the classic is one of the few excusable ipods becuase theres basicly nothing in that capacity, heck, if they rockboxed the classic, i would buy a pocket dock and get myself one tommorow,
the itouch is ok because its a decent portable device, but ipods in general as dedicated audio players are meh unless you intend to amp them, un amped ipods only sound good to apple fanboys,
i went to an apple store and plugged my senhaiser IE8´s to a classic and all i could hear was this dark muddy noise (i own a cowon S9),
as for "if i did the right thing" the right thing is what feels and sounds right to you, not pleasing a bunch of fanboys in a forum, yes, Bose is overpriced crap, but if you like how it sounds, then keep it, i usualy put the Zune and the Ipod more or less on the same level, with a general Meh at their mediocre sound and restrictive lock in systems, but thats up to you to decide if you like itunes or not, and if you like the sound or not,
personaly, i wouldnt touch an apple product with a 10 feet pole, and since the zune was never made to be a good audio player, it was designed to compete with the ipod, it failed before it ever went on sale, becuase it was never designed to be good audio player, it was designed to go against the ipod, no one on its development team was ever given the order to make a good player, they were given the order to kill the ipod, and thats what came out, basicly a ipod clone,