Syncing Itunes VS itunes portable
I've written a few times about the idea of making itunes portable 1, 2, the idea keeps circling my brain even if I don't know that you can pull it off and distribute your results.
For PC's and Mac's that you have the ability to install itunes on a different option to the Portable iTunes may be to use a piece of software called MediaRover. This would allow you to at least keep all of your PC's up to date with the latest library information. This is obviously not ideal given that you are adding information to all the hard drives of the computers that you choose to make use of this software, but it may help some people with a different problem.
Lifehacker has a quick write up on the software for those interested.
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