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- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Sideshow Bob is released from prison and is elected Mayor of Springfield, Bart and Lisa suspect foul play and are determined to expose his corruption.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Maggie is revealed to have an IQ of 167, Lisa is no longer the genius of the family, causing a rivalry between the sisters.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons win a trip to Africa after Homer finds a golden animal cracker from the 60's in the loft.
- DirectorJim ReardonNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightHomer's mother returns to Springfield, and the city pardons her from the charges against her. Mr. Burns is furious about this and makes a plan to get Mona Simpson in prison.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightA music producer offers Bart and his friends a chance to participate in an up-and-coming boyband, but the boys are not up to it after making a discovery.
- 1989– 23mTV-PG8.8 (5.5K)TV EpisodeDirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter apparently consuming poison blowfish, Homer is told that he only has 24 hours to live.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Grampa's new girlfriend dies and leaves him $106,000 in her will, he tries to decide what to do with it.
- DirectorCarlos BaezaStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Bart receives a microphone which can transmit through radios, he decides to pull a series of pranks and eventually convinces the town that a boy has fallen down a well.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter his birthday party goes wrong, Mr. Burns begins to want his childhood toy, a teddy bear named Bobo; Homer finds that Maggie is in possession of the doll.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter seeing a motorcycle daredevil at a monster truck show, Bart becomes a death-defying daredevil skateboarder.
- DirectorJeffrey LynchStarsDan CastellanetaJulie KavnerNancy CartwrightAfter aptitude tests seemingly indicate that they are best-suited to police work and homemaking respectively, Bart is made hall monitor while Lisa becomes a delinquent.
- DirectorPete MichelsJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes a Hollywood insider when he befriends Alec Baldwin and Kim Basinger.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer accidentally lands in a mental hospital and ends up sharing a room with a white man who thinks he is Michael Jackson.
- DirectorDominic PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightSideshow Bob escapes from prison to hijack a TV screen at an air show and demands that all television stations immediately go off the air, or else he will detonate an atomic bomb.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Skinner once again has let Mrs. Krabappel down, Bart nominates her for Teacher of the Year. When the nomination is accepted, Skinner tries to get back Krabappel by asking her to marry him.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightGrampa falls in love with Marge's mother, but must compete with Mr. Burns for her heart.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightApu's marriage is on the rocks after Manjula finds out he cheated on her.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightMarge becomes jealous when Lisa begins idolizing her old high school friend, Chloe Talbot, a famous reporter.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and Bart get careless with a model rocket and accidentally do damage to Springfield's church, but when Mr. Burns offers to commercialize it to repair the destruction, Lisa leaves Christianity behind to become a Buddhist.
- DirectorJim ReardonNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightArtie Ziff is discovered hiding out in the Simpsons' attic.
- DirectorMilton GrayStarsDan CastellanetaJulie KavnerNancy CartwrightHomer causes an international incident after he joins the Naval reserves.
- 1989– 30mTV-147.2 (1.7K)TV EpisodeDirectorDavid SilvermanMike Frank PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightBart is expelled from Springfield Elementary, and Bart is therefore enrolled in St. Jerome's Catholic School.
- DirectorJim ReardonMike Frank PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightBart breaks up with his new girlfriend Greta, but gets jealous when she begins dating Milhouse.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer lies on a medical insurance form in order to obtain a miracle hair restoring drug.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes a boxer after Moe discovers his amazing ability to take a punch.