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I have two itunes libraries. One is on Catalina and has a bunch of music. One is on Windows and has a bunch of different music. On the Windows machine I exported the Library xml file and copied the whole iTunes folder to my usb disk. I then went to the mac and opened the Library.xml file in a text editor and fixed up the paths to point to the correct location (e.g. file:///Volumes/120GB SSD/iTunes/iTunes%20Media/Music/...) and then when I go into Music and import the Library.xml file, nothing happens.... no feedback on screen, no error messages, no items appearing in my library. I had console up to look at the logs but not really sure what I am looking for and nothing notable appeared. Music doesn't seem to even try to deal with importing.

How can I copy my whole iTunes library from windows into my EXISTING mac library?

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  • To import audio tracks it should be enough to drag the audio files into the main iTunes window and wait a while. – nohillside Nov 24 '19 at 12:07
  • and what happens to all my playlists? And all the rating and playcount metadata of which the auto-playlists depend? That is what the library file is for, isn't it? Dragging audio files onto the app isn't the same thing. – frumbert Nov 24 '19 at 23:24
  • That‘s right, but as far as I know iTunes doesn‘t support combining two libraries into one by importing the library file. Would actually be a good new question: how can I combine two iTunes libraries keeping all playcounts and playlists from both – nohillside Nov 25 '19 at 5:43
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According to turingtest2 on Apple Support forums, you might be able to import the XML using the 'Import Playlist' function.

The XML file is for third party support. The active iTunes library would normally have been called iTunes Library.itl though in some legacy systems the .itl extension might be omitted. You can hold down option while starting Music (or TV) and then use the Choose Library option to access an existing .itl file. You will be prompted for the path to store a new music (or TV) library converted from the old one. Alternatively you can use File > Library > Import Playlist... to import an XML file, but that will lose date added information that would be preserved by working with the .itl file. Either method should bring in ratings and playlists.

https://discussions.apple.com/thread/250869304

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