The Best Episodes Written By Conan O'brien

Episode Rankings

1. #1 Fan Favorite
   

   9.0/10(1 votes)

   #1 - Tom Hanks/Randy Travis

   S13:E122/20/1988

   ""A male figure skater's flawed perfomance in tight pants"", ""The Pat Stevens Show with Mrs. Bush and Mrs. Dole"", ""The Bean Cafe: We only serve beans"", ""On 49th and First: Two sad guys want to score with the ladies"", ""This is a stick up!, yelled the Psychotic Vietnam Vet with great acting skills"", ""Can't come up with an ending for a bad sketch"", ""Casey Kasem sings The Beatles"", ""Compulsion by Calveen Kleen: The World's Most Indulgent Disinfectant"", ""A Pawnshop That Pays Full Sentimental Value"".

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
2. 

   9.0/10(1 votes)

   #2 - Wayne Gretzky/Fine Young Cannibals

   S14:E195/13/1989

   Sketches include ""Carter in Panama,"" ""Fishing With the Anal-Retentive Sportsman,"" ""Wayne's World,"" ""This Week with David Brinkley,"" ""Stanley Cup Loss,"" ""Point Blank,"" and ""Waikiki Hockey"".

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
3. 

   9.0/10(1 votes)

   #3 - Patrick Swayze/Mariah Carey

   S16:E410/27/1990

   Sketches include ""Dirty Square Dancing,"" ""Pumping Up With Hanz and Franz,"" ""Ghost 2,"" ""Super Feud,"" ""Chippendales Auditions,"" ""The Tonight Show with Johnny Carson,"" ""White Trash Bed and Breakfast,"" and ""Mouse Trap Seminar"".

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
4. 

   8.6/10(49 votes)

   #4 - Marge vs. the Monorail

   S4:E121/14/1993

   When Springfield gets a sudden windfall, a charismatic traveling salesman convinces the town to build a monorail.

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
5. 

   8.5/10(2 votes)

   #5 - Steve Martin/Sting

   S13:E110/17/1987

   Sketches include ""Ronald Reagan and George Bush,"" ""Gary Hart Ad,"" ""Common Knowledge,"" ""NFL Today,"" ""Slide Whistle Sound Effects,"" ""Bullets Aren't Cheap,"" ""Permission to Speak Freely,"" ""Adventures in the Lost Realm,"" and ""Pumping Up With Hans and Franz"".

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
6. 

   8.5/10(2 votes)

   #6 - Sean Penn/L.L. Cool J., Michael Penn & the Pull

   S13:E210/24/1987

   Live from New York, it's... Sean Penn! Sketches include "Fatal Attraction 2," "Wall Street Week," "Church Chat," "Pitman & Bullock," "The Teeny Cafe," "Keister Family Talk," "Discover," "The Spimozo Brothers," and "Cat Dentist" (film). LL Cool J performs "Go Cut Creator Go." Michael Penn and The Pull performs "This & That."

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
7. 

   8.0/10(44 votes)

   #7 - Treehouse of Horror IV

   S5:E510/28/1993

   Homer sells his soul; Vampire Burns invites the Simpsons for dinner; Bart sees a gremlin damaging his school bus.

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
8. 

   8.0/10(1 votes)

   #8 - Andie MacDowell/Tracy Chapman

   S15:E912/16/1989

   Sketches included ""Interrupted PSA,"" ""Church Chat,"" ""The Night Hanukkah Harry Saved Christmas,"" ""Hal Jerome Tribute,"" and ""Before the Wedding."" Tracy Chapman performed ""Gimme One Reason.""

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
9. 

   7.8/10(39 votes)

   #9 - New Kid on the Block

   S4:E811/12/1992

   Bart has a crush on his new neighbor, a teenage girl who only has eyes for Jimbo Jones. Bart sets out to prove that Jimbo is not as tough as he seems.

   Director:N/A

   Writer:Conan O'Brien

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   Writer:Conan O'Brien
10. 

    7.8/10(44 votes)

    #10 - Homer Goes to College

    S5:E310/14/1993

    Homer takes Nuclear Physics 101 at the local college, where he gets a trio of nerdy tutors expelled for extracurricular activities.

    Director:N/A

    Writer:Conan O'Brien

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    Writer:Conan O'Brien
11. 

    6.4/10(5 votes)

    #11 - 98th Academy Awards

    S74:E13/15/2026

    Director:N/A

    Writer:Conan O'Brien

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    Writer:Conan O'Brien
12. 

    5.3/10(11 votes)

    #12 - 97th Academy Awards

    S73:E13/2/2025

    The Emmy® Award-winning television host, writer, producer and comedian Conan O’Brien will host the 97th Oscars®. It will be O’Brien’s first time hosting the broadcast. The Oscars will air live on ABC from the Dolby Theatre in Hollywood, Los Angeles on Sunday, March 2, 2025.

    Director:N/A

    Writer:Conan O'Brien

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    Writer:Conan O'Brien