I have a lot of years under my belt with Christmas programming. Doesn't make me an expert, but I do understand what works.
As mentioned by a couple of posters, you need that core library category of anywhere from 40-60 "musts". This # can be variable, but I think you get the picture. After that, you have another 40 titles that are just outside this core. When I was programming this, I treated the core like a top40 station, with a tight rotation. The titles outside the core would be considered "recurrents", and would rotate slightly slower. Frankly after that, you are not going to win or lose. They just don't matter. Yes, there might be some "oh wows" in there, but this will not make or break you.
I just realized this thread isn't really about Christmas music, but we seem to have veered off there. Oh well, the first Christmas stations are probably just weeks or days away!