High Quality Content by WIKIPEDIA articles! "Sideshow Bob Roberts" is the fifth episode of The Simpsons` sixth season, and it originally aired on October 9, 1994. Kelsey Grammer returns as villain Sideshow Bob, who, in this episode, wins the Springfield mayoral election through electoral fraud. The episode was written by Bill Oakley and Josh Weinstein, and directed by Mark Kirkland. Oakley and Weinstein drew inspiration for the episode from the Watergate scandal, and included many cultural references to political films, as well as real-life events. These included the film All the President`s Men and the first televised debate between Richard Nixon and John F. Kennedy during the 1960 United States presidential election.