do these exist?), or not-quite-retired people who still need or want to work.