Sideshow Bob can be seen in the infirmary wearing a headcast from the neck up.
While working at the prison Marge informs Bart that Sideshow Bob will be seeing him very soon. Bart laughs and replies, "Oh, that Bob." Bob would return to terrorize Bart three episodes later in "Day of the Jackanapes".
At the beginning of the episode, the bed folds in half completely, parodying the Jetsons Movie, in which the scene is the method of waking up George on his first day at the Orbiting Ore Asteroid.
When the warden says Bob Dylan wrote a song to keep Jack in prison, it is an allusion to Dylan's song "The Hurricane", which was written to help get Rubin "Hurricane" Carter out of prison (after two decades in prison, Carter's conviction was overturned).
The name of this episode refers to the popular franchise Pokémon.