ANOTHER UPDATE TO iTUNES-GATE: So now I think my best bet might be using Plex via the Chrome Browser as my music player/sorter. It's not perfect and the ability to sync to mobile devices is wonky and unreliable as hell, but there's a lot to like about it. Next hurdle is organizing the tags on some 1,000-ish tracks that didn't translate when the info uploaded to the Plex server (most of it being my own shitty tunes, mind you). I CAN DO IT! WISH ME LUCK!