I’ve got the latest genertaion 20 GIG iPod and it is so flaky it makes me sick. I’m using Firewire and like one out of 20 times the thing used to connect to iTunes. Now it doesn’t connect at all. The hardware manager says the device is there but not working.
I see many, many Windows folks are having a similar problem:
http://forums.ipodlounge.com/archive/topic/54039-1.html
My Shuffle works just fine. Ironic the cheaper one works, the expensive one doesn’t. Ugh