Do I need to report every 90 days with a Non-Immigrant O-A visa in Thailand?

Seperate tasks..

Your 90day reporting you must fill out the TM30 form it's to let the immigration office where you are staying/living

Also, since you are multiple, if you leave Thailand and return, the 90 day countdown resets on your return date.

What date did you arrive in Thailand?

You're confusing a couple things

First no matter what you told them on the visa application once you get the visa issued, when you enter on an OA visa you're stamped in for a year from the date you enter (or until your health insurance runs out which ever is less).

So if you want to, you're good to stay until June 11th 2024 no issues.. (y)

Now the next thing is the 90 day reporting..

Because you have a "longstay visa" if you stay IN thailand for 90 days you have to go to the immigration office and file a 90 day report <- it's FREE, and once you do one they give you a receipt saying when the next one is due..

Your first 90 day report would have been due 89 days from the date you ENTERED thailand on that visa, and failure to have filed a 90 day report on time gets a 2000baht fine..

So, you do the math, figure out when your 90 day report is(was) due, go to your immigration office and file one (and if you're late take the 2000baht fine)