When I go to sync a playlist onto my iPhone, it tells me that I have to much music in that playlist and then nothing happens after that. I remember the first time I put a playlist onto my iPhone it asked if I wanted iTunes to automatically choose a playlist at random from my playlist because it was to large to all fit. I don't have the time to pick through 20gigs worth of music to try and make a playlist on my iPhone. What happened? It doesn't ask me that now. I've since updated and got the latest version of iTunes and iPhone software. I restored it and still nothing. Is there a option somewhere that somehow got un-checked? I'm doing this on a PC.