Simpsons Season 6, Episode 5: Sideshow Bob Roberts

After pleading his case on air to right-wing talk show host Birch Barlow, Sideshow Bob is released from prison. Soon, Bob is announced as the Republican candidate for mayor of Springfield. Bart and Lisa help campaign for Mayor Quimby but despite their efforts, Bob wins the election with a landslide majority. Within days, the Simpsons awake to find that their house will soon be demolished to make way for the planned Matlock Expressway.