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Jul 10, 2015 9:27 AM in response to jbchan07by hhgttg27,If you only transferred your media files you'll need to add these to the iTunes library on the Windows machine (using drag-and-drop from Windows Explorer, File > Add Folder to Library..., or copy to Automatically Add to iTunes). However, you should actually duplicate the complete iTunes folder (which includes the iTunes database, artwork folders and associated files as well as your media). See How to move your iTunes library to a new computer - Apple Support for more info.