Ugggh what a pain he sounds like!
I am with the others - I have all my kiddos ready and dressed to go for when their parents arrive.
My family has way too much going on each evening as I have 3 older children with their various programs so we need to eat early and leave so its mostly free play and tv for that last hour until I close.
I have a general idea of all the parents pick up times so I get all the kiddos ready. They all get ready for me with no problem and even help me. I do notice a big change in that should parent arrive earlier without letting me know and their child is not ready. These kids fight their parents and give them all kinds of hassles trying to get them ready. Usually I just in and say something like "xxx let Mom/Dad put on your xxx" and I will help quick if I can". I also have a mudroom so depends on how many kids are left at that poin whether I can help out too much leaving the other ones unsupervised.