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I have three albums by Jack Singer. They are in ~/Music/iTunes/iTunes Music/Jack Singer/SongName.

I also have one album by Jack Singer and his band. Those files are in ~/Music/iTunes/iTunes Music/Jack Singer and his band/SongName

I choose to ignore the distinction and rename the artist of the latter to become just Jack Singer. iTunes does not move the files. They remain where they are. Presumably this is done to avoid unnecessary Time Machine changes. But I would like to move the files to their canonical location before launching my first Time Machine backup after adding the new album.

How do I tell iTunes to move the files to ~/Music/iTunes/iTunes Music/Jack Singer/SongName, mirroring the name of the artist in the tag?

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My iTunes 10.6.3 moves the files instantly, so I don't think there are Time Machine considerations here. In the Preferences -> Advanced, is the iTunes Library path correct? Are the 2 next checkboxes checked? –  cdelacroix Jul 16 '12 at 21:45
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This is indeed the answer. Please add it as such. (Under Preferences \ Advanced, "Keep iTunes media folder organized" must be checked). –  user700648 Jul 17 '12 at 2:24

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up vote 1 down vote accepted

From the comments: Under Preferences -> Advanced, "Keep iTunes media folder organized" must be checked

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