The new iTunes is NOT HAPPY AT ALL that you burned your songs to CD and then ripped them back as MP3s. Oho, you actually want to use the songs that you bought? We'll put an end to that!

The new version of iTunes is reluctant to copy over any songs with which it suspects you've taken too many liberties. Oh noes! Folks are pissed. Of course there's a workaround, since the idea that you can digitally manage rights is just silly.