I'm encountering the same problem as Minora. My iTunes library has over 20,000 tracks in it, but Squeezebox is only showing 2815. I've tried rescanning the entire database several times, but no luck. And there's no way that 18,000 tracks have DRM protection - maybe 100 have DRM at most. It briefly worked yesterday when I went into iTunes and reset the location of my music files but today they've all disappeared again.
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