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The new iTunes 11 finally contains a list with the current and to be played titles.

I'd like to add multiple files from the Finder to that list.

Is that possible somehow?

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From the Finder? You only can add tracks which are already in iTunes. –  patrix Dec 17 '12 at 13:03
How is there not an answer to this? iTunes is awful for playing files in a folder with different artists/album names. Windows has an explorer context menu option for this. And no, not everyone wants to have to create playlists. –  geotheory Nov 7 '14 at 9:16

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