Best wishes, and I hope you post the approach you eventually adopt. I suspect coming on a 90-day Type-O visa might be the approach to adopt to sort things out. I am curious as a classmate friend of mine (from 1/2 century ago), lives in Canada with his Thai wife, but they typically come to Thailand for 5 months of every year. Going the visa exempt route (or the Tourist visa route) for him is not as attractive as it used to be - as it has involved visa runs and such every visit. I suggested to him to come to Thailand next time (upcoming November) on a 90-day Type-O visa (based on retirement), open a bank account, transfer 800k Thai baht to the account, and then go for a 60 day extension of his permission to stay for visit of family (visit of his wife's family), (or possibly even a 1 year extension for retirement as he would have 800k THB in a Thai bank). Clearly he would not nominally have a Thai permanent address of his own, although he likely could use his wife's Thai family address. Once he has the Thai bank account it would make it easy for him to get visa extensions. The 800k Thai baht amount is no issue for him given his finances. Of course he could go for 90-day type-O based on marriage and an extension based on marriage, but knowing him, he likely would prefer the 800kTHB route if it saved paperwork and reduced application approval time. Anyway, your situation is of interest to me, as i am curious if there are aspects to your final approach/solution, there that might be relevant to what my classmate friend and help him to decide.
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