Okay you have a layered question.

*1st get MARRIED before arrival for retirement. This way one of you can be a dependant on the other, requiring only 800k for the primary applicant.*

2 foreigners getting married in Thailand is not the easiest thing, I suggest do it in Canada.

Here's my suggestion:

Come on a 60 day tourist visa and extend once at immigration for 30 days. Giving 90 days in country.

You could also do a border bounce for another 30 days and extend once for 30 days. Essentially getting 5 months to get situated.

When you are ready, go back to Canada and prepare.

Apply for a 90 day Non-o visa based on retirement.

The other apply for a 90 day non -o based on staying with family on longstay. Also known as "dependant".

Enter Thailand with the visa so you can easily get a bank account, because you already have a Visa.

Get the money transferred, 60 days later apply for 1yr extension.

This would be your easiest path and most economical .

**If you apply in country for the 90day non-o, you both apply separately and deposit 800k each, a dependant spouse cannot apply in country.

@Ben *******

absolutely 💯

@Mike *******

you cannot use a tm30 registration as you are not in Thailand.

The tm30 is registered when arriving in Thailand and you don't have a Visa/extension to continue it. Even when I return I update my Tm30. In fact just registered in the new system tonight.

If you provide the Tm30 at the same place they can make the argument you are trying to live here on tourist entries.

What I have heard that works is an invitation letter from your G/F, with her ID and house book.

Stating how long you will be with staying with her.

Given your history not sure I'd go that route.

Short of that just book cancelable accommodation do a couple weeks.

If your thinking of retirement, I would get the 90 day non-o and enter on that, no issues.

You are guaranteed 90 days even if you don't do the extension.

There is even a multiple entry non-o based on retirement, good for 1 year. You have to exit every 90 days and can extend to 1 year on any of the entries.

Just some suggestions.

If you haven't used it yet

it is for any re-entry.

@Ritchie ****

the first year is multi entry.

IF another office is willing to look it up in the system and IF the entry information is recorded correctly BUT the stamp is just wrong, they may correct the stamp.

If they recorded you as a Tourist entry could be problematic.

Most times they will want you to go back to the entry point and fix it there.

Nobody wants to take ownership/responsibility for another's mistake.

It will up to the individual office/officer discretion.

Nothing lost for trying.

@Paul *********

that's what bring funds into the country means.

Not cash, cash is not accepted.

If you don't want to bring money into Thailand then OA visa.

Otherwise 90 day Non-o and bring funds into country for the 1yr. extension .

It's always the 2 options.

800k or 65k income.

Which lands many in trouble as they don't understand that it has to be an embassy verification letter and not all embassies will do it.

Many people get in trouble thinking they can use pension statements etc from their government, it has to be an embassy.

It also takes a bit of time and work to get one.

Canadians for example have a relatively easy ability to get it from their embassy here.

I will say that embassy letters are a very small amount of the applicants for non-o or the extension.

@Steve ******

yes you can.