I'm trying to convert her from Ipod hell. I have shown her a few times how to use the Zune software and how much easier it is to work through than the Itunes. We both really enjoy www.garagpunk.com and their pod casts. For Zune, just subscribe to the main link provided and pick through the ones you want. With Itunes you have to subscribe to each and every "channel" you want under the same main source. That and Itunes crashes quite a bit more than I would have expected.
Good luck re-burning your collection.