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I agree. Also the CP330 series is old. I think an update would be nice. It would also make it attracting for people who like the ipod touch style, since the classpad had a touchscreen.
Weird, I didn't have any issues. Are you sure that before disconnecting it you press ON/AC then wait until it finished loading and tells you to press EXIT? I do that everytime and never got a single problem.
One thing I noticed, however, is that when I drag'n'drop files on my prizm and they already exists there, it won't update them at all. When I go out of USB mode, they're still the same old files as prior trying to overwrite them. I have to delete them from the calc before resending updated versions.
Maybe different hardwares?