My iPod is fucked. Again!

First, let me preface this by saying I don't have any stolen music. Every single song on my Ipod has been transferred over from my gargantuan CD collection (except for one Public Enemy album, which would not import, so my wife lifted a copy of Limewire.) Anyway, a couple of months ago Tom Peyer showed me a neat trick, pulling album covers off Amazon and matching them to the appropriate album on iTunes, so when you play music, you get a little mini-album cover along with the album and song title information. I don't know why, but this feature really tickled me, so I've started putting album covers to as many songs as possible.

And then my Ipod died. Froze up, then lost its songs.

I don't know if one certain song was corrupt, or if one of the album covers I got was corrupt. Fortunately, I bought a back-up hard drive and had blessedly backed-up a week or so before. Since then, I back-up more regularly, and I'm still, perhaps foolishly, pulling off album covers. Only this time, I'm resaving them into photoshop before matching the
covers to itunes.

So, my ipod fucked up again last night. Froze up and then dumped all the songs. I loaded the back-up from my hard-drive, and then 15 more albums, and the ipod is freezing up, and getting stuck. Clearly, there is still something wrong with it. And I don't have the patience to wade through 2300 songs to figure out exactly what is causing this.

My question to you: Has anybody else been through this? Is there some sort of dianostic program I can use to fix this? Like, the iPod equivalent of Norton Utilities?

I love my iPod dearly, but I'm at the end of my fucking rope.