My old man and my sister both got iPod's for Christmas. I've been puting all of my dad's CD's onto it (thousands of Blues CDs), and it's been pretty smooth. THe only downside for me is that we don't have a Mac in my house or a PC with ieee so I have to use USB.
I'm very impressed with how it categorizes music and does everything, as is my father who is not very computer literate. He's amazed with it, so far.
Battery life is good (though, you usually have to get the warrantee/AppleHelp or whatever it's called because the batteries die and it's expensive to replace them). That's probably the only downside to the iPod, is the battery that has to be replaced after a couple of years.
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