I've said it before, and I'll say it again. It feels like they could afford at least a third set of max ilvl accessories at any given time. Probably armor too, though that'd be easier to justify if there was a few more stats in the game.
Really, I hope that in the expansions 24 man raids, there'll be a method of upgrading armor drops to max ilvl. Assuming there are Hard Mode versions of said raid, it wouldn't even be difficult to justify. Just have the armor drop in the the normal mode, and the upgrade item drop in the Hard Mode. (Granted, I don't, KNOW, there'll be hard modes. It sounded like there would be based on their wording, but it could be an unfounded presumption on my part.)
Also, before people jump in saying that'd be too easy for max level gear. That'd still be more difficult than casually buying Tome gear and upgrading later via hunts.