There are two different problems with reissued box sets. In some boxes - the Beatles boxes are an example - each of the cds is a single original album, with maybe some bonus tracks. (Of course, the Beatles box also includes two cds that contain singles that never were on an album.) Deutsche Grammophone has a huge 111 cd box to celebrate its 111 years with each cd being an intact original cd. For these one can think of solution that allows a cover for the whole box and then a separate cover for each component disc.

A different problem arises with box sets like those issued by Mosaic or Concord, such as the Complete Riverside Recordings of Thelonious Monk. Here the tracks are ordered chronologically, regardless of original cd/lp release. So no box cd represents a single original cd and the tracks on a single box set cd may come from several original cds. So to preserve the original cover, the original cover would have to be attached to tracks rather than disks and presumably would display in track view, but not in album view. (I should add that some of these box sets also have unique covers for each cd.)

I have thought that Andrei might solve this by adding a custom field that would accept graphics, but there would need to be some control over how these custom field images would be stored as there is now for covers.