I've read a bit about this but nothing seems to fit my situation exactly. I'm going to give a quick rundown of my situation and describe how I "think" this will work out. I hope to piece together a plan based on the replies I get. My kid is about to turn three and I want to start a library of some sort for him. This will consist mainly of kids music and movies that I burn/rip myself. I definitely want my music in iTunes separate from his because I have quite a bit(100 GB) and I don't want to sift through his stuff to find mine. I don't have much of a movie collection, so mixing movies doesn't bother me much. However, it seems like the best direction to go with this is to create an OS X user account for him and make a separate library there. One thing that may make this weird is that I'd like to occasionally load both my music and his onto my iPod for car trips. As far as I know, this won't be possible with separate libraries...correct me if I'm wrong. If I can't do this, it isn't a deal breaker, it just kind of sucks. These libraries will reside on the same machine, different OS X user accounts. I am also open to ideas of using my library that may work. Although, my idea is that I will be saving myself work later when he starts to use his OS X user account and his library will already be there and ready. For reference, I have a Mac Mini for our main computer, shared iPad 3, 6th gen iPod Nano and plan on adding an Apple TV soon. Feel free to post any personal experiences and/or recommendations.