Here's your question for the night (On a side note I forgot to write down questions for the week, so I'm saying 'fuck it' and flying by the seat of my pants and typing up whatever comes to mind!): What is a piece of "what could have been" casting that you wished had happened?
Just for pure butterfly effect purposes, supposedly both Robert Townsend and Charlie Barnett (two legends in their own right) were ahead of Eddie Murphy in the auditioning process for SNL, with Barnett being almost over the finish line before he got cold feet and the show runner favoring Murphy while everyone else wanted Townsend.
Either one of them over Murphy would have changed the landscape of comedy forever (and might have kept Charlie alive as he eventually caught the AIDS virus and died in the 90s although, given that he was an addict, having access to that much wealth might have also sped up his demise), Townsend getting cast could have put him in an interesting position as he might not have been free to start doing his "Robert Townsend and Friends" shows that helped put some great black comedians (like David Allen Grier) on the map and would lead to In Living Color.
Adding to that, who knows where Murphy would have ended up, he probably still would have been famous, but I don't think he would have been nearly the star he became without SNL as his launching pad.