I would recommend an I pod, i have 2 ipods, one that I have music/pod casts on and it is pluged into my home theater when ever I am at home, it is the only device, that I play music from though my home theater.. and my other ipod is a vido ipod which I have full of movies. Depending on your situation in your life, if you only want music the get the 30 gig, but if you think you might want to put any movies on your ipod then get the 60.. as far as only working with itunes, big deal itunes is a freaking great program. Very easy to use, and you have the ablity to do pretty much what ever you want, just have to spend a little bit of time to figure it out.