
Actress and comedian Jessica Williams feels pressured about being Conan O’Brien’s friend. Jessica sits down with Conan to discuss breaking ground as the youngest ever Daily Show correspondent, working with Harrison Ford on Shrinking, and why the best satire is rooted in love for the subject. Later, Conan and the team admire a fan-made Lego replica of themselves in the studio. For Conan videos, tour dates and more visit TeamCoco.com. Got a question for Conan? Call our voicemail: (669) 587-2847.
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Conan O'Brien
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Sonam Obsessani
I didn't.
Conan O'Brien
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Jessica Williams
Okay. Hi, my name is Jessica Williams, and I feel pressured about being Conan's friend. They make you say it. It's crazy.
Conan O'Brien
They make you say it. Yeah, yeah, yeah. This is a hostage situation and I.
Jessica Williams
Can'T leave until I say it.
Conan O'Brien
It should feel like pressure because no one naturally becomes my friend. Father's here. Hear the yell Back to school, Ring the bell Brand new shoes Walking loose.
Sonam Obsessani
Climb the fe books and pens I.
Conan O'Brien
Can tell that we are gonna be.
Matt Gourley
Friends.
Conan O'Brien
I can tell that we are gonna need friends. Hey there, and welcome to another edition of Conan o'. Brien. Needs a Friend. Let me explain what's going on. Of course, joined as always by Matt Gorley. Sonam Obsessian. I've had a lot of dental work this morning. I went in my dentist. She does a wonderful job. She's really terrific. But she had to work on the front of my face, and she had to work on the back on a molar. And I like the way I said molar. And she shot me up with so much NOLA cane that my face is all floppy. What?
Matt Gourley
Are you also kind of drunk? You seem drunk. You didn't even say hi. You just came in and was like, let's go.
Conan O'Brien
Press record. I am not drunk. What a terrible thing to say. It is 140 in the afternoon. No, I am not.
Matt Gourley
I just. Are you drunk off the Novocaine? Like, is it affecting you?
Conan O'Brien
No, it doesn't. I don't think Novocaine. I'd like to have a psychopharm here who tells us what the effects are, but, no, I don't think I'm. I think I've been sitting in a chair at a dentist's office for three hours while they played some Spotify playlist, which I didn't enjoy. Yeah, like, what was it? You don't want to say. I don't want to.
Matt Gourley
Can you say the genre?
Conan O'Brien
It was just a lot of wailing.
Matt Gourley
Maybe that was patients from the other room.
Conan O'Brien
No, it wasn't. I like the patients more just Halloween sound effects. No, it wasn't doing any good. Any hoots.
Sonam Obsessani
And there was no opening, like, after we record this podcast.
Conan O'Brien
No, they could. I thought it was gonna be this morning, and it got pushed a little later. And I actually went in much earlier than I was supposed to and was like, you know, I gotta record. And I care about my fans, the people out there. Also, there was part of me in the back of my head that thought, I really want to get on Mike while my mouth is still mushy. Cause I thought it's kind of funny. I mean, literally, if I had a drink right now, it would all come out my mouth.
Sonam Obsessani
Can you do it?
Conan O'Brien
No.
Jessica Williams
Yeah, take a drink.
Matt Gourley
Can you have a drink, please?
Conan O'Brien
I don't want to dribble all over myself. Go do it full of yourself. Yeah, I have other ways to do that. I don't need a prop drink to make a fool of myself. I can just talk and share my opinions, thoughts that occur to me and thoughts suffering. Succotash. No, but, you know, here's the thing. She gave me an injection up here by my. What's this? The incisor. Right. What's this one? The fan. The canine teeth. What'd you say to me?
Jessica Williams
I said, I don't know. Teeth.
Sonam Obsessani
I know what a molar is, but.
Jessica Williams
Once we get past the molars, what's happening?
Conan O'Brien
You're the mother of two little boys and you just went, I don't know. Teeth. And you grab your crotch, like, take it easy there. So what happens is, when they get this nerve up front, it deadens your nose. It's going up to my Eye. I think she gave me way too much. And I think it's because I mentioned to her, well, first of all, I'm a redhead. And the old saying is that we're harder to anesthetize. So I think she gave me a lot extra. And she actually did inject my eye at one point. Oh, wow. Just for fun, to see what it would do. So, yeah, I don't feel this side of my face. And I raced in here. I swear to God, I was bombing down Sunset Boulevard to get here fast.
Matt Gourley
Before this Sunshet Boulevard.
Conan O'Brien
Well, I put a little English on the wall, okay. But I bombed down here so that I could get here before it wore off. Cause I just want the content. And I swear to God, I think my face looks a little shaggy on this shot.
Sonam Obsessani
It does. I looked at you and I was like, something's off.
Conan O'Brien
Yeah, something's way off.
Matt Gourley
Does he look at me straight on? Oh, yeah. A little bit. And you sound a little bit like Holly Hunter. You've got those extra ashish. And like a Connery Holly Hunter mix.
Conan O'Brien
Sean Connery and Holly Hunter had a baby.
Matt Gourley
Little James Stewart.
Conan O'Brien
And now I'm putting some. James. Do you know me? Do you know me? Mr. Gower, it's me. It's George Bailey.
Sonam Obsessani
Knock, knock, knock.
Conan O'Brien
Who's that?
Sonam Obsessani
Dishes.
Conan O'Brien
Dishes who?
Sonam Obsessani
Dishes. Sean Connery.
Conan O'Brien
Yeah. Knock, knock. Who's there? Dwayne. Dwayne who?
Matt Gourley
Dwayne the Tub. I'm dwowning.
Jessica Williams
Oh, no. This is the best ever.
Conan O'Brien
Knock, knock. Go fuck yourselves. There it is. I'm busy trying to jerk off in here. You didn't see that one coming, did you, kids? How's it guy supposed to jerk off? Are you aware that Dwayne is still in there with you?
Jessica Williams
Oh, no.
Conan O'Brien
There's a dead guy in a tub while I'm jerking it. This mini play brought to you by Masterpiece Theater as narrated by old Mushmouth Johnson. Yeah, man, I really don't want this to go away. I'm enjoying.
Matt Gourley
You're alive.
Conan O'Brien
What's wrong with me that I raced out of the doctor's office? I know there's a parking garage. I drove through the Little Arm. I didn't even pay. Shattered it and drove 90 miles an hour down Sunset Boulevard. It was like, get out of the way. Well, my face is so mushy. I gotta record you cut through Central Park. We're not even in New York. We're not even in New York. Bodies everywhere, you know. Good times, good times. And may this never wear off. Well, let's get into it.
Matt Gourley
We've got.
Conan O'Brien
Tell us about our guest today. Let me put on my glasses. Oh, no.
Jessica Williams
He's got sunglasses.
Sonam Obsessani
Troopy face and sunglasses.
Conan O'Brien
I got other regular glasses on, but they're not as funny as these. My guest today was a correspondent on the Daily show and now stars in the Apple TV series Shrinking. I'm thrilled she's here today. Of course, when I talked to her, my face wasn't Shut up with Nova Cain. So, Jessica Williams, welcome. I want to do a little backstory, which is I have, like a lot of people, been a fan of yours for a long time. And then there was an event that we did together, and we got to be together on stage, and it was a Broadway production of Gypsy. Did you in Gypsy?
Jessica Williams
Yeah, we did it. It was so great.
Conan O'Brien
I went for it for 15,000 people. Yeah. No, but we did this event together. And I had so much fun with you riffing. Just. We could finish each other's sentences. It was really fun. I walked off stage and I called my booker, Paula Davis, and I said, why hasn't she been on the podcast?
Jessica Williams
So you screamed at her?
Conan O'Brien
I screamed at her. And then I realized later on that I was off my meds and we.
Jessica Williams
Had a terrible time, actually.
Conan O'Brien
And then they told me later on, all you did was scream at Jessica the whole time. Awful. Yeah.
Jessica Williams
And then he made us go out and play the slots.
Conan O'Brien
Yeah. Yeah, exactly. I was like, quarter me. Quarter me. Quarter. Quarter him. Where have you been? I never heard that phrase before. Quarter me, is it. It's not a phrase.
Jessica Williams
It's not. It's got more than a quarter now, right?
Conan O'Brien
Of course it is. I don't gamble. I don't know.
Sonam Obsessani
And then is someone standing next to you with your quarters and handing you.
Conan O'Brien
It used to be you. And then it was David hopping, and I'd say, quarter me, and you'd give me, like, 15 quarters, because that's what it costs now. But we were just talking. I mean, here's the thing. I walked in the door, you got here just before me, and we start talking. There's no artifice. It's so easy to talk to you that we started getting into stuff right away. That was really good. The next thing I know, we were talking about how we'd love to take an Orient Express train ride, all of us, but there'd have to be a murder. And then I remembered Sona was on a cruise where there was a murder. And you want to hear about this?
Jessica Williams
Yeah, that's my question. Because sometimes I Hear? When there's a murder on a cruise, they have to put them in the freezer or refrigerator somewhere. What do you know? Tell me everything. I know I care about that specifically.
Conan O'Brien
And all the witnesses have to go in the refrigerator, too.
Matt Gourley
We forgot to mention that she was the murderer.
Jessica Williams
Oh, it was you.
Sonam Obsessani
Yeah, I. We were at dinner, and then.
Conan O'Brien
Who's we? Who's we?
Sonam Obsessani
Me, my husband, Tack. And then two of our friends who went on the cruises. This was in Alaska. And then they. A voice comes on the intercom. The entire cruise can hear it and go all metal clone security personnel to the ninth floor. And you could hear the panic in their voice. And then we were like, oh, what's happening? But we didn't stop eating our dinner. Like, we thought we were like, it could be an active shooter.
Jessica Williams
That's what they did in Titanic, too. Titanic. They were like.
Sonam Obsessani
Oh, that sounds bad.
Conan O'Brien
Yeah. Well, we've got two hours before we go under, so I'll have more of the veal.
Sonam Obsessani
And then we heard it again. And you could see all the employees start to get worried. And then the next day, we were docked, and we were supposed to be still cruising. And the captain came on, and he said, yesterday there was a domestic disturbance and a woman from Utah has died. And then we were all searching, and there were all these news stories. Her husband.
Jessica Williams
Kill it. It's always the husband.
Sonam Obsessani
And the security came in while he was dragging her body to the balcony to throw it overboard.
Conan O'Brien
Security came in. Cause I guess they heard the noise. You told me. And can you imagine? They, like, pushed open the door. The door was open. They go in, and the guy has her body halfway out the porthole window. And he's like, I can explain. I was pulling her in. She died. Then a bird pulled her out, and I'm trying to pull her back in. You know what it looks like?
Jessica Williams
Insane. So he was caught.
Sonam Obsessani
It's crazy.
Jessica Williams
He was actually caught in a murder. I feel like that never. I watch a lot of true crime in Dateline, and it just never happens that they're caught right in the middle of it.
Sonam Obsessani
No.
Jessica Williams
That's so sad.
Sonam Obsessani
And then, well, it got even sad. Like, the FBI came on board. They were interviewing people, and then we followed the story. He got convicted, and then he lost his appeal, and then he killed himself in his jail cell.
Conan O'Brien
Wow.
Jessica Williams
Wow.
Conan O'Brien
Oh, my God.
Sonam Obsessani
Sorry.
Jessica Williams
That's such a downer. But it murdered.
Conan O'Brien
That's all the time we have, Jessica.
Jessica Williams
But thank you. I take my time.
Conan O'Brien
You were pressured.
Jessica Williams
Oh, thank you.
Conan O'Brien
Let me just Stop it, by the way.
Jessica Williams
Exactly the way I imagined it.
Conan O'Brien
We're going to get into more murder. But first I want to say you were the youngest, I think still to this day, the youngest Daily show correspondent ever. You were seven years old. I thought it was too soon. I was like, I have a baby. I never understood. Your take on the news was terrible.
Jessica Williams
Yeah, I know, I know.
Conan O'Brien
It's always like, I'm tired.
Jessica Williams
That's what my poopy diapy.
Conan O'Brien
My poopy diapy, poopy diapey. You know, you'd be guys. We talk about, like, complex issues in the news that needed real. I'm sorry, I thought that was. That was a little early for you.
Jessica Williams
But that's the thing about Jon Stewart is he really pushes satire and that's what he's known for. So when he saw first, nobody knows how I got it. Like, I remember I was auditioning. We're on Larchmont right now. Allison Jones, casting office used to be here. I don't know if she's still here, but I was auditioning for something else and it was a Will Ferrell movie and they were looking for 6 year olds and I was auditioning for it. And then Allison Jones was like, you might not be right for this, but they're casting the Daily Show. Do you want to come back and put something on tape? And I was going to Cal State Long beach at the time.
Matt Gourley
That's where I went.
Jessica Williams
You did?
Conan O'Brien
And did you do comedy sports?
Jessica Williams
Yeah, I did comedy sports since high school. What?
Conan O'Brien
Yeah.
Jessica Williams
Did you grow up here?
Conan O'Brien
Uh huh. Whittier. Cool.
Jessica Williams
Whittier.
Matt Gourley
Yeah.
Jessica Williams
Dude, everybody I know from Whittier is always like, I'm from Whittier.
Conan O'Brien
Trust me, a day doesn't go by, I mean, I've behind him. No, I. I've seen him at a traffic stop. True story. Get out of his car and start shouting at the driver. Stopped behind him, waiting for the light to change. I'm from Whittier. I'm not from that part of Whittier. I'm from Whittier. I'm from Whittier.
Jessica Williams
I'm from Whittier. Yeah, yeah, yeah, yeah. Don't hurt me, yeah. I'm from Torrance.
Matt Gourley
Oh, my God. And she's from Hacienda Heights.
Jessica Williams
Oh, cool. Awesome.
Conan O'Brien
Hell yeah.
Jessica Williams
Locals. You never meet people from la.
Conan O'Brien
I was born in Casas.
Jessica Williams
No, stop.
Conan O'Brien
Casa del Blanco. What?
Sonam Obsessani
What?
Jessica Williams
Casa del Blanco?
Conan O'Brien
Yeah. It's 40 minutes outside of Ca Las Muchachas. I'm telling you, we had a great air hockey Team.
Jessica Williams
Do you guys have air hockey in here? This. This office is really cool.
Matt Gourley
No, you won't spring for it.
Jessica Williams
No.
Conan O'Brien
You know what? You know what I do remember? I remember when I was hosting the late night show, and we were always under so much pressure early on, like, we're gonna get canceled. This isn't gonna work. Oh, my God. Is this. And I think it was maybe the second or third Christmas when the nickel finally dropped that we were doing okay. There was really good press, the network seemed happy, and Christmas hit, and I was. You know, when you take off a backpack after a long hike, you feel like you can fly, like you're floating. That's how I felt. And so I just started running around buying presents for everybody. And I remember I was buying presents for all these people at the show and so full of joy. And we were doing our last show before the Christmas break, and we never used to get breaks. And then I went insane. I ran downstairs and ran through the streets to a store like a Brookstone and bought a giant air hockey table that was bigger than I was, and I was carrying it down the street, and people were like, I think Conan o'. Brien. He's got a giant box, and he's laughing like a maniac. And I took it upstairs, and I went, hey, everybody, I got us air hockey. So it's so funny you would bring.
Jessica Williams
That up, but you actually did you know about that?
Conan O'Brien
No.
Matt Gourley
But didn't you bring it up?
Jessica Williams
Maybe?
Conan O'Brien
I don't know.
Jessica Williams
I felt it. That was what happened in Vegas around the slots. I was like, but I love that feeling. I really like giving gifts. I really do. Especially, like, I like when you just, like, nail it. Like, I love when you nail it. And that's, like, exactly the person you thought about it ahead of time. That's, like, the best feeling. Like, this year, I'm all about, like, a little pizza oven. So now I'm thinking about, like, I think this will come out after we wrap, but I think for my, like, glam team, I want to get them, like, little pizza ovens for their house. Wow. That is because there's, like, the gosney and there's the ooni.
Conan O'Brien
Now, have you thought of the solo stove pizza oven?
Jessica Williams
Yeah, those are cool.
Conan O'Brien
Do they still advertise with us? It's been a while.
Jessica Williams
The solo stove.
Conan O'Brien
Oh, fuck the solo stove.
Jessica Williams
You have it. You got it. Because they advertise. Why?
Conan O'Brien
Who loves the solo stove, first of all? I do. Legitimately. I never, ever. I will never shill a product that I Don't honestly believe that. I don't believe in. And I think those missiles are doing their job.
Jessica Williams
Oh, boy.
Conan O'Brien
I'm constantly. Our best advertiser is the Rand Corporation. They make a missile. I mean, it kills everything. But no, the solo stove is. I do like it. And they do make a pizza oven that we have back here. But I'm saying this. Hey, solo stove, if you wandered away from Conan o', Brien, you made a terrible mistake. But I think a pizza oven's a great idea.
Jessica Williams
It's nice. It's nice. It's like they have their houses that they're doing. And I just built a pizza oven at my house and I just used one of those DIY like, pizza oven kits. And I'll tell you, we used it for the first time a few weeks ago. The joy of, like, putting pizza in there. And you're just like, what? It rises in 90 seconds. Like, it's like you're laughing. Like, we were. Like. It felt like we were gonna live forever. We were doing. It was so great. I was like, this is amazing. Like, wow.
Conan O'Brien
Who knew that heat and dough cut to ancient Greek, Stone Age, pre Bronze Age man. Heat plus dough. But it is funny how removed we get in our world. We have apps, we have all this stuff. And when someone really introduces us to this is what a fresh orange tastes like, we lose our mind.
Jessica Williams
What? This whole time, like, had an orange starburst.
Conan O'Brien
When someone explains to me kind of roughly how the planets move, I'm like, what? Yeah, we gotta get the word out.
Jessica Williams
It's crazy. It's crazy.
Conan O'Brien
The moon moves with us.
Jessica Williams
Insane. I saw like a. You ever just catch a SpaceX launch and you're like, what the. You know, and they're like blasting like eight satellites in the air that you have no idea, like, what that is and why. That's insane. This guy's just blasting satellites out into the, like, unregulated. Like, just non stop.
Conan O'Brien
He is a Bond villain. He is a Bond villain.
Matt Gourley
And it also feels, like, metaphorical the way he's like, forgive me. Spreads his seed on Earth. It's like he's doing it in space.
Jessica Williams
Yeah, like spl.
Conan O'Brien
Yes.
Jessica Williams
Tough man.
Conan O'Brien
He's colonized massive erect rockets.
Matt Gourley
Cause they look so phallic. More than just a normal rocket.
Jessica Williams
They even have.
Conan O'Brien
And he calls them. It's like cock one, cock two, cock three. We've had a failure of cock four, which, by the way, I've been there.
Jessica Williams
But yeah, it's tough.
Conan O'Brien
I want to ask you, because cock 4 was tough. What's happening?
Matt Gourley
I mean, at least you have four Cox.
Conan O'Brien
It was tough to see cock four go down.
Jessica Williams
It was really a dark day for space travel, dude.
Conan O'Brien
It's funny because I'm always curious when I'm talking to someone who I find effortlessly funny and real. Okay, please tell me, where does this come from? What is your origin story, your Marvel origin story? Who's showing you stuff when you're a kid and what are you watching and what are you seeing?
Jessica Williams
Yeah, my grandma was really into comedy. So she would watch you. She'd watch Conan. She lived in the Valley, so she would let me stay up and watch stuff with her. She liked, like, early adult swimming. She likes South Park. This is cool.
Conan O'Brien
How? I mean, this is a very cool. My grandmother, had she lived to be 120, would not have shown me space ghost.
Jessica Williams
Yeah, yeah, we watched a lot of space ghost.
Conan O'Brien
That's very cool.
Jessica Williams
I know. Isn't that weird? And I could say I've watched Saturday Night Live, Mad tv, and she was kind of immobile because she was like diabetic and had a lot of health problems. She was like a Vegas lady. Like, she lived really hard, like Colt 45 every night. Like smoked for a long time. Like, she was like, very crass. Like, ah. Like in a fun way. There was like a bawdiness to her that I really like, loved. So she. I think she really got in there. And then the year I tried out for comedy sports, my high school improv team, I think she passed away. So that was when I started my improv career. But aside from just loving comedy and always feeling like it was a valid medium, I'm just. I do think everything's kind of inherently interesting and I think that I'm very curious about the way the world is and I feel like I know a little bit about a lot of things and it's interesting. And I also like when I'm talking to people, finding out what they're interested in, it's like, interesting to me when someone lights up about shoe shining or something. And so that's just kind of how I live my life, basically.
Conan O'Brien
Well, that's what I got right away, is genuine. You have that light of I want to know, I want to play, and combined with humility of I don't know everything. No, no, there's a lot of stuff I don't know. And. And whenever someone comes into a room telling me how much they know, I know that they're not a smart person.
Jessica Williams
Yeah, no, wisdom is you don't know anything.
Conan O'Brien
Yeah. Wisdom is the more you learn, the less you know.
Jessica Williams
That's right. And every few years, I find I'm 35. Every few years, I find I look back and think, oh, I didn't know as much as I thought I did even three years ago. But there's something very comforting in, like, not being done. You know, there's something really on shrinking the show that I'm on. There is something really cool about watching Harrison Ford's arcs because this is a guy who's still in progress, and there's something to, like, you know, even somebody who's in his 80s is, like, still learning lessons. And there's something really comforting about that. So I really care about that.
Conan O'Brien
I think I look at Harrison Ford that way. I look at Martin Short that way, who I just saw in New York. I look at Steve Martin that way. I love looking at people who are from, you know, the generation ahead of me who they're killing it. They're trying things. They're up on everything. They're not calcifying. And I think that's the one thing I never wanted to do, is be the person who's like, I don't know what this new comedy is.
Jessica Williams
That's tough.
Conan O'Brien
I don't. You know, what is this? Tim Rod making his faces? You know, I just think I'm always trying to, you know, I want to access. I get excited when I see new people being really funny. Funny in ways that it never occurred to me. It makes me enthusiastic.
Jessica Williams
I think we were talking about this, too. I don't like pretension in comedy. Like, if there's, like. When I was coming up in comedy with all of the, like, companies that I did and whatever, there now, in retrospect, there were, like, these guys that were just dicks about comedy, like, teaching me that. I think about all these classes that I took where it was just like, someone who really understands improv and sketch teaching class. But being so mean.
Matt Gourley
There's nothing worse than a young improv man.
Jessica Williams
Oh, my God. Like, so mean for no reason. And then when I got the Daily show and I got to work with John, it was like a revelation of, like, oh, you don't have to be a mean boss. Like, you don't. You know, there's guys.
Conan O'Brien
I disagree here. I think cruelty has its place. Right, Eduardo? Sure. I let you go a while ago. Eduardo.
Jessica Williams
Eduardo's weeping. I don't know if you can see.
Conan O'Brien
One of the hardest things about B2B marketing is reaching the right audience. You know what B2B is, don't you?
Sonam Obsessani
Business to business.
Conan O'Brien
You bet it is. It's not some little robot in a Star wars movie. LinkedIn has grown to a network of over 1 billion professionals. And that's where it stands. Apart from from the other ad buys. I say this all the time. I hope people are listening. You can target your buyers by job title, industry, company role, seniority, skills, company revenue, all the professionals you need to reach in one space. Why be talking to the wrong person?
Sonam Obsessani
I know. What's the point?
Conan O'Brien
That's like going to a delicatessen and asking for I want a monkey wrench. Yeah, you go to a hardware store for that. I think that's a really good example I just made.
Sonam Obsessani
That's a really good one.
Conan O'Brien
Stop wasting budget on the wrong audience and start targeting the right professionals. Only on LinkedIn ads. LinkedIn. We'll even give you an extra $250 credit on your next campaign so you can try it yourself. Isn't that cool?
Sonam Obsessani
Yeah, I want to try it.
Conan O'Brien
Yeah. Play around with 250 bucks. See what you can do. Just go to LinkedIn.com TeamCoco. That's LinkedIn.com TeamCoco. Terms and conditions apply only on LinkedIn ads. Introducing Searchlight Pictures. New movie. The Roses. Perfect couple. Ivy and Theo Rose, played by Benedict Cumberbatch and Olivia Colman Howard, have it all. Successful careers, a loving marriage, great kids. But when Theo's career comes crashing down, just as Ivy's fame starts to skyrocket, a tinderbox of fierce competition and growing resentment ignites, threatening to destroy everything they've built if they don't destroy each other first. Directed by Jay Roach of Meet the Parents and written by Tony McNamara of Poor Things, the Roses is a sharp laugh out loud comedy about love, rivalry and what happens when success becomes a battlefield. Also starring Andy Samberg, Allison Janney, Shoothi ghatwa and Kate McKinnon. All's Fair When Love is in theaters everywhere August 29th get tickets now. Summertime, I love to hang out with my pals, my bros. You know me, right?
Sonam Obsessani
Yeah, I know you. And when I think of you, I.
Conan O'Brien
Think of bros. Yeah, a bunch of us get on our hogs, our choppers. Yep, we go up the coast driving around, cruising with my gang. It's prime time to gather the whole crew and it's Miller time. That's what I call it. Since 1975, Mirror Light has been the perfect way to stock up your coor. When you're finally together again, the taste you can depend on. Made with simple ingredients, not fancy stuff. No chives, no cheddar malted barley. For rich balanced toffee note flavors and the iconic golden color. It's no wonder. It's the original light beer since 1975 and still iconic 50 years later. Man, I can't believe it's the 50th anniversary of Miller Lite. So many memories. I'm at the Louvre Miller Lite. Traveling around. I'm one of those little trolley car things that one guy pushes up and down, up and down, and it goes on train.
Sonam Obsessani
On the train tracks.
Conan O'Brien
Yeah. And I've got my Miller Lite with me. With your crew, with my whack pack.
Sonam Obsessani
Yeah.
Conan O'Brien
My homies. Mirror lite. Great taste. 96 calories. Go to mirrorlite.com kona to find delivery options near you. You can pick up some Miller Lite pretty much anywhere they sell beer. If they don't sell Miller Lite, they're not selling beer. Cheers to 50 years of Miller Time. Hey, I raised my Miller Lite. To you, Miller Time. Celebrate responsibly. Miller Brewing Company, Milwaukee, Wisconsin. 96 calories and 3.2 carbs for 12 ounces. Look it. I also find there's something about. And it would be true for John on the Daily Show. I think it was true for me. When there's a volume of work that needs to be done, like we've gotta make these shows all the time. You find that when someone else has a good idea, when someone else can get the laughs, it doesn't cost me the boat. It's a rising sea that lifts all boats. Like, I'm good. I don't care who gets. And I think that is. I think sometimes. I mean, I haven't. I imagine that sometimes when there's very little space, like sometimes I saw bad behavior at Saturday Night live because there's 20 shows a year, which, when you think about it, if you take away the music, it's not a lot of real estate. Lot of people fighting to get their sketch on. And if you've been working all week and you come in to see the board on Wednesday night to see if you got in or not, and your sketch is in the Deadman's. The little index card has been moved to the bottom of the board. It's devastating. And so people, you know, there can be some sharp elbows because there's less space, I think.
Jessica Williams
Yeah. And the turnover there is really crazy. You know, it's not just like, oh, you had a bad few weeks. It's like, oh, no, no, it matters. My Livelihood. You know, it's like, this is like, our careers. You know, this is like something that, you know, we want to have sustainable jobs from this business. That would be really, really great. And I found that when I. I was at Uprise Citizens Brigade when I got the Daily show. And it was sort of that thing where the next move was either Saturday Night Live or the Daily Show. And, you know, both are great. I have friends who have done Saturday Night Live and been really happy with it, but for me, the Daily show was a great fit because I'm. I'm really gentle and, like, very sensitive, and I needed, like, someone to be really nice to me. That's the only. I do way better.
Conan O'Brien
I think you made the right call. Yeah.
Jessica Williams
You know. You know, you never know. But I do a lot better when people are nicer to me. I don't thrive when someone's withholding.
Conan O'Brien
I also think my guess would be a gig on the Daily show as a correspondent means you will get on air. It's guaranteed. I think that's a very smart move. Obviously, clearly, I can say it now because I'm armchair quarterbacking, but that is. I would like to think that's what I would have advised you to do. Because snl, there are cast members who were there for a year and a half, but you didn't really see them much. They didn't get the time. They didn't. And there are people that have. That didn't work on SNL and then went on. And I know one of your heroes is Julia Louis Dreyfus. I mean, she. Technically, it didn't work out for her at snl, and she's become one of the iconic comedians of all time. Veep, for my money, is one of. Her performance in Veep is one of the most flawless.
Jessica Williams
I think about it all the time.
Conan O'Brien
And the writing on that show. And it's so.
Jessica Williams
It's just tight.
Conan O'Brien
Like, everything's precise.
Sonam Obsessani
It's just filthy.
Jessica Williams
It's so mean. It's so filthy. Ugh. I think about that performance all the time. The amount of like, of nuance that she has for every single moment. She's always listening. That's like the kind of actor I want to be. And I'm always like. Even I did, like, high school plays and stuff. And I had really great drama teachers. I'm like the product of a really good LAUSD drama program that was underfunded, but I had great performing arts teachers. And they would be like, if you think we can't see you back there. Cause you're not in the front of the stage, we're gonna throw our sandals at you because you think we can't see you. You better freaking smile. I don't care.
Conan O'Brien
You know, this is the famous sandal technique. Yeah, this is the.
Jessica Williams
The lausd. Like, sandal technique. But it still sticks with me to this day. And Julia's totally doing that. She's always listening.
Conan O'Brien
I didn't catch that last part, but she. And the other thing that's very cool about her is that she doesn't. She's one of those people that doesn't know she's Julia Louis Dreyfus. Like, if I any time spent telling her how amazing she is at her work, she'd be like, what are we talking about here? You know, what do you think of this avocado?
Jessica Williams
Oh, that's Harrison. That's Harrison.
Conan O'Brien
Yeah, exactly.
Jessica Williams
It's the same as Harrison Ford, 100%. They're like people that have been famous for so long that it's like, were.
Conan O'Brien
You intimidated by Harrison Ford? Because when you first see him, it can be jarring. It can be. Oh, well, you had that experience here on the podcast where he walked in and he sat right in that seat.
Matt Gourley
And he's the most, like, amazing actor of my life.
Jessica Williams
He's the guy. Yeah, no, he's the guy.
Matt Gourley
Yeah.
Jessica Williams
Anytime. I think there's, like, you think of the guy. You've got Tom Cruise, kind of the guy, like the movie star, but weird guy.
Matt Gourley
Tom Cruise. Weird guy, yeah.
Jessica Williams
Harrison's weird, too. Tom. Tom.
Conan O'Brien
You know, I'll say this, too. I'm going to say something. I've worked closely with Tom Cruise a bunch of times and spent, like, time with him when we were shooting something.
Matt Gourley
And so have I. Just so we're clear.
Sonam Obsessani
Yeah, me too.
Conan O'Brien
That's a different.
Jessica Williams
No, I was like, wait, I won't believe you. I'm new.
Conan O'Brien
That was Tomas Cruise. Oh, yeah, yeah. Oh, I went on the Cruise.
Matt Gourley
To Tomas.
Conan O'Brien
Yeah, yeah. To St. Tom's I see. No, Tom Cruise is. Is incredibly, like, professional and also really nice to everyone on set. I've only heard that I. He's, you know. No, he is. I would. I'm gonna. I'm gonna stick up for Tom Cruise here. He's. He's. He's was just great. I was really impressed. And every time I've done something with him, I've seen the same guy over and over and over again. But I would. But Harrison, there's something about, you know, I remember so clearly. You weren't born yet. But when Star wars came out, it was a cultural earthquake I had never seen. There was so much explosion of fuss about this movie. And my brothers and I went and we saw it. I had never seen anything look like that before. I was on the. You say edge of your seat. Total edge of my seat. Floored. And then it kind of changed a lot of things. It was such a. And Harrison Ford is the one that. I think he popped in this way that maybe even Lucas didn't expect. But like, that first scene, I think, in the bar, he pops. And when he's bragging about the Millennium Falcon, and he's a wise ass, he popped the way Clark Gable popped 30 years before, the way Jimmy Cagney, he just popped as. And that's the thing that's very cruel about movies. Movies say, this is the person that's right, and it's Julia Roberts. It's her. And you can do everything you want, and the camera will just say, nope, it's that one. You're okay. But it's that one. And that's Harrison Ford. And it's been his. I mean, our whole lives.
Jessica Williams
He's been that one. This is actually really perfect. I've been thinking about this a lot because we watched Andor. The last season of Andor.
Conan O'Brien
Perfect.
Jessica Williams
Yes. Oh, I love Andor. I love Andor. I love it. I'm glad you've seen it.
Conan O'Brien
I've been with my son. We binged both seasons. Hold on. You can jump in here at wife. We did this. We binged both seasons with my wife, Diego Luna. I love. I'm very much, passionately in love with Diego Luna.
Jessica Williams
I love that.
Conan O'Brien
No, no. And I'm gonna take this even further if there's. I'm having surgery to be able to have a child with Diego Luna. It's very complicated. Let me say this. Very painful. Very painful.
Jessica Williams
They don't put you under for that one.
Conan O'Brien
No.
Matt Gourley
Have you checked with him? Is he even in on this?
Conan O'Brien
I'm gonna do this first.
Jessica Williams
Okay.
Conan O'Brien
Yeah. Smart. And it's been suggested. You're not the first one to say, hey, should you? And I'm like, no, no, no. I want to go to him with everything, ready to. You know. So that's my choice. This has been nine months of intense surgeries.
Jessica Williams
Well, so we did. Did you do this? We did Rogue One right after.
Conan O'Brien
Yes.
Jessica Williams
And then we just started, like, all over again. We just kept going.
Conan O'Brien
That's next.
Matt Gourley
Oh, really?
Conan O'Brien
We did. We did.
Matt Gourley
That's living.
Conan O'Brien
You want. No, it feels good.
Jessica Williams
No, it feels Good.
Conan O'Brien
One day you'll have the money to live this kind of life.
Jessica Williams
You'll have the Disney account to be able.
Matt Gourley
I spent it all on the cruise to Tomas in Spain.
Conan O'Brien
That was your mistake. You did the same thing. I mean, I watched both seasons, and I think it is. You know, I think my shows this year are severance and Andor for just craftsmanship. There's TV and then there's movies. The wall has fallen between them. Yes, technically, movies are.
Jessica Williams
No, they're so cinematic. Like, I love a ride.
Conan O'Brien
Yes.
Jessica Williams
And I feel like Andor did such a good job with the sets and the locations and the specificity of, like, God, it just looked gorgeous.
Conan O'Brien
And it broke my heart 35 times. And it elated me 36 times, I think.
Jessica Williams
Were you saying you liked it? Cause it, like, blurred the line between scenes.
Conan O'Brien
I loved that. That writer creator is so talented, and all the performers are so amazing. And as you said, they created these worlds. All of them seemed completely authentic. It was true to itself. Meaning it would give you really bad news. It would give you good news, and that's everything a movie does. So now that commercials are no longer a part of these streaming shows, it's really the same magic. We used to go to movies, because I'm gonna give you money not to show me a commercial. You can show some shit up front, but once Star wars starts, you're not gonna. 15 minutes in. Go. You know, we've got a new soap for the cracks and pits and everywhere in between, which, by the way, I've been.
Jessica Williams
I hate when they're graphic. I hate when it's like. So you're like, I was swe all over. Even under my tit. You're like, what.
Conan O'Brien
Are you tired of tit odor? You know?
Jessica Williams
Yeah.
Conan O'Brien
We're gonna take a sidetrack here, because those commercials are everywhere.
Jessica Williams
They are.
Conan O'Brien
And they say things like, it's for pits and privates and will assholes, too. And you're like, we get it. We're okay.
Jessica Williams
You said enough.
Matt Gourley
Did we used to have an ad for something like that here? That was Lux bidet. Yeah, Lux bidet.
Jessica Williams
Lux bidet. A bidet is different. A bidet is like, we're the only ones. Americans are the only ones.
Conan O'Brien
Bidets.
Jessica Williams
We should have more bidets, I think. But this. This whole. They got to come with a war. I'm watching basketball.
Conan O'Brien
Yeah, go ahead.
Jessica Williams
And this. This lady's like, my tits reek.
Conan O'Brien
And you're like, okay.
Jessica Williams
And then also, don't tell them.
Conan O'Brien
Don't, don't Tell who?
Jessica Williams
Don't tell everybody else. Our tits reek.
Conan O'Brien
Like, what?
Jessica Williams
Kind of weird.
Conan O'Brien
But they double down on it, too. They keep doubling down. And they'll say. And you'll say, no, no, I really get it. And then later in the ad, they'll say, and remember the taint, that small area, inch to one inch and a half between genitals and assholes.
Jessica Williams
Yep.
Conan O'Brien
When yours stinks. And I'm horrified. What's happened?
Jessica Williams
I asked. Just. I was thinking about Harrison, and I.
Conan O'Brien
Asked him if his tits reek.
Jessica Williams
I was like, dude, what's your tits like? He's like, what? No, I asked him. I was like. I liked Andor so much. We were in the middle. I was like, have you seen Andor? And he's like, what? I was like, have you seen Andor? He's like, what is that? And I was like, it's this thing where it's like. And he was like, no, I would never. It's like, I would never watch it. And I was like, right, of course not. Like, you don't want to talk about this anymore at all.
Conan O'Brien
You're Han Solo. But when I watch.
Jessica Williams
When I watched him again while. Because we're still in production for the show, we're, like, finishing up. It was so surreal to see this, like, guy. He's so deeply hot in Star Wars. He's just so. He pops in that way. And I cannot believe in my insane, goofy career that I get to work with this guy. And a couple Fridays ago, there was a really tender scene that we shot for Season three that was just. He and I. And I stayed to, like, run lines with him while they were setting up the scene. And it was a big. It was a big scene between our characters. And he just. The whole crew was silent, which is what happens when it's like, they know it's a big scene. And he's, like, coming into my character's office, and he's sitting across, like, as far as Conan. And he walks in and he sits and he does this scene. And it was like, almost like, you know, in Oppenheimer, when the blast actually goes off and they put on their glasses and it's, like, silent. It was that. And he was destroying. He was, like, absolutely destroying the scene in every way. Like, every single line. He was weeping. He was joyful. He was all of those things. But it was one of those moments where they had to come in and be like, okay, Jessica, you're, like, weeping, so I don't know if you'd be weeping as the Character. I was like, no, this guy is giving me, like, this guy is the best. This guy is the best. He's the goat. And I see a lot of great. I've seen a lot of great actors, but it was one of those moments where I just felt like, no, this is actually like the greatest living actor. And this is someone that I get to work with. But it was like being too close to a fire. It was insane. And I work with him all the time, but it was like, chill. Like I was getting chills while he was doing it. And I think you'll know the scene when you see it, but it was like, very, like, what did I get to do in my life to be here to work with this guy? It's insane.
Matt Gourley
Do you have the number of your surgeon? Cause I might want to get out for a hairspray.
Jessica Williams
And you're gonna be awake anyway.
Conan O'Brien
Turns out he's not that good. There have been some infections.
Jessica Williams
It was crazy.
Conan O'Brien
But you know what's interesting is I have learned. I've had the same feeling of, how did this get to happen for me? And I'm learning I'm quite a bit older than you. I've learned over time to just. My grandfather, who was a traffic cop in Worcester, Massachusetts, in the 1920s and 30s, he used to have this saying. He was kind of like WC Fields when he was older. He was really funny.
Jessica Williams
WC Fields. Sorry.
Conan O'Brien
Thank you. I think one of the great comments. My little Chickadee. I'm trying to. He was always playing. I know, I know.
Jessica Williams
It's kind of Looney Toonsie. It sounds like Chickadee feels a little looney. Run along.
Matt Gourley
Can't you bother me? Yeah, okay.
Jessica Williams
Yeah, I'm with you.
Conan O'Brien
He worked with, you know, Mae West. Everything I'm saying is digging this I'm old reference. But I do think people should know WC Fields because he might be one of my favorite comedians of all time. And his stuff is as funny today as it was in the 30s, 40s and amazing. So anyway, he was this. Kind of had all these sayings and used to say, take what you can get and ask for more. Like he was going against the Catholic. I don't deserve this. I shouldn't have this. Oh, who me? He was like, when something good comes your way, take it. You know? And I think you've grab it and just take it. Because there's some trouble coming down the road at some point. So just enjoy this.
Jessica Williams
We're all gonna d. Well, I have.
Conan O'Brien
A way around that.
Jessica Williams
You have a Surgeon.
Conan O'Brien
Yeah, I have a surgeon for that too.
Jessica Williams
I think I'm going to keep this.
Conan O'Brien
Yeah.
Jessica Williams
And put it on my board. But I'm going to write. Do you mind if I write WC Field so I don't forget. Cool. I Can I say just from. What is this? Calligraphy?
Conan O'Brien
No, it's, it's.
Jessica Williams
That's an expensive pen. It's a nice pen.
Conan O'Brien
It's not an expensive pen. This is a twenty something dollar pen. But I. Which is, you know, not a big pen.
Jessica Williams
Can I try it? Can I?
Conan O'Brien
Yeah. I really love it.
Jessica Williams
You use this the most.
Conan O'Brien
I draw and scribble all the time and I love that. And it has little, little cartridges. Anyway. I should do a Kaleiko. Kaleiko. And a special pad. Conan, stop it. Inner voice. Not helping. Inner voice. Too late. Hey, I have a question for you. I have a. I have a question for you which is there's this pattern, people like us that have this affinity for comedy where you're going along, you're doing stuff and then there's a hard right and a hard left. Stand up or improv. I don't know about you because I think you'd be. But you chose. I'm guessing you chose improv to the exclusion of. That's what I did. I kind of knew. I really love great standups. I admire what they do. I'm fascinated by it. I'm always telling John Mulaney, I don't know how you do that. I really have great respect for them. But I always knew my thing is over here where I'm in scenes and I'm babbling in the moment.
Jessica Williams
Yeah, yeah, I have that too. I like if we were in school and it was doing an exam and I had to do an essay in an exam as opposed to an abc, I would do an essay and just get an A plus plus on it. Cause I could bullshit my way through and figure it out and just babble, babble, babble. But I started in high school doing improv because we had an improv team like the layout of comedy sports is. Or they used to just have high school teams. Like you would have a football team and then you would play Whose Line Is It Anyway? Against different.
Conan O'Brien
It's so hard to make it competitive. But also it was fake competitive.
Jessica Williams
The ref could decide. It's more. So you're just doing the short form style thing. But I loved acting in scenes. I knew I wanted to be an actor. And then I. Then I learned, oh, I have an improv team and this is a way I could go. And then I just kind of stuck with that. But I like the teams. Like, I like, you know, standup is very like isolated and in your head and you're working out bits and then you're presenting them. And that's so vulnerable to me that it kind of scares me quite a bit. And I do admire standups, but with improv and sketch and then with acting, like I knew I wanted to do that and what I. I didn't know what the path was for that exactly. Cause I didn't wanna be a lifelong sketch person. But being able to fold that into my acting technique is really helpful. And so even at the Daily Show, I got that when I was 22. So it felt like I was college in grad school. Cause I was learning so much and I didn't finish school and I was working with all these writers and field producers. So we were not only that, but then I was traveling kind of doing that man on the street or sitting in someone's living room and interviewing them saying like, we should all eat babies. Like, I don't know, stuff like that. Like interviewing people, you know, face to face, doing those field pieces.
Conan O'Brien
But that's legitimate view. We should all eat babies. There's a lot of them and they're nutritious.
Jessica Williams
Yeah. And yeah, so the baby eaters, I would like interview them, but I learned. And then we would have to go back and edit these things for a couple weeks to the taste of mostly one man, which was John. So then I learned how to produce. So it became a bit more amorphous where I didn't realize this, but I was like co producing and co directing these little bits. And so I learned so much about storytelling in that way.
Conan O'Brien
It is great training if you're ever gonna host a late night show. I don't know if there are gonna be more of those in the future, but if you're going to host something and interview people, that is improv. It's listening, responding. Don't go negative. Don't stop the flow.
Jessica Williams
Don't make it about you.
Conan O'Brien
Well, no, I disagree with that.
Jessica Williams
Don't make it.
Conan O'Brien
Jessica, Jessica, Jessica. The one thing I've learned in this talking to you is that I'm an impressive guy, but I do. And that I'm from El Cacho Nachos. El Cacho Nachos.
Jessica Williams
You're Peggy Hill. Spanish from like King of the Hill.
Conan O'Brien
Where it's like boom.
Jessica Williams
But yeah, no, I. Acting when I'm in the zone is just reacting 100% and even with the Daily Shows, sometimes with a field piece you can just get out with a look. Like if I can with like a, like a Jim Halpert, like.
Conan O'Brien
Yep.
Jessica Williams
Ah, I love it. You can say so much. And so I really like for me, acting is natural listening and Julia is perfect at that. What we were talking about, especially in Veep.
Conan O'Brien
I mean she did it in Elaine as Elaine in Seinfeld. She did it throughout her career. All these different shows, all these different things. But you know, she's always in it completely, 100% and it's commitment, just commitment.
Jessica Williams
Oh, I believe in commitment.
Conan O'Brien
Commitment.
Jessica Williams
I hate half assed bullshit. I hate, hate it. And, and it works for some people. I know those are small.
Conan O'Brien
Eduardo's watching. What? What football match you watching? Come on, Eduardo. We busted him recently.
Jessica Williams
Were you watching something?
Conan O'Brien
I was watching something.
Jessica Williams
Let him watch it.
Conan O'Brien
No, we, you know, it's great content. Let him watch it.
Jessica Williams
He's got to listen to you guys talk.
Conan O'Brien
But you know what? We only knew because someone sitting next to him sold him out. Commitment to the bit. Commitment to the bit or betrayal of a good friend. Same diffs.
Jessica Williams
I don't like like half assed stuff. I don't like cool comedy. I don't like cool. We were talking about that. I like earnestness 100% and I've. Comedy sports was really earnest and that got, you know, it's not like UCB is cool like and I'm a UCB person, so it's totally fine.
Conan O'Brien
But.
Jessica Williams
But there is like sort of a punkness about UCB that's different than like Groundlings and Second City and comedy's supposed.
Matt Gourley
To get a lot of fun.
Jessica Williams
Goofiest dorkies one.
Conan O'Brien
It's so fun. Why would it get. It's really franchise gimmicky and yeah, it's.
Jessica Williams
Kind of the Disneyland of it's clean.
Matt Gourley
Lot of church people would come to.
Jessica Williams
It's clean.
Conan O'Brien
It's really played afterwards. Yeah, well, truly, if you actually, if.
Matt Gourley
You like said a curse word or.
Jessica Williams
Something, you get a brown bag.
Conan O'Brien
Brown bag fell.
Matt Gourley
The ref would put a brown bag.
Conan O'Brien
And it would work well here. But.
Jessica Williams
And you know what's funny is I used to think like, because it was so not cool, especially coming up in like the UCB heyday, I was like, yeah, they're just in comedy sports since I was in high school that I didn't learn anything. Like I was like, oh, this is just some bull. Bull that I. But no, I learned so much.
Matt Gourley
Stage you to be tight on what your tools Are limited there.
Jessica Williams
Yeah, four minutes. You play with different people.
Conan O'Brien
Like stage time so quickly. I mean, time in the cockpit is the answer.
Matt Gourley
And the thing that when you couldn't use foul language, taught you you had to be funny. You couldn't have a crutch.
Jessica Williams
Parameters. Yeah. So now I can like act. I mean, we say fuck on the show a lot, but I can turn it on and turn it off. And also that what's great about comedy sports is there's like this respect for the audience. You want to give them like a really premium experience. Whereas other things, it's like, hey, welcome, we're gonna do this. We're gonna do some make em ups. Can I get suggestion? But comedy sports, it's like, hello, this is the thing that we're gonna do.
Conan O'Brien
Right? Right.
Jessica Williams
And it teaches you, like, in order to satire something, you have to love it as opposed to satiring something and just coming from this, like, look at this stupid show, you know, it taught me earnestness.
Conan O'Brien
I feel the same in a way.
Jessica Williams
That I'll continue to have forever. It's a good lesson. I'm not afraid to try.
Matt Gourley
Did you study theater at Cal State Long Beach?
Jessica Williams
No, no, I didn't. I was doing up by Citizens Brigade. I like, convinced my parents to let me go to Cal State Long beach half, like part time and then let me do UCB classes in comedy sports.
Conan O'Brien
You know what's funny? You did exactly the right thing, which.
Jessica Williams
I made a presentation. I think I made a PowerPoint presentation.
Conan O'Brien
Oh, really?
Jessica Williams
Yeah.
Conan O'Brien
Mother, father, you know, click.
Jessica Williams
I was like, so this is the Mount Rushmore of Upright Citizens Brigade. Amy Poehler, Matt Waller, like, I was like explaining to my like black parents from Ohio, like, what this Upright Citizens BR thing was. And at the time it was like Aziz Ansari. I'd see like Rob Huebel, Derek comedy, which was Donald Glover's old. You know, I would see like Ben Schwartz, like all these really cool, funny people that everybody knows. And I just was like, oh, this is where I need to be. It was like people were standing. It was so electric.
Conan O'Brien
But you knew when you know something, you know, and you. I, I do think go to where they're doing the thing that you love. Love. Even if it means, okay, I'm getting paid 50 cents.
Jessica Williams
Oh, yeah.
Conan O'Brien
But so I've got to do these other things to keep it going. But go where they're doing the thing that you love. And if that means you're not even in Santa's workshop, you're outside, but you're talking to Some of the elves. And every now and then you get to go. I'd paint that choo choo train a little, you know, and whatever. And then eventually you're in there. And then eventually it's just being around. Yeah.
Jessica Williams
Yeah. It's being around and showing up. So even then, I remember. I remember I was doing the comedy sports, and then I was doing ucb. And I remember sleeping in my car in between shows and going to auditions. And it was a really special time.
Conan O'Brien
I'm just laughing. Cause I remember. I have such a clear memory of taking this booking. Someone saw me do improv, and I was maybe 22, 23. And they said, we want you to be in this infomercial. And it was shot deep in the valley. It was for a company that. It was for an association of musical instrument salespeople. And they wanted me to be one of the players. So I drove. I had a terrible car that I bought at the airport. It's called a 1977 Isuzu Opel that was literally falling apart. And it had an I heart my poodle sticker on the back that I tried to get off. And I scraped some of it off and the bumper was coming with it. And I'm like, forget it. I'm just gonna leave it on. But I remembered getting knowing so little that they said, yeah, you're gonna do this thing and take care of your own makeup. I didn't know what that meant. So I went to a drugstore and bought one of those powder things with makeup on it. And I remember getting up at 4 in the morning, driving forever east of LA, like past mountains and stuff to find this place. And this is before you could geolocate off a satellite or, you know, use your Apple maps or whatever. So I had this big, thick book of maps called the Thomas Guide. I. And I parked in the parking lot half an hour before I was needed and took out my one little puff. And I'm looking at it. My skin is not perfect. And I'm like, gloop, gloop. And I went in and I think if you looked at it now, look, they found a body. And they made it look like it's talking. But I did that. Cause I thought, this is my way.
Jessica Williams
That's right.
Conan O'Brien
This is my way.
Jessica Williams
Yeah. And it was that day, you know, also doing things that, like failing a lot of times. Like, I did so much bad stuff just to see.
Conan O'Brien
I can't identify with it.
Jessica Williams
Yeah, yeah. Okay. Okay.
Conan O'Brien
Home run after home run, everybody loved it. Yeah, yeah. No, but you had scenes of stuff. But that is good to just stay connected to. This has gone badly, and it has gone well, and that is always gonna be the case.
Jessica Williams
And calibrating, like, you know, what was nice, too, about the Daily show is John would let me calibrate. He would. You know, you worked in late night. It's like, it goes up because we need it up, you know, and then we'll tack it the next day, we'll do another show. You know, one of those days. Throw it. You know, it throw. So I learned that. But then also I learned. Oh, that didn't necessarily work. Oh, that didn't. But John wouldn't say anything. He wouldn't, like, berate me. He wouldn't send me notes. And I'd had, up until that point, a lot of comedy teachers who did. He just sort of let me figure it out, and he was just kind of the teacher I needed at that time. It really worked for me.
Conan O'Brien
Well, I don't agree with John that you should. I think berating has its. It's how it's done. And I think vicious notes work. But I'm gonna say passive aggression. That is a wonderful. Long jokes about how the sketch didn't work. I have gone way over time with you because you are intoxicating. You're great. You're just intoxicating. You are. No, no, I'm saying. I'm saying this has been so effortless and fun and natural and. And then you put a red light up like, 10 minutes ago, like, well, this is usually.
Jessica Williams
Oh, that's what that is. I saw that. That was a long time. That was more than 10 minutes ago.
Conan O'Brien
I think it was. We went way over, and it's. Because this is what I experienced when we did that thing together. I was just like, her. More time with her, please. Please.
Sonam Obsessani
It's getting.
Jessica Williams
I'll come back anytime. I'll come back anytime. More time with her, please.
Conan O'Brien
More time with her, please. I don't think it's creepy at all.
Sonam Obsessani
More time with her, please.
Conan O'Brien
I'm gonna let you. Next time we talk. I have to talk to you about. You are quite tall, and I'm wondering. That's got to have influenced your.
Jessica Williams
It's crazy. So let's talk about it real quick.
Conan O'Brien
Yeah, okay.
Jessica Williams
It's crazy. You said that to me because you're, like, the tallest guy.
Conan O'Brien
I'm the tallest man that.
Jessica Williams
I saw you in person. I was like, oh, my God, he's tall. You know, and it was nice, though. It was more comforting. Is your wife Tall.
Conan O'Brien
She's tall. She's not. She's not like me. That would be cool. I don't know why it would be wrong, but are you kids tall? My son is quite tall. He's a little taller than me.
Jessica Williams
Wow.
Conan O'Brien
Yeah, but he. We lived near a nuclear reactor when he was coming, and he has super strength.
Jessica Williams
Simpsons Power Plant. Yeah.
Conan O'Brien
Cool.
Jessica Williams
I'm scared of him.
Conan O'Brien
Yeah, you should be. He turns green when he gets mad.
Jessica Williams
Was there something you're going to say about me being tall?
Conan O'Brien
No, I was going to say it. I have heard women that are tall say, oh, it was awkward for me earlier on. And I think that's too bad because I just, I think own it. It must be, you know, own it. And if you're taller. Oh, you had to grow into it. Yeah.
Jessica Williams
People, we have these beauty standards based on what's repeated in the media. And we develop this view based on where we live, about the way people are supposed to look. And whatever you're exposed to is what people think is right. And so you're like a six foot tall black lady. You're like, I, oh, I look different than what's on TV. And so you develop like this normal 13, 14 year old complex, which is what I had. And I was tall. I was tall early. I had like 13. And it did. But it informed so much of who I am. It made me. I don't know what it did, but it's something that as I got older, I was really happy. Especially I knew I wanted to be an actor. When I was a kid, I didn't see a lot of tall, tall actresses. Maybe Sigourney Weaver. I feel like Queen Latifah might be pretty tall, but there's not like a ton.
Conan O'Brien
No.
Jessica Williams
So it always felt.
Conan O'Brien
And it used to be like a death sentence for an actress because it meant that the male lead, like Alan Ladd, had to stand on six apple boxes. So.
Jessica Williams
Oh, my God. One of those stories. Harrison's always like, I used to be on contract at this studio and I made a hundred bucks a week. Like, oh, trust me.
Conan O'Brien
We had him here and he was bitching. And I'm like, shut up.
Jessica Williams
He's not over it.
Conan O'Brien
No, he's not. Jerry Tarkovsky, Jerry Takovsky was the guy that told him he needed to get an Elvis haircut. And he was like, jerry Takovsk. I'm like, yeah, that sounds like a rough day in 1968. But I think it all went your way.
Jessica Williams
I will say it made me like in comedy, like, God, that man is not over it. It's funny that you guys heard about.
Conan O'Brien
It, but guess what? We all have our stuff.
Jessica Williams
That's right.
Conan O'Brien
But it made me who you are. It's Tom Cruise, Harrison Ford. I don't care. You know, Tom Hanks. You pick the people at the very top. I mean, presidents are like, God damn. At the time that, you know, Iowa didn't go my way. Like, you were the president.
Jessica Williams
Yeah. Oh, yeah.
Conan O'Brien
But they don't. No one does.
Jessica Williams
Yeah, but I think with comedy, it made me feel like equal to men that I was playing against. Like, it always made me feel not as boopy because I was like. I don't know how to describe it. Like, not as cute in a way that I'm like, I'm just a baby doing baby things. It was like, even though that's how I got on the Daily show, it was like I felt like, oh, I'm taller than these guys, so I'm just to. It informs my presence.
Conan O'Brien
Well, that's the way you hold yourself. You hold yourself as someone who's is comfortable in you, you know, comfortable in your body, comfortable in your skin. Like, comfortable being you and I. And so to me, that's the key to everything. And the flip side's true, too. Like, someone like Sabrina Carpenter is like, yeah, I'm. Whatever she is 5:1. She's like, yeah, that's. And she.
Jessica Williams
That's who she is.
Conan O'Brien
Yeah, that's who I am. And no one's complaining. So.
Jessica Williams
Have you ever interviewed her? Like, I would love to see you guys standing next to each other. No, that would be fun.
Conan O'Brien
That's not. So you don't want me to interview her. You just want me to stand next to her like it's a circus attract. Come see Sabrina Kapatow stand next to the wonder freak, Cora Bryan. Very small versus very tall. The singer and the guy with the zinger.
Jessica Williams
Okay.
Conan O'Brien
Wow. That was fun. I'm gonna shut it down. And scene.
Jessica Williams
Oh, my God. Love it.
Conan O'Brien
It was absolutely a joy talking to you. Come on back, say hi to everyone at shrinking. And thank you for sharing your glow with us.
Jessica Williams
Thank you. Intoxicating.
Conan O'Brien
Intoxicating.
Jessica Williams
Thank you.
Conan O'Brien
Conor. Brian needs a Friend is brought to you by Airbnb. One of the best things about traveling is getting to immerse yourself in a new culture and see the real side of whatever place you're visiting. That's why I'm obsessed with Airbnb's new experiences. You can find authentic experience that allows you to explore a city like a local, not a Tourist and meet new people along the way. Blay, you went on an Airbnb experience recently, right? That's right. I had a great time in New York. Tanisha and I did an Airbnb experience at Paulie G's, an awesome pizza joint. We got to learn how to make our own pizzas. They let you put on as many toppings as you want. What did you put on? I bet you put on some meats. I did some. Dude, I went all meats. Don't call me dude. Don't ever call me dude again. Okay? Sorry, sir. I put on all the meats. The teacher was really great and very patient and the pizzas were delicious. I think I ate about five pizzas. Okay, well, listen, it really enlivens the travel activity that you're embarked on. You name it, you can do it with Air B&B experiences. So. And this is exciting and I think I would do this. I really would. You could live life to the max with Airbnb experiences. Yeah. Okay, sure. So if you want to feel a little more like a local and connect with other like minded people when you travel, head to Airbnb to book your next experience.
Jessica Williams
Really?
Conan O'Brien
Travel, travel, be immersed. That's the whole point here. You never know where Airbnb experience might take you. As a T Mobile member, you can take the perks with you because you're traveling with magenta status.
Sonam Obsessani
That's cool.
Conan O'Brien
I love saying it.
Sonam Obsessani
I know I could tell.
Conan O'Brien
Ask me my status.
Sonam Obsessani
Hey Conan, what's your status?
Conan O'Brien
Magenta status. It starts the moment you take off with free in flight WI Fi so you can stream your favorite show on the go. Plus you're covered with 15 gigabytes of high speed data in over 215 countries and destinations with expensive experience beyond plan.
Jessica Williams
That's cool, man.
Conan O'Brien
This magenta status sounds amazing. Blay, tell me. I think you get magenta status. What's it entail? What's included in magenta status? Yeah, I have T mobile. I have had T mobile for a long time. I love it. And you know, when we went to Thailand, I got great coverage and great high speed data, which means that I could hear it's up to 15 gigabytes.
Jessica Williams
That's right.
Conan O'Brien
How did you know? That's the word on the street.
Jessica Williams
Wow.
Conan O'Brien
I hear people going 15 gigabytes. Yeah. That's incredible. Yeah, but it was great. I was connected and it really helped. Well, this sounds great. Find out how you can experience travel better@t mobile.com travel today. Qualifying Plan required WI Fi Where Available on select US Airlines. Terms and conditions apply.
Matt Gourley
This is a bit of an older post on Reddit, but a user on Reddit named Earn Payow did a replica of our studio and all a sudden of. Of us built out of Lego.
Jessica Williams
Oh, that's so cool.
Matt Gourley
We're gonna bring it up here on the screen and you can go to eamcoco podcast or of course, watch this on YouTube. That is very good, but it's very accurate. Look at this.
Conan O'Brien
Oh, my God. It's got Eduardo's cap. It's got blay and his prematurely gray hair. This is really good. It's got My need to be heard. Yeah.
Matt Gourley
Somehow, for some reason, your Hailey Bieber smoothie is on my table.
Conan O'Brien
I know.
Sonam Obsessani
Oh, it is green chairs. This is.
Conan O'Brien
This is really good. I love this. This person's very talented.
Matt Gourley
How do you get Conan LEGO hair like that? That's perfect. Where does that come from?
Conan O'Brien
Is it possible that he manufactured this hair? Because look at Sona's hair. It's actually made of the same stuff that Sona's hair is made of.
Jessica Williams
You know what?
Conan O'Brien
No, I mean, that's a compliment. Your hair is very. It's full and thick and very made of plastic.
Sonam Obsessani
Lego like it.
Conan O'Brien
You're wearing the same exact color jacket. I know. I'm wearing a brown jacket. And look, my CH T shirt. This is random. I didn't know we were doing this today. I am wearing the exact same color scheme. Wow.
Sonam Obsessani
How do we get LEGO to actually make this or.
Matt Gourley
Or get this guy to send us one of these or three of these?
Conan O'Brien
Yeah, we need to have this. We need to.
Matt Gourley
I want one of these.
Conan O'Brien
Well, okay. All right.
Matt Gourley
I love lego.
Conan O'Brien
I know. I do too. I would like one as well, but I think it's a little greedy to go from how can we get one to how can we get nine?
Matt Gourley
I said three.
Sonam Obsessani
Eduardo has a hat on.
Conan O'Brien
Yeah.
Sonam Obsessani
That's cool.
Conan O'Brien
Nice touch. I think this is fantastic. I love how artistic our fans are.
Matt Gourley
Yeah.
Conan O'Brien
I think this shows a lot of ingenuity. It's so good. Look, it's great.
Matt Gourley
There's more pictures too, of you. Scroll through. There's some close ups and stuff.
Conan O'Brien
Okay.
Sonam Obsessani
I feel like you guys are big LEGO people, the two of you.
Conan O'Brien
I love Lego and I've built some impressive LEGO stuff. My son and I. I think it was during COVID I built. What did I build? I built a, like a Range Rover, Land Rover kind of thing, thing out of Legos and my son built like a Bugatti. Like, we just got These two kits. Because it was. It was Covid, man. And we built them.
Matt Gourley
I got that Aston Martin in Covid. That Lego Aston Martin. You know, the James Bond Aston Martin.
Jessica Williams
That's right.
Sonam Obsessani
What do you guys. You guys just, like, after you build.
Conan O'Brien
It, you're like, okay, then it's a display piece. It's nice to have out.
Matt Gourley
Okay, then it's a real chick magnet.
Sonam Obsessani
Oh, is it? Yeah, yeah.
Conan O'Brien
Okay. Oh, I've gotten. Oh, look at it. There's a little drawing.
Matt Gourley
Oh, my God, the doodle.
Conan O'Brien
Look at the drawing.
Sonam Obsessani
Oh, my God, a doodle.
Conan O'Brien
Look what it's. Look what's on front of Sona.
Matt Gourley
Her phone.
Conan O'Brien
Look in front of. On Sona's phone.
Jessica Williams
Look at that.
Conan O'Brien
She's playing like, what is that? Candy Crush or something?
Sonam Obsessani
I don't know what that. And I have a coffee. A big tea mug or you. That's your tea mug.
Jessica Williams
That's so cool.
Matt Gourley
Oh, my God.
Conan O'Brien
Wait. Wait a minute. We just.
Matt Gourley
I didn't even think about this. There's a bubble of me talking about.
Conan O'Brien
My Lego Aston Marvel, and look how evil you look. Look how you have. You have your mal. Intentions.
Matt Gourley
People say I look like that actor Michael Stuhlbarg. And that does look like Michael Stuhlbarg.
Conan O'Brien
Who's that actor?
Matt Gourley
He's, you know, he's in Coen brothers movies. He looks my older brother.
Sonam Obsessani
He's the dad in Call me by your name, isn't he?
Matt Gourley
Yes.
Jessica Williams
Okay.
Sonam Obsessani
Yeah, I see it.
Conan O'Brien
Yeah. Oh, look at this. There's. Look at those. Look at Adam. Adam's just evil. I know.
Matt Gourley
It's like bizarro.
Conan O'Brien
Adam's like, I don't see. How is this. We're not earning enough. How do we monetize that? This is great. I, I, my. You got to check this out. Go online. Look at these pictures. It's really beautiful. Beautiful. We should try and acquire at least one or two. Whatever, if we can.
Matt Gourley
I just. I just want to make sure I get one for my own.
Conan O'Brien
All right, well, I just meant for display here at our Larchmont offices so that all the talent visiting it can see it.
Matt Gourley
Look at the mini.
Sonam Obsessani
Look at us. We're so cute.
Matt Gourley
What if we come to find out this is all just 3D design and it doesn't really exist?
Conan O'Brien
It might not exist.
Sonam Obsessani
It could. It could not exist.
Conan O'Brien
Hey, maybe we don't exist. That's, you know, likely. We're probably three years away from them taking the essence of this piece podcast, running it through AI and then generating deep fakes that are Us. Yeah, and they eliminate us. We're turned into some kind of grouting for a bathroom.
Matt Gourley
Wait a minute. Blaze wearing the Back to the Future clothes. Did you notice that?
Conan O'Brien
Oh, yeah. Oh, I thought those were muscles. No, I thought he just was totally ripped. Wait, those are weird.
Matt Gourley
Sona's got a French tuck.
Conan O'Brien
Yeah, Sona, what's going on with your.
Sonam Obsessani
I don't know. I do. I have a French tuck. Right now. I'm French tucking.
Matt Gourley
Gets all the details.
Jessica Williams
He knows.
Conan O'Brien
What's up, Blaze dress. Hey, you know what? He's missing one thing. My prominent eye vein.
Sonam Obsessani
Sorry, why would you want to make.
Conan O'Brien
A note of that? Oh, look at my little smirk.
Sonam Obsessani
You look like an asshole.
Conan O'Brien
I look like a bully. You know what I look like? Scott Farkas.
Matt Gourley
Yes, you do.
Jessica Williams
In the Christmas.
Conan O'Brien
What is it? Christmas Story.
Sonam Obsessani
Christmas Story.
Conan O'Brien
Yeah.
Jessica Williams
Look at that.
Sonam Obsessani
Look at that.
Conan O'Brien
What are you gonna do, cry? Oh, my God.
Sonam Obsessani
That's cool.
Matt Gourley
That's great.
Sonam Obsessani
We do have really great fans. They're very creative.
Conan O'Brien
We have the most creative fans. And thank you. This gentleman's name.
Matt Gourley
Well, his username is Earn Pow. And sorry it took us.
Conan O'Brien
Could be a man, could be a.
Matt Gourley
Woman, it could be.
Conan O'Brien
Who knows?
Matt Gourley
I mean, Legos is probably man. Sorry it took us this long to get to it. I was just alerted to.
Conan O'Brien
He said, smash the Legos out of bitter. I spent forever on that and they never responded to me. He's moved on. He's now making Duck Dynasty Legos. At least they'll get back to me and listeners.
Matt Gourley
You can go to eamcoco podcasts on Instagram and see this or the YouTube page.
Conan O'Brien
Well, thank you very much. Very cool.
Matt Gourley
Conan O' Brien needs a friend with Conan O' Brien, Sonam of session and Matt 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, Geena Batista and Brit Khan. 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. It too could be featured on a future episode. You can also get three free months of SiriusXM when you sign up@siriusxm.com Conan and if you haven't already, please subscribe to Conan o' Brien Needs a Friend wherever fine podcasts are downloaded.
Conan O'Brien
When life.
Sonam Obsessani
Brings the blah, Add more Yabba dabba doo with some tasty fruity Pebbles early morning meeting blah. Someone brought the Pebbles Yabba dabba doo. Run errands blah Head to the store for Pebbles Yabba dabba doo, Fruity Pebbles, Les Blah, More yabba dabba Doo.
Conan O'Brien
Pick up pebble cereal today.
Sonam Obsessani
Yabba dabba Doo and the Flintstones and.
Conan O'Brien
All related characters and elements copyright and trademark Hanna Barbera Morning. One sausage McMuffin with egg, please. Okay, your total is. Wait. Let's negotiate. How's about you throw in hash browns for a dollar? Well, yes. Yes sir. That price is already a dollar. Take it or leave it. Take it, I guess. Buy one, add one for a dollar on sausage McMuffin with egg, hash browns and more with McValue. Most locations open 5am or earlier. Price and participation may vary. Limited time only. Valid for item of equal or lesser value.
Jessica Williams
Ba da ba ba ba.
Release Date: August 18, 2025
This episode features comedian, actress, and writer Jessica Williams, known for her work as the youngest correspondent on The Daily Show and her starring role in Apple TV’s Shrinking. Conan and Jessica share a naturally playful, warmly candid conversation about comedy origins, improv, acting, finding connection in showbiz, working with legends like Jon Stewart and Harrison Ford, and the everyday hilarity and humility that comes with following your creative path.
Jessica Williams on childhood and curiosity:
“I do think everything’s kind of inherently interesting and I think that I’m very curious about the way the world is... I know a little bit about a lot of things.” (20:49)
Jessica Williams on humility:
“Wisdom is—you don’t know anything.” (21:08)
Conan on lifelong learning:
“The more you learn, the less you know.” (21:13)
Jessica on bringing earnestness to comedy:
“I don’t like cool comedy. I like earnestness, 100%.” (47:17)
On working with Harrison Ford:
“He was destroying. He was absolutely destroying the scene in every way... it was like being too close to a fire.” (39:21, Jessica recounting a moment filming Shrinking)
Conan on creative persistence:
“Go where they’re doing the thing you love. Even if you’re just talking to some of the elves outside Santa’s workshop. Eventually, you’ll be in there.” (50:04)
This episode stands out for its palpable chemistry, deep-dish career reflection, earnest celebration of mentorship and curiosity, and genuine laugh-out-loud moments. Whether Jessica Williams is recounting her Vegas-lady grandmother’s lessons or emoting over a scene with Harrison Ford, her voice rings earnest and inviting. For Conan fans craving the “find-a-friend” spark that made the show’s best moments, this episode overdelivers.