Mayored to the Mob

Mark Hamill as himself and Leavelle
Joe Mantegna as Fat Tony
Dick Tufeld as Lost in Space Robot

"Mayored to the Mob" is the ninth episode of The Simpsons' tenth season. It originally aired on the Fox network in the United States on December 20, 1998. After Homer prevents Mayor Quimby and Mark Hamill from being trampled at a convention, Homer trains to become a bodyguard and is employed by Quimby. After Homer discovers Quimby has been making corrupt deals with Fat Tony and forces him to end the deal, Fat Tony threatens to kill Quimby, leaving Homer to defend the Mayor from threats. The episode was written by Ron Hauge and directed by Swinton O. Scott III, and received positive reviews from critics overall.

While watching television, the Simpson family sees a commercial for the "Bi-Mon-Sci-Fi-Con", a science-fiction convention featuring Mark Hamill and others, and decide to attend. A riot breaks out at the convention after Hamill offers the chance for someone in the crowd to act out a scene with him. Homer notices that Mark Hamill and Mayor Quimby are in danger of being trampled due to the riot and quickly rescues them. In gratitude, Quimby employs Homer as his bodyguard.

Homer begins training at "Leavelle's Bodyguard Academy," where he quickly graduates and begins his new job. Unbeknownst to Homer, Quimby made a deal with Fat Tony shortly after Homer was employed to provide milk to the schools of Springfield. Homer discovers the milk is from rats and confronts Quimby, accidentally knocking him out a window. Discovering Quimby hanging from a ledge, Homer makes him promise to expose Fat Tony in return for being pulled to safety.