When is my 90-day reporting deadline after re-entering Thailand on December 11, 2023?

I believe that the OP has the answers needed for his question. It's BEST to Ask your local Thai Immigration office for their requirements for the TM 30 address registration filing.

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okay we're getting WAY off track here on this

TM30 <-notification of foreigner in residence enforcement varies by OFFICE, (sometimes even the person IN that office 😮 )

some require you to file a new TM30 every time you come in from abroad, some don't as long as you're returning to your primary residence where you have a TM30 previously filed

CHECK with your immigration office as far as what they enforce for TM30

So far never heard of any case in Bangkok in which the full penalty was applied. So far only heard about a 2000 baht fine.

On another note, you probably also have to file a TM30 since returning from abroad.

okay if you hadn't left thailand after you got your extension your 90 day report would be due on the date on that small paper in your passport that you showed in the image

BUT

seeing as you DID leave and returned Dec 11, the 90 day report is actually due 89 days from the date you stamped in

AND

A quick google of that shows 𝟴𝟵 𝗱𝗮𝘆𝘀 𝗳𝗿𝗼𝗺 𝗠𝗼𝗻𝗱𝗮𝘆 𝗗𝗲𝗰𝗲𝗺𝗯𝗲𝗿 𝟭𝟭, 𝟮𝟬𝟮𝟯 𝗶𝘀 𝗦𝗮𝘁𝘂𝗿𝗱𝗮𝘆 𝗠𝗮𝗿𝗰𝗵 𝟬𝟵, 𝟮𝟬𝟮𝟰.

Now whether you can or can't apply online for the first 90 day report is immigration office dependent.. Try applying online about the 26th of Feb (if you don't leave the country again) and see if it gets approved or rejected.. That will give you enough time if they don't approve it to go file in person