I know there is some issues going on with posting Photo's on the classifieds. I am no computer Guru at all, far from it. So I don't think it has anything to due with FILE SIZE.
I placed my add one day and it won't upload pics and it kicks me out of the system.
So then I placed a add without pics, no problem.
Then I went back in and edited my add and it took the pics just fine, no issues no problem, no fuss or muss.
I hope the Tech people figure this out, it is a bit of a hassle to be sure.
A Big THANK YOU in advance of the problem getting fixed.