Best way to integrate osx server with ms server 2004

I want to be able to manage files & users from either server, the OSX server & Windows Server 2003. What's the best road map & best practices. It's a small network of 5 computers in total. Thanks for all the help. Ben

first of all, to get rid of the duplicates, you tell iTunes to consolidate Library.
I think you may be missing the idea of what iTunes does for you. If you have content, like music, that you want to find the file of, you right click the name of the file in itunes and then "show in finder" . For things like iChat, you can simply drag and drop your music into the chat window from itunes, just like it was finder. iTunes organizes your media for you so you don't have to go looking for it.
The same thing goes with videos.
There is no reason to have two of the same files on your computer. Think of iTunes like finder, only it plays media too.
Not everyone uses itunes. Things like quicktime player, after you do a recording, will save the content into your videos folder. They're not on itunes but it uses your video folder to save the recordings. This is just one example of how your video sidebar icon folder will still be useful.
Delete the backups you have of your media unless they're in a format the itunes doesn't support, like lossess formats such as Flac, because it is pointless and wasteful to have two of the same files for music and video on your computer.

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