I did 2 and 2 from Australia for 6 years and got away with it, i decided to get the OX visa to eliminate the IO from getting to ask questions about why so often. I did carry thai ID, thai license and also proof i own my condo,s just in case i was asked.
I will be able to tell you in May about insurance when I return again as my first year on the OX is up May. I arrived April 12th the IO did not ask for anything and I was stamped in until May 2027. Can not give info on much else as I am only here 2 weeks each month.