It looks like iTunes doesn’t grok the way I handle my music library. I have the library stored on a system with more disk space and then automount the share. The mount point is then symlinked to my ~/Music directory.
It doesn’t see any of it. My iPod is now empty was well as a result of syncing it up just a little bit ago. There was a prompt to re-associate my iPod with this library but I’m not sure that was where I went wrong.
Interestingly, I just copied two files into the Library (the two most recent Beethoven symphonies from the BBC) and they show up in iTunes.
Curiouser and curiouser, there is a ‘Previous iTunes Libraries’ directory in iTunes . . . . and moving Previous iTunes Libraries/iTunes 4 Music Library to ~/Music/iTunes/iTunes Music Library seems to fix everything.
Fingers crossed for now. Now to see if my iPod gets refilled . . . .
<updated> Hmm, it looks like the automount is the problem: iTunes is complaining about not being able to find some tracks, but “Get Info” reveals them (and I note that the share is being mounted in the process, thanks to Growl’s alerts).
This could be pretty irritating: a workaround would be keep different libraries (as iPhoto does with albums) but that’s not possible.