"There, that wasn’t too hard, was it? Lastly, it’s important to remember that this only works if the iTunes library and the Zune library in question are drawing from the same media files! That means that you should have the Zune jukebox software set to monitor the iTunes music folder that you are drawing from, so that the same files are referenced in both programs’ libraries. This little hack worked well for me, and allowed me to load my Zune with playlists created in iTunes, without having to try and use the gimped Zune rating system and autoplaylists to do so."
Are you not a fan of the playlists in the Zune software? I’ve never had an issue myself but I know that plenty of people out there don’t like the playlists that Microsoft has given us. Jake Billo’s Weblog has a convenient little program (written by Jon Fritz) that will allow you to copy your iTunes playlists into your Zune software. I don’t use iTunes but if you have it and want to try it out, let us know how it works!