The first question Iād ask is whether you are sure you arenāt a tax resident somewhere and donāt realize it. Itās the sort of thing that probably requires some professional advice.
The pitfalls are likely to be, as mentioned, access to whatever pension system you might have access to someday, access to banking systems, access to healthcare systems, and just the general risk of āgetting caughtā and/or having to fight governments who decide after the fact that no really you do owe them taxes.
The first, you may or may not care about depending on your faith in such systems in the first place. Itās only fair one way or the other though - if you donāt pay in, why should you get anything out?
The second can probably be worked around if you futz around enough, but youāre likely to have some issues eventually; your existing accounts will probably coast along for a while, but there is the risk that some random datapoint will cause some review system to pick up a hint and flag you. I believe Interactive Brokers for example will note where youāre logging in from and if itās consistently elsewhere start asking questions; banks will have the same audit systems on where your transactions are from.
I see various articles and posts here and there of people looking for banks that will work with them. You can find banks that will work with you if you look hard Iām sure, but I believe they arenāt going to be your normal retail banks, itāll be the specialist banks like HSBC Expat or the private wealth management ones like Winter or Vontobel or Julius Baer, or some bank in some weird corner of the world like Georgia. Thing being, itās pay to play, which is understandable - youāre a complex case representing a potential significant risk, and they arenāt going to take that risk for free. Yet likely even these banks wonāt work with you if you come to them after-the-fact, simply because KYC is difficult. Ex. I have an account with a certain bank. Iāve been with them a while. They know who I am. If I went tax-residency-less, theyāre likely to be fine with it after a discussion, because they already know who I am. Show up at the door already a ādifficult-case customerā, you better represent a lot of fees for them to want to bother. And most people simply donāt.
The third can generally be worked around if you pay for one of the global policies; health care systems wonāt care much as long as you pay the bills.
The last ties to the second. Youāre generating some sort of financial trail one way or the other, and someone somewhere along the line is likely to notice something. Governments can be slow about these kinds of things, but if and when they wake upā¦ you better have all your ducks in a row. You can of course keep traveling, but it means continually paying attention to the juggling act, which I would view as having a mental cost - time and attention required and any wear and tear on nerves resultant. You can of course hire professional advice, but that turns some of the mental cost into a currency cost. And of course eventually this can turn into a freedom cost if you get it wrong in addition to any taxes and penalties - ex. the IRS can have your passport yanked if you donāt pay them for long enough. If you get ācaughtā/ānoticedā, which of course may or may not happen. All of these things you can work around, but do you really WANT to? Whatās it worth to you?
I suspect that itās something people do for a little while but eventually the lifestyle wears on you and you eventually want to live your life in a way that results in being āsettledā enough somewhere that you end up with tax residency somewhere. But I donāt know. Personally Iād never want to explicitly do it, but thatās me; Iām sure others here would extol the benefits.