Late Show with David Letterman (2008) – Season 16 Episode 52:
Denis Leary, John Mayer


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Late Show with David Letterman Season 16 Episode 52 (November 27, 2008) – "Denis Leary, John Mayer"

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 52 of Late Show with David Letterman Season 16, titled "Denis Leary, John Mayer", originally aired on November 27, 2008, 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 52 of Late Show with David Letterman Season 16 delivers a compelling experience. With its blend of drama, tension, and emotional depth, "Denis Leary, John Mayer" stands out as a pivotal installment—one worthy of multiple viewings and in-depth discussion.

Late Show with David Letterman Season 16 Episode 52 - Denis Leary, John Mayer (2008)
0.0/10 from 0 votes
Title Late Show with David Letterman
Genre Talk, Comedy
Air Date2008-11-27
Season16
Episode52
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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 David BrownRating: 8.5/10
2025-07-09 — Season 2, Episode 16

Perfect blend of drama, suspense, and character development.

 David BrownRating: 9.3/10
2025-06-23 — Season 10, Episode 34

Fantastic cast and direction that dives into characters.

 Sophia MartinezRating: 9.2/10
2025-06-17 — Season 5, Episode 4

Every season adds layers to a deep narrative.

 Lisa CarterRating: 9.1/10
2025-07-13 — Season 4, Episode 38

A masterclass in storytelling and emotional depth.

 Daniel WrightRating: 8.7/10
2025-06-19 — Season 9, Episode 16

An emotional rollercoaster with meaningful relationships.

 Sophia MartinezRating: 9.1/10
2025-07-03 — Season 3, Episode 22

Well-rounded, emotional, and beautifully shot series.

 Mark DavisRating: 9/10
2025-07-13 — Season 5, Episode 18

A powerful and well-written show tackling complex themes.

 Amanda ScottRating: 9/10
2025-06-25 — Season 4, Episode 37

Great production quality and immersive cinematography that develops over time.

 Daniel WrightRating: 8.8/10
2025-06-29 — Season 3, Episode 36

Every episode is filled with tension and depth.

 John SmithRating: 8.6/10
2025-07-12 — Season 2, Episode 19

Well-rounded, emotional, and beautifully shot series.

 Michael LeeRating: 8.7/10
2025-07-10 — Season 2, Episode 28

Top-notch cinematography and well-paced story arcs.

 Sophia MartinezRating: 9.4/10
2025-07-13 — Season 3, Episode 33

An emotional rollercoaster with meaningful relationships.

 Sarah ParkerRating: 8.5/10
2025-06-28 — Season 3, Episode 3

Perfect blend of drama, suspense, and character development.

 Sarah ParkerRating: 9.5/10
2025-06-26 — Season 4, Episode 35

Rich scenes and satisfying tension building.

 Michael LeeRating: 9.3/10
2025-06-26 — Season 2, Episode 41

Well-rounded, emotional, and beautifully shot series.

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