You’re an excellent candidate for a visa agent. They will handle everything for you, no hassles no worries. No ambiguity, nothing to argue with people about.
then what’s the problem. Americans get visa exemption for 60 days with option to extend for an additional 30 which if you’re only staying a few weeks no need t extend.
If you’re leaving and coming back a couple of months later, not doing border hops then you don’t need a visa at all!
Yes, I carry medical insurance anyway, but, the only thing that may be of benefit would be the work permit, not that I plan on actually working but I have considered starting a small business for my Thai family, (wife and two children, now 15 and 17) so they can earn a living and learn about running a business. I would only be in an advisory role but in Thailand under the Retirement Visa, even that is actually illegal.
I will be marrying a Thai woman in a few months, but I’m already here on a retirement visa. I have been wondering if there’s any benefit “for me” to renew as a O for Marriage after marriage. The only thing I see is it lowers the financial income requirement but I’m not really worried about that.