@Dylan **********
Covid extension is for 60 days at a time.
There's no limit on how many times you can do it, but it's at the discretion of the immigration officer and the laws renewal of the law instructed the officers to be more strict when granting them.
The biggest thing is there's a lot of uncertainty. They only extend the program 2 months at a time and usually only 1-2 days before it ends.
Currently the last day to apply for a Covid extension is January 25th.
So for example if you applied January 15 and got 60 days you'd be good through the middle of March. If they didn't extend the program you'd then have to find another option or leave.
But if they did extend it you could apply for another one through the end of March and then wait to see if they extend it again. It's basically living on the edge 60 days at a time.