Jesus Christ why is everyone hating on iPods, I love mine. Oh and your going to have the same shitty problems with ANY high storage volume MP3 player just as you'll have with the iPod, look at the zune and iPod file compatibility. Like a couple of bitches, they each play their own format of songs that won't play on the other. Oh and that Zune "file sharing" thing? After 3 plays the "Shared" file is removed from the Zune and if want it you have to get it on the computer. Each one is just as shit as the other, but I personally like iTunes, it works efficiently. I don't hate microsoft but they do sometimes crash. Keep in mind Apple has had the iPod around for a while, so a good bit of the bugs have been ironed out. If you get a Zune just hold on tight and pray for the Zune Service pack 2 before the thing explodes in your hand.
edit: Oh yeah I just use my iPod for MP3s and Video somewhat their called MP3 Players because they are designed to Play MP3s!! Not to have a million little features and games. Like celsdogg said, if you want loads of features get a treo something.