Yes, we have recently been getting reports same as your case, rejected if you applied for a 90-day report online less than 7 days BEFORE the due date
You have to slog to the local immigration office where your TM30 is registered to do it in person if you don't want to get a fine of 2,000 baht for lack of a 90-day report. If you are in Bangkok with your TM30 being registered in Bangkok, you go to Chaengwattana within the next week as the window of reporting in person is until 7 days after the due date including holidays.
Btw, the online reporting window has not been 7 days after, was only until the due date.
Depends on what you exactly mean by "if I get a retirement visa".
As a basic rule, your legal wife can be on Non-O dependent on you (no age limit), and your son as well until he gets 20 yo.
If you are applying for one of Non-OA, Non-OX, or LTR-Pensioner, they can apply for Non-O visas being dependent on you all together with your application.
But if you want to apply for Non-O being over 50 regardless in the US (single entry visa) or inside Thailand, it would not be so easy as you have to find the Thai embassy or consulate first where you can apply for Non-O dependent visa on a holder of Non-O based on being over 50. The Thai embassy/consulates in the US don't issue this Non-O dependent visa on single entry Non-O retirement, no known embassy around SEA does.
You first applied for an initial in-country visa in November 2023. Then you applied for a 1-year extension in January 2024. You will do the same procedure for a 1-year extension that you did in January at the end of the current extension. This is not a "re-new". You apply for a whole new 1-year extension every time.
By the way, your 1-year extension should be until 17 February 2025 unless your passport expires in January 2025.
As long as you can provide the necessary documents for application in Bangkok, you can. For example, you need a long-term lease with an address in Bangkok along with a TM30 receipt.
Yes, you can apply for a 30-day tourism extension on your current stamp which is visa-exempt entry.
As you entered without a pre-purchased visa for 30 days for free and it was eligible for a 30-day extensino for tourism purpose, you entered on visa-exemtp scheme. Not 30-day tourist visa (there is no such thing) or visa-on-arrival (which you have to pay 2000 baht fee for 15 days stay, and only avaiable certain 17 nationalities)
CM allows you to apply for an extension when you have 45 days or less. So 45 days before the date on your current stamp is the earliest day you can apply.
Your wife can apply for a 30-day extension based on tourism if she needs it and her nationality is not from one of the restricted countries for tourism extension.
You have to talk to your school/employer for detailed procedures for her application, as your school needs to agree to support your wife's visa and provide documents from the school.