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- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter losing his job, Homer contemplates ending it all, until he discovers a new life path as a safety advocate.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer lies on a medical insurance form in order to obtain a miracle hair restoring drug.
- 1989– 23mTV-PG8.0 (4.4K)TV EpisodeDirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter the power plant experiences bad publicity and is threatened with closure, Mr. Burns decides to run for Governor in order to have power over the law.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and Marge tell the story of how they met and fell in love in high school.
- 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.
- DirectorDavid SilvermanJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter rekindling her artistic talents, Marge is commissioned to paint a portrait of Mr. Burns; Homer vows to lose weight after getting trapped in a water slide.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightLisa has a crush on her substitute teacher; Bart decides to run for class president.
- DirectorCarlos BaezaStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Mrs. Krabappel gives Bart a month of detention, he gets his revenge by responding to her newspaper singles ad; Homer uses a swear jar to cut down on his cursing.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes the manager of a beautiful young country singer and finds himself almost attracted to her, sparking Marge's jealousy.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightBart becomes jealous when Milhouse falls in love with a new student named Samantha; Homer accidentally receives a vocabulary-building tape instead of a weight-loss one.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightLisa gives Ralph a Valentine's card out of pity, but soon regrets it when he develops an unwanted crush on her.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Krusty's show is canceled after losing viewers to a ventriloquist and his dummy, Bart and Lisa organize a celebrity-filled comeback special for their favorite clown.
- 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.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightA girls' night out turns into a high speed chase when Marge learns her friend is driving a stolen car.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightThe family's job at Mr. Burns' country estate goes awry when Homer goes mad; Homer's attempt to repair a toaster results in inadvertent time travel; The school staff turn cannibalistic.
- DirectorSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightWhile Bart is hospitalized, Lisa runs into her old mentor Bleeding Gums Murphy, who is also a patient, and becomes devastated when he dies soon after.
- 1989– 30mTV-147.3 (2.8K)TV EpisodeDirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightTroy McClure hosts a retrospective of the first 137 episodes of The Simpsons (1989).
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightBart and Lisa meet a vagabond who claims to be the creator of Itchy from "Itchy and Scratchy."
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightWashed-up movie star Troy McClure starts dating Selma in an attempt to silence bizarre rumors about his personal life and resuscitate his career.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightAfter realizing how unpopular she is, a disillusioned Lisa sees the vacation to Ned Flanders' beach house as an opportunity to reinvent herself.
- DirectorMike B. AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Marge befriends John, a gay store owner, Homer worries that his presence will have a negative effect on Bart's sexuality.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer's laziness begets the ire of his industrious but arrogant new co-worker Frank Grimes; Bart buys a run-down factory for a dollar.
- DirectorJim ReardonMike B. AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer gets cold feet before a transplant operation which could save Grampa's life.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes the talk of the Springfield art community when a failed barbecue pit he worked on is mistaken for an art project.
- 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.