We also used Kids Nite Out for our November trip. Our sitter was an extremely warm and grandmotherly-type named Joycie. She too had lots of questions about our DD regarding allergies, schedules, etc. We ended up going out a few nights past our DD's bedtime (7pm) and had her come back each time.
We were nervous about leaving our DD with a sitter at first but Joycie was so comforting, we had no second thoughts and plan to use them again on our next trip in October. I will specifically request her again too!
-steve