Sideshow Bob
Photo Credit: Everett Collection

Sideshow Bob

The Simpsons

fans 43
rating 9.0/10 (18 users)
rate him

About Him

Living… in jail, mostly. He has a sworn vendetta against Bart Simpson, the kid who foiled his plan to frame Krusty the Clown and thus sent him to prison. Bob is released from jail several times for various reasons, but mostly he breaks out and hatches another psychopathic plan to exact revenge on Bart Simpson.

Profession… former entertainer. He used to work on the “Krusty the Clown Show." But after being shot out of cannons and subjected to other torturous acts of slapstick, he became bitter toward Krusty and eventually betrayed him. He robbed the Kwik-E-Mart and framed Krusty. Eventually he was caught, and now his “profession” is prison inmate.

Interests… the Republican Party, model boats, and opera. He likes tattoos, especially vicious depictions of Bart Simpson’s head on a platter. Misquoting Shakespeare is another Sideshow Bob favorite. He also has quite a nice singing voice, somewhere between the baritone and tenor ranges.

Relationship Status… mostly single. He once escaped to Italy and married a beautiful Italian woman. But he soon reverted to his murderous ways and tried to kill Bart Simpson, landing him back behind bars, a single man once more.

Challenge… breaking out of prison to kill Bart Simpson, his arch nemesis. Unfortunately for Bob, his murderous plans are always foiled one way or another – usually involving garden rakes, his other mortal enemy.

Personality… psychopathic. He’s something of a mad genius. But he’s generally not as brutal as you’d expect an attempted murderer to be. In fact, he gets pushed around in jail by thugs like Snake, who treat Bob like a nerd. 

Sideshow Bob's popularity ranking on CharacTour is #1133 out of 5,300+ characters. See our top-ranked characters and read their profiles.


Get Matched to 5,300+ characters.

Sideshow Bob
76.2% like you 93.2% like you 84.5% like you

Find Him In

Character Recommendations

Fans of him like these other characters in entertainment.

    matching ...

Title Recommendations

Fans of him like these movies, TV shows, books and video games.

    matching ...