Yes it is possible.

No you don't have a 90 day visa, you have a 60 day tourist visa. When you are issued a tourist visa, you must enter before it expires before 90 days. Right now you can extend for 30 days and then also get a COVID extension after that, if needs be.

You will have no issues.

Just be sure to get a re-entry if you leave after that.

Your balance went under 500k, and it will show on the statement, as it lists all transactions. Highly likely you will have problems.

Yes you can apply a second time in Canada.

@Sunny *****

This requirement is likely to be in place well into 2022. (Estimated)

@Gregor *********

Yes that is correct. That is what I would consider doing if I was in his situation. Let it run out and go with the NON O.

Did you consider ditching the OA visa and changing to a NON O while you are home, so you can try to avoid the long insurance requirement? Then you just need the COVID insurance (which your current insurance covers). You can then get a year long extension of stay in country by transferring, and showing, the required funds in a Thai Bank account. Something to consider at 70, with insurance options difficult to get. Also other options are to change to a NON O retirement visa inside the country, and then extend that. I am sure someone will correct me if I am wrong.

@Tod ********

Nice one. Cheers.