Since we all have come to love our fun-filled Market Wards, and are always eager to hear that same snide comment they have for us each time we just want to drop off some excess bone chips, I think it's time we gave them a bit more responsibility in trade.
Being that they hold a cache of items that we intend to sell, I am wondering how difficult it would be to implement a system where the retainer volunteers new inventory into its bazaar. Prices set to everything in its inventory set prior would automatically move into the bazaar as a slot is cleared.
As far as which items would take priority, I could agree that the item/stack of items with the greatest total value should take precedence. Of course, because we're all about customization and pleasing everyone, the system can be toggled on or off.