Of course, it should be evident to immigration if someone with an extension issued after the end of October re-enters, that they have the mandatory health insurance or would not have been granted the extension. Also, if the extension granted is less than one year, it would be another indication of this since since the extensions go to the expiry of the extension. But that may be assuming too much...

Once the O-A visa and also any retirement extensions are approved with the mandatory health insurance, they should be in immigration’s data base, shouldn’t they? If not, we need to carry around the health certificate with us when we enter Thailand.

I had some time today and decided to stop by immigration before I called my insurance company to extend my coverage to the renewal date of my 2020 extension. What they told me is that immigration would adjust my extension to coincide with insurance end date.Thus, my extension for 2020 will end on 1 September 2020, not 13 December 2020. I am happy with that as there is now no need to deal with any insurance company issues. I do not mind to have a shorter extension period. FYI, I was their first O-A extension situation to come in the door since the new regulations. They spent a bit of time to sort it all out and talk with the relevant folks. They wanted to make sure that they were correct on one hand and that I would be comfortable with the end result. This last aspect was important to both of us as we have a very good relationship which has developed over the past 10 years.

Thanks