You're a pretty big one if you think the 360's content management is anything but disgustingly bad. Having to keep USB keys or HD's plugged in to watch content is ****ing annoying, especially if I want to load it up with a TV season or a load of movies as I go somewhere.
I'm actually quite appalled with the 360's disgusting UI. There seems to be several different ways to do everything at any given moment.. however none of them are logical. I can go to the dashboard to go through.. one of the 7 or 8 categories.. only 1 of them useful, the other 6 of them are advertisements for various games/deodorant/Halo things. Nothing is easy to find, it's just kinda.. placed everywhere and you're left to discover it.
Then you have your Guide, that has everyhing in the dashboard UI, but in different places and categories again!
It's like playing a memory game anytime you want to use a function on your Xbox... it's pretty retarded to put it nicely.