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Late Show with David Letterman (1993 – 2015)

1993 • 22 seasons • Comedy, Talk • TV-PG
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All seasons

Late Show with David Letterman — Season 7

196 episodes · Sep 7, 1999

1. Kevin James, Sheryl Crow
Sep 7, 1999

Dave voiced his strong disapproval of the CBS/Viacom merger, while Kevin James offered promotion for his latest comedy special.

2. Ricki Lake, Kid Rock
Sep 8, 1999

Dave made several attempts to reach Sumner Redstone's office before, with a degree of persuasive charm, convincing Ricki Lake to place a prank call to Oprah Winfrey.

3. Craig Kilborn, Louise Smith, The Umbilical Brothers
Sep 9, 1999

Craig Kilborn hosts a television program that follows Dave's.

4. Queen Latifah, John Popper
Sep 10, 1999

John Popper joined the band for the performance as Alan punches Sumner Redstone during the CBS Mailbag broadcast.

5. John McEnroe, Sharon Lawrence, Nanci Griffith
Sep 13, 1999

George Clarke performs a whimsical dance while wearing a diaper. Meanwhile, Dave shares a memorable moment from the previous night's Emmy victory: a video clip of Rob Burnett affectionately kissing his wife during the ceremony – a detail he…

6. Kid Scientists, Edie Falco, Dixie Chicks
Sep 14, 1999

Andrea Sande and Nadine Hennelly conducted a Y2K inspection for Joe G's, and the business successfully met all requirements.

7. John Leguizamo, Meat Loaf
Sep 15, 1999

Brian Donahue, a member of the staff, repeatedly trips and falls on staircases throughout the night. Subsequently, Meatloaf promotes his album, "Crazy in Alabama."

8. Jenna Elfman, Chris Kattan, Christine Aguilera
Sep 16, 1999

As a rare hurricane threatened New York City, Paul scanned for "talk show closings," while Dave made his entrance onstage clad in a poncho and galoshes. Elsewhere, Jenna Elfman commandeered Anton's drumset, and Christina Aguilera delivered …

9. Heather Locklear, Keyshawn Johnson
Sep 17, 1999

On the CBS program *Mailbag*, Alan voiced a violent threat against Secretary of the Treasury Lawrence Summers, only to subsequently seek help from an anger management counselor.

10. Michael J. Fox, Heather French
Sep 20, 1999

With Alan absent, Joe Haden takes his place. Warren Zevon steps in for Paul. Meanwhile, Rupert makes a trip to the CBS Store, perusing the network's upcoming autumn programming.

11. Robin Williams, Norm MacDonald
Sep 21, 1999

Paul and a student from the nearby high school grapple with the intricacies of parallel parking, all while Robin Williams champions the film "Bicentennial Man."

12. Stupid Pet Tricks, Ashley Judd, Randy Travis
Sep 22, 1999

In a performance of "Who Asked For It?", Alan, Regis, Bill Delace, and Mike McIntee embody figures from the audience. Meanwhile, Ashley Judd lends support to the film "Double Jeopardy."

13. Mark Wahlberg, Adam Sandler, Roger Ebert
Sep 23, 1999

Dave made the announcement that the program would undergo a name change in the coming year, becoming ""Late Show 2000."" Simultaneously, Roger Ebert was promoting his newly revised talk show.

14. Kelly Preston, Stirling Moss, Sugar Ray
Sep 24, 1999

On the latest episode of CBS Mailbag, Harold Larkin addresses the topic of body piercing, and Dave makes a brief appearance in a Gap advertisement.

15. Kevin Pollak, Tom Waits
Sep 27, 1999

A blanket is offered to a girl shivering in the crowd by Biff. Meanwhile, Chewy the dog diligently seeks out truffles. And Tom Waits’ voice booms from a bullhorn.

16. Nathan Lane, Emmylou Harris & Linda Rondstadt
Sep 28, 1999

Nadine, Andrea, Sirajul (though not Mujibur), and Joe G. engage in a game of "Who Wants to Win a Giant Phony Check for $1,000,000?" Afterward, Alan promotes a film he recently produced, titled "For the Ladies"—a project that, it turns out, …

17. Mia Farrow, Russell Crowe, Paula Cole Band
Sep 29, 1999

Dave recounted yet another tale of dental woe. In "New for Fall," Mujibur and Sirajul take on leading roles in the Bollywood musical "Basanta Gan Gaibay." Evander Holyfield presents his list of the Top Ten, though Lennox Lewis interjects to…

18. Kevin Spacey, Eurythmics
Sep 30, 1999

After championing "American Beauty," Kevin Spacey bestowed a bag of Presidential M&M's upon Dave. Subsequently, Harold Larkin recounted one of the "True Stories of the Late Show Stagehands": He described entering a peculiar closet backstage…

19. Kelsey Grammer, Rebecca Gayheart
Oct 1, 1999

Alan simmered with frustration, chafing under the prohibition against physical violence. Meanwhile, Dave became agitated, obsessively fiddling with his tie. Under the watchful eyes of Mujibur and Sirajul, Alan then assaulted writer Joe Topl…

20. Harrison Ford, David Bowie
Oct 4, 1999

"Biff Henderson's America" finds itself in Turkey, Texas for four days; David Bowie performs "Thursday's Child."

21. Dan Quayle, Melissa Ethridge
Oct 5, 1999

Mujibur and Sirajul sampled the fare at Hello Deli. A commercial for "Late Show on Tour" flickered on a screen, featuring Jackie Mason as Dave. In a gesture of respect for the evening's guest, Dave announced he would cease making jokes abou…

22. Lili Tomlin, Leah Remini, Beth Hart
Oct 6, 1999

The latest installment of "True Stories of the Late Show Stagehands" recounts a harrowing tale: Pat and Kenny, caught in a plane crash over the Andes, are forced to resort to cannibalism for survival.

23. Jesse Ventura, Amy Brennamen, ZZ Top
Oct 7, 1999

At the age of a century, a man offers his list of the top ten. Below, on the fire escape overlooking 53rd Street, Biff calls out to President Clinton’s motorcade, announcing he has refreshments.

24. Jack Hanna, Peter Fonda, Sting
Oct 8, 1999

In 1999, during the CBS program *Mailbag*, Pat Farmer showcased a segment titled "Great Pats Throughout History." Following this, Sting performed his song "Brand New Day."

25. Bruce Willis, Will Ferrell
Oct 11, 1999

Carole King joined Paul on stage, and later shared a duet with Bruce Willis.

26. Chazz Palminteri, Billy Blanks, Wilson Pickett
Oct 12, 1999

Joe G. joins Mujibur and Sirajul for a discussion on finding quality food in the area, a topic framed as "Where Can I Get a Decent Meal in This Town?" Afterward, Billy Blanks presents a demonstration of Tae-bo.

27. Farrah Fawcett
Oct 13, 1999

Captured by an external camera, Paul Fiore’s driver’s test in New Jersey unfolds, accompanied by commentary from Biff and aerial footage from a WCBS-TV helicopter. Upon completing the examination, he is greeted by a woman offering flowers, …

28. John Malkovich, Harland Williams
Oct 14, 1999

Warren Zevon once again steps in for Paul. Dave attempts to utter a strong word, referencing its use on "Chicago Hope," but is met with a censor's tone. Meanwhile, Biff generously offers a pair of Yankees tickets to someone in the audience.

29. Austin Payne, Patricia Arquette, Moby
Oct 15, 1999

On the CBS program *Mailbag*, Alan Kalter enthusiastically promotes his upcoming Millennium Party, a venture that appears destined for chaos. Subsequently, Dave offers a segment titled "Top Ten Things That Sound Creepy When Delivered by Joh…

30. Charles Grodin, Jimmie Walker, Buena Vista Social Club
Oct 25, 1999

Paul and Dave discussed the band’s upcoming performance at the White House. For his latest World Series report, Biff conducted interviews with a diverse array of guests, including Evander Holyfield and John Rocker. The legendary performers …

31. John Cusack, Bob Sarlatte, LeAnn Rimes
Oct 26, 1999

Dave presents a segment from the recently shuttered CBS comedy series, *Work With Me*. Subsequently, WCBS-TV's David Diaz physically confronts a young man exhibiting disruptive behavior during a live report from the street.

32. Martha Stewart, Martin Scorcese, Ricky Martin
Oct 27, 1999

Martha Stewart prepares festive Halloween treats, while New York Jets quarterback Vinny Testaverde lends a hand with the team's yearly "Halloween Costumes" feature.

33. Joe Torre, Denzel Washington
Oct 28, 1999

Bill DeLace, head of security, caused a stir at last night's Gore-Bradley debate. The 1999 World Champion New York Yankees offered their selection of the Top Ten. And Denzel Washington promoted his film, "The Bone Collector."

34. Meryl Streep, Natalie Merchant
Oct 29, 1999

Dave posts a foolish photograph of himself outdoors, then enlists marksman Armando Aiello to fire paintballs at it. He disparages Harmony Korine, who made some pointed remarks after a recent encounter. Meanwhile, Mike McIntee and Bill DeLac…

35. Luke Perry, Jimmy Kimmel, Garbage
Nov 1, 1999

Dave launched into a detailed tale about a Halloween candy haul, and then, adopting the distinctive vocal cadence of the talking dog from the Taco Bell commercials, continued the narrative.

36. Lauren Holly, Jimmy Fallon, Rage Against the Machine
Nov 2, 1999

Dave sends greetings to everyone at King's Height Rest Home in New York, as Rage Against the Machine delivers a performance of "War Within a Breath" from the rooftop, even as rain falls heavily.

37. Bill Cosby, Milla Jovovich
Nov 3, 1999

Fourteen-year-old music prodigy Shannon Kerman is present; Paul’s most vivid recollection of this year’s World Series is reimagined by Martin Scorsese and Ricky Martin. Following a performance of “Where Can I Get a Decent Meal in This Town?…

38. Susan Sarandon, Juan Montoya, East Harlem Violinists
Nov 4, 1999

On 53rd Street, the Alludium 2000 Pumpkin Modulator, a cannon of considerable repute, stood poised for launch, its operator Max Teasdale at the ready. Simultaneously, Roberta Glasspari and The East Harlem Violinists, subjects of the film "M…

39. Regis Philbin, Mitch Hedberg
Nov 5, 1999

A microphone, suspended by satellite, faces the sun during an open mic night in the Mojave Desert. Meanwhile, Dr. Lou Arrone administers influenza vaccinations to the assembled crowd.

40. Woody Harrelson, Bobby Rahal
Nov 8, 1999

Across the stage, the victors of the New York City Marathon, Joseph Chebet of Kenya and Adrianna Fernandez of Mexico, continue their run. Dave notes that colleagues Jay Johnson, Fred Dhimizu, and Patty McDonald also participated in the race…

41. Don Rickles, Jane Clayson
Nov 9, 1999

Dave notes his ranking of sixty-fourth on Entertainment Weekly's list of the hundred greatest entertainers, situated between Joni Mitchell and Jim Carrey. Broadcast live via satellite, it’s another Open Mic Night in the Mojave Desert; Boots…

42. Jack Hanna, Bob Hoskins, Melanie C
Nov 10, 1999

Dave announced the premiere of "Good Old-Fashioned Fun," a program featuring Harold Larkin making a snow angel in mayonnaise, and a death-defying soap box derby between Mujibur and Sirajul. Later in the broadcast, Melanie C, formerly of the…

43. Natalie Portman, Travis Pastrana, Ted Alexandro
Nov 11, 1999 · 6.0

Dave plays a recording of the accident involving stunt biker and special guest Travis Pastrana from earlier that day, and the injured daredevil eventually makes a labored appearance on stage. As the evening concludes, the Hi-Ho Girls are as…

44. Stupid Human Tricks, Johnny Depp
Nov 12, 1999

Jay Johnson offers a glimpse behind the scenes at the set of "The Early Show," hosted by Bryant Gumbel and Jane Clayson. Meanwhile, Dr. Lou Arrone provides his annual flu vaccinations to the studio audience.

45. Claudia Schiffer, Chris Cornell
Nov 15, 1999

Dave presented a segment illustrating that even after only two weeks with the network, complications had already arisen on Bryant Gumbel's *Early Show*. During an interview, a guest unexpectedly suffered an arm amputation. Later in the prog…

46. Will Smith, Creed
Nov 16, 1999

Dave consulted the 2000 Places Rated Almanac, then reached out to Donald Green, the mayor of Kankakee, Illinois – the city that received the lowest rating. As a gesture of sympathy, Dave gifted the mayor a gazebo, provided by “Gazebo Weekly…

47. Anthony Edwards, Yasmine Bleeth
Nov 17, 1999

In a segment titled "What They're Doing to Boost Their Ratings," magician John Bundy performs a card trick, making a cue card vanish.

48. Evander Holyfield, Ted Danson, Counting Crows
Nov 18, 1999

Ted Danson is currently promoting his series, "Becker," while Dave insists on a last-minute alteration to the show's ranking, currently holding the fifth position in the Top Ten.

49. Gabriel Byrne, Mark Borchardt
Nov 19, 1999

Gabriel Bryne introduced his work on "End of Days," and Dave greeted Mike, a friend of Mark Borchardt.

50. Bryant Gumbel, John Carpenter, Tony Bennett
Nov 22, 1999

Dave, Bill DeLace, Pat Farmer, Biff, intern Laura McCloud, Mike McIntee, Harold Larkin, Paul, Tommy Gordon, and George Clarke offered their perspectives on the piece titled "What They're Thankful For."

51. Kathie Lee Gifford, Charlotte Church
Nov 23, 1999

Tony Mendez and Bill DeLace headline the upcoming CBS midseason series, "Next Time Bring Your Sister, You Hump." Meanwhile, Kathie Lee Gifford presents Dave with a turkey.

52. Julianna Margulies, Eric Ripert, Third Eye Blind
Nov 24, 1999

"Biff Henderson's America" journeys to the ranching heartland of Meeteetse, Wyoming.

53. George Carlin, Jewel
Nov 25, 1999

From a studio in Indianapolis, Mrs. Dorothy Letterman appears on screen, standing in her kitchen as Dave inquires about the Thanksgiving pies she has prepared. Later, she reveals the contents of her refrigerator: a remarkable collection of …

54. Stupid Pet Tricks, William Baldwin
Nov 26, 1999

A canine retriever of beer made an appearance on "Stupid Human Tricks," prompting Dave to lament the imitation of the segment by other talk shows. Another Open Mic Night in the Mojave Desert yielded no notable discoveries. Rudy Giuliani the…

55. Barbara Walter, Dan Patrick, Mary J. Blige
Nov 29, 1999

In the segment titled "The Best and Worst of the Millennium," a curious animation brings Sam Donaldson's eyebrows to life. Simultaneously, at tonight's Open Mic event held in the Mojave Desert, a technician tests the microphone and carefull…

56. Jenny McCarthy, Martha Stewart, Foo Fighters
Nov 30, 1999

Dave made the announcement that Monica Lewinsky was seeing a former writer for LSDL. At Joe G's, a patron found themselves unexpectedly featured in their own "E! True Hollywood Story." Meanwhile, Jenny McCarthy promoted "Scream 3."

57. Tim Robbins, Laetitia Casta, B.B. King & Dr. John
Dec 1, 1999

Glen Campbell joins the program as Dave revisits the list of cities he discussed last month – those he deemed worthy and those he did not. He then connects with Donald Green, the mayor of Kankakee, Illinois, who receives yet another gazebo …

58. Patrick Stewart, Al Franken, Bob Marley
Dec 2, 1999

Dave, for the season's countlessth time, instructs Inky to expel his gum. A nod to the recent Pokémon phenomenon, Dave and the assembled audience engage in a game of "Know Your Japanese Cartoon Crap."

59. Geena Davis, Bill Murray, Fiona Apple
Dec 3, 1999
60. Courtney Love, Tori Murden, R.E.M.
Dec 13, 1999
61. Gwyneth Paltrow, Blondie
Dec 14, 1999
62. Danny DeVito, Harry Smith
Dec 15, 1999

As the night wore on, players from the Philadelphia Flyers took turns firing pucks at a cardboard likeness of Dave. Meanwhile, the individual from Turkey received a promotion to stagehand.

63. Jim Carrey, Alanis Morrisette
Dec 16, 1999
64. Joe Breen, Jude Law
Dec 17, 1999
65. Tom Brokaw, Alex Kingston, Run DMC
Dec 20, 1999
66. Emily Watson, LL Cool J
Dec 21, 1999
67. Marv Albert, Heather Matarazzo, Bruce Henderson
Dec 22, 1999
68. Hallie Eisenberg, Jon Witherspoon, Darlene Love
Dec 23, 1999
69. Matt Damon, Q-Tip
Dec 27, 1999

A touch warm, Dave shed his coat, performing the majority of the show in only his shirt and tie. In "Who Asked For It?", Patrick Stewart and the Taco Bell chihuahua appear in "A Christmas Carol"; meanwhile, Biff delivers a holiday-themed du…

70. Isabella Rossellini, Bev Tanner
Dec 28, 1999
71. Jay Thomas, Nick Nordberg
Dec 29, 1999
72. Dick Clark, Ralph Charles
Dec 30, 1999
73. Stupid Human Tricks, Kevin James, Brooklyn Philharmonic
Dec 31, 1999
74. Jeff Daniels, Jake Johannsen
Jan 3, 2000
75. Lauren Bacall, Kurt Warner
Jan 4, 2000
76. Bill Pullman, Dan Naturman
Jan 5, 2000
77. George Stephanopoulos, Sue Murphy
Jan 6, 2000
78. Edie Falco, Ray Lucas, Andy Kindler
Jan 7, 2000
79. Kate Winslet, Ice Cube
Jan 10, 2000
80. Woody Harrelson, Shawn Presser, Filter
Jan 11, 2000
81. Hillary Clinton, Art Donovan
Jan 12, 2000
82. Tom Arnold, Art Donovan, Lynryd Skynryd
Jan 13, 2000

Dave expressed his gratitude to Rob Burnett for securing Hillary Clinton as a guest. Art Donovan engaged in a game of ping pong with a man of unpleasant demeanor from Turkey. Lynyrd Skynyrd delivered their rendition of "Sweet Home Alabama."

83. Regis Philbin, Mark Borchardt
Jan 14, 2000

Regis entered the room to meet with the unpleasant Turkish man, and afterward, Dave informed him that an angiogram was scheduled for the following morning.

84. Charles Grodin, Julia Roberts, Regis Philbin
Feb 7, 2000

Tonight marks the premiere of *Late Show Backstage*, a clip show hosted by Charles Grodin while Dave recovers from quintuple-bypass surgery, a procedure performed three weeks prior. Highlights include a conversation between Charles and Juli…

85. Regis Philbin, Jerry Seinfeld, Danny DeVito
Feb 8, 2000

"Backstage," Day Two finds Regis in a fresh spotlight as the clip show's second host of the evening. Tonight, he converses with Jerry Seinfeld, who presents a segment featuring Dave performing the Top Ten without trousers, and Danny DeVito,…

86. Paul Schaffer, Bruce Willis, Martin Short
Feb 9, 2000

Backstage #3 finds Paul making his first appearance on the Late Show since Dave's surgery. He’s seated on a movie set, sharing the stage with Bruce Willis and his longtime friend, Martin Short. The evening’s highlights include footage of Br…

87. Regis Philbin, Bill Cosby, Sarah Jessica Parker
Feb 10, 2000

Behind the scenes, on the fourth day, Regis welcomed guests once more, engaging in conversation with Bill Cosby, Sarah Jessica Parker, and the esteemed Pat Farmer. Highlights from the day included Bill’s ascent to the balcony via a ladder, …

88. Paul Schaffer, Steve Martin, Billy Crystal
Feb 11, 2000

Behind the curtain, on the fifth day, Paul returns as host, joined this time by Dave’s friends Steve Martin and Billy Crystal. The program features several segments: Steve Martin operates a projector to showcase footage from his newest film…

89. Paul Schaffer, Drew Barrymore, Ray Romano
Feb 14, 2000

Behind the curtain, on the sixth day, Paul attempts a flirtation with Drew Barrymore during the cold opening. The segment features interspersed clips: Drew playfully acknowledging Dave on his forty-eighth birthday; their wedding occurring a…

90. David Brenner, Kathie Lee Gifford, Alec Baldwin
Feb 15, 2000

Behind the curtain, on the seventh day, comedian David Brenner engages Kathie Lee Gifford and Alec Baldwin in conversation. Tonight’s segments feature Brenner’s playful disruption of the Butterball turkey hotline (as seen in Show #1345), a …

91. Tom Snyder, Norm MacDonald, Don Rickles
Feb 16, 2000

Behind the scenes on the eighth day, Tom Snyder, once the host of both "Tomorrow" and "Late Late Show," exchanged a few witty remarks with Norm MacDonald and Don Rickles. Tonight’s segments feature Norm lamenting his demotion from SNL (deta…

92. Tom Snyder, Mike Myers, Roseanne, Bonnie Hunt
Feb 17, 2000

Behind the scenes, on the ninth day, Tom Snyder remains at the helm, welcoming Mike Myers, Roseanne Barr, and Bonnie Hunt to the studio. Tonight’s segments feature Dave presenting archival footage of Myers as a young Canadian Cub Scout, Mye…

93. Tom Arnold, Robin Williams, Jack Hannah
Feb 18, 2000

"Backstage," Day 10: Following a conversation with Robin Williams, Tom Arnold candidly expresses his disappointment that Jack Hanna did not bring any animals to the set. Tonight's highlights include Robin’s abrupt departure from behind the …

94. Regis Philbin, Robin Williams, Foo Fighters
Feb 21, 2000

Dave presented the surgeons who had restored his life, offering them a heartfelt welcome. He also extended a warm greeting to Regis, a visitor he was pleased to see again, marking the third time in just two months.

95. Bill Cosby, Heidi Klum, Vince Carter, Dr. Paula Mahone, Dane Cook
Feb 22, 2000

With a shared smile, Bill Cosby carefully lifted the lid of a box filled with basketball cards, his companion Vince Carter watching with interest.

96. Julia Roberts, Israel Perlman
Feb 23, 2000

Emerging from his recovery, Dave launched into a spirited complaint about the temporary necessity of rides to work. He then spiraled into a deeper irritation regarding decaffeinated coffee. During a segment titled "How the Media Covered Dav…

97. Kathie Lee Gifford, Tom Arnold, Joy Behar, Linda Edar
Feb 24, 2000

Kathie Lee Gifford is the newest guest host stepping in to fill the void alongside Dave, as he recovers from heart surgery. During tonight's show, she faces a heckler who points out her lack of undergarments. Gifford responds with a sharp r…

98. John Goodman, Norm MacDonald
Feb 25, 2000

George Clarke responds to recent remarks regarding his weight, while Dave recounts a vivid memory of his post-operative appearance, comparing himself to Don King. In a separate segment, Hank Hill, of "King of the Hill" fame, offers his well…

99. Drew Carey, Dolly Parton
Feb 28, 2000

Chaos erupts in the small town of Badger, Minnesota, as the unsettling narrative of "Biff Henderson's America" unfolds, coinciding with the release of Ian Anderson's latest album from Jethro Tull.

100. David Brenner, Carson Daley, Aida Turturro, Gary Gulman, Ben Harper & The Innocent Criminals
Feb 29, 2000

With Dave absent, David Brenner stepped into the slot, delivering a roughly ten-minute set of stand-up. Afterward, he engaged in conversation with Aida Turturro, of *The Sopranos*.

101. Kid Turkey Callers, Candice Bergan, Fiona Apple, George W. Bush
Mar 1, 2000

Dave persists in his complaints regarding decaffeinated coffee; George W. Bush is subjected to a live, satellite-linked interrogation; Fiona Apple delivers her performance of "On The Bound."

102. Nathan Lane, Mel Brooks, Mario Cantone, Kristin Chenoweth
Mar 2, 2000

Nathan Lane steps in as the guest host, kicking off the program with a short film celebrating the advantages of stepping into Dave’s shoes. He then joins Kristin Chenoweth for a musical number from *You're a Good Man, Charlie Brown*.

103. Anjelica Huston, Jayson Williams, Steely Dan
Mar 3, 2000

After a two-decade hiatus, Steely Dan has released their first album, "Two Against Nature."

104. Kathie Lee Gifford, Eddie Izzard
Mar 6, 2000

Paul appeared tonight in a crisp white suit, a choice that drew a comment from Dave. He noted that the bandleader was also serving as musical director for the forthcoming Rock and Roll Hall of Fame induction ceremonies. Meanwhile, Sandra an…

105. Janeane Garofalo, Bob Odenkirk & David Cross, Zack Galifanakis, Old '97s
Mar 7, 2000

Janeane Garofalo takes the guest host chair this evening, with Bazeel performing as the "slide whistle legend." Garofalo conducts tonight's interviews from behind a school desk positioned before Dave's. Bob Odenkirk and David Cross provide …

106. Tim Robbins, Melissa Etheridge
Mar 8, 2000

In the midst of "Campaign 2000," Maria steps in to cover for Rob, who is deeply immersed in work on the NBC pilot, *Ed*. Biff presents the evening's "Beat the Clock" champion with a home version of the game – a checkerboard. Meanwhile, "Phi…

107. Dana Carvey, Jon Lovitz, Cindy Margolis, Al Frankin, Rocco DiSpirito
Mar 9, 2000

Dana Carvey, filling in as guest host, engaged in conversation with fellow alumni of the legendary sketch comedy show, Jon Lovitz and Al Franken.

108. Tom Brokaw, Catherine Keener, Bonnie Raitt
Mar 10, 2000
109. Gabriel Byrne, Martha Stewart, Moby
Mar 20, 2000

In an unusually protracted installment of "Campaign 2000," Dave refrains from a comparative analysis of Bush and Gore, instead launching into a tirade about his cable provider. Later, he confesses that this will be his final appearance on t…

110. Matthew Broderick, Patti Smith
Mar 21, 2000

With a sudden, brutal hunger, Biff consumes the first robin of the season. The unpleasant man from Turkey vanishes without a trace. Meanwhile, Pat and Kenny hurl Matthew Broderick’s birthday cake from the rooftop.

111. Barbara Walters, Linda Cardellini, Kimmie Rhodes
Mar 22, 2000

On 53rd Street, Biff operates a manual tally for the current US Census; he then shows a segment featuring Barbara Walters' peculiar expression during her most recent Oscar broadcast. The extended version of the Gore-Bush sketch from two nig…

112. Rosie Perez, Robert Klein
Mar 27, 2000

Rob Burnett settles back at his desk on the stage's corner. As ""Campaign 2000"" unfolds, Dave offers a comment on CBS's fresh slogan, pulling a wry remark about Gene Keady's hair from the air. Later, during the Top Ten segment, Dave makes …

113. Minnie Driver, Trisha Yearwood
Mar 28, 2000

The opening scene finds Dr. Henry Kissinger announcing himself as Dave’s guest host, only to be met with a rather sudden revelation: Dave is no longer unwell. Moments later, Dave instructs Rupert to prepare Hello Deli's newest menu item, th…

114. Kid Scientists, Jimmy Smits, Bruce Cockburn
Mar 29, 2000

Paul appeared as Gaston Mazacani. Rob recounted a humorous anecdote concerning a mishap he’d experienced with a taxi driver. Later, during a segment titled "What I Like About Spring," Alan inadvertently revealed something about his private …

115. John Cusack, Paul Fiora, Eddie Brill
Mar 30, 2000

Dave illustrates the curious effect of decaffeinated coffee with a simple demonstration: he mixes food coloring in water.

116. David Arquette, Al Green
Mar 31, 2000

The year was 2000, and the political discourse had grown stale. Dave, seeking fresh material, launched into a discussion of Daylight Saving Time. Soon after, he brought up the recently publicized finding that gay men, on average, possess lo…

117. Brooke Shields, Oliver Platt, Joni Mitchell
Apr 3, 2000

During the 2000 campaign, David discovered a tick clinging to his suit. A sudden wave of anxiety washed over him, prompting an immediate call to Dr. Lou Aronne. He then proceeded to photograph the three ticks with a specialized camera, capt…

118. David Duchovny, Joe Pistone, Lou Reed
Apr 4, 2000

Dave announced the show’s decision to take in and safeguard Elian Gonzalez, the Cuban refugee. Rupert prepared a Biff Henderson sandwich for Paul, a gesture he did not extend to Biff himself. Dave mentioned receiving a call from Johnny Cars…

119. Bonnie Hunt, Shelby Lynne
Apr 5, 2000
120. Samuel L. Jackson, Jack Hannah
Apr 6, 2000
121. Jon Stewart, Faith Hill
Apr 7, 2000

During the broadcast of *Mailbag*, actor Stephen Tobolowsky appears, and we discover a curious tale: Tony is Fidel Castro's estranged son. Later, Jon Stewart attempts to gift Dave with a human heart. When Dave politely refuses, Stewart sto…

122. Bill Cosby, Sarah Vowell
Apr 10, 2000
123. Jenna Elfman, Jeff Altman, Children of Uganda
Apr 11, 2000

Dave highlights a segment from the recent live television adaptation of *Fail Safe*, illustrating the surprisingly permissive standards CBS employs regarding on-air profanity. Meanwhile, Jenna Elfman promotes her film, *Keeping the Faith*.

124. Paul Newman, Pearl Jam
Apr 12, 2000

Today marks Dave’s forty-first birthday, though he doesn’t count the twelve years he spent at NBC. During a segment titled "Job Hunting Tips," a barbershop quartet performs a rendition of intern Bob Dickerson's resume. Richard Simmons calls…

125. Matthew McConaughey, Kelly Monteith, Willie Nelson
Apr 13, 2000

During the 2000 campaign, Dave made a point of acknowledging a man in the audience who was bald. Afterward, Biff distributed Broadway tickets to two couples present.

126. Ben Stiller, Brian Regan
Apr 14, 2000

With Mick Taylor of the Rolling Stones as guest, the segment on "Campaign 2000" runs for a precise six seconds. Following this, Dave and Paul take center stage in a new crime drama, "Good Cop, Good Cop," during the Mailbag portion of the sh…

127. Jeff Foxworthy, Vertical Horizon
Apr 24, 2000

Paul reports that his eighty-six-year-old father, Bernard Shaffer, underwent a five-way bypass yesterday. Later, Bruce Kapler conceded that his father had received a less extensive procedure – a double bypass – just a year prior. In a brief…

128. Kristin Johnson, Live
Apr 25, 2000

Following a series of discussions about Oprah's publication over the preceding weeks, Dave announced the release of the inaugural issue of "D," his own magazine. Separately, Alan interrupted the broadcast of "Campaign 2000" to share news of…

129. Dennis Quaid, Nicole Sullivan, Smashing Pumpkins
Apr 26, 2000

Tony is apprehended and taken into custody by the INS on two separate occasions. Purdue University basketball coach Gene Keady offers his ranking of the Top Ten. The Smashing Pumpkins perform their song, "Blue Skies Bring Tears."

130. Salma Hayek, Ray Romano
Apr 27, 2000

Tony finds himself once more under the scrutiny of the INS. Rob Burnett joins the broadcast live from Los Angeles for "Campaign 2000." Meanwhile, Alan and his son, a portly young man grappling with gender identity, mark Take Your Daughters …

131. Natalie Portman, Lennox Lewis
Apr 28, 2000

In the segment known as Mailbag, Alan confesses to an encounter with Janet Reno. Production assistant Jeremy Weiner finds himself the subject of Paul’s favored game, “Staffer/Not a Staffer.” Meanwhile, David Wells and Bernie Williams unveil…

132. David Spade, Marion Jones
May 1, 2000

Jimmy Webb and Glen Campbell are present as Dave announces the results of last week's blood test – negative, following the tick incident. In a nod to a popular trend on contemporary television, "Campaign 2000" is screened. Independent filmm…

133. Kim Basinger, Oasis
May 2, 2000

Connected by satellite, we journey to Preston Luggage in Dallas for a further extended conversation with Al Cordova and his assistant, Kathy. Additionally, during "Campaign 2000," Maria Pope introduces Rob Burnett, who receives a standing o…

134. Dana Carvey, Alison Krauss & Union Station
May 3, 2000

Dave pays tribute to "Great Bald Men Throughout History"—a category encompassing himself, Paul, and Dwight D. Eisenhower—as we observe the latest installment of "Biff Henderson's Fun with a Stopwatch."

135. Julia Louis-Dreyfus, Mitch Hedberg
May 4, 2000

Julia Louis-Dreyfus performs a number from *West Side Story*, and Jerry Seinfeld joins her in a vocal rendition. Additionally, Dave presents footage of a woman inadvertently dropping a bowling ball on her husband's head.

136. Stupid Human Tricks, Joaquin Phoenix, Mighty Mighty Bosstones
May 5, 2000

Dave recounted another speeding stop, offering deferential words to the New York State troopers. During the "Campaign 2000" segment, he extolled the virtues of TiVo. A panel of ten jockeys presented the top ten entries.

137. Betty White, Hanson
May 8, 2000

News arrived that Michelle O'Calaghan welcomed a new child over the weekend. The announcement sparked a moment of concern for Dave, who reported being summoned for jury duty. In another segment titled "What's New," Pat and Kenny humorously …

138. John Travolta, Cast of Kiss me Kate
May 9, 2000

Dave persists in offering his perspective on the ongoing jury duty issue. The external camera shifts to Joe G.'s residence, where they broadcast an episode of "Would You Like To Win a Phony Check for 350 Million Dollars?" After three years …

139. Kelsey Grammer, Caroline Rhea
May 10, 2000

Dave presented a CNN news segment alongside a newspaper article addressing the controversy surrounding jury duty. During "Campaign 2000," Paul confessed to a disturbing dream involving Maria Pope. Meanwhile, Caroline Rhea offered insights i…

140. Kathie Lee Gifford, Debra Messing
May 11, 2000

Kathie Lee Gifford addressed her upcoming departure from the talk show, followed by an impromptu rendition of "Love Never Fails."

141. Richard Simmons, Sarah Vowell
May 12, 2000

Rob and Dave established the parameters for Richard Simmons’ upcoming visit, including a somewhat unorthodox measure: authorization to deploy a fire extinguisher should the situation demand it. During the Mailbag segment, Dave forged a conn…

142. Gillian Anderson, Foo Fighters
May 15, 2000

Peter Frampton is covering for Felicia Collins, who had a prior engagement. Paul mentioned that Anton is getting married this weekend. Rob announced that Ed has been officially selected for NBC's fall programming.

143. David Hyde Pierce, Phish
May 16, 2000

Dave's rendition of "Memory" is a brutal assault on the classic. Meanwhile, Rupert and Tony Randall find themselves unexpectedly invited to "Campaign 2000," yet possess nothing of substance to contribute to the proceedings.

144. Hugh Grant, Carly Simon
May 17, 2000

During the 2000 campaign, Dave remarked on the impending conclusion of *Beverly Hills, 90210*, noting that the final episode would inevitably feature another of Alan’s emotional outbursts.

145. Jackie Chan, Jim Gaffigan
May 18, 2000

A figure masquerading as Les Moonves presents a *Murder, She Wrote* to Dave. The impending retirement of White House press corps veteran Helen Thomas prompts a retrospective, with Dave showcasing a compilation of memorable moments from her …

146. Ringo Starr, Jane Krakowski
May 19, 2000

Dave declared this the final episode of the season. He and Maria offered a farewell to Rob Burnett, who would now be dedicating his efforts to work with Ed. In a startling moment, Tonya Smith dropped a bowling ball from a height of twelve f…

147. Michael J. Fox, Richard Harris
May 22, 2000

Dave struggles to find a comfortable lumbar support setting for his chair. Maria Pope recounts, with evident pride, a remarkable twenty-one hours of uninterrupted sleep. Meanwhile, Michael J. Fox reflects on his health and the decision that…

148. Earvin 'Magic' Johnson, matchbox 20
May 23, 2000

Donning a spacesuit, Buzz Aldrin conducts interviews with this year's Daytime Emmy nominees. Meanwhile, Mujibur and Sirajul engage in a basketball bet with Rupert. Elsewhere, Dave idly browses a furniture catalog, and a sidewalk performance…

149. Nathan Lane, Gloria Estefan
May 24, 2000

James Earl Jones lends his voice to excerpts from Richard Simmons’ latest autobiography, *Biff Henderson’s America*. The book’s promotional tour includes a brief stop in Calhoun, Missouri, and an unusual marketing stunt featuring a man disg…

150. Sarah Jessica Parker, Penn & Teller
May 25, 2000

In "Biff's Fun with a Stopwatch," the protagonist attends a Pacers playoff game where he engages in petty theft and subsequently subjects a larger individual to unwelcome attention.

151. Dan Patrick, Owen Wilson, B.B. King
May 26, 2000

Dave lets his pen clatter to the floor, a casualty of the segment known as Mailbag. Meanwhile, Gerard, adopting the persona of "Bob Knight," dissects one of his players with ruthless precision. Amidst this, Dave offers a brief discussion o…

152. Alicia Silverstone, David Brenner
Jun 5, 2000
153. Lisa Kudrow, Tom Dreesen, Steve Earle and the Dukes
Jun 6, 2000

Dave offered his initial thoughts on the latest iteration of CBS's popular Survivor, and then, with a sudden emphasis, returned to the topic of jury duty. "Some of those guys are really going to be in trouble!" he declared.

154. Robert Duvall, Don Henley
Jun 7, 2000

Dave characterizes Campaign 2000 as "largely devoid of substance, a considerable waste of time." Yet, during tonight's segment, Paul candidly expresses a desire for his name to be offered as a clue on *Who Wants to Be a Millionaire?* Meanwh…

155. Roger Ebert, Nia Long
Jun 8, 2000

Dave presents Paul as Wayne "Fat Boy" Ewing. In a tribute to the television show *Survivor*, George Clarke isolates himself within the boiler room, equipped only with a video camera and provisions, ultimately resorting to self-mutilation by…

156. Martin Lawrence, Sinead O'Connor
Jun 9, 2000

Paul leads a game called "Staffer/Not a Staffer," where Dave attempts to identify whether the person before him is a member of his team. He correctly identifies the individual as a staffer: Nick Prueher, the talent researcher. Additionally,…

157. Jimmy Connors, David Coulthard
Jun 12, 2000

Dave reported that his jury duty in Connecticut had concluded, though he hadn't been selected for a trial. Meanwhile, George Clarke remained precariously situated within the boiler room. Biff made a trip to Los Angeles to attend the NBA Fin…

158. Marv Albert, Heath Ledger, Bon Jovi
Jun 13, 2000

Pat Farmer adjusts Dave's chair. In a brief exterior shot featuring the CBS Store and a newly opened electronics shop beside it, Tony Randall is seen standing on the roof, seemingly without purpose. The 2000 Stanley Cup-winning New Jersey D…

159. Calista Flockhart, Isaac Hayes
Jun 14, 2000

News arrived that Kathy Mavrikakis had become a mother. Meanwhile, George Clarke found himself confined to a boiler room, accompanied by two prostitutes, at which point he proclaimed himself a "Volcano God." Elsewhere, Isaac Hayes led an or…

160. Naomi Campbell, Juan Montoya
Jun 15, 2000

At the monologue’s close, an elderly gentleman—not Calvert—shuffles his feet before departing the stage. For the 2000 campaign, Maria introduces Stacey Stillman, the first contestant eliminated from *Survivor* to grace the Late Show. Meanwh…

161. Stupid Pet Tricks, Jimmy Kimmel, Billy Bragg & Wilco
Jun 16, 2000

After someone pilfered his favorite mug, Laurie Diamond brought Dave a fresh cup of coffee. During the Mailbag segment, Gerard offered his commentary on *Survivor*. Later, while filming "Stupid Pet Tricks," Dave inadvertently stepped on a d…

162. John McEnroe, Busta Rhymes
Jun 19, 2000
163. Mark Wahlberg, The Deftones
Jun 20, 2000

Bad Company’s Paul Rodgers lends his voice to the proceedings. Meanwhile, Dave frets about potential unrest in downtown Los Angeles following the Lakers' NBA victory, only for Harold Larkin to swing open the door and reveal rioters beyond t…

164. Dana Carvey, No Doubt
Jun 21, 2000

Dave presents a fabricated video depicting Tiger Woods seemingly dismantling his competitors’ balls with a focused gaze. Meanwhile, Rita Buttgas (Jude Brennan) reappears during the 2000 campaign to mark the one-year anniversary of her impro…

165. Samuel L. Jackson, P.J. Ollson
Jun 22, 2000

In the boiler room, George clings desperately to life. Ramona Gray, the self-proclaimed "non-surviving Survivor" of "Campaign 2000," makes a jarring interruption, while PJ Olsson performs "Visine."

166. Piedmont Bird Callers, Keenan Ivory Wayans
Jun 23, 2000

Dave frequently disrupts broadcasts when news anchors are not framed correctly, subtly shifting his head at five-second intervals. During the "Mailbag" segment, Biff engages in conversation with pre-taped footage of Shaquille O'Neal. Most r…

167. Tom Brokaw, Eric Idle
Jun 26, 2000

Dave replayed the video of the dog bite from the previous week, now insisting that a "wild dingo" had transmitted rabies. He declared George W. Bush "as dumb as a box of tools." Following the interview, Tom Brokaw immediately returned to Ro…

168. James Belushi, Third Eye Blind
Jun 27, 2000

Dave admitted to himself a certain fondness for the British news anchor, Daljit Dhaliwal. Shortly after, Alan interrupted Dave’s thoughts to offer congratulations to the genetics scientists on their breakthrough in deciphering the genetic c…

169. Martha Stewart, Travis
Jun 28, 2000

Ted Nugent takes his place as the guest, while Dave launches into a spirited commentary on the "wild island sex" depicted on *Survivor*. Next, Martha Stewart makes an entrance onto the stage astride a bicycle painted in red, white, and blue…

170. George Clooney, Warren Zevon
Jun 29, 2000

"Daljit Dhaliwal, you know, the newscaster – and quite the looker – is scheduled for next week," Maria said to Dave. He responded by mentioning he was doing a kindness for a police officer who had pulled him over for speeding; he’d arranged…

171. Jay Thomas, David Sedaris
Jun 30, 2000

Dave announced with a grin that he planned to seek out company at a gin and tonic gathering following the performance. During the segment known as "Mailbag," Biff delivered a particularly scathing critique of Dan Rather. Then, Lauren, a so…

172. Tom Arnold, Brian Wilson
Jul 3, 2000

Dave repeatedly plays the recordings of the dog bite and the deer attack. During the 2000 campaign, Maria introduces Dave to a First Mate in the US Navy, and subsequently, two hundred sailors from the USS Nassau surge onto the stage. Brian …

173. National Hollerin' Champions, Skye McCole Bartusiak
Jul 4, 2000

Dave introduces the "Late Show Liberty Dancers." A live phone call connects to the owner of a nearby fireworks shop, who ignites explosives. Onstage, the finalists of this year’s National Hollerin' Championship deliver their performances.

174. Ellen Degeneres, Sheryl Crow & Steve Earle
Jul 5, 2000

The Liberty Dancers now perform under the name The 5th of July Dancers. A man with a particularly striking goatee finds himself the focus of a reality show-style countdown. Meanwhile, Dave persuades Tony to advertise his own online program.

175. Daljit Dhaliwal, Shawn Wayans
Jul 6, 2000

Dave finally encounters Daljit Dhaliwal, finding her preoccupied with global events and seemingly oblivious to the subtle advances he attempted. Meanwhile, Shawn Wayans is actively promoting the latest installment in the *Scary Movie* franc…

176. Jason Alexander, Tracy Chapman
Jul 7, 2000

Pat and Kenny took over Dave’s usual seat. Dave then introduced Sergeant John Best of the Marshall, Texas Police Department, as the show's new co-host. Later, Jerry Foley appeared on "Staffer—Not a Staffer," managing to nearly outwit Dave.

177. Bruce Willis, Elliot Smith
Jul 17, 2000

"We hope you're settled in with a comforting drink as we begin," Dave says to the audience. Joining us tonight is Gretchen Cordy, who finished tenth in the last season of *Survivor*. And we're delighted to welcome Elliott Smith, who will be…

178. Marilu Henner, Dixie Chicks
Jul 18, 2000

From the dimly lit theater basement, comes "Let's Look for Rats." The play begins with a quiet pace, but momentum builds when Alan descends to the lower level, hoping to coax the creatures into view for the cameras.

179. Will Ferrell, Ben Folds Five
Jul 19, 2000

Dave persists in calling Paul Wayne "Fat Boy" Ewing; Alan shares photographs from his recent travels; Maria confirms Al Gore's interest in appearing as a guest; and, in their final television performance, Ben Folds Five plays "Regrets."

180. Jeff Daniels, Bob Sarlatte
Jul 20, 2000

Building on a recurring bit from the week before, Dave presents an "Anna Kournikova Play of the Day"—a clip of the tennis star taking a swig from a water bottle—followed by comparable segments featuring Don Zimmer and Larry King. Meanwhile,…

181. Jon Stewart, Lucy Pearl
Jul 21, 2000

Dave shortened his tie, taking off nearly half its length. Alan was overcome with a sudden, intense sadness regarding Kathie Lee Gifford’s exit from her morning television program. Meanwhile, Dave and Jon Stewart engaged in a conversation a…

182. Harrison Ford
Jul 24, 2000

On the rooftop, Pat and Kenny toss a Frisbee. The latest roster of individuals working behind the scenes includes Tony Mendez’s orchestrator, Dave's fiancée, Paul's girlfriend (the same woman), and a staff member who remains in his Y2K-era …

183. Don Rickles, Ween
Jul 25, 2000

Dave suspects a colleague is playfully adjusting his chair. During "Campaign 2000," Maria Pope informs Dave that they've received no communication from the Bush campaign. George Plimpton reads the latest Harry Potter novel, but remains sile…

184. Kathie Lee Gifford, Bev Tanner
Jul 26, 2000

A fresh dispute is emerging, fueled by Dave’s declaration of intending to clean his chair, specifically to remove “ass prints.” Harold Larkin found himself the target of an assault by a large can of Off! insect repellent. Meanwhile, Kathie …

185. Connie Chung, Harry Hill
Jul 27, 2000

A woman from the audience recited the names of all ten of her grandchildren. The air in the theater hung thick with the scent of mosquito repellent. Then, Kathie Lee returned to present the Top Ten.

186. Roseanne, David Gray
Jul 28, 2000

The baseball bat connected with Alan’s form. A woman with blonde hair, posing as Kathie Lee, offered a final farewell to Dave, a parting meant to be permanent. Meanwhile, David Gray delivered a performance of “Babylon.”

187. Edie Falco, Macy Gray
Jul 31, 2000

Dave presents fabricated footage depicting a man with defibrillator paddles positioned near Dick Cheney during a televised interview. Subsequently, Macy Gray performs her song, "I Try."

188. Nathan Lane, John Pizzarelli Trio
Aug 1, 2000

In the midst of the "Campaign 2000" broadcast, Tony Randall stumbled over a comedic bit. Afterward, Nathan Lane shared anecdotes about his canine companion, culminating in a song.

189. Joy Philbin, Joe Lockhart
Aug 2, 2000

Alan erupted, a sudden fury propelling him into a chase after a man who fled outside. Afterward, Dave engaged in conversation with Joe Lockhart, the President's press secretary.

190. Al Roker, Craig Ferguson
Aug 3, 2000

Maria presented Dave to Gervase Peterson, a former competitor on the reality show "Survivor." Subsequently, Al Roker, the NBC weatherman, offered a promotion for his latest book.

191. Darrell Hammond, Todd Rundgren
Aug 4, 2000

On the CBS Mailbag program, Mujibur and Sirajul engage in a spirited debate regarding the question, "Do you like monkeys?" The discussion escalates, culminating in a prolonged physical altercation. Subsequently, following another outburst f…

192. Tom Selleck, Jordan
Aug 7, 2000

Without explanation, the Qualcomm CEO presented Dave with a check for twenty-five thousand dollars. Afterward, Dave spoke with Jean Jordan, the former "Big Brother 1" contestant who had since transitioned into writing.

193. Al Franken, Guster
Aug 8, 2000

On "The Late Show's" iteration of *Iron Chef*, Rupert Jee faced off against Joe G., emerging victorious with a masterful chicken rollatini.

194. Sam Donaldson, Kid Rock
Aug 9, 2000

Biff stepped out into the fresh air to tally the throng of perspiring individuals. Meanwhile, during the fervor of "Campaign 2000," Alan interrupted Maria with a deeply felt performance of "Send in the Clowns."

195. Jennifer Lopez, Reggie Jones
Aug 10, 2000

Paul met with Dave to discuss "Know Your Jewish U.S. Senators." Later, during the "Campaign 2000" event, Maria introduced Dave to Colleen Haskell, who had been a runner-up on "Survivor."

196. Vince Vaughn, Eels
Aug 11, 2000

Vince Vaughn is currently promoting "The Cell," and Maria is voicing her hopeful anticipation for a potential debate between George W. Bush and Al Gore, scheduled to air during the program.