Song transfers from iTunes 7 to iPod freezes iTunes/iPod

I upgraded to 7 and things went fairly smoothly - I even opted for the album artwork downloads and no glitches at first...
First little glitch (and may be a clue to the big glitch below) is when I opted for the album artwork option for my 3G iPod. It provides artwork for only a tiny portion of my library, unlike what it did for my library on my mac. But whatever...
The real problem is when I manually drag and drop songs from my iTunes library to my iPod. The songs transfer successfully but then i get the whirly color swirl icon and ctrl-alt-del tells me iTunes has stopped responding. I force quit it but it is a zombie that will not die and continues to run. I finally have to yank the firewire cord from the computer (generating the error message about improperly removing a device) and then everything goes back to normal.
So I guess I have a workaround which is to transfer song files, improperly disconnect the iPod and then repeat. That doesn't seem right to me.
Thoughts, mac gods and goddesses?
iBook G4, iMac G5   Mac OS X (10.4.5)   250 G iomega external HD, iSight, Airport Extreme Base Station, Airport Express

I have the 3rd-g 40G iPod. Until 7.0 I've had absolutely no problems with either iPod or iTunes (Mac is a G4, OSX) I've encountered a similar situation as yours. When trying to sync up the songs, it freezes and won't respond to force quit. I installed the 7.0.1 patch hoping the freezing would stop - nope.
I contacted an Apple Customer this morning and was told that since my iPod is 2 years old with an expired warranty, he couldn't talk me through a possible solution that may not even work. Basically the iPod is obsolete and I'd have to pay Apple Support $50 to somehow make the update work - or just go back to my original install cd (v3.1). For loyal Mac folks, this is not cool - it's a penalty for staying with the older model. Looking into going back to 6.5, but it's a sort-of bandaid, isn't it?

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