i cant answer all your questions, but i can tell you dont by an ipod which btw is windows compatible, buy either a creative zen 20gb or dell dj 30gb, they are both cheaper than an ipod (creative $250, dell[right no]$230), they both have more battery life than an ipod(creative 36hrs, dell either 36 or 48hrs). also in my experience ipods have awful sound quality, and adding more songs is a hassle. also dont get a flash memory one because they are a waste of money they only hold around 150 songs at the most avg is like 60. If you are out of the US which i am guessing from the link you might not be able to get the dell, i am not sure if they do buisiness in europe, but the creative is really good http://www.pixmania.co.uk/uk/uk/53976/art/creative/mp3-zen-touch-20-gb-playe.html .
oh and the other creatives that have lime 60gbs suck, dont get fooled by the amount of space they are really bulky they dont even fit in my pockets.