For over three decades, The Simpsons has given us countless iconic characters. But none—not even the enigmatic Hank Scorpio or the tyrannical Mr. Burns—elevates a single episode to must-watch status quite like Sideshow Bob .
Start with "Cape Feare." Then "Sideshow Bob Roberts." Avoid "The Man Who Grew Too Much" (Season 25) until you’ve seen the classics. And always, always watch for the rake.
Bob’s final line in many episodes—a defeated, poetic sigh—sums him up best: "You see? You see? He’s doing it again. Even now… he’s laughing."
And so are we. Every time.