I recently moved my iTunes library to a NAS so that I could store my music in ALAC and have it always accessible to my Sonos. Since the move, I've had a few issues. In iTunes preferences, I have set the iTunes Media location to my NAS share and I have selected Keep Files Organized, but I find iTunes is not updating the metadata for these files. For example, I recently added files that did not have cover art. I used iTunes to download the cover art and while this appears in iTunes, it does not appear when I view the file in Finder. I'm also afraid that any other metadata updates I make (fix the genre, etc.) are not being written to the file itself. How can I ensure iTunes actually writes the metadata to the file itself (so that I can get cover art on Sonos)? I'm in the process of reripping my CDs to ALAC and as I add an ALAC album, I'm deleting the mp3 version. However, despite telling iTunes to delete the actual file, iTunes has only been removing files form my iTunes library and I have to go in and delete the old mp3 files in Finder. These files are in the "iTunes Media Location" folder, so why won't iTunes delete these files? After waking my computer from sleep mode, sometimes iTunes cannot find my library if my wifi has not started up and it cannot connect to the NAS. As a result, I need to manually add the iTunes library location each time this happens. Isn't there a way for iTunes to remember the library location, even if it is not accessible at that exact moment? At one point when iTunes couldn't find my library on the NAS, it defaulted to the original iTunes media location. As a result, while all of my tracks are stored on my NAS, most of my iTunes library is "linked" to tracks on my internal HD, which I would like to delete. I tried to "consolidate library" but that would just put duplicates of all of my tracks on my NAS. Given that my iTunes library file folder structure is identical on my NAS to my HD, is there an easy way to tell iTunes "Don't look for the tracks on my internal HD, look on the NAS"? Thank you.