If you can export xml/csv it would be pretty trivial to import it into jEmplode.

Take a look at the iTunes playlist file (~/Music/iTunes/iTunes\ Music\ Library.xml). It is already XML and looks pretty simple to parse. Or you could go the other way and write an iTunes plugin that uses the Java-Objective C bridge to call jEmplode functions to do that actual uploads. My gut feeling is this would actually be pretty easy (I have some vague idea of what I am talking about having once written an OS X screensaver module in ObjC/Java just to see how it worked). Howerver, iTunes doesn't support nested playlists and I wouldn't want flat playlists on my empeg so I don't really see the point. Although I guess you could use jEmplode's soup functionality to do playlists automatically.

Of course at this point I would step back and ask what the point of all this would be? It is a lot of work to do something that jEmplode already does (quite well).

-Mike