Saturday Night Live

• Dean Winters, Harold Perrineau, J. K. Simmons, and Lee Tergesen appear as their characters from the HBO prison drama Oz in a pre-taped sketch that has Jerry Seinfeld sent to the Oswald Correctional Facility following his jailtime on the series finale of Seinfeld.

• A parody of VH-1's Where Are They Now?, featuring former castmembers Dana Carvey and Kevin Nealon as Hans and Franz appears in this episode. This sketch was originally supposed to air on SNL's 25th anniversary special, but was cut for time.

Snoop Dogg

Eminem

• This episode was delayed 14 minutes due to the World Series.
• All reruns of this episode mute out Norm Macdonald's use of the word "goddamn" (he says it once in the monologue when he asked, "How did I get so goddamned funny?" and three times during the Inside the Actor's Studio sketch).
• The 60-minute rerun of this episode only airs the performance of Dr. Dre and Snoop Dogg, even though Eminem's name is mentioned in the opening credits.
• Rachel Dratch's first episode as a cast member

• In a callback to Brooks' appearance when he hosted and was musical guest on season 23, Brooks does a skit with Mango as Chris Gaines, then unmasks him.

• Who Wants to Be a Millionaire? winner John Carpenter appeared in the cold opening, where he got the honor of announcing "Live from New York, It's Saturday Night!"
• Tina Fey appears during the monologue as an audience member who asks Aniston a question.

• Jim Carrey (who at the time was in the film, Man on the Moon) was originally scheduled to host, but backed out due to scheduling conflicts.
• R.E.M. lead singer Michael Stipe makes an appearance in a "Mango" sketch with Chris Kattan.
• The Rockettes guest star in a sketch featuring Molly Shannon's character Sally O'Malley.
• Almost all of the sketches in this episode either feature recurring characters, recurring celebrity impersonations, or are recurring sketches. The only non-recurring sketch is the "Press Conference Playset" fake commercial.

• Jon Stewart was originally asked to host, but backed out. He would host the show two years later.

• Julianna Marguiles is the third castmember (and the only female castmember) from the NBC medical drama, E.R. to host SNL.
• The "Regurgitating Family" sketch (considered one of the rawest, most disgusting SNL sketches by fans and critics) almost didn't make it to air because everyone involved in the sketch couldn't stop cracking up. The sketch did make it to the live show, with Julianna Margulies the only one to crack up after Will Ferrell chokes on some food during his rant and ad-libs, "I'm upset!" [1]

• Gwenyth Paltrow makes an appearance in Affleck's monologue (Affleck made an appearance in Paltrow's monologue when she hosted in 1998).
• The "Fanatic" pretaped sketch where an orphan (Ben Affleck) meets Anna Nicole Smith (Molly Shannon) was directed by Paul Thomas Anderson.

• NSYNC makes appearances in two sketches.

• Professional wrestlers Mick Foley, Triple H and The Big Show appear in the cold opening (alongside Vince McMahon, who gets to say "Live From New York, it's Saturday Night!"), monologue, and the Nicotrel sketch where they (and The Rock) beat up Chris Parnell.

• Former castmember Dana Carvey returns in this episode as George H.W. Bush during the cold opening.
• The sketch Behind the Music: Blue Oyster Cult was an award winner for Christopher Walken, and the slogan - "(I Gotta Have) More Cowbell!" - would be featured on various memorabilia.
• Tina Fey (back when she was a writer for the show) appears in the "Viagra" fake commercial as one of the unhappy wives.
• A sketch that got cut after dress rehearsal, about a dying hospital patient (Ana Gasteyer) who meets a strange angel (Christopher Walken) and doesn't believe that he's here to save her, can be seen as an extra in the DVD version of the SNL special, "The Best of Christopher Walken".

• Eve was originally asked to be the musical guest.
• Shortly before the end of the musical number, the Thong Song, one of the dancer's transparent skirts can be seen falling off, and is quickly pulled back up by the wearer. An embarrassed look on her face can be seen after the song ends during the applause. It is still shown in reruns of the episode.
• Reruns on NBC and E! have a dress rehearsal version of Sisqo's musical performance because in the live show, his microphone went dead and he had to wait for a stage hand to give him another one.

• Maya Rudolph's first episode as a cast member

• Catherine O'Hara was asked to host, but withdrew.
• At 18, Britney Spears broke the record for being the youngest person in SNL history to appear as both host and musical guest in the same episode.
• Cheri Oteri's mother and Sarah Michelle Gellar appear in this episode to introduce Britney Spears's two performances,

• Cameos by Sarah Michelle Gellar, Gina Gershon, Florence Henderson (from "The Brady Bunch"), and former SNL band leader, G.E. Smith.
• With this episode, Jackie Chan becomes the first Asian movie star to host SNL.
• Phish guitarist Trey Anastasio joined Kid Rock on guitar for his second song Only God Knows Why.
• The NBC rerun of this episode edits out the "Zimmermans At The Golf Course" sketch and replaces it with a short film called, "The Procedure" starring Andy Richter and Willem Dafoe.
• Tim Meadows, Cheri Oteri and Colin Quinn's final episode as cast members.
• Stage manager Bob Van Ry and musical director Cheryl Hardwick retire effective with this show; both are mentioned by name in a sketch during the show.