Late Show with David Letterman (1999) – Season 6 Episode 86:
Conan O'Brian, Alanis Morrisette


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Late Show with David Letterman Season 6 Episode 86 (January 13, 1999) – "Conan O'Brian, Alanis Morrisette"

Late Show with David Letterman is an American late-night talk show hosted by David Letterman on CBS. The show debuted on August 30, 1993, and is produced by Letterman's production company, Worldwide Pants Incorporated and CBS Television Studios. The show's music director and band-leader of the house band, the CBS Orchestra, is Paul Shaffer. The head writer is Matt Roberts and the announcer is Alan Kalter. Of the major U.S. late-night programs, Late Show ranks second in cumulative average viewers over time and third in number of episodes over time. The show leads other late night shows in ad revenue with $271 million in 2009.

In most U.S. markets the show airs at 11:35 p.m. Eastern/Pacific time, but is recorded Monday through Wednesday at 4:30 p.m., and Thursdays at 3:30 p.m and 6:00 p.m. The second Thursday episode usually airs on Friday of that week.

In 2002, Late Show with David Letterman was ranked No. 7 on TV Guide's 50 Greatest TV Shows of All Time. CBS has a contract with Worldwide Pants to continue the show through 2014; by then, Letterman will surpass Johnny Carson as the longest tenured late-night talk show host.

Episode 86 of Late Show with David Letterman Season 6, titled "Conan O'Brian, Alanis Morrisette", originally aired on January 13, 1999, marks a significant turning point in the ongoing narrative. This episode masterfully blends emotional intensity with plot development, offering a viewing experience that is both immersive and thought-provoking.

The episode begins with a gripping introduction that instantly hooks the audience. Through atmospheric visuals and a hauntingly beautiful score, the opening sequence sets a tone of mystery and urgency. Key characters face difficult decisions, unveiling new aspects of their personalities. The writing is sharp, the pacing deliberate, and every moment feels earned.

Midway through, the tension escalates. A critical conflict drives the characters into uncharted emotional territory. The interplay between performance and direction is striking—close-up shots, silences, and subtle gestures convey volumes. This is where the episode shines, inviting deep reflection on themes like identity, morality, and consequence.

As the episode nears its conclusion, the stakes rise even higher. Unexpected twists, moral dilemmas, and layered revelations lead to a memorable finale. Fans will appreciate how this episode builds upon prior events while setting up intriguing possibilities. Technically, it’s a showcase of tight editing, production design, and resonant scoring.

Whether you're a long-time fan or a new viewer, this episode 86 of Late Show with David Letterman Season 6 delivers a compelling experience. With its blend of drama, tension, and emotional depth, "Conan O'Brian, Alanis Morrisette" stands out as a pivotal installment—one worthy of multiple viewings and in-depth discussion.

Late Show with David Letterman Season 6 Episode 86 - Conan O'Brian, Alanis Morrisette (1999)
0.0/10 from 0 votes
Title Late Show with David Letterman
Genre Talk, Comedy
Air Date1999-01-13
Season6
Episode86
Overview Late Show with David Letterman is an American late-night talk show hosted by David Letterman on CBS. The show debuted on August 30, 1993, and is produced by Letterman's production company, Worldwide Pants Incorporated and CBS Television Studios. The show's music director and band-leader of the house band, the CBS Orchestra, is Paul Shaffer. The head writer is Matt Roberts and the announcer is Alan Kalter. Of the major U.S. late-night programs, Late Show ranks second in cumulative average viewers over time and third in number of episodes over time. The show leads other late night shows in ad revenue with $271 million in 2009.

In most U.S. markets the show airs at 11:35 p.m. Eastern/Pacific time, but is recorded Monday through Wednesday at 4:30 p.m., and Thursdays at 3:30 p.m and 6:00 p.m. The second Thursday episode usually airs on Friday of that week.

In 2002, Late Show with David Letterman was ranked No. 7 on TV Guide's 50 Greatest TV Shows of All Time. CBS has a contract with Worldwide Pants to continue the show through 2014; by then, Letterman will surpass Johnny Carson as the longest tenured late-night talk show host.
Stars
  • David Letterman (Self - Host)
  • Paul Shaffer (Self -Musical Director)
  • Alan Kalter (Self - Announcer (voice))
Subtitles Arabic, Basque, Catalan, Croatian, Czech, Danish, Dutch, English, Filipino, Finnish, French, French Canadian, Galician, German, Greek, Hebrew, Hindi, Hungarian, Icelandic, Italian, Japanese, Korean, Malay, Norwegian, Polish, Portuguese, Romanian, Russian, Simplified Chinese and Traditional Chinese, Spanish, Swedish, Tamil, Thai, Turkish, Ukrainian and Vietnamese.

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 Michael LeeRating: 8.9/10
2025-07-07 — Season 3, Episode 45

Fantastic cast and direction that dives into characters.

 Robert EvansRating: 8.8/10
2025-07-02 — Season 3, Episode 8

An outstanding TV series with deep emotional storytelling, brilliant acting, and twists that keep you coming back.

 Lisa CarterRating: 9.1/10
2025-06-25 — Season 6, Episode 8

Perfect blend of drama, suspense, and character development.

 Natalie WilsonRating: 8.6/10
2025-07-05 — Season 9, Episode 23

An emotional rollercoaster with meaningful relationships.

 Lisa CarterRating: 8.5/10
2025-06-21 — Season 10, Episode 12

An emotional rollercoaster with meaningful relationships.

 Robert EvansRating: 9/10
2025-06-21 — Season 6, Episode 41

Sharp writing and phenomenal ensemble performances.

 Michael LeeRating: 9.1/10
2025-06-29 — Season 1, Episode 48

Well-rounded, emotional, and beautifully shot series.

 Andrew MillerRating: 9.2/10
2025-07-02 — Season 4, Episode 26

Rich scenes and satisfying tension building.

 Daniel WrightRating: 8.8/10
2025-07-05 — Season 3, Episode 36

Every episode is filled with tension and depth.

 Grace HallRating: 9/10
2025-07-04 — Season 1, Episode 18

Top-notch cinematography and well-paced story arcs.

 Michael LeeRating: 8.8/10
2025-06-23 — Season 6, Episode 39

An outstanding TV series with deep emotional storytelling, brilliant acting, and twists that keep you coming back.

 David BrownRating: 8.6/10
2025-07-14 — Season 1, Episode 4

Rich scenes and satisfying tension building.

 Andrew MillerRating: 8.6/10
2025-06-18 — Season 10, Episode 46

Great production quality and immersive cinematography that develops over time.

 Lisa CarterRating: 9.5/10
2025-07-05 — Season 5, Episode 37

Pushes boundaries while maintaining emotional sincerity.

 Andrew MillerRating: 8.8/10
2025-06-20 — Season 7, Episode 16

Great production quality and immersive cinematography that develops over time.

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