Sideshow Bob Episodes In Order !!exclusive!! Jun 2026

If you were to rank the greatest antagonists in The Simpsons history, Sideshow Bob sits comfortably on the iron throne alongside Hank Scorpio and Frank Grimes. However, unlike those one-off wonders, Bob (voiced brilliantly by Kelsey Grammer) is a recurring fixture.

If you are doing a rewatch, stick strictly to Seasons 1 through 8 for the "Classic Bob Experience." If you want to see how the character survived the show's decline, the recent seasons offer a surprisingly decent redemption arc for Springfield's most literate criminal. sideshow bob episodes in order

He levels up in where his plot to murder Selma Bouvier for inheritance money is diabolical. This episode establishes the formula: Bob is released from prison, he charms the family, and only Bart sees the truth. If you were to rank the greatest antagonists

In a parody of The Silence of the Lambs , Homer is targeted by a mystery assassin. The police release Bob into the Simpsons' custody to help find the killer. After saving Homer, Bob tries to kill Bart one last time but finds he has grown too "accustomed to his face." The Motive: Cooperation (under duress). 9. "The Italian Bob" (Season 17, Episode 8) He levels up in where his plot to

Though non-canon, this is a milestone. In the "Wanted: Dead, Then Alive" segment, Bob finally succeeds in killing Bart. However, he finds life without his nemesis meaningless and begins a cycle of resurrecting and re-killing him. 14. "Gone Boy" (Season 29, Episode 9)

As the seasons progress (), the episodes rely heavily on the audience's nostalgia for the early seasons. The motivations become convoluted (Bob has a wife? A son? An Italian vineyard?). While Kelsey Grammer’s voice work remains impeccable, the writing lacks the tightness of the "Cape Feare" era. The scares are gone, replaced by winking meta-jokes about how many times Bob has tried to kill them.

However, around the formula begins to show cracks. The premise—Bob brainwashes Bart to kill Krusty—feels slightly recycled, though the execution is still sharp. The ending, where Bob and Krusty reconcile, provided a nice (though temporary) sense of closure.