You want to migrate from the iPod to the Zune but the main reason you haven't made that jump is because you have your iTunes library. I'm sure that's a very common reason for not coming over to the Zune world. (Ok, maybe not, but I'll maintain my delusion.) This is a serious issue though and if you do want to change platforms, then your only options are mostly time consuming and wasteful.

If you have moved from Apple iPod to Microsoft Zune, you probably have some songs that you purchased from the iTunes Music Store that you would like to move to the new device. You will run into a hurdle if you try to transfer the files directly as Apple's copy protection prevents the song from playing on another device. There is a workaround to this however...

I've made a Google search for programs that can convert iTunes M4P music to Zune WMA MP3, and TuneClone Audio Converter attracted my attention.

You are considering buying a Microsoft Zune as you broke your iPod or had your iPod stolen. And you bought a lot of songs from iTunes store because you had money left on your iTunes gift card. You still want to enjoy those purchased songs on your Zune MP3 player.