and just to be a little more specific... I manage my folder structures manually (and sometimes use Tag&Rename to tag and organize mp3s if I have a lot of miscellaneous mp3s in the same folder -- which doesn't happen often). I use iTLU to keep my iTunes database updated since I frequently add and delete mp3s from my computer outside of iTunes. I usually download cover art from Amazon and drag it into iTunes so that the artwork lives in each mp3 -- as opposed to iTunes' "Get Album Artwork", which doesn't actually put the artwork inside the mp3 file, so it doesn't always carry over to other applications (winamp, etc).
I don't use iTunes playlist sync with BB nor do I drag from iTunes into the music folder of the BB (though that would work too, as Shaun suggested)... I just drag from one Windows Explorer folder to another ;)
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