On 3/14/2020 at 4:45 AM, BritTim said:

The limit of two visa exempt entries by land is a firm limit. There are rare cases where it might be relaxed, but only for those living outside Thailand and making short shopping trips into Thailand. There is no limit either on entries by land with a visa or (in principle) visa exempt entries by air. As a practical matter,, tourist entries by air (especially visa exempt) cannot usually be used indefinitely.

 

If come the time you make the move the rules are the same as now, you should get a multiple entry Non O visa to visit your wife. This allows unlimited 90-day entries into Thailand for a year. At consulates like Savannakhet (Laos) and Ho Chi Minh City (Vietnam) those visas are available without financial proof. Some other consulates will provide them, but require financial proof (which can be in a bank outside Thailand if you wish). Two additional benefits:

1. You can enter Thailand just before the visa expires and get a final 90-day permission to stay, which means the visa actually lasts you for over a year.
2. If you wish, once per entry, you can apply for a 60-day extension of your permission to stay on payment of 1,900 baht (without the need for financial proof). This postpones the need to leave and reenter Thailand for a fresh 90-day entry.

How and where does one apply for a 60 day extension? I’m currently on a 1 yr multi O marriage visa and my 90 days is up in less then 1 month.

18 minutes ago, Aland said:

How and where does one apply for a 60 day extension? I’m currently on a 1 yr multi O marriage visa and my 90 days is up in less then 1 month.

You apply for it at the designated immigration office for where you are living.

Your wife will need to be with you when you apply. You will need your marriage certificate and a copy of it, copies of your wife's house book registry and ID card.

You will also need some proof of residence for where you are living.