You can do your extension anywhere within the last week, so personally I would have gone the 31th although you can get your extension the first working day after the immigration has been closed as well.
Good, so if you at one point decided you’d like to stay more permanently in Thailand, you just enter on a regular Non O visa and do extension of stay in Thailand. You’ll just need to tie up 800K baht for one year in Thailand before you switch to the monthly transfer method.
Non O-A visa would be good if you apply and renew every second year at home. The first year gives you multiple entries and for your second year you can purchase a multiple re-entry permit. If you also update your insurance for the second year, you can come and go as you wish.
I mean to recall you’re Canadian after some discussion you’ve done with other Canadians previously? As far as I know your embassy still offers to give you a affidavit letter to confirm your income and you therefore don’t need to prove any income or funds in any other way. Then it’s just 1900 baht for the extension and 200-300 baht for the affidavit letter.
Non O-A is an option if you want to spend up to two years in Thailand. If you want to retire permanently and do yearly Extension of Stays in Thailand a regular Non O is the best option.
Seems like you know quite a lot yourself regarding visa and possibility for stay long time in Thailand. Thai privilege visa (Elite) is probably your best option because it’s not easy to fill up the 11 year gap until you can apply for a retirement visa with short stay visas.
The options you already know;
You can’t expect to go back to back on tourist visa for a longer period, but you can apply for a METV in the first place. This is a six months multiple entries tourist visa which gives you used the right way possibility for stay up to nine months in Thailand.
ED visa for studying is also an option for a period of time.
If you want to start a business and get a visa you’ll need to invest minimum 2 million baht and employ 4 thais.
As an alternative I think it could be more easy for you to spend some time in a surrounding country for a period of time. Cambodia is more liberal regarding longer stays for foreigners as I understand.
You both are correct. You can by single re-entry each time you leave at 1000 baht or a multiple re-entry permit at 3800 baht (plus 200 for photo and papers) at your local immigration or at the airport before you leave.
Bruce Gardner Good, then it should be quite straightforward with residence certificate and just a simple statement from any doctor/clinic. (They will know what you need and normally 200 baht). You’ll also need to do some simple test regarding sight and reaction at the DLT.