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I agree with everyone that the album art downloading system is not ready for primetime. Tuesday night I wasn't able to get any art at all (I noticed at the same time that the iTunes store was very flaky). Last night I was able to download art manually, and when I ripped the new Bob Seger CD I...

Simple!! Just upgrade both of your iPods to the new 80GB model, and you'll be good to go for quite some time. Kidding. ;) I do feel your pain. I actually have a similar situation, with a 90GB+ music library (and growing) and two iPods. I use auto-synched Smart Playlists, and separate the...

Uh, you've always been able to drag-n-drop onto the iPod, if that's really what you want to do. Just turn off the auto-sync feature. To me it's easier to just use auto-sync. Just dock the iPod, and wait. Updated automatically. What could be easier?? Why hassle with drag-n-drop??