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I would like to share my whole iTunes library with a friend. He also has an ipod so I take it he also has iTunes on his pc ( with his own apple account and Id ). My library is just under 7 gig and I was thinking of using a usb memory stick. Will he be able to add all my music to his existing library, and vice versa?

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    Legally? ...No. – Tetsujin Dec 9 '15 at 14:39
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Assuming you have "Copy files to iTunes Media folder" enabled in your "iTunes Preferences", you can find all all your files under:

/Users/yourUserName/Music/iTunes/iTunes Media

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  • I believe this will only be valid for future imports, to copy all previous imports, if it wasn't on before, do as follows. Choose File > Library > Organize Library, and, in the window that displays, check Consolidate Files, and then click OK. – user14492 Dec 10 '15 at 12:28
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You could also open itunes, hit Command + A, and drag and drop the songs onto a flash drive.

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