Talk:Keeping two iTunes libraries in sync

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Has anyone succesfully done this, with a wifi connection between their 2 macs?

Syncing with windows

One disadvantage of using this method is that only the songs will be in sync between OS X and Windows. The XML file contains various data such as ratings, play count, skip count, last played, etc.

There should be a way using Applescript/Automator to create a local copy of the Library XML file, edit the file (to go from ~/Music/ to the Windows My music folder) and then copy it over.