That would get you 90% of the way home, from your list. Refurbs are cheap enough now where you could simply buy one to try first. Capacity is your biggest issue though. None of the current crop of MP3 players that I am aware of have such 'external hard drive'-like capacities that you require unfortunately Sad. The closest you could get would be a Sansa w/ multiple 64GB microSD cards if you could pare down your library a little. Archos & Cowon are both buggy in their own respective ways. IMO they try to do too much, complicating matters.