@Michael ******

the non-O visa does not have a health insurance requirement

No, there is not any customer service or emergency visa over the weekend. Only the embassy can issue the visa.

That should be fine to do. And you'll be setup for the future if you return and want to apply for extension.

If you enter on a non-O visa, the first extension must be based on the same reason that you got the visa for.

You say "waiting for my retirement visa to run out" so if you actually mean that, the 90 day non-O visa based on retirement, then no, you cannot switch to marriage because the extension must be based on retirement too.

But if you actually mean that you're waiting for your 1-year extension based on retirement (an extension is not a visa), then yes, you can apply for your new extension based on a different reason as long as you meet the requirements.

The only 6 month visa I know if is the multiple entry tourist visa. A non-O visa is only a 90 day visa.

So I really have no idea what type of visa you had or have, and what's actually in your passport as far as permission to stay in Thailand?

No one knows anything for sure as the rules haven't been published.

And based on the rumors, you can leave and return one additional time for 60 days but can only get a 7 day extension the second time.

For which visa/extension?

Hard to find information on something that doesn't exist. That should be your hint. It's only TDAC.

If you put that on your visa application, most embassies will either reject it, or not process the application until you're 3 months away from traveling.

Visas are meant for traveling to a country. The way it's meant to be done is by getting the visa you want from a Thai embassy before traveling to Thailand. The system is designed around doing it this way and it's the simplest method.