Why He Should Die: Sideshow Bob is without question one of the greatest guest characters in the history of the show, remembered for his numerous attempts on Bart Simpson's life, his fierce rivalry with rakes, and the fact he's voiced immaculately by the brilliant Kelsey Grammer. Though Bob is employed relatively scarcely throughout the show's history, audiences pretty much know what they're getting every time he shows up, yet given that his most recent appearance in season 25 transformed him into a genetically-modified creature (complete with gills), this is pretty much all the proof needed that he should be retired before any further damage is done. Method Of Death: Take your pick: Bob's schemes are always inherently dangerous, so it wouldn't be surprising to see one of them fatally backfire and finally put him in the ground. Or better yet, turn the tables and have Bob die saving Bart's life. How Likely Is It?: If marketed properly (though doing so while avoiding spoilers would be difficult), it would certainly be an "event" episode, and as it's safe to say that Bob's best episodes are long behind him, this could give the character one last, good hurrah. It's not totally unlikely, though probably not a priority either. 5/10
Stay at home dad who spends as much time teaching his kids the merits of Martin Scorsese as possible (against the missus' wishes).
General video game, TV and film nut. Occasional sports fan. Full time loon.