It really depends how much money you have. There are long term options for under 50s but none are cheap.
Look at the LTR Visa and the Elite Visa.
If you try to stay long term on Tourist Visas then you’d have to leave the country regularly and it’s quite likely you’ll eventually be flagged at immigration.
In terms of Remote working, if you keep it quiet then it’s not likely to be an issue. It definitely won’t be an issue if you get a LTR visa.
To extend for another 30 days you simply go to the local immigration office in Thailand with copies of various things, complete a form and pay the fee.
Make sure the accommodation where you are staying register you with immigration when you arrive.
If you leave the country after our extension ends then you could enter immediately and get another 30 days Visa Exempt, which again can be extended for another 30 days.
You will get immediate access to NHS treatment once you have a U.K. address and say you have returned permanently. Health is devolved so organisation is different in England, Wales, Scotland and N Ireland.
First step wherever you are is to register with a GP, which should be easy.
After that it depends where you are. The system is pretty much on its knees after years of chronic underfunding but it does vary in different parts of each country. You’ll need to check the situation in the area you intend to live.
If you ever need Social Care the situation is even worse. The elderly are warehoused and treated abysmally in many parts of the country. There can be waits of a year or more for home carers to allow people to go out of hospital.
There is no link between NI contributions and NHS treatment. It is a residence based system. The NI contributions only decide how much state pension you have.
You get an annual extension, so 12 months at the end of the 3 months then 12 months annually from there. You need to have the stated cash in a Thai bank account (or use an agent). You can get a Multiple Reentry permit which allows you to come and go when you like during the 12 months.
There are different ways of doing it but I would suggest you each get a Non O on the basis of being over 50 from the Embassy in London before you travel. You apply online and you get an e-visa.
This will give you 90 days on arrival in Thailand.
If you’re not sure about accommodation just book hotel or short stay in condo to look around. Don’t commit to long term rent until you’ve tried different areas/buildings.
You can open a bank account each when you arrive. They’ve got more strict so you might need to use an agent just to get your accounts. It should cost just under 4000 baht each.
You’ll need to transfer at least
*****
0 baht into each account in order to get your annual extension of stay.
It needs to stay above 800k for 3 months afterwards and can’t drop below 400k thereafter. It needs to be back up to 800k at least 2 months before the following year’s extension.
It might be easier just to leave the 800k in each account.