WEBVTT

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welcome back to the deep dive so today we're

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gonna try something a little um a little different

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yeah i want to start by setting a scene a really

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specific scene i want you to just mentally transport

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yourself okay where are we going back to late

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2003 early 2004. think about the context you've

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probably got a motorola razor you're listening

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to hey yah on like A first gen iPod. And on Saturday

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nights, you're actually sitting on a couch waiting

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for a show to start at a specific time. It really

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is a different world. We're talking about a pre

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-YouTube, pre -social media landscape where,

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you know, appointment viewing was still a real

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thing. Exactly. And that's the appointment we're

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looking at today. Saturday Night Live. Specifically,

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it's 29th season. I've been going through this

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stack of notes you sent over and it's. It's honestly

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blowing my mind. It's a fascinating comedic time

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capsule, isn't it? It is. We're not just looking

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at random skits. This is the birth of huge cultural

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icons. This season gave us Debbie Downer. It

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basically launched Justin Timberlake's entire

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comedy career. And it's full of these bizarre

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niche experiments they had, like completely blocked

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out of my memory. Well, when you analyze the

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sources from that period, October 2003 to May

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2004, you see a show in the middle of a huge

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transition. They're balancing these high -energy

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musical parodies with these quieter, almost strange

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character studies. It feels like a blueprint

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for how comedy was evolving in the early 2000s.

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I think that's a perfect way to put it. So our

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mission today is to unpack that blueprint. We're

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going to look at the blockbusters, the disasters,

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and the sheer weirdness of it all. And I think

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we have to start with the biggest surprise of

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the season. Let me guess. The moment the world

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realized a boy band member could actually be

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the funniest person in the room. You're talking

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about the Justin Timberlake episode, October

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11, 2003. Yes. And this is historically significant

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in the SNL canon. It completely shattered that

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musical guest stigma. Usually they come on, they

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do a stiff line or two, and then they sing. Right.

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But Timberlake came in and basically took over

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the entire show. And he did it while wearing

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a giant foam costume. We have to talk about the

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mascot sketches, or as I call them, the... bring

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it on down to daveville saga this is a perfect

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example of a repeatable comedic formula the premise

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is so simple timberlake plays a street advertiser

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in a ridiculous costume and he's upstaging a

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rival vendor but the commitment level is just

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it's insane that first one omeletteville He's

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dressed as this massive yellow plastic looking

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omelet. And he's not just standing there. He's

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dancing with full pop star choreography while

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poor Chris Parnell is next to him dressed as

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like a sad plate of bacon and eggs. And that's

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the structure, right? It's a musical parody.

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He uses a boombox to play popular songs from

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that year, but changes the lyrics to be about

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eggs or soup. And he always lands on that same

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catchphrase. Bring it on down to Omeletteville.

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Every time. And the notes list so many reasons

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of this, it proves how much the audience loved

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it. Later, we got Homelessville, where he is

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a cup of soup battling Will Forte's Santa. Which,

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when you say it out loud, sounds a little dark.

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It does, but on screen it was hilarious. It became

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a staple. Years later, in 2011, they did Liquorville,

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where he was a beer bottle, and they brought

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in Lady Gaga to play a bottle of wine. Wow. But

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the secret sauce is that Timberlake was willing

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to look completely foolish. If he tried to look

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cool doing it, the whole thing would have failed.

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My favorite detail from the research has to be

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Veganville. He's dressed as a giant block of

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tofu fighting Bobby Moynihan as an Italian butcher.

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Just picturing it is funny. Yeah, a global superstar

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dressed as a block of soy product dancing on

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a sidewalk. It's just pure joy. And he knew it

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was his brand. I mean, even in season 34 when

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he wasn't hosting, he popped up on Weekend Update

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just to say he would have done Turkeyville for

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Thanksgiving. He was signaling to the audience,

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I know what you want from me. But that same episode,

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that same night in October 2003, also gave us

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another duo that defined the era. We can't skip

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the Barry Give talk show. Oh, that's the heavy

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hitter. That sketch established the chemistry

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between Jimmy Fallon and Justin Timberlake that

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we still see today. Yeah. The dynamic is just

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electric. You have Fallon as Barry Gibb, and

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he is dialed up to 11. He's screaming, hitting

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that high falsetto. The open chest hair, everything.

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And then you have Timberlake as his brother Robin,

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just sitting there, totally stone -faced. And

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that contrast is the whole comedic engine. If

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they were both manic, it'd be too much. If they

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were both low energy, it'd be boring. Right.

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But having Timberlake sit... in silence until

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it's time to harmonize, it creates this tension

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that just releases every time they sing the theme

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song. It's iconic. But okay, let's shift gears.

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We've talked about the polished musical hits.

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I want to look at something that felt a little

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more chaotic. I think I know where you're going.

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A dynamic that was less about the script and

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more about just messing with each other. I'm

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talking about Caitlin and Rick. Yes. May 2004.

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This is a masterclass in physical comedy and

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in character breaking. You have Amy Poehler as

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Caitlin, this hyperactive, nose -breathing preteen.

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Oh my God, the voice. Rick, Rick, Rick. I can

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hear it right now. Exactly. Yeah. And then you

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have Ratio Sans as Rick, her incredibly patient,

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indifferent stepfather. The game of the sketch

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is that Caitlin is an unstoppable force of annoying

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energy and Rick is an immovable object. She's

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literally hurtling over the couch. And he just

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sits there. But reading about the production,

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it seems like the real game was for Amy Poehler

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to torture Horatio Sanz until he broke character.

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That was absolutely the meta layer. The audience

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quickly realized the script didn't matter as

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much as watching Horatio try not to laugh. The

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sources mention one moment where Poehler presses

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her face directly against his cheek. Oh, I remember

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this. Like nose to cheek and just croaks Rick,

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Rick, Rick. Yeah. And this frog voice. You can't

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train for that. That's just one friend trying

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to destroy another on live television. And that's

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why it works. You feel like you're in the studio

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with them. And they even tried to double the

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chaos in the final one by bringing in Molly Shannon

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as Caitlyn's mom. Oh, right. And she played the

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mom exactly like Caitlyn. So suddenly poor Rick

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is trapped between two of them screaming at him.

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It was just sensory overload. Speaking of sensory

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overload, I want to talk about a sketch that's

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maybe a little less high art, but was a huge

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part of this season. It started in January 2004,

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and it leaned hard into some very specific stereotypes.

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Appalachian Emergency Room. Oh, this was a recurring

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sketch they went back to again and again. The

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premise is right there in the title. An ER in

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a rural redneck setting. And it really relied

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on this parade of... grotesque characters. It's

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a real rogues gallery. You've got Seth Meyers

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as the receptionist in a mullet, and he's basically

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the only sane person there. He's a straight man.

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And then you have Daryl Hammond and Amy Poehler

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as Percy and Nettie Bodance. Percy is always

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injured, usually blaming it on their druggie

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son, and Nettie has that very specific slow shuffle

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walk that Amy Poehler perfected. But the standout,

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the one that defines the sketch, has to be Tyler.

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Yes, Tyler, played by Chris Parnell. He's in

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almost every one. The receptionist asks, What

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is it this time, Tyler? And the answer is always

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that he has something incredibly specific stuck

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in his rectum. The writers really... They really

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challenged themselves with the specificity. It

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wasn't just a bottle. No. The one that killed

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me from the notes was the canister of Axe body

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spray. And Tyler has this line where he explains

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that if he moves his hips a certain way. He can

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still make it spray. He can still make it spray.

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It's horrifyingly creative. Or the jar of 20

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cotton balls. But they were in a jar, so he thought

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it was safe. The logic is so warped. And you

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had Fred Armisen as Willie Tater, who is always

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burning himself doing something ridiculous like

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using curling irons as lightsabers. It just feels

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like a vehicle for the cast to come in, do a

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weird voice, explain a gross injury and leave.

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I mean, Jack Black showed up once to do a farting

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contest in a live nativity scene. It was lowbrow.

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But they committed. And it shows the sheer variety

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of humor this season. You go from the slick production

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of Timberlake to a fart joke in an ER. Yeah.

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But then you pivot to something completely cerebral,

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like the character Billy Smith. This one I had

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totally forgotten, but reading the description

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sounds fascinating. Another Fred Armisen character.

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Right. Yes. From October 2003. Armisen plays

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a Native American stand -up comedian. But the

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humor isn't the jokes themselves. It's anti -comedy.

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Right, because he'll start with a classic setup,

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like, why did the chicken cross the road? And

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then, instead of a punchline, he veers into this

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incredibly obscure, serious reference to Native

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American culture or local politics. So the silence

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from the crowd is the joke. Precisely. The humor

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comes from the failure of expectation. And then

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he has to awkwardly explain the reference to

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the confused audience. It's a very different

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comedic muscle than Omeletteville. And speaking

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of Fred Armisen and different cultural flavors,

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he was really driving the international sketches

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this season. We had showbiz grande explosion.

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A parody of those big variety shows like Sabado

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Gigante. Horatio Sanz was the host, Manuel Pantolones,

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and Armisen was Ferrecito, the Venezuelan nightclub

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comedian. Ferrecito had that catchphrase, everyone

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starts saying, adios mio, and you do that sad

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face, then immediately snap back and say, I'm

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just kidding. It was basically Spanglish. But

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then they took it even further with Besos While

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Agreemas, a full -on telenovela parody. And the

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boldest part of that sketch, no subtitles. None.

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They performed the entire thing in Spanish. That

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is a huge risk for network TV in 2004. You're

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just banking on the audience getting the joke

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without understanding the words. But they did

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get it. Because the writers leaned into the universal

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language of melodrama. The slapping, the crying,

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the dramatic stares. You didn't need Spanish

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to know the tropes. Visuals are a big thing,

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too. We have to talk about The Prince Show. If

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you watched SNL in 2004, this image is burned

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into your brain. Everything on screen was purple.

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The set, the costumes, the smoke. It debuted

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on Valentine's Day 2004. Armisen as Prince and

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Maya Rudolph as Beyonce. And the dynamic is so

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weird, Prince barely speaks. He just whispers

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into Beyoncé's ear and she acts as his translator.

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And she translates these bizarre, mystical demands.

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But the best running gag was Prince's elusiveness.

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He would just vanish mid -sketch. Like physically

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leave the set? No, he'd just slip away. The guest

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would ask where he went and Beyoncé would point

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to a tiny monitor and you'd see Prince doing

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something totally mundane, like sculpting a bust

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or painting a fence. There's a great story about

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this in the research. Apparently, later on, the

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real Prince was the musical guest when Steve

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Martin hosted. A classic what -could -have -been

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moment. The writers wanted the real Prince to

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appear in the sketch. The gag was going to be

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Fred Armisen looking into a mirror and seeing

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the real Prince as his reflection. That would

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have been amazing. And Prince refused. Of course

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he did. That is the most Prince thing to do.

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He didn't want to make fun of himself, so they

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just used a regular mirror. But Steve Martin

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did end up playing Prince's personal chef, so

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we got something out of it. Okay, what about

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the industry satire? This season had a lot of

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meta commentary on fame. You had Spyglass, which

00:11:19.080 --> 00:11:21.700
felt like a British -access Hollywood. Right.

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Seth Meyers and Amy Poehler again. The gimmick

00:11:24.779 --> 00:11:27.519
was the clash of styles. Seth Meyers played a

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presenter who only spoke in terrible puns. We're

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keeping an eye on London. Exactly. And Amy Poehler's

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characters seem to be reporting on celebrities.

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But as she talked, you realize she was actually

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just stalking them, you know, digging through

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their trash, hiding in their bushes. It's so

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interesting to see them building that rapport.

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You can see the seeds of their weekend update

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partnership right there. Definitely. But for

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my money, the best industry satire was Abe Scheinwald.

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Oh, Rachel Drash. She is so good at playing these

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gross little characters. She played Abe, this

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senile old school film producer. And Seth Meyers

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played his grandson, Brad, who's trying to take

00:12:05.269 --> 00:12:07.769
over the family business and make art. And the

00:12:07.769 --> 00:12:10.710
tragedy is that the grandson realizes his inheritance

00:12:10.710 --> 00:12:14.070
is gone because Abe passed on every major hit

00:12:14.070 --> 00:12:16.639
of the last decade. The list is just painful.

00:12:16.820 --> 00:12:19.279
Abe passed on Titanic, The Matrix, Lord of the

00:12:19.279 --> 00:12:21.340
Rings. Why? Because he didn't think they had

00:12:21.340 --> 00:12:23.059
enough sex appeal. He wanted to make exploitation

00:12:23.059 --> 00:12:25.659
films. That was his motto, right? His motto was,

00:12:25.860 --> 00:12:30.700
and I quote, It's so crude, but watching Seth

00:12:30.700 --> 00:12:33.279
Meyers die inside while Rachel Dratch delivers

00:12:33.279 --> 00:12:36.240
that line with total conviction, it's just comedy

00:12:36.240 --> 00:12:38.500
gold. And speaking of Rachel Dratch, we've arrived

00:12:38.500 --> 00:12:41.500
at the moment we cannot ignore. Season 29 gave

00:12:41.500 --> 00:12:43.539
us one of the biggest recurring characters of

00:12:43.539 --> 00:12:47.149
the decade. debuting May 1st, 2004, Debbie Downer.

00:12:47.210 --> 00:12:49.529
It's shocking she appeared so late in the season.

00:12:49.690 --> 00:12:52.169
I feel like Debbie Downer is part of the show's

00:12:52.169 --> 00:12:54.789
DNA. It was an instant classic. The premise is

00:12:54.789 --> 00:12:57.820
universal, right? Yeah. Someone who... ruins

00:12:57.820 --> 00:13:00.200
a perfectly good vibe by bringing up horrific

00:13:00.200 --> 00:13:03.279
news. But it's the execution that sells it. The

00:13:03.279 --> 00:13:05.820
camera snaps into that tight close -up on her

00:13:05.820 --> 00:13:08.440
face. She looks directly into the lens, and you

00:13:08.440 --> 00:13:11.399
hear that sound effect. The wah -wah muted trumpet.

00:13:11.559 --> 00:13:14.379
It's Pavlovian. We have to be honest. Part of

00:13:14.379 --> 00:13:16.639
why this sketch became legendary wasn't just

00:13:16.639 --> 00:13:19.220
the writing. It was the breaking. Oh, absolutely.

00:13:19.460 --> 00:13:23.429
The very first sketch. At Disney World is famous

00:13:23.429 --> 00:13:26.409
because nobody could get through it. Dratch brings

00:13:26.409 --> 00:13:29.529
up feline AIDS and the entire cast just dissolves.

00:13:29.610 --> 00:13:31.789
It's contagious. When they laugh, the audience

00:13:31.789 --> 00:13:34.009
laughs harder. It's that live wire energy you

00:13:34.009 --> 00:13:36.409
only get on SNL. Before we wrap up, I want to

00:13:36.409 --> 00:13:38.529
pivot to one last sketch that I think is just

00:13:38.529 --> 00:13:41.509
delightfully weird. Pat and Patty Silviak. This

00:13:41.509 --> 00:13:43.669
one is a tongue twister. It's a linguistic challenge

00:13:43.669 --> 00:13:46.009
disguised as a sketch. It wasn't about a plot.

00:13:46.169 --> 00:13:48.090
It was about seeing how many times they could

00:13:48.090 --> 00:13:50.980
use the ax sound. So you have Horatio Sanz and

00:13:50.980 --> 00:13:53.440
Maya Rudolph playing Pat and Patty, and everything

00:13:53.440 --> 00:13:56.320
rhymes. They run Pat and Patty's Backpack Shack.

00:13:56.360 --> 00:13:58.620
Which is located in Hackensack. Right next to

00:13:58.620 --> 00:14:02.100
the dog track. And the employees. Who could forget

00:14:02.100 --> 00:14:05.700
Maddie and Jackie Halderback? Or Jack Hackensack?

00:14:05.919 --> 00:14:08.720
It's so silly, it's barely a sketch. But it shows

00:14:08.720 --> 00:14:11.960
the writer saying, can we sustain a three -minute

00:14:11.960 --> 00:14:14.679
segment just using one vowel sound? And the answer

00:14:14.679 --> 00:14:17.679
was yes. The notes even mention the website they

00:14:17.679 --> 00:14:21.620
promoted was BackpackShack .ac. That is dedication.

00:14:22.080 --> 00:14:24.759
It is. And look, not every experiment worked.

00:14:24.879 --> 00:14:27.480
There was Jorge Rodriguez, another Rachel Sands

00:14:27.480 --> 00:14:30.080
character, this aloof guy looking for his friend

00:14:30.080 --> 00:14:32.200
Pepe. I'm looking for Pepe. That was the whole

00:14:32.200 --> 00:14:33.879
thing. It didn't quite have the staying power

00:14:33.879 --> 00:14:36.399
of Debbie Downer or Barry Gibb, but it shows

00:14:36.399 --> 00:14:38.539
that throw -it -at -the -wall energy of the season.

00:14:38.720 --> 00:14:40.759
So let's bring this all together. When we look

00:14:40.759 --> 00:14:43.159
at this whole season, from Timberlake in a tofu

00:14:43.159 --> 00:14:46.340
costume to the ac sketch, what's the big takeaway?

00:14:46.830 --> 00:14:49.450
Well, this season really solidified an era of

00:14:49.450 --> 00:14:52.470
SNL that relied heavily on recurring characters

00:14:52.470 --> 00:14:55.950
and catchphrases. Think about it. Barry Gibb,

00:14:55.950 --> 00:14:58.470
Appalachian Emergency Room, The Prince Show,

00:14:58.789 --> 00:15:01.590
Caitlin and Rick. These weren't one -offs. They

00:15:01.590 --> 00:15:03.850
were franchises. And they were consistent formulas.

00:15:03.950 --> 00:15:06.029
You tuned in knowing exactly what you were going

00:15:06.029 --> 00:15:08.570
to get. Exactly. You tuned in waiting for Tyler

00:15:08.570 --> 00:15:11.830
to say what was in his butt. You waited for Tibberlake

00:15:11.830 --> 00:15:14.240
to say... Bring it on down to it was Comfort

00:15:14.240 --> 00:15:16.720
Food TV. It really reflects the pop culture of

00:15:16.720 --> 00:15:19.419
2004, too. We were obsessed with these big personalities,

00:15:19.759 --> 00:15:22.440
J -Lo, Prince, Timberlake. And the show was reflecting

00:15:22.440 --> 00:15:25.340
that back at us, but through this like distorted

00:15:25.340 --> 00:15:27.919
funhouse mirror. And it was a crucial transition

00:15:27.919 --> 00:15:30.159
point for the cast. You see the baton passing.

00:15:30.759 --> 00:15:34.059
Fallon is established. But Poehler, Myers and

00:15:34.059 --> 00:15:36.299
Armisen are really carving out the spaces that

00:15:36.299 --> 00:15:38.600
would define the show for the next decade. It's

00:15:38.600 --> 00:15:40.879
a snapshot of a comedy generation finding its

00:15:40.879 --> 00:15:42.940
footing. And honestly, this deep dive just makes

00:15:42.940 --> 00:15:44.759
me want to go back and watch Justin Timberlake

00:15:44.759 --> 00:15:46.860
dress up as a cup of soup again. It remains a

00:15:46.860 --> 00:15:49.620
surprisingly enduring image. Before we sign off,

00:15:49.679 --> 00:15:51.659
here's something to think about. We talked a

00:15:51.659 --> 00:15:53.799
lot about how these sketches were strict formulas.

00:15:54.179 --> 00:15:57.179
Tyler's injuries, Caitlin's running, Prince's

00:15:57.179 --> 00:16:00.220
whispering. They did the exact same thing every

00:16:00.220 --> 00:16:02.580
single time. It raises an important question

00:16:02.580 --> 00:16:05.330
about modern comedy. We live in the TikTok era

00:16:05.330 --> 00:16:07.730
now, where if a video doesn't surprise you in

00:16:07.730 --> 00:16:09.190
the first three seconds, you just scroll past

00:16:09.190 --> 00:16:12.149
it. Do we still have the patience for that kind

00:16:12.149 --> 00:16:16.029
of repetitive formula? Or was that patient recurring

00:16:16.029 --> 00:16:18.950
character model a unique feature of the early

00:16:18.950 --> 00:16:21.529
2000s that we might never see again? That is

00:16:21.529 --> 00:16:23.929
a great question to chew on. Can a bring it on

00:16:23.929 --> 00:16:26.850
down to Omeletteville survive in 2026? I'm not

00:16:26.850 --> 00:16:28.950
sure, but I'm glad we have the tapes from 2003.

00:16:29.529 --> 00:16:31.490
Thanks for listening to this deep dive. We'll

00:16:31.490 --> 00:16:32.549
catch you on the next one. Goodbye.
