Missing songs!!! please help...

ok, so i have transferred music from my iPod to iTunes a few times by using the method of going in through my computer, selecting the songs out of the music folder in the iPod, and dragging them to iTunes. the problem is, every time, there is about 100-200 songs more on my iPod than iTunes, and the 100-200 are missing on iTunes, but not on my iPod. i am very careful to get every folder, (i make a list and cross them all out with each folder i put on iTunes, and ive done more steps, but none work, i still am missing 100-200 songs), so its not the fact that i might be forgetting to save a folder. anyway, i have to restore my iPod soon, and i really want to get all of those missing songs from my iPod to my computer, but i can't find them in the folders beacuse theyre random. is there a way to automatically sync iTunes with the iPod, instead of syncing the iPod with the iTunes? even if you can't help this problem, can somebody tell me why i can't seem to get all of my songs off my iPod onto iTunes, even though i make sure to get every folder? any help would be appreciated.
I run a windows xp.

It would appear that the iPod hard drive or iPod software has become corrupt. This doesn't mean that the songs are not on your iPod, hence the fact that the iPod reports used space and iTunes may show them. I've never seen a plausible explanation for why it does this.
You should restore the iPod and then reload the songs from iTunes.
Btw, your 30GB iPod is not an iPod classic.

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