So many unknowns.
Would Ashman & Menken have been "monogamous" collaborators, or would they branch out? Would Ashman have taken a big Studio Head-type role at Disney? Would he have had a falling out with Eisner & Katzenberg and been lured elsewhere? Would he return to the theatre frequently or only occasionally? Would have branched out into live-action? Would he direct for the screen, as he did for the stage? Would he become a mogul like ALW and how would that impact his output? Would he lose touch with the audience at some point like Francis Coppola and so many others? Would he have "retired" in his 50s like Tommy Tune? What if he tweeted out bad takes?