I recently replaced a front entry door with a new pre-hung unit and have not been able to resolve the inside trim issue. I read the many threads and comments on the subject, and some apply to me. The outside wall leans in at the top about 1/2" to 5/8". The jamb is flush with the wall at the bottom. In order to plumb the wall to the jamb I would have to taper several jacks and studs, and the header with a chisel. This would weaken the structure.
The aluminum door sill is the width of the jamb and cannot be moved back the 1/2" or so because it would expose a gap between the brick veneer and siding. If not for that I could add a jamb extension to the front behind the brick mould. If I add a jamb extension to the hinge edge then the door will not be over the sill. My old door had an oak sill that extended beyond the jamb, now I know why. In retrospect I should have purchased a door with wider jambs, but I wasn't aware of the problem at the time.
Hanging the door in a plane with the leaning wall would cause the door to strike the floor before fully opening.
I would appreciate any suggestions you may have. Right now chiseling seems my best prospect. (Mike Holmes would have a fit).