Andy Samberg

Summary

Detailed Summary of "Conan O’Brien Needs A Friend" – Episode Featuring Andy Samberg

Podcast Information:

• Title: Conan O’Brien Needs A Friend
• Host: Conan O’Brien
• Guest: Andy Samberg
• Episode Release Date: July 28, 2025

Introduction

In this vibrant and heartfelt episode of "Conan O’Brien Needs A Friend," Conan O’Brien welcomes Andy Samberg, the beloved comedian, actor, and member of the iconic comedy group, The Lonely Island. The conversation delves into Andy’s journey in comedy, his experiences on "Saturday Night Live" (SNL), the creation and impact of viral digital sketches, and his work on the hit series "Brooklyn Nine-Nine." Through engaging anecdotes and mutual admiration, Conan and Andy explore the evolving landscape of comedy and the importance of authentic friendship.

Early Life and Background

Andy Samberg begins by sharing snippets of his early life in Berkeley, California, highlighting his interests in skateboarding and music. Despite identifying as a "90s kid," Andy amusingly admits his fascination with 70s music, setting the stage for his unique comedic perspective.

Andy Samberg [03:35]: "We moved to LA from Berkeley where we grew up together."

Conan responds with playful teasing about Andy’s skateboarding days, establishing a relaxed and humorous rapport early in the conversation.

Comedy Career and SNL

The discussion transitions to Andy's tenure on SNL, where he reflects on the intense and competitive environment of the show. Andy acknowledges the physical and creative demands of performing live comedy night after night.

Andy Samberg [38:16]: "For the first five years, we couldn't believe our luck. They were just asking for them."

Conan empathizes, sharing his own struggles with anxiety and the pressure cooker atmosphere of late-night television.

Conan O’Brien [38:05]: "I have to credit Sandler for... I was in a state of mind..."

Andy opens up about the challenges of maintaining creativity and passion in such a demanding setting, while also expressing gratitude for the opportunities SNL provided him.

Digital Comedy and The Lonely Island

A significant portion of the episode centers around Andy’s work with The Lonely Island and their pioneering role in digital comedy. Andy discusses how sketches like "Lazy Sunday" and "Dick in a Box" harnessed the nascent power of platforms like YouTube to reach a global audience.

Andy Samberg [25:00]: "I did something we've been doing on SNL was controlling the edit..."

He credits their timing with the rise of YouTube and streaming platforms, which allowed their short-form content to go viral and redefine comedic outreach.

Andy Samberg [26:16]: "It was right when YouTube was becoming a thing."

Conan acknowledges Andy’s influence on modern digital comedy, noting how their work laid the foundation for the viral video culture that dominates today’s internet landscape.

Conan O’Brien [28:35]: "Why does someone do that?... You guys had a huge impact..."

Interaction with Conan and Podcasting

Andy and Conan delve into the dynamics of their relationship and the mutual respect that underpins their friendship. Conan reminisces about past interactions and how Andy’s comedic talents have enriched his own career.

Conan O’Brien [53:20]: "Imagine me explaining to my parents why, like, I'm under the table."

Andy shares stories of working with Conan, highlighting their collaborative spirit and the joy they find in creating comedy together.

Andy Samberg [45:00]: "The ball is just in the air the whole time. It's incredible."

Their camaraderie shines through as they discuss various comedic endeavors, including attempts at stand-up and the creative process behind their interactions.

Reflections on Comedy and Technology

Both hosts reflect on the transformative impact of technology on comedy. They explore how digital platforms have accelerated the dissemination of content, allowing comedians to reach audiences instantaneously compared to the traditional, more prolonged processes of television and film production.

Conan O’Brien [42:38]: "I was not listening to that. I was listening to all British invasion stuff."

Andy Samberg [25:52]: "Yes. I mean, it feels great to hear..."

Andy highlights the contrast between the meticulous, slow-paced creation of traditional media and the rapid, iterative nature of digital content creation.

Andy Samberg [25:52]: "We were just, like, trying to get people that had bandwidth and websites to upload our stuff."

This segment underscores the adaptability required in modern comedy, where the ability to quickly test and iterate jokes can determine viral success.

Personal Stories and Anecdotes

Throughout the episode, Conan and Andy share numerous personal stories that highlight their unique comedic styles and the deep bond they share. Notable moments include Conan recounting his failed attempt at performing as a clown and Andy’s amusing experience at Wimbledon, where he had to navigate a strict dress code.

Andy Samberg [68:35]: "I was changing out of my jeans into the Wimbledon khakis..."

These anecdotes not only provide laughs but also offer insight into the vulnerabilities and challenges faced by comedians beyond their on-stage personas.

Notable Quotes and Timestamps

• [03:35] Andy Samberg: "We moved to LA from Berkeley where we grew up together."
• [25:00] Andy Samberg: "I did something we've been doing on SNL was controlling the edit..."
• [38:16] Andy Samberg: "For the first five years, we couldn't believe our luck. They were just asking for them."
• [53:20] Conan O’Brien: "Imagine me explaining to my parents why, like, I'm under the table."
• [68:35] Andy Samberg: "I was changing out of my jeans into the Wimbledon khakis..."
• [45:00] Andy Samberg: "The ball is just in the air the whole time. It's incredible."
• [66:00] Andy Samberg: "I'm pretty happy."

These quotes capture the essence of the conversation, highlighting both the humor and the heartfelt moments shared by Conan and Andy.

Conclusion

The episode wraps up with heartfelt appreciations and reflections on the enduring nature of comedy and friendship. Conan expresses deep admiration for Andy’s contributions to the world of comedy and their genuine friendship, solidifying the episode as a testament to the show's mission of fostering real and lasting connections.

Conan O’Brien [66:14]: "Because you're here with me. Bam. I made it."

Andy reciprocates, emphasizing the importance of creating joy and laughter in their careers, even amidst the pressures of the entertainment industry.

Andy Samberg [56:22]: "Yes."

Their mutual respect and shared passion for comedy shine through, leaving listeners with a sense of warmth and appreciation for both personalities.

Final Thoughts

This episode of "Conan O’Brien Needs A Friend" offers a rich and engaging exploration of Andy Samberg’s comedic journey, his impact on digital comedy, and the genuine friendship between him and Conan O’Brien. Through a blend of humor, insightful discussions, and personal anecdotes, the episode provides valuable perspectives on the evolving landscape of comedy and the importance of authentic connections in the entertainment world.

Transcript

[Conan O'Brien]

This message is brought to you by Apple Card. Each Apple product, like the iPhone 16, is thoughtfully designed by skilled designers. The titanium Apple Card is no different. It's laser etched, has no numbers, and it earns you daily cash on everything you buy, including 3% back on everything at Apple. Apply for Apple Card on your iPhone in minutes, subject to credit approval. Apple Card is issued by Goldman Sachs Bank USA, Salt Lake City branch terms and [e-mail] having the right people in your corner to support you in life makes all the difference. Trust me, I've been there. The person could be the friend who goes with you to test drive a new car, but it could also be the State Farm agent who helps you choose coverage for that car. Let State Farm handle the coverage parts of life so you can focus on the fun parts of life, like taking your new car out on the open road. You don't have to worry about the coverage parts. Truth, baby, you betcha. Go [e-mail] or use the award winning app. That app won an award. No surprise. To get help from one of their local agents. Like a good neighbor, State Farm is there.

[Andy Samberg]

Hi, my name is Andy Samberg and I feel aces about being on Conan o' Brien's Friend.

[Conan O'Brien]

Oh, my God, I messed it up. You total slacker. It's your whole generation. Yeah, look at you with your skin skateboarding when you were a kid. Berkeley, California. Lay into me, right? Dig me out Folly's here. Hear the yell back to school Ring.

[Andy Samberg]

The bell Brand new shoes Walking blues.

[Conan O'Brien]

Climb the fence Books and pens I.

[Andy Samberg]

Can tell that we are gonna be friends Yes, I can tell that we.

[Conan O'Brien]

Are gonna be friends hey there. Welcome to Conan o' Brien Needs a Friend. I am joined by Sona Movssesian, Matt Gourley, My whack pack, as it were. Oh, man. We should do the traffic in the morning and do a lot of sound effects.

[Sona Movsesian]

We've done that a couple of times.

[Conan O'Brien]

Sorry. Oh, no.

[Andy Samberg]

We could do it again.

[Conan O'Brien]

No, I just hate when I'm reminded that it's too much. We've had too much life. That's a terrible thing to say. That's wrong. I take that back. I want much more. No, you said it.

[Andy Samberg]

You said it, damn it.

[Sona Movsesian]

I noted it down.

[Conan O'Brien]

I'm picturing Zeus on a Cl saying, you said it. I throw a thunderbolt at you now.

[Sona Movsesian]

I think the whack pack is revisitable.

[Andy Samberg]

Though, you know, if you want to do.

[Conan O'Brien]

That's quite a word, revisitable. We just hit a landmark, which Is yesterday sona had a birthday party for her two children. They're twins and Mikey and Charlie. And this is always a moment for me because they were born immediately after our last late night show ever on tbs. We did it at the old. The theater. The.

[Matt Gourley]

The largo.

[Conan O'Brien]

The largo theater. And I remember saying farewell on the last late night show. Leaving. There was a little wrap party, but it was this 28 year run and then leaving. And I flew back east and when I'm. I think I landed and I think the next day or something, you called me.

[Matt Gourley]

Yeah.

[Conan O'Brien]

And said that I used to call them rub and tug when they were utero. And you said, rub and tug have arrived.

[Matt Gourley]

Yeah.

[Conan O'Brien]

And that is now four years.

[Matt Gourley]

It's been four years.

[Conan O'Brien]

That's unbelievable.

[Matt Gourley]

Yeah. And we, you know, we have a lot of family. We have a lot of people in our lives, and we have a birthday party for them every year. And they ev. The first thing tac did is he tack?

[Conan O'Brien]

I just want to.

[Matt Gourley]

My husband.

[Conan O'Brien]

Your husband tack? Yeah.

[Matt Gourley]

He found a clown and he has hired that clown every single year we've had a birthday. His name is gilly the clown and he's awesome.

[Conan O'Brien]

Okay, what makes a good party clown? Seriously?

[Matt Gourley]

First of all, to get the attention of all these kids and then to hold the attention is how many kids would you say, oh, yesterday we invited their class to. I would say there were like 30, 35 kids.

[Conan O'Brien]

And what is it that gilly does that's so great? And by the way, shout out to gilly the clown.

[Matt Gourley]

Yeah.

[Conan O'Brien]

Where does he. What area does he.

[Matt Gourley]

He's a Los angeles. I think his company is called the los angeles clown company. And I think so.

[Conan O'Brien]

Formerly William morris. End. Sorry, guys. I had to do it. Oh, my God.

[Matt Gourley]

I think.

[Conan O'Brien]

Sorry. Oh, that made me happy.

[Matt Gourley]

I think tack is like kind of living vicariously through the boys because I don't think they had clowns in the soviet union.

[Conan O'Brien]

So he's like, they were just all in the politburo. Listen, that's a very funny joke. If it were 1986, that would kill, you know, around a bottle of vodka in minsk. So tell me. Tell me about what gilly does. That's so great.

[Matt Gourley]

So he comes, he does a whole thing that's actually funny for parents and funny for the kids. He does a whole magic thing. And then at the end, he made swords for all the kids with balloons. And then they went into the bounce house and just started fighting each other with these balloon swords.

[Conan O'Brien]

Right.

[Matt Gourley]

And it's. He comes and every Year it's always something a little different. And I think we're gonna just have Gilly until like the boys are 18.

[Conan O'Brien]

I'm thinking about Tak when he was a kid in the Soviet Union, having to wait in a really long line on his birthday just to get one second with a clown. And it was a cut rate Clown. The clown was just had a cardboard belt, some Soviet issued cardboard shoes. Jesus. And the clown would just bend a balloon that he had to keep remending and re inflating and it would pop.

[Sona Movsesian]

Former World War II sniper.

[Conan O'Brien]

Yeah, exactly. He's bitter now. Yeah, he's like, I defended Stalingrad. I'm here with these fucking kids. Frostbitten toes. They're black. Hey, Ivan, just. You're here for the kids. Next kid. You didn't even do anything. We waited for six hours. Next kid. Oh, shit. Is that what it was like?

[Matt Gourley]

Maybe. He takes a picture with Gill every year. He loves Gilly.

[Conan O'Brien]

I want to see a picture of Gilly.

[Matt Gourley]

It's the first. I'll show you.

[Conan O'Brien]

Yeah. And then we're going to post this. He's the first. Go to Gilly the clown. He's from. What is it? The Los Angeles clown emporium.

[Andy Samberg]

Oh, wow, look at that.

[Conan O'Brien]

Oh, yeah, that's legit.

[Sona Movsesian]

I was expecting something a little more DIY or something.

[Matt Gourley]

Yeah, no, he's a clown.

[Conan O'Brien]

Okay, we can see that.

[Matt Gourley]

Yeah.

[Conan O'Brien]

This guy Denver has to say, hey, by the way, I'm a clown. Look at him fuck around about clownery.

[Andy Samberg]

Go to the YouTube channel or eamcoco.

[Sona Movsesian]

Podcast on Instagram to see.

[Conan O'Brien]

Yeah. And check out Gilly the clown. And it looks like he's throwing a club at the viewer, doesn't it? He is.

[Matt Gourley]

He can do it all. He can juggle. He does magic. He does like. He. It's very funny. He does balloon.

[Conan O'Brien]

Does he do political stuff?

[Matt Gourley]

Like what?

[Conan O'Brien]

Be really funny if he was like.

[Sona Movsesian]

Other clowns under him.

[Andy Samberg]

Like sometimes you get like a.

[Sona Movsesian]

A second rate Gilly or something.

[Matt Gourley]

I don't know what Gilly.

[Conan O'Brien]

If I hired Gilly and I didn't get Gilly, I'd be pissed.

[Andy Samberg]

Yeah, you got.

[Matt Gourley]

I agree, I agree. No, he's the best. And we're probably custom.

[Conan O'Brien]

He does custom characters.

[Matt Gourley]

Yeah.

[Conan O'Brien]

Gilly will create a special character just for your party. Let's hire Gilly and see if he'll do some political stuff.

[Andy Samberg]

Yeah, Nixon.

[Conan O'Brien]

Yeah, yeah. Yes. Political stuff from the 70s. Oh, you'll never get those tapes. Kids. Cut the kids crying. We want the Soviet clown who defended Stalingrad. Even he's better than this piece of shit.

[Matt Gourley]

Not Ivan. Nobody wants Ivan.

[Conan O'Brien]

We'll have them both. It's detente. Do something about Spiro Agnew resigning. Why did you visit China? Make it stop.

[Matt Gourley]

Oh, man. No, but we love Gilly, and we're probably going to. Just. Seriously, we're going to have him for as long as we have.

[Conan O'Brien]

I think we're getting Gilly the Clown in here. Or someday.

[Matt Gourley]

I'm in. I think he'd be great.

[Conan O'Brien]

I would love to get. Now, first of all. So your kids had a good time? That's important.

[Matt Gourley]

They had a really great time. They had a lot of fun. We was good.

[Conan O'Brien]

Did they get any good, Good presents?

[Matt Gourley]

We haven't opened them yet. We're using them as.

[Conan O'Brien]

What's your problem?

[Matt Gourley]

We're using them as, like, you got to be good, or else we're not.

[Conan O'Brien]

Going to open your present. Sorry, I have never heard of that before.

[Sona Movsesian]

It's days past their birthday.

[Matt Gourley]

Well, they got their birthday presents yesterday, and then they came home and they were all jacked up on, like, sugar and stuff.

[Conan O'Brien]

Coke.

[Matt Gourley]

We were like, you got to calm down. We're going to open your presents tomorrow.

[Conan O'Brien]

Okay? So wait a minute. Wait a minute. On your birthday, the thing that makes it special is you get all these presents and you open them up. You don't have to learn the lesson. That's the fun of it. You don't say, okay, these are your presents. Now they're going into storage. They're going into a storage facility, and.

[Sona Movsesian]

You'Re off to boarding school.

[Matt Gourley]

Yeah, we use anything we can to use as like a. Like a carrot for the boys. Like, be good. Don't fight, don't wrestle.

[Conan O'Brien]

If you want nutrition and food, you better be good. If you want to get a full night's sleep, you better be good.

[Matt Gourley]

It's hard. We're just saying. Like, last night, we came home and we're like, you guys have to sleep and behave or else you don't get to open presents tomorrow. And we. We mean it.

[Conan O'Brien]

And it works.

[Matt Gourley]

Yeah. No, it doesn't work. It doesn't even work a little bit.

[Conan O'Brien]

Whoa.

[Matt Gourley]

Yeah. No, it doesn't work at all.

[Andy Samberg]

It doesn't work.

[Conan O'Brien]

You don't get that antibiotic until you're good. A fever at 106 better be good. Or no, a psilomyc for you. Jesus. I don't. I don't like this. Again, this is tax. Soviet upbringing. All joy must be withheld.

[Matt Gourley]

Yeah.

[Conan O'Brien]

In order for you to be good, fall into line Big brother is watching, right? I don't know. I don't know. Okay. I don't know.

[Matt Gourley]

It. Sometimes it works, but it didn't work yesterday.

[Conan O'Brien]

Of course it doesn't work. No, it doesn't work.

[Sona Movsesian]

Happy birthday to the boys.

[Conan O'Brien]

Hey, Happy birthday to the boys. That's the important thing. And Gilly the clown, wherever you are, you're apparently very good at what you do.

[Matt Gourley]

Yeah, he is.

[Conan O'Brien]

And I hope to meet him because he and I have something in common. We're both entertainers, and I was a clown at a birthday party once with my good friend who has since passed away, a guy that I did a lot of improv with back in the olden times. Mike Castagnola. Someone saw us perform together at a Groundling show and said, we want to hire you. And they hired us to play a birthday party.

[Sona Movsesian]

Maybe you could team up with Gillian.

[Conan O'Brien]

Oh, let me tell you what happened. What? We didn't know what it was. They said, we want to hire you. And we said, we're in. And then it turned out it was in the park, like in Santa Monica, and it was a kid's birthday, and these were little kids. And we showed up and we bombed. We brought our guitars. We were trying to dress.

[Sona Movsesian]

What were you dressed like?

[Conan O'Brien]

I don't remember us even. We weren't dressed as clowns.

[Matt Gourley]

Big mistake.

[Conan O'Brien]

Yeah, I know. That's the first mistake, but I don't think we appreciated. Oh, these are little kids. I think we thought, oh, we can improvise our way out of anything. No, these were little kids. We didn't know what we were doing. Mike Castagnola and I bombed. And if he were still with us on this earth, Mike would share the story of how we got nothing and we walked away gutted. We walked away gutted. And I.

[Sona Movsesian]

This is your origin story.

[Conan O'Brien]

This is my origin story.

[Matt Gourley]

Years later, you did a late night show with an all child children audience. Do you think that was to make up for this clown party?

[Conan O'Brien]

Possibly. It was another masochistic need to return to my old feral pain. But no. So I know. I know how hard Gilly's job is, and so I'd like to meet the man.

[Matt Gourley]

Yeah, he's awesome. He did not bomb. Crushed it.

[Conan O'Brien]

Okay, well, now you're just rubbing it in.

[Matt Gourley]

Yeah, he crushed it.

[Conan O'Brien]

Little kids. Good for Gilly. Good for Gilly.

[Matt Gourley]

Crushed it.

[Conan O'Brien]

Okay, let's have to listen.

[Sona Movsesian]

I bet he'd be even better at podcasting.

[Matt Gourley]

Oh, yeah.

[Conan O'Brien]

What if Gilly then gets a podcast and destroys. Eats our lunch? And then he's on Sirius and his channel is the next channel over.

[Andy Samberg]

And Destroy just has a podcast called.

[Sona Movsesian]

Gilly Doesn't Need a Friend. Because I have a ton of friends.

[Conan O'Brien]

Gilly is over to my Donahue. Just totally. No one's heard of me again afterwards. Just disappear. All right. My guest today was a cast member on Saturday Night Live and starred in the hit series Brooklyn Nine. Nine. Now you can see him in the new movie the Roses and in the Comedy Central animated series. Digman. Very excited he's here today. Andy Samberg, Welcome. You're a laid back dude. That's what I love about you.

[Andy Samberg]

By the way, sorry I didn't shave, fellas. I'm preparing for a role.

[Conan O'Brien]

Oh, yeah?

[Andy Samberg]

Yeah. Lazy guy as Lazy Guy. And then after that, I'm doing Beard Dude.

[Conan O'Brien]

So I walk in to the dressing room. We'll call it the dressing room.

[Andy Samberg]

It's not really just an office, but.

[Conan O'Brien]

Anyway, I walk in and you greet me and you're wearing like a nice shirt, a button up shirt, but down below you've got the sloppiest sweatpants I've seen in a long time.

[Andy Samberg]

Wow.

[Conan O'Brien]

And you were like, I'm sorry, this is the harshest I've ever been to anybody. But. And I said, hey, man, come on, you gotta dress up for. I think you called him the cone meister.

[Andy Samberg]

Yeah.

[Conan O'Brien]

And I said, you gotta, you know, put a little effort in. You said, hey, they don't shoot from the waist down.

[Andy Samberg]

I did say it in that exact voice.

[Conan O'Brien]

Yeah. You went, hey, hey, man.

[Andy Samberg]

Hey man.

[Conan O'Brien]

And then you said, When's 4:20? I said, yeah, but you're obsessive compulsive about it. You were like, let me know when it's 4:19.

[Andy Samberg]

Yeah. Cause I gotta have my token ready.

[Conan O'Brien]

Yeah.

[Andy Samberg]

And then when I toke, I gotta have Easy Rider playing.

[Conan O'Brien]

I love an obsessive, compulsive 420 guy, but I gotta have everything. All my stuff has to be lined up. All my shit has to be lined up, and the right song has to be playing. Set the alarm for 4:18.

[Andy Samberg]

Oh God. I used to do a bit about a Rasta who's like, you know, smoke deeper the marijuana smoke, dear. None for me, though. My wife's pregnant. She could go into labor at any moment.

[Conan O'Brien]

But everyone else, don't be gong.

[Andy Samberg]

But obviously I must refrain tonight. She could go into labor at any moment.

[Conan O'Brien]

I'd be responsible.

[Andy Samberg]

I gotta be totally focused. If that happens. I gotta be with her. We're on this journey together.

[Conan O'Brien]

I was Thinking about this today, and this is totally random, which means I'm as comfortable with this chap as I am with anyone. This incredible Andy Samberg. I was thinking about this this morning on a run. Yeah, you gotta get this. Gotta work out to get this bod.

[Andy Samberg]

I exercised this morning also, so hell, not like me.

[Conan O'Brien]

Anywho, I hired nine guys to attack me with hammers. That's what I did. That's it? Yeah. Throughout the day. And my doctor has said this is not contradict. Contributing an altogether.

[Andy Samberg]

I hired nine guys to attack you with hammers too.

[Conan O'Brien]

That's funny. Today, 18 guys attack me with hammers. Mine were for a different reason. Oh, okay.

[Andy Samberg]

But guys, that's just hard math.

[Conan O'Brien]

Yeah, Yeah. I was running and it started to occur to me that the Roxy Music song let's Stick Together is the craziest rock song ever because it's one of the coolest, sexiest Bryan Ferry vocalists of all time. Wow, that was quick. That was that. What the fuck did you just do? What did you just do? Let's call out. Eduardo. Eduardo, what's going on? Maybe someone else's 4:20 started.

[Andy Samberg]

I was getting ready to cue up the song just in case somebody here hasn't heard it before. And I accidentally pressed play on the last song that I had going, and it was Harry Belafonte. It was I Quebec. It was some jazz. Oh, okay.

[Conan O'Brien]

Oh, nice. I like it. When I come in here and you've got a little jazz club going. Always puts me in a bad mood right away. Didn't mean to interrupt your story, but I'm running and I'm fantastic. I liked it. It's rock and roll. And it reminded me of a bit I used to do for Odenkirk, which is. It's a rock and roll song that is all about being responsible.

[Andy Samberg]

Yes.

[Conan O'Brien]

And it cracks me up because the song is all by. You know, we've been. We should stick together. It would be good for the children, you know, for tax reasons. It makes sense to expect too much excitement in this part of our life is overreaching. Let's stick together. And it's crazy to me. And it reminded me of this thing I used to do for Odenkirk, which was sort of a Robert Plant singer, and he's singing about, get eight hours of sleep, don't shit yourself of six, get your protein and many forms. And all the songs have, like, sick, you know, leads and stuff like that. And it sounds very crunchy, but it's incredibly responsible. And I realized, oh, it's Brian Ferry did that with let's Stick Together. Hit it, you prick. Yeah, so you got this great thing going and then he's like, in the long run, it makes sense. I've talked to my accountant. You know what I mean?

[Andy Samberg]

Yeah. Anyway, tax breaks and whatnot.

[Conan O'Brien]

Yeah. Let's talk about you. And then more about stuff I thought about on my run today.

[Andy Samberg]

Okay, you run through the neighborhood. Do you go to a place?

[Conan O'Brien]

No, I run through my neighborhood often. Screaming.

[Andy Samberg]

I was going to say I imagine. I immediately imagine it like the beginning of the movie about your life where everyone's like, how you doing, Conan?

[Conan O'Brien]

Hey, Conan. Hiya, pal. I do this when I see people when I'm driving around LA and I see people jogging. I always pretend they're fleeing. It makes it much really fun. I do. I always imagine, what are they running from? Yeah, I just imagine them running really hard. And they've been running really hard for hours from like a monster.

[Andy Samberg]

Yeah.

[Conan O'Brien]

Well, I wanna talk about you because Andy Samberg.

[Andy Samberg]

Oh, yeah.

[Conan O'Brien]

I've been thinking about you today.

[Andy Samberg]

Is that on your run?

[Conan O'Brien]

No, I think about important stuff on the run.

[Andy Samberg]

Oh, sorry.

[Conan O'Brien]

I was thinking about you because I think you are this comedic linchpin between one era and another in comedy that's crucial. I think you were doing YouTube Internet comedy before such a thing really existed. Sure. And I think you and your Lonely island chums had. And I'm gonna call you're chums.

[Andy Samberg]

We're unequivocally chums.

[Conan O'Brien]

No one's ever said chums with unequivocally. But you guys were working on this thing and perfecting it before there was the delivery system and then the delivery system so comes along. You said you. I think you formed Lonely island in 2001.

[Andy Samberg]

Yeah, 2000. 2001. We moved to LA from Berkeley where we grew up together. Okay.

[Conan O'Brien]

All growing up in Berkeley. Laid back, dude.

[Andy Samberg]

Oh, yeah.

[Conan O'Brien]

You were a skateboarder.

[Andy Samberg]

Yeah, I was terrible though. They were both pretty good skaters though.

[Conan O'Brien]

You were a 90s kid who was obsessed with 70s music.

[Andy Samberg]

Yes.

[Conan O'Brien]

Which is really interesting to me because I was a, you know, 80s guy who was obsessed with 60s music.

[Andy Samberg]

Yes.

[Conan O'Brien]

I went back 20 years, so I was not listening to. Whenever people say, oh my God, you. So you graduate high school, the early 80s, and you head off to college. You must be listening to. And they come up with all these amazing early REM and all that. And I'm like, no, I wasn't listening to that. I was listening to all British invasion stuff.

[Andy Samberg]

Yes.

[Conan O'Brien]

And then I drifted before that. And I went into sun session. Elvis and all that. But you were out of time a little bit.

[Andy Samberg]

I mean, I think for kids that are into music, you go back, right? I mean, you know what's going on at present. But like now kids are listening to the 90s. It's all 90s.

[Conan O'Brien]

Yeah.

[Andy Samberg]

I've had a couple depressing moments with this recently. Like I have Apple music and there's a section in it called dad Rock. Oh, yeah. And it's like bands where I'm like, they just came out. Yeah, I know those guys. And then I'm like, oh, right. I'm in my 40s and a dad. But it hurts. No, they're the fucking coolest.

[Conan O'Brien]

You gotta check him out.

[Andy Samberg]

Oh, man.

[Conan O'Brien]

What?

[Andy Samberg]

Dad rock? Not this dad.

[Conan O'Brien]

You know, I think the relationship I have with my team has been a critical part of the phenomenal success. Yeah. Of Conan o' Brien. Needs a friend for sure. And maybe my late night career. David, you know, you see me with my team. I care about my team.

[Andy Samberg]

You actually do.

[Conan O'Brien]

Yeah. And don't say actually do.

[Andy Samberg]

You actually do. I stand by that.

[Conan O'Brien]

I show a lot of caring and concern for my people. Justworks is an easy to use, intuitive HR platform that helps small businesses support their people. And that's what I'm all about. You love supporting the people. Yes, I do. Quiet. Okay. Whether you're hiring, you're fired. Whether you're hiring, automating, payroll, expanding globally, or handling confusing compliance stuff, justworks has you covered. You can hire and manage international talent without juggling extra platforms, paperwork or licensing fees. I hate that, Stu. Licensing fees? I'm up all night with that stuff. And your team gets access to premium benefits like health insurance, 401k and commuter perks. Plus, with transparent pricing, you'll always know exactly what you're getting and what you're paying for. Go to justworks.com to learn more. They do your human resources right so you can do right by your people. Just works for your people. When the world feels stuck in serious mode, Fruity Pebbles and Cocoa Pebbles burst in to unleash pure, childlike, creative energy one awesome bowl at a time. And a shout out to my brother Neil, who is nutso for Fruity Pebbles and Cocoa Pebbles. Many a time when Neil and I get together, even now at our advanced age, first thing we do is have some Fruity Pebbles or Cocoa Pebbles. Neil, I'm thinking about you. Eating Pebbles is a full sensory experience. Delicious taste, mouthwatering aroma, vibrant colors and crispy flakes. In every heaping spoon. It's amazing. The texture is so great. Those little flakes. Fruity pebbles are tangy and intensely fruity. Cocoa pebbles are rich and chocolatey, just like they should be because it's cocoa. Like an instant treat. Pebble cereals are loved by kids and adults alike. The magic spans generations. When was the last time you could say that about any product?

[Matt Gourley]

Yeah.

[Conan O'Brien]

They turn every bowl into pure milk. Magic. Fruity or chocolatey?

[Matt Gourley]

That's my favorite part.

[Conan O'Brien]

Yeah. Make your breakfast less blah, more yabba dabba doo. Head to your nearest grocery store to buy a box of delicious pebble cereal now. Don't do it tomorrow. Don't do it yesterday. Do it now. Yabba dabba doo and the Flintstones and all related characters and elements copyright and trademark Hanna Barbera. Let's be real. I mean, it's time we got real, don't you think? Yeah. B2B marketing is pretty tough. It is. You can craft the perfect campaign, but if it lands in front of the wrong people, it might as well be invisible. Hey, where is it? Where is it? I don't see it. It's invisible. It's like reaching pro gamers instead of programmers. You know what I'm saying? Makes a big difference. That's where LinkedIn comes in. Gather around, everybody.

[Matt Gourley]

Yeah.

[Conan O'Brien]

LinkedIn's a network of over 1 billion professionals who actually get business on LinkedIn ads. You can target your buyers by job title, industry, company role, seniority, skills, company revenue, and. Did we say job title yet? I guess that's a joke. So stop wasting budget on the wrong audience and start targeting the right professionals with LinkedIn ads. LinkedIn will even give you a $100 credit on your next campaign, so you can try it yourself. Pretty cool. Just go to LinkedIn.com TeamCoco. That's LinkedIn.com TeamCoco. Terms and conditions apply only on LinkedIn ads. You, Jorma, Akiva, you guys know each other from Berkeley and you put together this thing. I'm gonna say 2001. You say 2000. 2001. No, fuck you, 2001. You guys put this start working on. And it's fascinating to me because I don't know when YouTube came along officially, but it's a huge event because I remember it immediately, the day someone came into my office. I think it was Frank Smiley, who's a producer. He came into my office and I'm sure he produced all your segments when you came on the show over the years. But he came in and he said, it's insane. Whatever you want, just type it into this site. And so you would. You'd say, I don't know. I remember seeing a thing on Green Acres once where suddenly he's in Paris. It's like this. He's upside down and he's in Paris for no reason. And there it is. And it broke my brain. Yeah, but you were crafting this comedy that I believe kind of changed many things. And I'm not a scholar, so I can't say you alone did this, but you guys had a huge impact, because Lazy Sunday, dick in a box, I'm on a boat. The stuff that you guys were churning out, I think was the essential DNA of what everybody's been chasing. Does that feel to you fair?

[Andy Samberg]

I mean, it feels great to hear.

[Conan O'Brien]

Yeah.

[Andy Samberg]

I've always thought of it this way, which is like, I heard of YouTube the morning after Lazy Sunday aired. I didn't know that it even existed yet. And then there was this big wave of, like, press. Also. It was the Christmas show, so it, like, took it into the holidays, which.

[Conan O'Brien]

Is great because it marinates.

[Andy Samberg]

Yes. And everyone's like, we're all at home watching your video over the holidays over and over again. And there's no, like, new SNL episode to wipe it clean or whatever.

[Conan O'Brien]

Right, Right.

[Andy Samberg]

But it became this wave of press, not about us, but about the existence of YouTube and about streaming video and how it was. Here. It's been this thing everyone had been talking about. Like, before, when we lived in la, we were making videos. We were just, like, trying to get people that had bandwidth and websites to upload our stuff.

[Conan O'Brien]

Right.

[Andy Samberg]

Be like, oh, man. We might get, like, posted on heavy.com or, you know, like, stuff like that. And you, like, have to submit it. You sound like a VHS tape in. And they're like, maybe we'll upload it. And then all of a sudden, it was like, here's YouTube. Anyone can do it. Immediately. It's easy, it's free. And here's the video that's like the crest of the waves.

[Conan O'Brien]

Well, I think the first time I heard it's gone viral was Lazy Sunday.

[Andy Samberg]

Yeah, me.

[Conan O'Brien]

I mean, I'm sure other people had heard the term, but people were telling me, this thing's a monster. And I watched it and I was like, what? I don't get it. No. And I was like, I'm gonna have him on what's called a podcast someday. I'm gonna tell him. I don't get.

[Andy Samberg]

Yeah, fair enough.

[Conan O'Brien]

Yeah. I could always see the future very well. Couldn't see the present. Couldn't see that. That was really funny.

[Andy Samberg]

I say that to myself all the time. When I watch new things, I'm like, I don't like this, but eventually I will.

[Conan O'Brien]

In time, I'll love it. Those videos were events and made so many of them. And it felt to me as a person at that time, I had was doing my own show, but had written for snl. And I remember when I was at SNL always thinking, short films are the way to go. And SNL had always done them a little bit. But I was always a little frustrated by Live in some ways. And I thought, why don't we just get it? I mean, because all my heroes were, it's Monty Python. It's all this amazing sketch comedy that has been. It's sctv, where they've got it just right. And there was part of me that really wanted to do that. And yes, there had been short films on snl, but when you guys started putting those out, it felt like you were doing the thing that I had been kind of daydreaming about in some weird way.

[Andy Samberg]

Yeah.

[Conan O'Brien]

Why does someone do that?

[Andy Samberg]

Yeah.

[Conan O'Brien]

Oh, well, I'll go back to bed.

[Andy Samberg]

I mean, it was also. It was also because digital video, at that moment, I just think about how lucky we were on so many fronts. Like, it was right when YouTube was becoming a thing that people are talking about. It was right when digital video could be made affordably and look good. Yep. It also, like, looked different from the live show. So it was a nice way to step out and be like, hey, this is our thing that looks different and feels different the same way. Like, the very first episode had an Albert Brooks film or something where you're like, whoa, what was that? That was on film. Like, in the beginning, we just. Shoemaker and Higgins, who, you know, Higgins is still a producer there. And now Shoemaker runs Seth Show. They knew we had made videos. Kevin Jorm had made a video while we were working there, just for fun. And they were like, if you guys could do more of these for basically nothing, which is what we had been doing, and use the cast. Like, we're always looking for things to change over sets, basically. Yeah. So it kind of happened very fortuitously and kind of under the radar. And we did one with Forte called Lettuce, where we're eating heads of lettuce. And then we tried another one that didn't air till later, and then the third one we shot for SNL was Lazy Sunday. And then it was like, oh, that went better. Than we were expecting. Yeah, yeah.

[Conan O'Brien]

It's the Oppenheimer White Flash, you know, kind of. But, I mean, I think that specific kind of comedy, to me anyway, starts with you guys.

[Andy Samberg]

Well, certainly on snl, I think the pace that we kept in our editing and stuff, you can see that now influencing the stuff being done, which makes me so happy because I'm very antsy about my comedy. I want it to just be like, so. But we're all children of Monty Python.

[Conan O'Brien]

Yes.

[Andy Samberg]

That's what you're saying. Like, Anne Mel Brooks, like, when I was a kid, Pee Wee's Big Adventure. Like, those things turned into spongebob and they turned into us, and they turned into, you know, Mr. Show and Stella and all the things that influenced us of, like, what if it was real life, but really it's just a cartoon and anything can happen and the world is spongy. And that's what, when I was a kid, made my brain go crazy. Like Billy Madison, Tommy Boy. Things like that, where you're just like, I can't feel happier about watching something because it just allows me to disappear into it.

[Conan O'Brien]

Right. And there's, I mean, music also an important part.

[Andy Samberg]

Yeah.

[Conan O'Brien]

I mean, I'm a huge music guy. And so obviously, dick in the box.

[Andy Samberg]

Yes.

[Conan O'Brien]

There's a strong musical component to this stuff.

[Andy Samberg]

Yes. And we also, again, got really lucky where it was like. Like Timberlake, like, hottest thing in the game, being like, I want to do one with you guys. And us being like, use all of your powers, Justin. You know, and him literally being like, all right, here's how we're going to do it. I'm going to stack all my vocals. These are all harmonies. These are split to the left. These are split to the right. And we were just like, like, oh, my God. This is like how he's making the biggest songs in the world right now. He's applying it to our song. We're writing about sticking your dick in a box of Christmas. You know what I mean?

[Conan O'Brien]

It's like you're in a room with Mozart. Yeah. And he's like, what are you Gentleme in half?

[Andy Samberg]

Yeah. Yeah. All right. You ever seen the movie Diner? Like, I love it.

[Conan O'Brien]

Oh, so we do this. Dick in the box.

[Andy Samberg]

Yes. Yes. Like, and I'm also here.

[Conan O'Brien]

When you were in college, you did stand up, I think, for seven years, which I didn't know.

[Andy Samberg]

Yeah.

[Conan O'Brien]

And I'm trying to imagine you doing stand up, because I was in. I never thought about doing standup. I always thought, no, that's not me.

[Andy Samberg]

I always wondered if you did, because I think you would destroy.

[Conan O'Brien]

Well, I later on went and did it in different ways. And of course, you built that muscle doing a late night show every night where you're standing in front of an audience and.

[Andy Samberg]

Yeah.

[Conan O'Brien]

The thing that got me into it was I wanted to do very silly things in a late night show. And I wanted to create an insane world that was sort of in the spirit of what Dave had done, but very different, which was cartoons, very cartoony, like you were saying. And I've always thought of myself as I'm a cartoon character. The hair, the name. I like to be thrown around like a cartoon character. I like to throw people around like they're cartoon characters. So you can attest to that.

[Andy Samberg]

Yeah, no, it's very true.

[Conan O'Brien]

Okay, that's enough out of you. Okay. Happy to be here. You signed a waiver. So many NDAs.

[Andy Samberg]

Terms and conditions.

[Conan O'Brien]

Yeah, yeah, whatever. You want a timeshare? Oh, yay. It's not a good one. And you're way behind in fame. Yeah. It's a lot of bad news here.

[Andy Samberg]

It's like a timeshare in Baltimore.

[Conan O'Brien]

It's in Baltimore.

[Andy Samberg]

Yeah.

[Conan O'Brien]

But it's built.

[Andy Samberg]

No shade, no shade. We love Baltimore.

[Conan O'Brien]

Shout out to Baltimore. Baltimore.

[Andy Samberg]

And you have to say, they're 50 weeks of the year, so behind.

[Conan O'Brien]

But it's also built as a Mediterranean bungalow. Wow. So it's very cold in the winter.

[Andy Samberg]

But it's in the middle of the road.

[Conan O'Brien]

Yeah, all the time. Open the door again. Why.

[Andy Samberg]

Stops your son?

[Conan O'Brien]

It is a scam. So you find your people first, which you did. I think I did. I found my people. And then like a Robin Hood, I was like, okay, I got my gang together. Now we're gonna head off on this adventure. Then you find your. You know, I'm gonna go on my trip now with my gang, and we're gonna try and accomplish this goal. Go through Sherwood Forest and do something. But you gotta get out the people first. And that was crucial. And I think that kind of has to happen in your early 20s a lot of times if you're lucky.

[Andy Samberg]

But if you're lucky. Yeah. I mean. And before you have kids, because it gets way more complicated.

[Conan O'Brien]

Or kids that you're willing to acknowledge legally. Yeah, Well, I had all kinds of kids in the 80s and like, what.

[Andy Samberg]

Are they up to now? David is.

[Conan O'Brien]

What?

[Andy Samberg]

I'm right here.

[Conan O'Brien]

Oh, yeah.

[Andy Samberg]

He's.

[Conan O'Brien]

That's hella. She contacted me and said, you do something with him. Yeah. So he's been here and we fired Sona and put him on Mike.

[Andy Samberg]

But then after this, after I leave, you're gonna, like, hug him, like, too tight and be like, I fucking love you, Sona. You've been creaking. No.

[Conan O'Brien]

Maybe I've mentioned this, but it's one of my favorite things. For the wrong reasons. But the Green Lantern movie that Ryan Reynolds made. Yeah. There's a moment where the scientist who ends up being the bad guy in that Green Lantern movie.

[Andy Samberg]

Spoiler.

[Conan O'Brien]

Thank you. He has the ability to read minds, and his father's a tough general. And the father comes over to him at one point and he praises Ryan Reynolds, you're a great guy. And then you can hear his voice thinking, like, yeah, he's really great. And then whatever. And he says goodbye to him. Then he turns to his son and he. The son says, father, well, I've been working on these experiments. And he gives him a hug or shakes his hand and goes, good job, son. And then you hear him. He hears him think, what a disappointment.

[Andy Samberg]

It's literally the. Like the Joe Montana sketch.

[Conan O'Brien]

Yeah, but it was for real.

[Andy Samberg]

Bother me masturbated.

[Conan O'Brien]

It's not supposed to be a laugh line. I laughed. I laughed. I said, I saw it in the theater. I think someone was coming on for the late night show. And I saw it in the theater. And the generalist hugs son played by famous actor. Anyway. Brad Pitt.

[Andy Samberg]

No, Ryan Reynolds.

[Conan O'Brien]

Clark Gable.

[Andy Samberg]

The little Tramp himself.

[Conan O'Brien]

Charlie Chaplin. Well, I was gonna say no, but. Because you said, the little tramp himself, Charlie Chaplin. It was Charlie Chaplin. Anyway, the idea that I would hug my son and go, good to see you, son. What a disappointment. So I told my son this, and I do it with him all the time. I hug him and I go, I love you. What a disappointment.

[Andy Samberg]

Like in his ear.

[Conan O'Brien]

Anywho, Eduardo, why don't you just miscue another track? Jesus. I'm fucking sorry. Shots fired. Yeah, left and right.

[Andy Samberg]

Peter Skarsgard.

[Conan O'Brien]

Peter Skarsgard.

[Andy Samberg]

No.

[Conan O'Brien]

Did you. Damn it. That's why I didn't say anything. Anywho, doesn't matter. Doesn't matter. We'll edit this out. Be chop together. You'll do a nice little.

[Andy Samberg]

You know who it could have been? Blake Lively. She was in that.

[Conan O'Brien]

That's right. That's where they got together and met. Something like that.

[Andy Samberg]

I don't speak on things like that.

[Conan O'Brien]

Wow. You're principal.

[Andy Samberg]

Oh, yeah. Yeah. That's their private life.

[Conan O'Brien]

Whoa. And I think you're a little gassy too.

[Andy Samberg]

You know, you zip your lip. But Then immediately you gotta fart.

[Conan O'Brien]

Yeah, sure.

[Andy Samberg]

Cause it's trapped.

[Conan O'Brien]

Nowhere to go but out.

[Andy Samberg]

Yeah, that's a good character. The mime who keeps zipping his lip. And then you're like, oh, all right. So you're normally. I love mimes.

[Conan O'Brien]

You're on SNL and you worked very hard for seven years, I think, and it took a toll because the kind of work you were doing is very labor intensive.

[Andy Samberg]

The shorts.

[Conan O'Brien]

The shorts were really labor intensive. And then I imagine there's all kinds of pressure. Give us another one of those. It becomes viral the next day. I mean, there'd be. Just be that.

[Andy Samberg]

I mean. Yes. For the first five years, we couldn't believe our luck. You know, like, they're just asking for them. Now we have, like, a spot on the show. But not coincidentally, after five seasons, Keith and Yoram both kind of left and were half working there, half not. Keev went and made a movie. Yoram went and made a movie. And it started getting a lot more difficult physically and creatively. And so by the end of the seventh season, I was like, I don't think I can do it anymore, basically.

[Conan O'Brien]

So I went back for the 50th, and I was in the audience and really enjoying the show. And then I think the three of you did a short about anxiety at snl.

[Andy Samberg]

Yes. And I did it with Mike Diva, too, who's a director there now.

[Conan O'Brien]

And it is about how many people talk about the anxiety of working on snl.

[Andy Samberg]

Yes. Yes.

[Conan O'Brien]

And it's funny because you're kind of taking a piss out of that old saw that it's like going into battle doing SNL and the anxiety involved. But also at the same time, you're honoring that saw. It is true. And it was really funny.

[Andy Samberg]

I loved it. Thank you. Yeah. There's a whole section of it where I start singing if these pipes could talk. Because it was talking about how everyone who ever worked there gets IBS basically from stress. And, you know, it. That video that night, everyone that worked there at some point was. Went out of their way to be like that was really like that. Nailed how it feels, basically, in a fun, hopefully way also at a great.

[Conan O'Brien]

Moment, because the 50th, it came out beautifully, I thought. But of course, part of the process was a mad scramble because things have to be. I think there might be some part of Lauren that likes that.

[Andy Samberg]

Of course. Also, it's stressful to be at the 50th. Make no mistake, like, you love it. You wouldn't miss it. It. But you're like, it's. Everyone who's ever worked here is all here. And, like, who's going to say hi to me? Who's not going to say hi to me? Who do I say hi to? This. Am I going to be in the show? If I'm in the show too much? Do I like what I'm doing? Am I pissed about that? If I'm not in the show, are they ignoring me? Like, there's no winning when you go back into that because it's such a vortex of everything that's ever happened there. So I was kind of hoping it would sort of be in the spirit of that also.

[Conan O'Brien]

Yeah, I think you touched on something that anyone who's worked there has felt. And it's so strange because people, that so many people enjoy SNL as they should. They should enjoy it without knowing what goes into the sausage, of course. So they're not supposed to know. No one's supposed to know that. The level of anxiety that some people, Some people manage to do it and not feel that. Yeah, that's not how I'm built. I always felt, and I was a writer, I was not a performer, but just as a writer, I felt like there was a gun against my head all the time.

[Andy Samberg]

It's designed that way. Yeah, it's a pressure cooker. But also, I personally went through that process and I still love it the same as when I before I worked there, because it gave me everything I had hoped it would ever give me, and I loved doing it. And so you have to recognize when it's time for you to leave because you can't physically do it anymore. And if you can do that, I think it's fine. I mean, every job is hard.

[Conan O'Brien]

Yeah.

[Andy Samberg]

Like, you go to your doctor and they're all cheery, hopefully. But like, they went to med school for like 70 years or something. So, like, it's. It's a job and it's work, and you do that work and your job is to make it seem like it's fun and just let the fun part filter through onto the show. Right?

[Conan O'Brien]

Yes, I. I disagree. No, I disagree.

[Andy Samberg]

But you disagree. And then. But say more about that, that I.

[Conan O'Brien]

Just think you're wrong.

[Andy Samberg]

Then you think I'm stupid and ugly.

[Conan O'Brien]

Stupid and ugly, yes. But I hope that was implied. It's interesting because when you went on to do the very funny long running Brooklyn Nine Nine, you're working in this format that I think you and I are similar. You mentioned it earlier. You kind of want to make something and have it be out there pretty soon. And if you're making a short film or if you're in a sketch or. I've always loved the world of think of it. And then it happens pretty soon after you think of it.

[Andy Samberg]

Yes.

[Conan O'Brien]

And I struggle in the format of. I mean, I don't even know how people make movies. What little I've seen of it. The idea that you would spend years of your life and not know. You would drop a nickel and not into a well and not hear it splash for seven years and then get a critique. And it splashes when you're busy doing six other things.

[Andy Samberg]

Yes.

[Conan O'Brien]

That feels very strange to me. And even the rhythm of doing a Brooklyn Nine Nine would be very different.

[Andy Samberg]

Yes.

[Conan O'Brien]

Than what you got. What you got, kid? What you got? What you got.

[Andy Samberg]

Yes. We got to a point. I mean, in our first five or six seasons or something, we had, like, over 20 episodes a season. It was like that old school series order. So we would reach a point where we were. They were being written, and we were shooting them after the season had started airing. And when you get into that rhythm, it's a little more stressful. But you can be like, hey, if I think of this joke today, it'll be on the air in, like, a month, two months. Which for a TV show, is pretty good. Yeah. The thing about making Brooklyn that I loved. I mean, there were a million things I loved about it. But to your point earlier about doing the digital shorts at SNL is controlling the edit and just being like, if a joke is a dud, it's. It's gone. Like, the freedom of that feeling of knowing we're not gonna expose anyone in our cast, we're not gonna embarrass ourselves, and we're gonna make it as tight as it needs to be or as slow as it needs to be for that thing. But something I was really proud of about Brooklyn Nine Nine is that it flies. It really just goes and goes and goes. And that's something I really love personally. Yeah.

[Conan O'Brien]

Pacing. And I think of all the great clips that I watch over and over and over again from some of my favorite comedy movies, whether it's the Marx Brothers or W.C. fields or whether it's Peter Sellers Clouseau.

[Andy Samberg]

Dude, who's on First? I showed my daughter who's on First. Cause I was like, you should know what this is.

[Conan O'Brien]

They are flying Abbott and Costello's Famous who's on first routine. And the other thing you realize about that, to be a total comedy nerd for a second is what a great straight man means. You always think of Abbott and Costello. It's Costello who's the big, you know, clown. And you sometimes think, what's this straight man really doing? He's just saying, now, wait a minute.

[Andy Samberg]

Oh, it's the whole thing.

[Conan O'Brien]

But he's fantastic. His job is to keep the line tight, you know, so that the other person hanging on doesn't sag. And he. What are you doing? What are you. What are you talking about? You know, it's just that it's so fast.

[Andy Samberg]

The ball is just in the air the whole time. It's incredible. And, you know, you can tell they've done it a million times. And that's. Back then, it was much more like you work your act across the country, and then you put it on tape, you know, which maybe we should be doing more of. It's pretty incredible when you see those performances. It's just a whole different skill set.

[Conan O'Brien]

Yeah. It was a different era when people would have an act for a lifetime, right?

[Andy Samberg]

Yeah.

[Conan O'Brien]

So you would have your act, and you think about what's happened because of technology, is you can work on an act for 25 years, and then they say, congratulations, you've got a. And you've got a HBO Max standup special. And you do it, and they go, great. You know, you're nominated for an Emmy, but you didn't get it. But anyway, who are you talking about? No, not me. Not me. No, I know, but. No, what I'm saying is that it's a quick hit. The rush is over. It's a very noisy world out there, and you just did something you've been thinking about for whatever, 15 years that you've tested and tested and tested. And now, what else he got?

[Andy Samberg]

Yeah, it's tonnage now. It really is. I mean, comedy has always been that a little bit. You're only as funny as the last thing you did.

[Conan O'Brien]

What if we did have that principle on this podcast? But it was about the last thing you just said, right?

[Andy Samberg]

Well, the last thing I said was pretty serious.

[Conan O'Brien]

I know. That's what I'm saying. You're not funny right now.

[Andy Samberg]

Ironically not funny.

[Conan O'Brien]

Yeah. So in this second, you're not funny. And so you're saying until you say the last thing. Tomatoes. Now I'm funny now you're really funny.

[Andy Samberg]

Yeah. I'm almost, like, scared by how funny you just got.

[Conan O'Brien]

Yeah, you're now still not funny. Still speaking seriously.

[Andy Samberg]

If I'm being serious and it's not funny, trigger warning. I have to kill Myself. That's the rule of your podcast.

[Conan O'Brien]

There's a little room we have in the back. Where?

[Andy Samberg]

Well, yeah, like the glass room.

[Conan O'Brien]

Glass room. So that we can watch you do it.

[Andy Samberg]

Right. And there's like a samurai sword in there.

[Conan O'Brien]

No, it's auto. Ironic.

[Andy Samberg]

Oh, damn. Yeah, see, now this I could get into.

[Conan O'Brien]

Conan o' Brien Needs a Friend is brought to you by Airbnb. Hey, Sona, you're taking a trip to Hawaii soon.

[Matt Gourley]

Yes, Yes, I am.

[Conan O'Brien]

This is a whole family thing.

[Matt Gourley]

It's a whole family thing. All four of us are going and we're leaving Oki with my parents. And so I am thinking to make some extra cash on the side, I'm gonna put my place up on Airbnb.

[Conan O'Brien]

That's smart. I'll tell you why. Why just let your place, which is very nice, sit there. Yeah, I think you Airbnb it while you're out of town. Yep. And then you make some money to buy, you know, your husband tack some cool Hawaiian shirts and stuff.

[Matt Gourley]

Yeah, he loves Hawaiian shirts.

[Conan O'Brien]

He's a good looking guy in a Hawaiian shirt. Yeah. Anyway, it's so smart. If you host while you're away, you're basically offsetting some of the cost of your own vacation lodging. It's the circle of life if you think about it.

[Matt Gourley]

That's true.

[Conan O'Brien]

You know what I mean?

[Matt Gourley]

Yeah.

[Conan O'Brien]

Hosting is a unique way to save money while you're traveling. And it's super easy. You just, you leave. Here's the thing. Your home might be worth more than you think it is. Find out how [e-mail] host do this, Sona. I really want to see Tak wearing a lot of new Hawaiian shirts when you guys get back. And I want it to be cash you made from Airbnb.

[Matt Gourley]

Okay.

[Conan O'Brien]

You know. You know, I think the relationship I have with my team has been a critical part of the phenomenal success of Conan o' Brien. Needs a friend for sure. And maybe my late night career. David, you know, you see me with my team. I care about my team.

[Andy Samberg]

You actually do.

[Conan O'Brien]

Yeah. And don't say actually do.

[Andy Samberg]

You actually do. I stand by that.

[Conan O'Brien]

I show a lot of caring and concern for my people. Justworks is an easy to use, intuitive HR platform that helps small businesses support. Support their people. And that's what I'm all about. You love supporting people. Yes, I do. Quiet.

[Andy Samberg]

Okay.

[Conan O'Brien]

Whether you're hiring, you're fired, whether you're hiring, automating, payroll, expanding globally, or handling confusing compliance stuff, justworks has you covered. You can Hire and manage international talent without juggling extra platforms, paperwork, or licensing fees. I hate that stuff. Of the licensing fees. I'm up all night with that stuff. And your team gets access to premium benefits like health insurance, 401k, and commuter perks. Plus, with transparent pricing, you'll always know exactly what you're getting and what you're paying for. Go to justworks.com to learn more. They do your human resources right, so you can do right by your people. Just works for your people. Are you a happy chap now? You seem like a very happy fellow.

[Andy Samberg]

I'm pretty happy.

[Conan O'Brien]

Were you always pretty happy?

[Andy Samberg]

Always pretty happy.

[Conan O'Brien]

Damn it.

[Andy Samberg]

I know, it's annoying. It's a struggle to work in comedy as a happy chapter, which I will now only refer to myself as that.

[Conan O'Brien]

You're a real happy chappie.

[Andy Samberg]

I feel like your SNL generation was the last one that was kind of like. It was still kind of intense and gritty. Am I wrong?

[Conan O'Brien]

It's possible. I don't know.

[Andy Samberg]

The stories I hear both firsthand from people and, like, on things like podcasts and stuff, documentaries, which I have watched all. It seems like it was a little more, like, competitive and kind of grindy.

[Conan O'Brien]

Yeah. Yeah, it was definitely that when I was there. And then I have to. I have to credit Sandler for. I'll never forget. We were. You know. I gotta think of something. Is this good enough? I had something last week, but I don't know if I have anything this week. It's late. I don't think I can write comedy. I don't think I have. I used to call my girlfriend at the time and say, I think I can't do this. And she'd be like, well, you know, quit then. That was fun. Anyway, I was dating the Tasmanian devil.

[Andy Samberg]

Where'd you go?

[Conan O'Brien]

Sorry, passed out for a second. You're a terrible lover. What? Does it ever get erect? What? Please. Those are just made up quips. But I was in that state of mind, and I think, you know, Smigel and Odenkirk and Greg Daniels were like, it's life or death. And it feels like that's kind of how everyone feels. And then this guy named Adam Sandler showed up one day and he's like, oh, papa do. And he kept talking about, let's go get a milk. Oh, milkshakes are good. And he went, oh, I had strawberry. It was very good. And I just thought, what? And he was like, this is so much fun to be at snl. Oh, I love it. I love It. I love it. I love it. Yippee. And he had that. I'm gonna do opera, man. I'm gonna do this, I'm gonna do that. This is great, guys. And then I remember he came out with a movie, and when the movie was premiering, he rented a big bus with all of his friends that made the movie, and they drove around and they got little shakes, and then they went to the premiere and people recognized Adam and he was really happy. And you're just. This is how it's. This is a possibility. You can. Like this.

[Andy Samberg]

I mean, it's.

[Conan O'Brien]

Why not?

[Andy Samberg]

It's just your childhood, right?

[Conan O'Brien]

Like, I guess so. Yeah.

[Andy Samberg]

I think he's just came out that way. And by the way, obviously, he's a huge inspiration to me. And when I saw him on snl, it was him on SNL and Jim Carrey on In Living Color were the first times when I was younger where I was like, oh, maybe I could do comedy. Oh, yeah. Not to take away from how incredible they both are. Like, I'm not talented specifically how they are at all. But it felt so like for me, your show as well, frankly, where I was like, oh, it's coming now that what I really specifically like is successful. Yeah. And perhaps now there's a path for me. Like, I think it is that one to one.

[Conan O'Brien]

I think sometimes real silliness used to be discounted somewhat. But then I've always had that theory that. No, no, I just love things that are incredibly silly. I'll use the word stupid. But then if it's really good, it's because there's some little piece of intelligence in there somewhere that I can't explain or maybe not.

[Andy Samberg]

Imagine me explaining to my parents why, like, I'm under the table. Guy is, like, genius, right? Because it is. Because he's fucking off the whole enterprise, right? Like, it's. He's. He's continuing, like, Steve Martin and, like, and Monty Python we keep talking about, but, like, the whole feeling of, like, I think certain people who love comedy are born into this world. And we were like, I have a question. None of it makes sense though, right? Like, it's all a weird cosmic joke cartoon, right? And I'm not, like, alone in that. Right. And then when you find other people that share that feeling and funnel it into laughing and enjoying themselves, it feels like a gift from God. You're like, you made it to Hogwarts.

[Conan O'Brien]

Yes, that is exactly how it feels. By the way, the most irresponsible school to send your children to is Hogwarts say more. Well, thank you. If only I had a mic and a podcast. Could you imagine sending your kids to Hogwarts and they're killed in a massive battle?

[Andy Samberg]

Also, like that happens all the time. I don't know if we should send them back next year.

[Conan O'Brien]

Yeah. Did you know that 11 kids died playing Quidditch this year? People are constantly imperiled and dying and I think. And the school has to publish these facts. They do have to put it out there. I'm just saying. I watch that all the time.

[Andy Samberg]

This is stand up. You imagine getting the email from Hogwarts in the summertime. We promise Baltimore's not going to be there next year. I know some of the people. Parents were concerned Baltimore showed up, killed hella kids. We have taken care of it, we assure you. Our school counselor has talked to them. You're just like, oh, man.

[Conan O'Brien]

Yeah, yeah, okay. He did come back.

[Andy Samberg]

This time. He's like a squishy little, like, widget underneath a.

[Conan O'Brien]

400 kids died in a great battle that destroyed most of the school. Puts any mass shooting to shame by its sheer scale. But anyway, we could use money this year for our library.

[Andy Samberg]

We heard there was a dementor in your child's dorm room. That's a. We're going to give you a 20% discount on that.

[Conan O'Brien]

Right? That's a bit.

[Andy Samberg]

Should we do a standup special?

[Conan O'Brien]

I think you and I should do a standup special. We'll talk about the money.

[Andy Samberg]

Okay. I assume 90, 10 split. You take the 90.

[Conan O'Brien]

I get the 90.

[Andy Samberg]

Yeah. Cause seniority.

[Conan O'Brien]

Well, not just seniority. Height. Height. But also quality. Quality. I'm Catholic.

[Andy Samberg]

More famous.

[Conan O'Brien]

No, I don't think that I do. But anyway, what I'm happy for you about is that I did all these things that I'm very happy about. And then I find these things that I don't even know what they mean to people anymore. But I enjoy doing them. It's fun and I love that. And as long as the rent's paid, I'll do the fun stuff now.

[Andy Samberg]

Yes.

[Conan O'Brien]

And I really do look at these younger generation of comedians and I'm just delighted. This stuff, when I see good stuff, it makes me very happy. I don't feel good, damn it.

[Andy Samberg]

Agreed.

[Conan O'Brien]

They were sucking the lifeblood from me. But you get to do these things now. Like this animated series. Dygman.

[Andy Samberg]

Yes.

[Conan O'Brien]

Which is a really funny idea because you grew up on Indiana Jones. Indiana Jones.

[Andy Samberg]

Yeah. And the Mummy. And you know this notion that archaeologists are like the national treasure. Yeah. Like the coolest people in the world. And it's just a universe where you're just. You are told to accept that.

[Conan O'Brien]

Yes.

[Andy Samberg]

Where you're like, archaeologists.

[Conan O'Brien]

Whoa.

[Andy Samberg]

Yeah. So, yeah, me and my friend Neil Campbell wrote a whole show where that's basically the world where, like, archaeologists are the biggest.

[Conan O'Brien]

And you know what I love is that we all accepted it. I mean, when, you know, I'm quite a bit older than you, I got two decades on you. And I remember when Indiana Jones came out, and I never for a second thought, not for a split second did I think, wait a minute. Archaeologists. They would show him teaching at school and then going out around the world, and it was the most exciting thing in the world. And when I knew that you were coming on, I thought. And we were going to talk about Digman, I thought, it's just so funny to me, the idea of you could take footage of real archeologists doing what they really do, but put the Indiana Jones theme to it. And it's people just looking at geological maps for years to try and look where maybe the fault came together. And there used to be a river, because that. And then slowly digging, but being very careful of little brushes. Yeah, little brushes. But then the local government has asked you to do a stay because they want to examine what you're doing more carefully. So they shut down the site. You respond with legal letters. Now the site's been reopened, just more slow, dusty. Dun, dun, dun, dun, dun, dun. And then lifetime over. Never really found anything. Roll critics credits. Really long credits. Like, there were tons of stunts, just lots of stuntmen that you never saw proof of in any way. And he died.

[Andy Samberg]

It's real. It's real. I mean, some of them, I'm sure, are swashbuckling and adventure. Y.

[Conan O'Brien]

Your character.

[Andy Samberg]

Yes.

[Conan O'Brien]

The voice.

[Andy Samberg]

Rip Digman. The voice.

[Conan O'Brien]

Yeah.

[Andy Samberg]

Yeah. It might sound familiar to some.

[Conan O'Brien]

I'd like to hear a little.

[Andy Samberg]

Well, it sounds a little like this.

[Conan O'Brien]

Yay. I'm happy. Me, my favorite impressions of all time.

[Andy Samberg]

Oh, you're the best.

[Conan O'Brien]

No, no, seriously, you're. First of all, I love him. I adore him.

[Andy Samberg]

Oh, he's the coolest.

[Conan O'Brien]

I. And I say this, if this gets back to Nicolas Cage, I adore him. My eyes are never off him when he does anything, which I think is proof that he's doing something right.

[Andy Samberg]

Yes.

[Conan O'Brien]

But that voice, your impression is fantastic.

[Andy Samberg]

Thank you. He came on SNL and did it with me, which I know is like an SNL move, but if I really had to think about it about one moment that I had live during that show, that was my favorite moment of the whole time. It was probably when he came and did that with me.

[Conan O'Brien]

And were you at all self conscious about doing it with him or did it immediately just turn into we're playing together, it's fun, kind of the latter.

[Andy Samberg]

I mean, I obviously didn't want him to hate me because I respect his work so much. And like the reason I have an impression is because I've watched a thousand hours of Nick Cage. You know, it's like embedded in me somewhere. But I didn't even think to do it. It was like, like, I think like Emily Spivey or someone wrote me into a sketch as Nick Cage and she's like, you know, Sambir, can you do Nick Cage? And I was like, I don't think so. But then I tried it and I was like, I guess I can kind of do it. And then I kept doing it on update and it was just so fun. And he was the nicest when he came and he went so fucking ham live. Of course we did it addressed and he was like, good. And we were like, this is going to work. And then on air he just like went all in and like did the nice thing of like, I'm going to do how you do the impression, you know, so it like feels crackly and fun like that. It was just a joy.

[Conan O'Brien]

We used to do a horse on our late night show called Cloppy. And Cloppy was a horse. The conceit was I'd go like, hey, it's time to visit our friend Cloppy. And then there was like a children's theme and this horse with a big fake head would look through the window and go, hi, I'm Kloppy. And I would talk to Kloppy. And Kloppy would always say very depressing things and then wander off and you'd hear a gunshot and a fall and I'd go, oh no, Cloppy killed himself. And Clappy would come back and no, I didn't. And then there was always a very tortured explanation for what the gunshot and the fall was all about. And he kept doing that and that was Clappy. And we go out with the song too. And then I had Nick Cage on once, completely unrelated, we had him on as a guest and he's talking and he just said at one point, I like Kloppy. And with his Nick, I mean, you can do it better than I can. But he said, I like you, I like Kloppy.

[Andy Samberg]

You can do it for Me, I really like Cloppy.

[Conan O'Brien]

And he did it with a big smile, and I became obsessed. When the interview was over, I said, the next time we do Cloppy, I want the. The. When we play the song Clap Dun, dun, dun, dun. It's Clappy. I want a little circle wipe to come up of Nick Cage's head going, holla, Cloppy. For no reason, and then go away. And that was the magic of doing that kind of comedy, was they went, okay. And then the next time we did Cloppy, they had a Nicholas Cage endorsement, just as a little head.

[Andy Samberg]

But of course, he got it immediately because he liked Cloppy because he's the best.

[Conan O'Brien]

Yes.

[Andy Samberg]

You know, I like the horse that comes in with the happy song. And then you think maybe he killed.

[Conan O'Brien]

Himself.

[Andy Samberg]

Because that's fucking funny. You know, he's like, yeah, man, it is good stuff.

[Conan O'Brien]

I also want to give a shout out to the Roses, which is. I mean, talk about this cast. You're in this movie with Benedict Cumberbatch and Olivia Colman. This is one of those things that you have to have a moment of. Of. I'm sorry. I was doing really weird shit on the Internet 25 years ago, and now I'm with two of the best actors in the world.

[Andy Samberg]

Truly.

[Conan O'Brien]

In a film.

[Andy Samberg]

Yeah, in a movie. Jay Roach directed it. Me and Kate McKinnon play a married couple who are friends with them. It's a remake of War of the Roses, but really more of a reimagining. And it's written by Tony McNamara, who wrote, like, the Great and the Favorite and Poor Things and stuff.

[Conan O'Brien]

Is there an intimidation factor there? And it's okay if there isn't. You don't have to say there is.

[Andy Samberg]

I'll say this SNL breaks you of it a little, because you deal with everyone and you realize, like, all right, everyone's just people. It's just. Are you that crazy of a fan that you get a little nervous? Which I did. I did a movie a couple years ago with Kate Winslet, and it was a straight drama. And after going through that, I was like, well, at least this. The Roses is comedic, and I'm supposed to be funny in it, so I was relaxing in that way. I was also paired with Kate, and that was very comfortable for me. But I'm not unaware that I'm, like, in. I'm in a scene at one point with Cumberbatch, Olivia and Alice and Janney, and it's just the four of us, and it's like a big Scene and.

[Conan O'Brien]

The ghost of Lawrence Olivier.

[Andy Samberg]

Yeah. Like, seriously. Yeah, yeah. Like, yes. Honestly, Like, Daniel Day Lewis is like, mind if I pop in? I'm trying to memorize my lines. Get the fuck out of here. But it's. You start and you're nervous, and you're like, oh, here comes that day. I know that day. And then you do it. And as soon as you do a couple of takes and it's working. And it's really funny, too, which I just know is what I do. Y. I'm like. All I can think is, like, this is so fun, and this is so cool. And they're all so nice. Like, Olivia came from comedy. Benedict's hilarious. Jani is a legend and so funny. So everybody's nice. They're all, like, lying and saying they're nervous too, to make me feel better. It was very warm and very fun.

[Conan O'Brien]

I remember rewatching Hot Fuzz recently. Olivia Colman's in it.

[Andy Samberg]

Yeah.

[Conan O'Brien]

And her name is, like, 15th in the credits.

[Andy Samberg]

Yeah.

[Conan O'Brien]

She's hilarious and she kills it. But I think total. She maybe has nine lines or something.

[Andy Samberg]

Oh, yeah. I mean, she was banging around, doing stuff. Stuff. And being really funny. And then everyone was like, what if we let her do drama, too? And it was like, oh, I see. You're like, one of the best.

[Conan O'Brien]

You're one of the best ever.

[Andy Samberg]

Yeah. And Cumberbatch was funny because I. I played a detective on Brooklyn Nine Nine, obviously. Co created by Dan Gore and Dan.

[Conan O'Brien]

Gore, a former writer of mine.

[Andy Samberg]

That's why I bring it up.

[Conan O'Brien]

He betrayed me and fled in the foolish thought that he could have his own hit. Well, it never happened for you, did it, Dan Conan. Brooklyn Nine Nine was a huge. People love that show. Shut up. Sorry. I'll do all the voices if I have to.

[Andy Samberg]

That's fine. It's like a radio play. It's good. But anyway, when I would have, like, a big case solve monologue on Brooklyn Nine Nine, I would often say, everybody stand back. I'm about to start Cumberbatching. Because of Sherlock.

[Conan O'Brien]

Yeah. Yeah.

[Andy Samberg]

And no one speaking of speed, which is my fave thing, I keep telling. Doing, like, fast dialogue, perfect diction, tons of thought going into every line, taking you through this journey of, like, Sherlock Holmes is solving this crazy, intricate thing. He was like. When it came to the detective stuff, that was my North Star.

[Conan O'Brien]

Yeah.

[Andy Samberg]

Where I was like, the look and feel should be McNulty from the Wire, and the speed of the solves should be Sherlock.

[Conan O'Brien]

Yes.

[Andy Samberg]

So it was cool to get to Work with him and see him, like, do that in person.

[Conan O'Brien]

Well, you're living the dream. Think about it. I am.

[Andy Samberg]

I feel.

[Conan O'Brien]

Because you're here with me. Bam. I made it.

[Andy Samberg]

About me and Kevin and Bingo. Podcast.

[Conan O'Brien]

Podcast.

[Andy Samberg]

The best thing anyone could ever do.

[Conan O'Brien]

When they're bad, it's okay. When they're good, it's okay. Everything's okay. It's a podcast. Podcast. I've noticed that. I'm like, anytime we do anything and people are like. I'm like, I don't know about that one. It was great. Blaze always like, it was great.

[Andy Samberg]

It was good. It is always great.

[Conan O'Brien]

Now it's not always good. When you get a guy like Andy Samberg in here. Oh, man, is it good. Oh. But then some piece of crud like Harrison Ford. Thank you. Thank you. And if you're listening, Harrison, I'm coming for you. That'll scare him. I wanna thank you for being here.

[Andy Samberg]

Thank you.

[Conan O'Brien]

I also wanna thank you for always being one of the nicest, just most relaxed, hilariously funny people I've ever known. Seriously. You're a ray of sunshine. Seriously. And you make me. And when you show up in your goddamn baggy pants. What did you say? You said, quick, the quick Lauren story at Wimbledon.

[Andy Samberg]

Oh, yeah.

[Conan O'Brien]

So cuz I brought that up and you brought up something and I said, let's do it on the pod.

[Andy Samberg]

Yes, you said. You said you're wearing sweatpants. What the. Basically in a. In a bit voice.

[Conan O'Brien]

Bit voice. Bit voice.

[Andy Samberg]

Yeah. I wasn't hostile. Yeah, yeah, yeah, yeah, yeah. No, no. Clickbait.

[Conan O'Brien]

Conan o' Brien thrashes Andy Sa for wings.

[Andy Samberg]

I can.

[Conan O'Brien]

Sweatpants. Piece of shit. Slacker. All right.

[Andy Samberg]

Long headline. Do you Internet? So. Yes. And I said, do you want me to change pants? And then I said, oh, that actually really happened to me. I went to Wimbledon with Lauren last summer and he. I got it. We were going to sit in the royal box, which is she as obviously.

[Conan O'Brien]

And he.

[Andy Samberg]

And I got an email being like, dress code, this and that. I was there shooting the roses and I didn't have any, like, nice pants with me. So I was like, I got black jeans. That's gotta fly. Black jeans are not like normal.

[Conan O'Brien]

I would wear black jeans to a funeral and I have.

[Andy Samberg]

Exactly, exactly. I would wear them to my own funeral.

[Conan O'Brien]

Okay, that's just stupid. Why? You went too far.

[Andy Samberg]

Hang on, I gotta.

[Conan O'Brien]

Let's get a rewrite on that.

[Andy Samberg]

I wish I had done it on purpose. It was just like I couldn't hold it anymore. I was like, Black jeans. The queen's box. They're not gonna care. Like, also, like.

[Conan O'Brien]

A little a Samberg here.

[Andy Samberg]

Hello. I'm not, like, unknown in the uk.

[Conan O'Brien]

So you're a huge star in the.

[Andy Samberg]

Uk, so I'm full Jack Black.

[Conan O'Brien]

Okay.

[Matt Gourley]

I'm not.

[Conan O'Brien]

Nah.

[Andy Samberg]

So we show up, walk in immediately. You can't wear those pants. I was just like, oh, no.

[Conan O'Brien]

I over.

[Andy Samberg]

I fucked Lauren. I ruined his vacation. And they were like, no, no, it's fine. You just have to put on some of our Wimbledon brand khakis.

[Conan O'Brien]

Of course.

[Andy Samberg]

So they take me into a building, into a giant conference room empty, with, like, five pairs of Wimbledon brand khakis on the table. And they're like, yeah, I wish everyone's fit. And then left. And I was like, I guess I'll get into my underwear. So I change out of my jeans into the Wimbledon khakis. They're not a nice fit.

[Conan O'Brien]

No. Not flattering fit.

[Andy Samberg]

Not flattering. I'm not a khaki guy at this point.

[Conan O'Brien]

No.

[Andy Samberg]

And, you know, hugging in all the wrong places, but I'm like, you know, it's forlorn.

[Conan O'Brien]

Yep.

[Andy Samberg]

So come back out. They're like, oh, thank you so much. Sorry about that. Sorry. I don't know. But I'm like, yeah, it's fine. Walk out. Out to the. The queen's box. Sit down. And as we sit there, there's like, ladies and gentlemen, the person's hurt and then retired. The match is cancelled. Enjoy mixed doubles. And everyone in the royal box stands up and leaves. And we're just like, should we get some tea?

[Conan O'Brien]

So your autobiography will be entitled Khakis for no reason.

[Andy Samberg]

Khakis for no or like, piece of what?

[Conan O'Brien]

I don't like that punitive inner voice you have.

[Andy Samberg]

He was a piece of. No, but, like, little font, so ellipse. Ellipses. No, Little tiny font. He was a piece of.

[Conan O'Brien]

No, Andy, the point is, you were a piece of.

[Andy Samberg]

In the past, but now Past.

[Conan O'Brien]

But that was six months ago.

[Andy Samberg]

I was gonna ask you the timeline.

[Conan O'Brien]

Super late.

[Andy Samberg]

I was like, give me the time.

[Conan O'Brien]

You pulled it out. Andy Samberg, I'm gonna let you go. Congratulations on everything. And this has been. I don't know, someone. I need to pay someone because this was so much fun. So just name your amount and we'll. Yeah.

[Andy Samberg]

Make six bucks.

[Conan O'Brien]

Wow. I got off easy. Okay. All right. I do have funds, you know. Andy said. God bless you.

[Andy Samberg]

Thank you. Conan.

[Sona Movsesian]

Conan o' Brien needs a friend with Conan o'.

[Andy Samberg]

Brien.

[Sona Movsesian]

Sonam of session and Matt gourley Produced by me, Matt Gourley Executive produced by Adam Sachs, Jeff Ross and Nick Leow Theme song by the White Stripes Incidental music by Jimmy Vivino Take it away, Jimmy. Our supervising producer is Aaron Blair and our Associate Talent Producer is Jennifer. Samples, engineering and mixing by Eduardo Perez and Brendan Burns Additional production support by Mars Melnick Talent booking by Paula Davis, Gina Bautista and Brit Kahn. You can rate and review this show on Apple Podcasts and you might find your review read on a future episode. Got a question for Conan? Call the Team coco hotline at 669-587-2847 and leave a message if you it too could be featured on a future episode. You can also get three free months of SiriusXM when you sign [e-mail] Conan and if you haven't already, please subscribe to Conan O' Brien needs a Friend wherever fine podcasts are downloaded.

[Conan O'Brien]

Adam Pally here and I'm John Gabris. We're a couple actors and best friends who you may know as the host of the TV show 101 Places to Party before you. Now we're bringing you a comedic look.

[Andy Samberg]

At health and wellness with our new show, Staying Alive.

[Conan O'Brien]

We'll have guests like our friend, actor Jerry O', Connell, ketamine therapists Dr. Steven Radowitz, Paul Scheer, Ego Wodem, Gillian Bell, Dr. Doolittle. Staying alive with John Gabris and Adam Pally is out right now. Get them a week early and ad free with Sirius XM Podcast plus on Apple Podcasts. Sometimes an identity threat is a ring of professional hackers, and sometimes it's an overworked accountant who forgot to encrypt their connection while sending bank details. I need a coffee and you need Lifelock. Because your info is in endless places. It only takes one mistake to expose you to identity theft. LifeLock monitors hundreds of millions of data points a second. If your identity is stolen, we'll fix it, guaranteed, or your money back. Save up to 40% your first [e-mail] specialoffer terms apply.