The Best Episodes Directed by Rob Oliver

Holidays of Future Passed

#1 - Holidays of Future Passed

The Simpsons Season 23 - Episode 9

In this futuristic holiday episode, Bart is a deadbeat dad living in Springfield Elementary (which is now an apartment complex instead of a school) with Principal Skinner as his landlord. Meanwhile, a pregnant Maggie goes into labor during a family dinner.

star 8.09
757 votes
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Barthood

#2 - Barthood

The Simpsons Season 27 - Episode 9

Bart’s coming of age story a la “Boyhood” chronicles his life from six years old to his time as an accomplished young man. Along the way, his tense relationship with Homer, an overly uncaring version of himself, and Lisa, who overshadows him in every way possible, shape Bart more than he realizes.

star 7.79
1489 votes
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The Good, the Sad and the Drugly

#3 - The Good, the Sad and the Drugly

The Simpsons Season 20 - Episode 17

Bart falls in love with a charitable girl named Jenny, prompting Bart to behave in order to date her. Meanwhile, Lisa becomes depressed when she writes a report on Springfield's future.

star 7.67
433 votes
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Rednecks and Broomsticks

#4 - Rednecks and Broomsticks

The Simpsons Season 21 - Episode 7

After getting lost in a game of hide-and-seek, Lisa wanders into the field and discovers three teenage girls who are practising Wiccans. Though she is sceptical of their spells, the girls assure Lisa that they never hurt anyone and ask her to join their coven. Just before Lisa is inducted into their pact, Chief Wiggum arrives and arrests the three girls for witchcraft and Lisa becomes the star witness in the trial.

star 7.54
490 votes
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Funeral for a Fiend

#5 - Funeral for a Fiend

The Simpsons Season 19 - Episode 8

Sideshow Bob returns, this time with his entire family, and sets in motion a complex diabolical scheme to finally kill Bart.

star 7.50
392 votes
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Treehouse of Horror XXIV

#6 - Treehouse of Horror XXIV

The Simpsons Season 25 - Episode 2

In "Oh The Places You'll D'oh," the first of three spine-tingling stories, Homer rides around Springfield wreaking havoc as "The Fat in The Hat" in a rhyming Dr. Seuss-ian tale. In "Dead and Shoulders," Bart is beheaded during a kite accident, his head is attached to Lisa's body and they must live together as one. The final terrifying tale, "Freaks no Geeks," features Mr. Burns' traveling circus, The Burnsum and Bailey Circus, which has stopped in Springfieldland in the 1930s. Trapeze artist Marge and Strong Man Homer are performers and things go awry when circus freak Moe starts to make advances towards Marge.

star 7.49
1357 votes
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Adventures in Baby-Getting

#7 - Adventures in Baby-Getting

The Simpsons Season 24 - Episode 3

When Marge's car falls into a sink hole, she buys the perfect replacement to fit her family of five. But she quickly grows to hate it because, as she tells a shocked Homer, the car would be too small if she wanted to have another baby. Meanwhile, Bart and his friends are determined to find out what secret Lisa is keeping when Bart finds her cryptic messages and follows her sneaking off downtown for covert meetings after school.

star 7.48
904 votes
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Gone Boy

#8 - Gone Boy

The Simpsons Season 29 - Episode 9

When Bart goes missing, the town puts together a search party to find him. After most give up hope, Sideshow Bob manipulates Millhouse into revealing where Bart is hiding.

star 7.37
1076 votes
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The Town

#9 - The Town

The Simpsons Season 28 - Episode 3

After Homer catches Bart rooting for Springfield’s football rival, the Boston Americans, he plans a family “hate-cation” trip to Boston in an attempt to show Bart that Boston is a terrible city.

star 7.36
2303 votes
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Puffless

#10 - Puffless

The Simpsons Season 27 - Episode 3

Upon learning that their father really died of lung cancer, Selma and Patty agree to quit smoking. When Selma relapses, an angry Patty moves in with Marge and Homer.

star 7.36
1533 votes
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Forgive and Regret

#11 - Forgive and Regret

The Simpsons Season 29 - Episode 18

Grampa makes a confession to Homer while on his deathbed. After his recovery, he comes to realize that this issue will not be easy to reconcile.

star 7.35
734 votes
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The Boys of Bummer

#12 - The Boys of Bummer

The Simpsons Season 18 - Episode 18

Bart becomes a hometown hero when he makes the game-winning catch at his Little League game, sending the Springfield Isotots to the championship for the very first time. Meanwhile, Homer runs into some luck, when a customer misunderstands Homer's excuses for a sales pitch after falling asleep in a department store's display bed. The impressed store owner hires Homer as a salesman.

star 7.32
292 votes
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Kamp Krustier

#13 - Kamp Krustier

The Simpsons Season 28 - Episode 16

When Bart and Lisa return home abruptly after a traumatic incident at Kamp Krustier, they put an end to Homer and Marge's romantic encounters. Without sex to distract him, Homer becomes a more productive worker and caring husband, but Marge misses the old Homer. Then, Bart and Lisa return to camp to confront the source of their trauma.

star 7.31
1643 votes
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The Burns Cage

#14 - The Burns Cage

The Simpsons Season 27 - Episode 17

When Smithers is devastated by Burns’ lack of affection towards him, Homer makes it his mission to find him a boyfriend. Meanwhile, after Bart orchestrates the removal of the lead in the school’s stage production of “Casablanca,” Milhouse serves as a terrible understudy, which frustrates his co-star, Lisa.

star 7.30
1438 votes
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The Nightmare After Krustmas

#15 - The Nightmare After Krustmas

The Simpsons Season 28 - Episode 10

Krusty tries to impress his daughter as they spend Christmas with the Simpsons. Meanwhile, Reverend Lovejoy seeks converts after church attendance plummets, and Maggie is haunted by a spooky Christmas toy.

star 7.28
1928 votes
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E My Sports

#16 - E My Sports

The Simpsons Season 30 - Episode 17

As Bart begins to excel in video game competitions, Homer discovers a passion for coaching him; Lisa attempts to bring Homer back to reality, but the plan causes chaos.

star 7.24
485 votes
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Mad About the Toy

#17 - Mad About the Toy

The Simpsons Season 30 - Episode 11

When Marge and Homer leave Grampa to babysit the kids, some little green army men trigger a PTSD episode, sending the family on a journey to Grampa's past to when he was a post-war toy model.

star 7.20
563 votes
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My Way or the Highway to Heaven

#18 - My Way or the Highway to Heaven

The Simpsons Season 30 - Episode 3

God and St. Peter contemplate what merits a soul getting into heaven, while citizens of Springfield remember their divine encounters.

star 7.18
628 votes
The Serfsons

#19 - The Serfsons

The Simpsons Season 29 - Episode 1

In a magical medieval world, Marge's mother is turned into an Ice Walker and the only way for Homer to afford the cure is to force Lisa to use illegal magic. When the King discovers this, he kidnaps Lisa, and Homer must lead a feudal uprising to save her.

star 7.15
1759 votes
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