I have the 160GB iPod classic, because I prefer the clickwheel interface and a genuine HD, not a glorified stick of RAM. They stopped making 'em that big because they had HD issues, a supplier I think, so I'm glad I got it. If it ever craps out, I'll put a 250GB drive in it. I did that with my old iPod (well, just 60GB at the time) and sold it. It worked great for music, I just wanted a color screen and the ability to play movies. I charge the battery like once every week and a half or 2. It has battery life like I wish my damned cell phone had. And I use it every day, in the car, at work, around the house (that's why my little South Park guy has earphones, I'm always wearing 'em). Love it.
Sounds like Brasky's problem was the monkey, not the machine. I mean, not exactly him, but the person who created the problems he was trying to fix. And there's all kinds of neat tricks for album art. I have a script that pulls them from the Amazon database, you just have to have your ID3 tags correct (which is probably why the albums were all split up, too. When you file share, you get jacked up tags with lots of spelling errors).
PS - Speaking of music, 311 is the worst fucking "band of musicians" in the entire universe. If I could, I'd banish those fucking tool bags to Saturn.