Can't find recently added music on external drive shared library

My wife and I have separate user accounts on our desktop Mac. The iTunes prefs point both users to the same file on an external drive for our music. I recently imported some CD's under my user and then attemtped to update my wife's iPod under her user so she could listen to the music. The added music does not show up in the library. I've never had this happen that I can recall. Has some update to iTunes changed how this works? 

Thanks for the suggestion Limnos but you're right that's not the answer...
iTunes Match allows 25,000 songs so I don't think apple see 20,000 as outside the design parameters.
Anyway I'll wait in hope that someone can offer a solution to the path that Finder uses for each different connection as that's where the answer lies, that or a way to change the path of the server in iTuens, but all the forums I have looked at suggest you can't do that?

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