Steve-
If the level of dissasembly is what is holding you up consider this:

Some of the cars we have built for the "rat rod" crowd (and I did on my other drag car) is to edge all of the panels, door openings etc in the color you may end up wanting (gloss). then do the body satin (or with a flattener if spraying normal single or two stage paints)and live with that for as long as you want. it will also help show imperfections, and give a better base under black if you go gloss, as chips will not show as badly.

Then if you go gloss down the road the jambs and such are already edged and you can just back mask it.