Rachel Sennott

Summary

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Conan O’Brien Needs A Friend — Rachel Sennott (November 10, 2025)

Podcast: Conan O'Brien Needs A Friend
Host: Conan O'Brien (with Sona Movsesian & Matt Gourley)
Guest: Rachel Sennott
Theme: Navigating creative careers, the existential turmoil of the late 20s, creative vulnerability, East vs. West Coast culture, and generational shifts in comedy and media.

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Episode Overview

In this episode, Conan is joined by actress, comedian, and writer Rachel Sennott, known for the film Bottoms and the new HBO series I Love L.A., which she co-created. The conversation moves fluidly between lighthearted banter and deeper reflections on creative ambition, generational anxieties, and adapting personal stories into comedy. Rachel and Conan draw parallels between their own career leaps in their late twenties, discussing anxiety, impostor syndrome, and the unpredictable moments that define an artist's life.

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Key Discussion Points & Insights

1. Opening Banter: High School Panic & Staying Relevant

(02:01 – 10:49)

• The team discusses Eduardo’s impending “Career Day” talk at a high school, joking about how to connect with Gen Z.
  • Conan: "No one is tighter with the high school community than I am. Especially in Rancho Cucamonga. You are speaking my language." (02:56)
• Playful confusion about current teen catchphrases (like "six, seven") and which podcast guests would resonate with younger kids.
• Acknowledgment that pop culture knowledge is shifting fast, leading to jokes about Conan’s “out-of-date” references.
  • Rachel: (jokes) "Do you think if he shows them (your Hot Ones clip), they'll be like, 'Who is this guy?' Or do you think they'll be like, 'Oh, he seems...'" (06:38)

2. Meeting Rachel Sennott: Stand-up, Comedy, and Mutual Admiration

(10:49 – 14:54)

• Rachel recalls their previous encounter at a charity event, joking about Conan pocketing donations.
  • Rachel: "They were upset, and you said, Too bad. Too bad, bitches. But other than that, it was lovely." (11:24)
• Conan watched Bottoms twice and binged five episodes of I Love L.A. in one night, leading to modesty and mutual compliments.

3. Relocating to L.A.: Culture Shock & Comparing Coasts

(15:26 – 19:42)

• Rachel and Conan connect over both being transplants with deep East Coast roots.
• Rachel discusses East/West Coast discomfort:
  • “Everyone was like, you talk so fast and you’re really stressed... I need to get on your guys' level but I can’t.” (17:09)
• Sona shares reverse culture shock stories when visiting NYC.

4. L.A. & New York: Stereotypes vs. Realities

(18:42 – 20:10)

• Conan and Rachel discuss how the stereotypes about each coast rarely capture the evolving reality, especially for creative people and artists.
  • Conan: “References can change, but the fundamental elements don't change… It's horrifying to come out to LA when you grow up on that other coast. And I was horrified.” (16:48)

5. Writing, Acting, and the Hustle: Wearing Many Hats

(24:04 – 29:59)

• Rachel breaks down her journey: starting with small web series, writing Bottoms, and now helming I Love L.A.
• Explains the chaos of showrunning, acting, and directing simultaneously—how her control-freak nature is both a challenge and a creative engine.
  • Rachel: "I kind of have, in a way... I'm kind of either stressed or stupid or both. It's one of the... there’s like two sides to me." (24:51)
• The complexity of sex scenes on the show, telling stories about relationships through comedy, and the surreal experience of being both actor and showrunner for intimate scenes.

6. Saturn Return, Generational Anxiety, & Career Inflection Points

(37:27 – 53:32)

• Rachel introduces Conan and Sona to the concept of a "Saturn Return"—the tumultuous period (ages 27-30) marking personal upheaval and growth.
  • The group shares transformative late-20s stories—career jumps, breakups, and life pivots.
  • Conan: "I'm 29, I'm a writer-producer on The Simpsons. Everything should be good. But I think, no, I'm not where I'm supposed to be. Something else is supposed to happen." (41:57)
• Rachel recounts her own recent Saturn Return: the rollercoaster of COVID canceling festival premieres, career anxiety, a breakup, and getting arrested in the Cayman Islands for accidentally bringing a CBD joint.
  • Rachel: "I got really freaked out where I was like...I’m in the middle of a breakup, and now I'm in jail." (52:27)

7. Creative Vulnerability, Impostor Syndrome, & Hard Work

(48:49 – 54:00)

• Rachel opens up about fear and impostor syndrome, particularly when stepping into the creator/showrunner role.
  • The difference between being “just an actor” and putting your name on the whole project.
  • Rachel: "I think I'm just more of a hard worker than I am talented." (48:49)
  • Conan: “When you show me someone who is an artist of any kind and they have no insecurity...I have no interest in seeing their art. None.” (49:14)

8. Portraying Influencer Culture & The Pace of the Internet

(32:50 – 36:48)

• Rachel explains the challenges and intentions of depicting “influencer” businesses on TV without it feeling dated or cringe, likening their approach to Entourage for internet it-girls.
• Discussion of the difficulty in capturing the always-mutating nature of online culture and how they built a “fictional internet” for the show.
  • Rachel: “It moves and lives and breathes in the same way...But we don’t reference anything specific.” (34:26)
• Conan brings up the Dick Van Dyke Show approach—depicting the world around a job, not the job itself.

9. Astrology Side-quest: Aries, Catholic Guilt, and Intensity

(37:30 – 39:43)

• Rachel quizzes Conan on his star sign; Conan’s an Aries, described as intense and particular.
  • Conan: "If someone's getting in the way, I become like an insane Viking." (39:08)
• Discussion of how astrology (and Irish/Italian Catholic upbringing) might explain their approach to control, work, and outbursts.

10. Mutual Validation & Closing Compliments

(54:00 – 55:10)

• Heartfelt back-and-forth about how much it means to be validated by each other.
  • Conan: “I am confident that people are gonna love your show...I was binge watching it and really impressed.” (54:00)
  • Rachel: “You thinking it’s funny means a lot because you’re the funniest.” (55:03)

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Notable Quotes & Memorable Moments

• Rachel Sennott (on impostor syndrome):
  “I think I'm just more of a hard worker than I am talented.” (48:49)

• Conan O'Brien (on insecurity in art):
  “When you show me someone...who has no insecurity and they have no doubt and they have no fear, I think, I have no interest in seeing their art.” (49:14)

• Rachel Sennott (after revealing her arrest):
  “They did let me put on makeup for the mug shot, which was, I thought, really sweet.” (53:10)

• Conan (on creative breakthroughs):
  “References can change, but the fundamental elements don't change... It's horrifying to come out to LA when you grow up on that other coast. And I was horrified.” (16:48)

• Conan describing Saturn Return:
  "I'm 29, I'm a writer-producer on The Simpsons. ...And I was like, no, no, I can't take that. Something’s supposed to happen. ...Then I get the call: You’re going to take over this massive job." (41:57–43:08)

• Matt Gourley (on post-breakup nostalgia):
  “I went through a really bad breakup and just took a month off work and had the same lunch every day at this bar and went home and got high and watched a James Bond movie.” (44:56)

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Timestamps for Important Segments

• High School Panic / Connecting with Gen Z – 02:01–10:49
• Meeting Rachel — Previous Charity Encounter – 10:49–12:40
• Coast Culture Shock – 15:26–19:42
• Artist Anxiety & Control – 24:04–29:59
• Sexuality & Comedy in Writing TV – 24:49–28:10
• Depicting Influencer Business – 32:50–36:48
• Saturn Return, Career Upheaval – 37:27–54:00
• Breakups, Arrests, and Growth – 52:27–53:32
• Creative Vulnerability – 48:49–54:00
• Closing Compliments and Affirmation – 54:00–55:10

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Tone & Style

• Playful, candid, and quick-witted, with a mix of sincere vulnerability and relentless joking.
• Rachel blends comedian’s brio with genuine self-doubt and insight; Conan oscillates between self-mockery, probing curiosity, and unexpected emotional candor.

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Summary for Non-Listeners

This episode is equally funny and revealing, bringing out both the fast-paced banter and the existential anxieties that come with creative careers. Rachel Sennott is a dynamic, self-effacing guest who delves into the reality of creating modern comedy amidst generational and technological change. Both she and Conan reflect on pivotal, terrifying career moments in their late 20s—what Rachel calls the "Saturn Return"—and the mix of doubt, hard work, and dumb luck involved.

The discussion bridges the micro (awkward high school assemblies, mugshots in the Cayman Islands) and the macro (what it takes to leap into a creative life, why insecurity makes for better art). The episode is a must-listen for anyone feeling stuck, for those wondering how comic creators thread personal chaos into public laughs, and for anyone ready to laugh about the darkest, weirdest moments of stepping outside your comfort zone.

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Transcript

[Conan O'Brien]

Foreign has a new parade this year. A parade of deals. So if you're standing on the street waiting for that parade to go by because you took this literally, you're going to be wasting your time. Wake up, kids. It's a parade. Where is it? A parade of deals. What? Kid crying? Every day from now through November 27th, Macy's is featuring a new must have deal that will last only one day.

[Sonam Obsessani]

1.

[Conan O'Brien]

We're talking about daily deals on things you'll love. Like a super cozy Ugg Fluff throw. Hey, try and say that even if you say it slowly, you'll probably mess it up. Ugg Fluff Throw. An upgraded Dyson vacuum. That's nice. And some of your favorite fragrances, hair products, jewelry too. Oh, and don't forget, Black Friday deals start November 10th. So remember, this isn't a real parade. It's a parade of deals. I was fooled. Don't bring a balloon and get all excited. Your daily thrill starts now. Shop now@macy's.com or in store.

[Rachel Sennett]

Alienware's biggest sale of the season lets you unleash peak performance at Black Friday Savings. Prices start at $899.99 on select Alienware PCs like the groundbreaking Alienware 16 Aurora gaming laptop, taking performance to the next level with Intel Core processors. Plus, you can save on all the latest accessories and displays like the Alienware 32.4K QD OLED gaming monitor. Visit alienware.com deals before these limited time savings end. Hi, my name is Rachel Sennett, and I feel included about being Conan o' Brien's friend. Father's here.

[Sonam Obsessani]

Hear the yell Back to school Ring the bell Brand new shoes Walking loose Climb the fence Books and pens I can tell that we are gonna.

[Conan O'Brien]

I.

[Sonam Obsessani]

Can tell that we are gonna be friends.

[Conan O'Brien]

Hey there. Welcome to Conan o' Brien Needs a friend. I am joined as always, and I'm very fortunate to be joined by sonam of Session and Matt Gourley. Hi. What's going on, gang?

[Matt Gourley]

Well, our very own Eduardo is actually going to do a career day at a high school to discuss what he does here on this show.

[Conan O'Brien]

Oh, my God. This is true. Wait, so how did this unfold?

[Eduardo Perez]

I have a cousin who teaches at Alta Loma High School in Rancho Cucamonga. He kind of knew what I did and was like, wait, who do you work for? And he said, maybe you should come speak to my students.

[Conan O'Brien]

Cool.

[Eduardo Perez]

I think so. And I was really, like, up for it. And I was like, yeah, I'm totally down for it. Let's do it. And then I was telling these guys that it hit me yesterday that I'm terrified about speaking to high schoolers tomorrow.

[Conan O'Brien]

It's the same.

[Eduardo Perez]

I don't know how to market what I do. So maybe you guys can give me some pointers on, like, how would you. Sona, you have practice with this.

[Conan O'Brien]

No one is tighter with the high school community than I am.

[Sonam Obsessani]

Oh, no.

[Conan O'Brien]

Especially in Rancho Cucamonga. You are speaking my language. Yeah, well, you know, one of the things I would say is if you were talking to people that know the podcast, and a lot of people do, it'd be very easy. But you're going to be talking to kids who may not know what this is, but they know what podcasts are. Right.

[Eduardo Perez]

I called my cousin as I had that panic attack, and I was like, all right, prep me. What's my audience? And he's like, look, there's a chance a lot of them don't even know who Conan o' Brien is.

[Conan O'Brien]

Yeah.

[Eduardo Perez]

And I said, great. Cause I was gonna start with that. So that gets me nowhere. But then I thought to.

[Sonam Obsessani]

That gets me nowhere.

[Eduardo Perez]

According to my cousin. Not to me, I should say. That was my instinct.

[Conan O'Brien]

No, no. And I don't take offense to the phrase Conan o' Brien gets me nowhere. Maybe we should replace. Needs a friend.

[Matt Gourley]

I say that every morning when I wake up.

[Conan O'Brien]

Yeah. But then I thought, you're brushing your teeth.

[Eduardo Perez]

Then I thought, okay, who are some guests that we've had on that maybe would resonate?

[Conan O'Brien]

So I was like, the first person.

[Eduardo Perez]

That came to mind was Billie Eilish and Phineas. I'm like, oh, that's a guest I could probably pull and point to.

[Conan O'Brien]

Yeah. Are there any other guests?

[Matt Gourley]

Rahm Emanuel?

[Sonam Obsessani]

Yes. Yes.

[Conan O'Brien]

You know, whenever I don't know what to say to kids, I just bring up, I know Rahm Emanuel kills. Perfect grade.

[Sonam Obsessani]

What age?

[Eduardo Perez]

I mean, it's freshman through.

[Sonam Obsessani]

Oh.

[Conan O'Brien]

So all of high school. Oh, my gosh.

[Matt Gourley]

Like Ryan Reynolds or Han Solo, you know?

[Eduardo Perez]

Okay.

[Conan O'Brien]

Yeah. I mean, I don't know that Han Solo, Deadpool. Ryan Reynolds would help us. I thought about Pacino, but then I was like, no, they don't care. No, they don't. They don't. That's like saying, I knew Woodrow Wilson. Woodrow Wilson came in.

[Matt Gourley]

Have we had the K Pop Demon Hunter Girls on yet?

[Conan O'Brien]

No, you would score.

[Matt Gourley]

See this hunt tricks.

[Conan O'Brien]

Yes.

[Sonam Obsessani]

Yeah, I'm in.

[Conan O'Brien]

Hey, I'm in. Are you six, seven?

[Sonam Obsessani]

What? Oh, my God.

[Conan O'Brien]

That was so uncomfortable for me.

[Eduardo Perez]

I did think about saying six, seven, Like a bunch of times just say six, seven.

[Conan O'Brien]

I've had, I had some young people in The Philippines shout 6, 7 at me and I, you know, I don't know what happened.

[Sonam Obsessani]

Is 69 done?

[Conan O'Brien]

What you're making it in my life. Yeah, it's been done for a while.

[Sonam Obsessani]

Do that. And like, you might even remember when people were like, turn to page 69. Everybody would giggle. Yeah, we don't do. Is that.

[Conan O'Brien]

No, it's six, seven now.

[Sonam Obsessani]

Okay.

[Matt Gourley]

What is six, seven?

[Conan O'Brien]

No one seems to exactly know.

[Sonam Obsessani]

No. Adam has kids who are a little older than ours.

[Conan O'Brien]

My kids say it all the time. I, they, they couldn't really tell you when I, when I asked them what it means. Yeah, they do that.

[Rachel Sennett]

And they.

[Conan O'Brien]

And they say the 6, 7.

[Matt Gourley]

But is 69 related?

[Conan O'Brien]

No. No, not at all. 69 related. It comes from. Originally from a rap song. Correct.

[Eduardo Perez]

Oh, talking About LaMelo Ball. NBA player.

[Conan O'Brien]

This is your opener.

[Eduardo Perez]

It's exciting.

[Conan O'Brien]

What does that have to do with podcasts?

[Sonam Obsessani]

Can you do any cool thing? No. Can I say something?

[Conan O'Brien]

I would say never mention the podcast or what you do, even though you've been invited there to talk about what you do. It's career Day. Just show up and go like, hey, six, seven, everybody, six, seven. Yo, yo, yo, six, seven. And then talk about how you like Billie Eilish. And then maybe talk. Look up what's the latest thing that's trending that's gone viral?

[Eduardo Perez]

I was going to show a clip of you on Hot Ones maybe.

[Conan O'Brien]

Yeah, there you go.

[Eduardo Perez]

This is who I work.

[Conan O'Brien]

Oh, no, no. People in. People buried in graveyards know that I did Hot Ones. Yeah. So, I mean, I'm talking about corpses. Corpses, long dead corpses of pilgrims.

[Sonam Obsessani]

Okay.

[Conan O'Brien]

People that died in the 1600s know that I did Hot Ones.

[Sonam Obsessani]

Sure. Do you think if he shows them, if the, if he shows that clip, though, will they be like, who is this guy? Or do you think they'll be like, oh, he seems.

[Conan O'Brien]

They will say that lady looks insane. That's what will happen. That lady looks. She's in great distress. I hope that lady recovered mentally.

[Sonam Obsessani]

Can I say, I do think that a lot of kids in high school will know who you are.

[Conan O'Brien]

Yeah, I think so. I mean, a lot of making jokes.

[Sonam Obsessani]

But also, you hosted the Oscars. You've done a lot of stuff.

[Conan O'Brien]

And high schoolers love the Oscars. They're all over it. I do. They'll remember my costume changes. They'll be all over it.

[Sonam Obsessani]

I don't know. I think that a lot of people.

[Conan O'Brien]

Know who you are. Well, I think to give you real advice is the more you can just keep it personal and grounded and just about this is what I do. You know, you listen to podcasts or when you hear them, because everyone. They're listening to some podcasts, you don't realize what the technology that goes into what you actually hear. I mean, that's cool stuff. Yeah.

[Eduardo Perez]

I did think about setting up, like, a little faux podcast set up in the classroom and maybe having them sit and just play the role of host, play the role of guests.

[Conan O'Brien]

No, you're really good at setting up a faux podcast studio. Nice one.

[Sonam Obsessani]

You're cool. You're just naturally very cool and likable, so you should be fine. I really like.

[Matt Gourley]

That's a long prayer.

[Sonam Obsessani]

They can be very intimidating, high school kids.

[Eduardo Perez]

It's three periods that I have to speak to back to Back to back. 30 minutes each.

[Sonam Obsessani]

Scary. They're very scary.

[Eduardo Perez]

I'm telling you. You hit me. I got terrified.

[Conan O'Brien]

You know what? If you can you show clips at all.

[Eduardo Perez]

I can. Yeah. Yeah.

[Conan O'Brien]

I mean, look through. I don't know who we've talked to that would resonate with high school students, but yeah.

[Matt Gourley]

Ryan Reynolds and Billy Iowa.

[Conan O'Brien]

So two.

[Eduardo Perez]

How many?

[Conan O'Brien]

Michelle's honor came to mind.

[Eduardo Perez]

Oh, yeah. Michelle's honor is Iowa debris.

[Conan O'Brien]

Is that who I. Yeah. See, I knew this makes me think we should only be having people that high school students know on the show for a month. We should do a month of just.

[Sonam Obsessani]

Then we won't know who they are.

[Conan O'Brien]

That's okay. They'll write some notes for me, and then I'll know, you know, six, seven.

[Sonam Obsessani]

Stop doing it.

[Conan O'Brien]

I don't know what I'm doing.

[Sonam Obsessani]

You guys are killing it.

[Matt Gourley]

I never birthed it.

[Sonam Obsessani]

I know, but, like, when you start saying it, that's when they're like, ugh, no, now it's lame.

[Matt Gourley]

But I'm not trying to say it.

[Conan O'Brien]

To do it now. I know ASAP Rocky.

[Rachel Sennett]

Oh, yes.

[Conan O'Brien]

You should just say, I work for someone who knows ASAP Rose. AP Rocky.

[Sonam Obsessani]

He's in a movie with ASAP Rose.

[Conan O'Brien]

In a movie with A dollar AP Rocky. And then they'll be like, we don't know who she is, but ASAP Rocky. Yeah.

[Eduardo Perez]

Yes. I love it. Okay, so get ASAP Rocky on the podcast. Now that you brought him up, he.

[Conan O'Brien]

Says he wants to do it.

[Eduardo Perez]

And Tyler, the creator, he says he.

[Conan O'Brien]

Wants to do it, but he said it in that way, like, I gotta get rid of Conan. Hey, I should do your podcast someday, man. I Gotta go.

[Sonam Obsessani]

And then he's suddenly unavailable all the time.

[Conan O'Brien]

Yeah.

[Sonam Obsessani]

Okay.

[Conan O'Brien]

And I keep calling him, and Rihanna picks up and she's like, he's not here. And I hear him in the background. Good, honey, good.

[Matt Gourley]

Good, honey.

[Eduardo Perez]

Good.

[Conan O'Brien]

Good, honey. That's good. Just as I instructed. Who says just as I instructed?

[Matt Gourley]

Well, apparently, honey, good.

[Conan O'Brien]

Good, honey, good. That's how he talks. That's ASAP for you. Or as I called him when I first met him, AKA Rocky.

[Sonam Obsessani]

No, you didn't.

[Conan O'Brien]

No, I did. I'm kidding. Oh, my God. I would have been horrified. Oh, my God. AKA Rocky.

[Sonam Obsessani]

Oh, my God.

[Conan O'Brien]

And he went, it's asap. And he went, I suppose you rapper, you. That's what I said. Okay, honey.

[Eduardo Perez]

Well, I'll report back.

[Conan O'Brien]

All right?

[Sonam Obsessani]

Yes. I want to hear how this goes.

[Conan O'Brien]

I do, too. I want to hear how it goes. Unless it went badly. And I don't want to hear a lot about how they knew nothing about me. That's going to be horrifying to me. Yeah, just make it up that they went crazy. We loved him in the early 90s, they say. My guest today is an actress, comedian, and writer who starred in the hilarious movie Bottoms. Now you can see her in the new HBO series, which she also created and co wrote. I love L. A. I'm very excited she's here today. Rachel Sennett, welcome.

[Rachel Sennett]

I feel included about being Conan o' Brien's friend. Okay, so that's a sentence that doesn't make sense phonetically or grammatically. But what I'm thinking of. Do you remember when we both gave speeches?

[Conan O'Brien]

Yes.

[Rachel Sennett]

Well, you hosted. I gave a speech.

[Conan O'Brien]

Yeah. What was the event?

[Rachel Sennett]

It was raising money for a children's hospital.

[Conan O'Brien]

And I remember I took a big cut of what they raised that night.

[Sonam Obsessani]

You did.

[Conan O'Brien]

That's part of my deal. And the children's hospital did not know that. And I said, no, no, I get 80%. And they were like, but the children. I said, fuck that. Remember that? Yeah. And the children were there crying and.

[Rachel Sennett]

They were upset, and you said, too bad. Too bad, bitches. But other than that, it was lovely.

[Conan O'Brien]

Other than that, they would have raised a lot of money.

[Rachel Sennett]

They would have. They raised actually tons of money. Even still, the 20% that they got to keep.

[Conan O'Brien]

I want to start. I know we've already been talking, and I've been really looking forward to this because you came to my attention. When I saw Bottoms, I was really charmed by it. I really liked it a lot. And then this morning, I woke up early. Cause I'm jet lagged from I was shooting in another country. And so I watched it again this morning.

[Rachel Sennett]

Bottoms.

[Conan O'Brien]

Bottoms. I watched it this morning.

[Rachel Sennett]

Oh my God.

[Conan O'Brien]

And I was just like, yeah.

[Rachel Sennett]

I also wonder how it hits at like 6 in the morning. I'm like, it feels very different at 6 in the morning.

[Conan O'Brien]

Guess what? It still works.

[Rachel Sennett]

It still works.

[Conan O'Brien]

Okay, it still works. It's really funny. And down to one detail I love is the football players play on a field that has like a massive 200 year old tree on it that would never exist on a real football field. But you guys had it there because you needed something to happen and you didn't give a fuck. And I loved it. And I'm sorry I'm swearing so much. I'm not gonna do that anymore.

[Rachel Sennett]

Are we not supposed to swear?

[Conan O'Brien]

No, no, I. I'm just doing it too much.

[Sonam Obsessani]

I'm not saying that.

[Conan O'Brien]

I know, but I'm doing like. I'm just a sailor that just sat on Shirley.

[Rachel Sennett]

It's cool and edgy. Y want to swear?

[Conan O'Brien]

Well, I shouldn't do it. It's not right. It's not right.

[Rachel Sennett]

It's not right.

[Conan O'Brien]

I heard you were coming on the podcast and I thought, well, I don't know what Rachel's promoting. And they said, well, she has this new show, it's gonna be on hbo. We're sending you five episodes. And I thought, five. You know, I'll watch one, I'll deign to watch one because my time is so precious. And last night my wife and I click on, we watch one, love it. And I go, there's another one. We watch two, and I say, another one. We watch three, another one, four. And then my wife is always going to bed at 9:30 and she's like, I think I have to go to sleep. And we're watching another one, and suddenly I'm Mussolini yelling in the house, screaming at your wife. Yeah, yeah, screaming at my wife. Dogs, cats. And I watched five of I love L. A. And it's really, really fun. So that's my compliment up front.

[Rachel Sennett]

No, it's huge. I feel like I do the same thing when a chunk of stuff. And I was saying this to you before, it's like, I'm like, I'll skim through, I'll write down like three moments that I like and then I'm done. And then I can reference them and be like, see, I like all these three moments. I watched the whole thing. So watch. Unless you're lying to my face. But that's okay. Cause I Felt you'll never know.

[Conan O'Brien]

I'll never know. I'm a sociopath.

[Rachel Sennett]

Me too.

[Conan O'Brien]

I'm people pleasing later. Why do we have to have her on? I hated every second of it. I hate her.

[Rachel Sennett]

Get her out of there. No, but I. That means a lot because I think like we wanted to create that driving. Like my favorite shows that I watch in college are like those Sunday night shows where you leave and you're like, I can't wait for next Sunday and I want to know it. Like, I want that poll and also like it's very much of the generation, whatever. But I hope that it's funny to everyone. You know what I mean? And you brings you into the world and doesn't feel like this is only for these people. Like it's for hopefully for anyone who wants to watch a bunch of girls text each other and hook up with.

[Conan O'Brien]

People and talk and you know, well, I might be a pervert, but you're.

[Matt Gourley]

Also describing my life.

[Conan O'Brien]

Yeah.

[Rachel Sennett]

You're like, that's my Wednesday, honey.

[Matt Gourley]

Me and the girls.

[Conan O'Brien]

Matt is. Matt is constantly texting me and sexting me. Yeah. And then we get together and we have a Hailey Bieber shake. And you know, so we know, we know what's. We know. We know what's going on.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

I've not seen.

[Rachel Sennett]

Did you identify with one of the characters more? Did you feel like you're like, I'm totally a Tallulah.

[Conan O'Brien]

Well, I'm Team Maya. Isn't that your character? Maya?

[Rachel Sennett]

Maya?

[Conan O'Brien]

Yeah, I identified with the fact that I came from the East Coast, Boston, then went to school in Boston, then left in this will really date me, but 1985 with my writing partner Greg Daniels, and we went to LA and I thought I had been dropped on the surface of Mars. And your show is very much about someone who comes from New York and you come to LA and you think your friend is coming with you and then she doesn't.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

And you have to make a go in la. And I have to tell you, I remember that so clearly. And so yes, the references changed. There wasn't social media, there wasn't the kind of business that your character's working in. There wasn't oat milk. There wasn't, you know, chai. We didn't have that. But what I remember disaster, you guys. When you came here, there was no milk either.

[Rachel Sennett]

And there was no Hailey Bieber's.

[Conan O'Brien]

Yeah, there was. There was war rationing because World War II had just ended. So there was. They put an embargo on all Hailey Bieber smoothies back then, because they knew she'd be born in, like, for the.

[Rachel Sennett]

Effort we needed to.

[Conan O'Brien]

Callie Bieber smoothie for the war says.

[Matt Gourley]

FDR Victory Garden to make your Hailey Bieber shake.

[Conan O'Brien]

So that didn't exist. But what I remember is, you know, when you worry about the references, the references can change, but the fundamental elements don't change, which is. It's horrifying to come out to LA when you grow up in that other coast. And I was horrified. I hated this place for a year and a half. Absolutely hated it, which is short for.

[Rachel Sennett]

The amount of time to hate it. To feel like, what the fuck is going on? You know? Like, I also just felt, like, weird. Like, everyone was like, you talk so fast and you're really stressed. Like, it's like. And like, you're like, I need to get on your guys level. But I can't. You know, it's crazy.

[Conan O'Brien]

Yeah, you can't.

[Sonam Obsessani]

Because I are the locals who are like, it is fast.

[Matt Gourley]

I feel scared about going to New York.

[Conan O'Brien]

That scares me.

[Sonam Obsessani]

I get scared, too. Same thing. The rhythm's different.

[Conan O'Brien]

Sona has been my assistant for a really long time, and Sona came with me. I think it was 2011 or 12. And you came to New York and Sona has grown up here. She freaked out about cabs. I remember you freaking out about cabs and saying, I don't want to sit in there. Other people have sat there too.

[Sonam Obsessani]

You make me sound like such a prince.

[Conan O'Brien]

But I'm sorry, you were.

[Sonam Obsessani]

It was weird. It is weird. It is weird, but, you know, it is. It's a completely different rhythm on the East. It's so much more intense.

[Rachel Sennett]

You're like, I have my car that I cry in and I eat lunch in out of a container. I puke in my car. Not a stranger's car with other people's puke. No, you have your, like, your haven in your space. And then it's. It's so jarring and weird. And then, like, you. I feel like also, once you've lived on both, you're never over either. Like, it feels like I'm like, I. It's like I forever have, like, two boyfriends or divorced parents or something. Yes, you're constantly. It's a push and pull.

[Conan O'Brien]

And people always say to me, they want me to declare, yeah, LA sucks. I like New York. Or, you know, I'm done with New York. It's la, man. And it's not. Neither one is true. Now I like them both. I see the strength of both, I think there are cliches about LA that just aren't true. Yeah. I think because LA is a much larger surface area. There's so many different neighborhoods that are constantly. I mean, everyone gets gentrified eventually, but they keep inventing new neighborhoods where artists can live. And I think there is. Is amazing art. Artistic output in Los Angeles. It's just not shoved in your face. You can't just walk down into Greenwich Village and there it is. Meanwhile, in New York. I don't know how an artist would survive in New York now, because it's. Everything's a gap.

[Rachel Sennett]

And, you know, everything's. Oh, an actual gap.

[Conan O'Brien]

Yeah.

[Rachel Sennett]

And I was like. I was like, yeah, there's a gap of. And then I was like, no, a gap. No, a Gap or a Zara. It's a gap.

[Conan O'Brien]

In Azara, a friend of mine and I were walking around and we tried to find CBGBs, and it's like a varvato store. Is it? And we were in this store and we were looking at the old CBGBs, and we were trying to remember, like, how does this layout. How did it layout? And a guy who worked there who was trying to show us, like, a jean jacket said, oh, no, no, the stage was over here. You know, ignore these beautiful pants. This was the stage. And that's where the Talking Heads performed, and that's where the Ramones were.

[Rachel Sennett]

And I'm just like, the Ramones were by the Blazers.

[Conan O'Brien]

Yeah.

[Rachel Sennett]

And you're like, fabulous. I can feel the history in here. Wow.

[Conan O'Brien]

The $90 T shirts. That's where Blondie performed. Conan O' Brien needs a Friend is brought to you by Airbnb. I've taken a few trips in the past where I got a place through Airbnb. I've mentioned this before. Lovely experience. I think I'd do it again. I love it. It makes me feel so comfortable when I'm in a home that I get on Airbnb. Well, you've done this a lot, haven't you? And actually, Eduardo and I tomorrow are going to Austin, and I'm trying to get him to stay with me in.

[Matt Gourley]

A house that I got on Airbnb.

[Sonam Obsessani]

Aw.

[Eduardo Perez]

I don't know about sharing a spot.

[Conan O'Brien]

Well, he's very loud. He's very loud. And he always has to bring his figurines with him. They're emotional support figurines.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

But the great thing about getting a place through Airbnb, and I've done this in several cities, I like just feeling like, okay, this is my own space. I can do my thing. You're traveling. Why not enjoy it?

[Rachel Sennett]

Yeah.

[Conan O'Brien]

Well, thank you. Yeah. You're so nice of you. Yeah. Eduardo, don't go with him. The other thing, and this would be a cool little detail for both of you, is if you're not using your place, you could list that on Airbnb.

[Sonam Obsessani]

It's true.

[Conan O'Brien]

It's a terrific way to make some money. It's a terrific way to travel. So your home might be worth more than you think. Find out how [e-mail] host we don't talk enough about the unsung heroes of our show. You know, people know they're Matt Gourley. They know they're Sonam Obsessian. They certainly know they're Conan o'. Brien. But I'm talking about the invisible co hosts. Our furniture.

[Eduardo Perez]

Oh, yeah.

[Conan O'Brien]

I've done some shows in uncomfortable furniture.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

Terrible. You can tell the whole time that I'm in agony. That's why when Ashley offered to sponsor the Live from LA event and said that Sona could choose the onstage furniture, we jumped at the chance.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

How did you do it?

[Sonam Obsessani]

Well, I. I'm. I am doing interior decorating now. I designed Blay's place. I designed my parents place.

[Conan O'Brien]

You do have.

[Sonam Obsessani]

So I was just like, hey, I want to do this. And it was surprising that no one said I couldn't. So I just choose whatever sofas I wanted, whatever chairs I wanted. Rugs, cute little side tables.

[Conan O'Brien]

Great. You used a Talora chairs and loveseat, right?

[Sonam Obsessani]

Yes, I did.

[Conan O'Brien]

And. And I. I was very comfortable throughout the entire show.

[Sonam Obsessani]

So was I. I mean, didn't you want to take a nap?

[Conan O'Brien]

I did. In fact, I did. During parts.

[Sonam Obsessani]

What?

[Conan O'Brien]

Ashley has styles that balance timeless appeal and modern trends to bring your personal look home, whether you're redecorating a single space or refurbishing every room. Plus, Ashley provides fast, reliable white glove delivery right to your door. So start your home's transformation with styles that are personal, expressive, and comfortably yours. Visit AshleyInStore or [e-mail] to find your style. Say hello to the all new Alexa and see how Alexa can do so much more for you. Need last minute concert tickets? Craving your favorite restaurant? Just sit back, relax, and talk naturally. Alexa's on it. It remembers what you love, anticipates what you need, and makes it all happen. Whether you're using Echo Fire TV or any compatible device, Alexa brings thousands of possibilities to life. Everything. The fact that you can just order concert tickets through Her. That's crazy. Yeah, exactly. You didn't know that? Even I knew that. Wow. Yeah. And I fought in World War I and I know that. Ready whenever and. Yeah. And you were born in the second Obama administration. This is incredible. Ready whenever inspiration strikes. Amazon.com newalexa you inhabit this other world that I have some familiarity with, which is writer slash performer. I mean, you've written so much, pretty much all the stuff that you've been in. Haven't you written just about everything?

[Rachel Sennett]

I guess starting beginning of my career. So IO and I did a Comedy Central series, like, web series together that was like three episodes. Shiva Baby.

[Sonam Obsessani]

My.

[Rachel Sennett]

I didn't write. My friend Emma Seligman, who directed it, wrote. And then Em and I wrote Bottoms Together. And then this. I wrote. This was the most I ever thought as an actor or, like, on set. I'm like, barely thinking about acting because I'm directing. I directed the finale.

[Conan O'Brien]

Right. You wear a lot of hats.

[Rachel Sennett]

I wore it. It was. It was. Yeah. It was like. And then prepping, and then we're rewriting stuff, but then we're editing the show while we're shooting it. The good thing is my character is, like, stressed. So I was just like, I don't have to go. Do you know what I mean?

[Conan O'Brien]

You should make all of your characters stressed.

[Rachel Sennett]

I kind of have, in a way. It's like I'm kind of either stressed or stupid or both. It's like one of the. There's like two sides to me and the.

[Conan O'Brien]

It's somewhere in that space a stressed, stupid young woman.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

Whenever I ever have to.

[Rachel Sennett]

This is her car.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

If I ever have to pitch you something, if I write a script and I want to pitch it to you, I'm going to start everything with a stressed, stupid woman. Moves from LA to New York or New York to la or idiot.

[Rachel Sennett]

Yeah. But it was like, you know, this. It's like balancing those things and being like kind of, which role do I need to be the most today? Like, there was a day, like, there were some days on set where I was like, I'm more of a writer today than an actor. I'm directing today. But then there were days, like, there was a day that I had, like, a multiple sex scenes, which, by the way, oh, my God, this was so funny because it was like, all the sex stuff in the show. I'm like, I wrote or was in the room for writing, and I think, like, like, for me, like, sex and stuff. Like, sex. If you're gonna show it in a Show or movie? Like, it should be, like, funny. It should tell you something about the relationship. Because I think if I look at my relationships, I can immediately tell, like, where we are based off of, like, how the sex is. Do you know what I mean? Definitely.

[Conan O'Brien]

Okay.

[Rachel Sennett]

Do you feel that way, too?

[Conan O'Brien]

You're talking to the wrong guy.

[Rachel Sennett]

Okay.

[Matt Gourley]

Literally, a virgin.

[Rachel Sennett]

I just mean. Okay, sorry.

[Sonam Obsessani]

I agree with.

[Rachel Sennett]

I agree with you.

[Conan O'Brien]

You know what?

[Sonam Obsessani]

I know.

[Conan O'Brien]

Explain what you mean.

[Sonam Obsessani]

Well, it's. In the beginning.

[Conan O'Brien]

Any means. Explain what is sex. Yeah.

[Rachel Sennett]

Oh, sorry.

[Conan O'Brien]

What goes where?

[Rachel Sennett]

Okay, totally.

[Conan O'Brien]

Show me what's. Dolls. Oh, God. No, no, I'm kidding. I'm kidding. But. But anyway.

[Sonam Obsessani]

Yeah, I know what you mean.

[Rachel Sennett]

Yes, yes. Like, where I was like, I want all of the sex to feel like it's in the show for a reason, basically.

[Conan O'Brien]

Well, in the pilot episode.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

Opens with you and your boyfriend having sex. And what's funny about it is an earthquake. I'm not giving any away. Cause it's really the beginning of the first episode, and I thought it was a really good opening. It's la. So there's an earthquake. And he's like, oh, my God, there's an earthquake. But you're close to orgasming, and you just want to keep it going. So you tell him, I think it'll be all right. It'll be all right. And then the earthquake stops. You keep going. And then the earthquake starts again. And he's like, no, I think we really have to, like, get out of the building right now. And you're like, ah, I'm almost there. Can you just choke me?

[Rachel Sennett]

And I was like, okay, there's a.

[Conan O'Brien]

Familiarity here that happens when you're in a committed relationship. There's a familiarity, but there's also. And a little.

[Rachel Sennett]

Yes.

[Conan O'Brien]

It's a little, like, utilitarian. Like, okay, we're gonna.

[Rachel Sennett]

Yeah, it's almost like, do the three things that I need really quick. 1, 2, 3. Like, I'm almost there. You did. Wanting to finish. Finish her off.

[Conan O'Brien]

Right. You know, so it was not to your point. It was not in any way gratuitous. It was funny.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

And it was telling me right away how your character's funny. These people are connected in a very familiar way.

[Rachel Sennett]

Yes.

[Conan O'Brien]

And so. Yes, you're right. It was not just, we open on sex scene so that we can get the viewers in. It was. It accomplished a purpose.

[Rachel Sennett]

It accomplished a purpose. But it was really funny to me on this specific show because, like, we, of course, had an intimacy coordinator, but she would, like. I would Have a conversation with her as, like, the showrunner and be like, you know, like, we want to hear what the actors are comfortable with. Ideally, this scene accomplishes, like, this sort of feeling, or like, we like to shoot it this way, whatever. And then she would call up the actors. But so I would have the conversation with her as the showrunner and she would be like, totally. And then she calls me like, 30 minutes later and she's like, so this is what they're thinking. I'm like, I just talked to you, love. She's like, you tell me what you feel comfortable with in the script.

[Conan O'Brien]

That's hilarious.

[Rachel Sennett]

In the script, you're giving a blowjob.

[Conan O'Brien]

Yeah, yeah.

[Rachel Sennett]

Do we even wanna go there? I'm like, I wrote that. I'm like, what? And so she's like, I know, but are we gonna do that? And I was like, yes, yes. Like, so that was so funny and sort of bizarre, like, going at that from, like, two angles. Whatever. There was a day on set where I had, like, an emotional scene. And then, like, I'm not gonna say what it's happening because it's. It's sort of gives something away. But sort of two. Two sex scenes in a day. Sort of. It was like, sex scene, sex scene, lunch, beans for lunch. And then. And then, like, emotional cry scene. And that day I was like, today, I'm an actor. Like, today I was like. And that's when you have your team of other support. Like, I'm like, emma, if there's questions about Ults, you got it, girl. I'm naked and I'm crying. You know what I mean? But then on another day, you put on the other hat and you're like, today I can answer the questions about that. So it was. It was interesting, like, balancing those, but, like, finding what thing you were leaning more into on the day, if that makes sense.

[Conan O'Brien]

Well, what makes sense to me is a lot of my career, starting with the late night show, I can use my thinking head. When we're thinking during the day, when we're working on the show, and then when it's time to go, it's five, 30 guests are here, band is playing. I need to get makeup on and I need to let all that go and then be the guy who's just in it.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

And if the guest put something out there, that's a surprise, drop everything you thought about. Yeah. And go that way. Go there and go there. Because that's what's happening right now. And I found that. And I don't know if you can relate to this as an east Coast Catholic. What I can. You know you're Italian, is that right?

[Rachel Sennett]

Half. Half Sicilian, half Irish.

[Conan O'Brien]

Okay. My God, you're screwed. Well, as 100% Irish and. But we're. We both come from very similar stuff. And what I can relate to is there's this combination of restraint and busting through the restraint.

[Rachel Sennett]

Yes.

[Conan O'Brien]

And that's where this magical thing happens.

[Rachel Sennett]

Yes. But we like control.

[Conan O'Brien]

We like control, but also we secretly love the loss of control.

[Rachel Sennett]

I know. Sorry, I almost was like, girl, yes.

[Conan O'Brien]

You can call me, trust me, you can call me girl.

[Rachel Sennett]

I was just saying that. I mean, that's the whole Catholic thing, that's why that it's a yin yang. Yes, it's both. That's why it's like, it's like you're like, why? Why are you guys freaks? Not saying you're a freak, but I'm just saying Catholics. Do you know what I mean? Because you're like, you live in this push and pull of like control. Not control, whatever. But I feel, yeah, I'm always reaching for control, whatever. But the most beautiful things happen sometimes when you just are like in flow, free flowing. And you're right, it's like those things are a gift. And like when something goes wrong on set or whatever, it turns into the funniest moment or the most beautiful moment. But I feel that way too, where I'm a planner, I like to know.

[Conan O'Brien]

What'S happening, which is fine, which is good. That's the lesson of all of this, is it's not good versus bad, it's you need both. And then another part of this that I find fascinating, which I know nothing about and I'm freely admit I know nothing about it. But you play someone who you're best friends with somebody, she's an influencer. You were helping her be an influencer. The idea was you were both going to move out to LA and you're going to manage your friend who's an influencer. She decides to stay in New York, you go it alone. And so you're working at a company where you're managing or helping to take care of influencers. I know nothing about that. But I also know that it's a huge part of an industry right now. Maybe the industry, I haven't seen it depicted yet. I was watching the show and I was thinking, oh my God, you're right. These influencers who make a funny video or a meme and they're holding a bag, a certain bag, that is a business.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

They're making a lot of money. They're getting sent a lot of products. And of course, there'd be a management system for them. And I don't know anything about it.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

I mean, no one's people actively don't want me making videos where I hold a product.

[Sonam Obsessani]

Yeah.

[Rachel Sennett]

I actually want that. I'm like, afterwards, we'll do a video of you in this bag.

[Conan O'Brien]

I've been paid a lot of money not to hold products. Yeah, exactly.

[Rachel Sennett]

No, but I felt like, I'm so happy you say that. Cause we kept talking about the show, like, a reference point being like, Entourage for Internet It Girls, because we were like, I feel like. Like we've seen Hollywood done a lot, and I feel like the Internet is such its own world and business, and it's not separate from Hollywood. There's crossover. But I think, like, I was like, this is how I came up. I came up being online. Any of my friends who are, like, working in this industry now came up online. I also know people who just do that. That's their only job is, like, the Internet and their videos or fashion or whatever. And so I think also, like, the Internet people sometimes struggle to show the Internet in film and tv because it moves so quickly.

[Conan O'Brien]

Yes. It's evolving so rapidly that if you try and depict it and your project isn't coming out for nine months, by the time it comes out, people are like, well, that's lame. Yeah, no one does that anymore.

[Rachel Sennett]

It's very dated. And so I was like, the way we tried to do it was make our own Internet in the show where it moves and lives and breathes in the same way.

[Sonam Obsessani]

Like.

[Rachel Sennett]

Like, the Internet does, but we don't reference anything specific. It's like, exists in the same way as it does for us, where it, like, informs all the characters lives. It's part of their lives and their business. But we don't. It doesn't. Hopefully doesn't feel clunky or like. Yeah, we. We get it. You know what I mean? Because no one wants to see. The other thing we kind of took from Entourage is like, you don't see too much of, like, Vince acting. You see, like, his world and his, like, friend group and their. Their dynamics. But it's like, you. That's what he does. But you don't see it. Like, it's like, we don't need to see Tallulah posting every second. Like, we get it.

[Conan O'Brien]

Well, in the Dick Van Dyke show, which is the, you know, oldest reference I can come up with. Cause it's literally. It literally starts. That show literally starts before I was born. So it's old even for me. But when I was growing up, that was a show about. For you kids out there listening to this interview, that was a show about a comedy writer and that had not been depicted yet because they think this is a time when, you know, people are. Everything's so meta now. People all know behind the scenes, everyone's so savvy. But back then, people honestly didn't think that. I think shows were writing. You know, that's just Lucy. Lucy's kooky.

[Rachel Sennett]

No, no, no.

[Conan O'Brien]

She has writers and they work all of this out and it's. But so it was a show about a comedy writer and what they never did was they never really showed you the sketches. Yeah. And I thought it was all them. Well, I think we got it for today. And then it was about their lives around that. And it's the same thing. All these years later, I always. It's Pulp Fiction. They never show you what's in the suitcase. It's just a light. And it's such a smart thing to do. But that's Tarantino saying, there's this thing that's incredibly valuable and everybody wants it and you don't even need to know any more than that.

[Rachel Sennett]

Yeah, that's right.

[Conan O'Brien]

But that's the whole concept.

[Rachel Sennett]

That's what matters. Yeah. What you said about the Dick Van Dyke show, which I'm familiar with, but haven't really given it a full dive in.

[Conan O'Brien]

Maybe I'm in black and white.

[Rachel Sennett]

Should I check it out?

[Conan O'Brien]

I'll colorize it for you.

[Rachel Sennett]

Okay, perfect. You'll put it in little 30 second clips and you'll cut it together with a video of someone playing with slime next to it. And then I can watch it?

[Conan O'Brien]

No, it'll be someone unwrapping. Unwrapping a box. And then Dick Van Dyke's in there doing his shtick.

[Rachel Sennett]

I love it. In 10 second clips, I'll go, ooh, yeah. But like the same thing. The other thing is, I was like, nothing is really new. Like, I think I felt certain times during this where it was like, I've got to make something totally new. And like, you know, you're going to be compared to things and you want to do your own thing. But it's like everything is from what comes before it. But you have to take your own blend of references and ideas. At the end of the day, people are people. Relationships are this era. The moment of your late 20s is always, oh, I want to know about if you had a Saturn return. Did I ask you about that?

[Conan O'Brien]

What?

[Rachel Sennett]

A Saturn return? No, I don't know what that.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

Is that what you're saying?

[Rachel Sennett]

Are you going through yours right now?

[Sonam Obsessani]

No, I'm 32.

[Conan O'Brien]

Okay. Wait, what's that?

[Rachel Sennett]

But did you. A Saturn return is like end of your 20s.

[Eduardo Perez]

Oh.

[Conan O'Brien]

Oh, my God. I thought you were gonna return a car, the Saturn, because of a defect. That's where I went. So I thought, well, if you're not happy with the Saturn, do you think.

[Sonam Obsessani]

Joe couldn't return her Saturn? Cause she's 32.

[Rachel Sennett]

Joe couldn't return her Saturn.

[Conan O'Brien]

That's the policy that they have.

[Matt Gourley]

That car company's been defunct for 15 years at least.

[Conan O'Brien]

Yeah. I only know cause Dick Van Dyke drove a Saturn. Dick Van drove a black and white Saturn. Oh, my God. No, I want to know about this. Yeah, like, okay, so you're into astrology?

[Rachel Sennett]

I am.

[Conan O'Brien]

Okay, tell me what Saturn return means.

[Rachel Sennett]

Okay. I have so many. I'm going to maybe need to pull up your chart or like, dive in because. Do you know what sign you are?

[Conan O'Brien]

I'm an Aries.

[Rachel Sennett]

An Aries?

[Conan O'Brien]

Yeah. What does that mean to you if I say Aries?

[Rachel Sennett]

An Aries. You're a Virgo with a backbone.

[Conan O'Brien]

Okay, I don't understand.

[Rachel Sennett]

Okay, totally.

[Matt Gourley]

But you're a Libra.

[Conan O'Brien]

That's kind of a pussy. Do you know.

[Rachel Sennett]

Do you know you're rising in your moon?

[Conan O'Brien]

No, I don't.

[Rachel Sennett]

Okay, we'll find it later. But basically. And Aries is like fire.

[Conan O'Brien]

Right.

[Rachel Sennett]

Don't mess with you. But you have like an order to you. Like, you could have a temper. Isn't what I would say. But it's like fiery. And it's like, don't mess with me. Don't mess with the people I love.

[Conan O'Brien]

I would say I have. I can be intense.

[Sonam Obsessani]

You can be intense. You can. I think. Cause you're particular about how you like your comedy to be.

[Rachel Sennett]

Yeah.

[Sonam Obsessani]

And I think if people hinder that or overwork you in a certain way, it's funny.

[Conan O'Brien]

There's so many that I don't care about. And then if it comes to comedy.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

Something where I'm supposed to be funny. If someone's getting in the way, I become like an insane Viking.

[Sonam Obsessani]

Yes.

[Conan O'Brien]

With a broad source.

[Rachel Sennett]

Yes. You have your. Your hills that you'll die on. You're like, this is what I care about.

[Sonam Obsessani]

Are they very passive aggressive?

[Rachel Sennett]

Aries.

[Sonam Obsessani]

Yeah. Or are they just aggressive?

[Rachel Sennett]

I think that's the Catholic. I think that's not astrology. I think that's something else.

[Conan O'Brien]

So tell me. We're made up of all, but let's get to this thing because you talk about it in the show and it's really fascinating because I've had this experience of I know exactly when it happened, but it's happened a bunch of times.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

When I'm in New York, I go. We do sometimes tape podcasts in New York when I'm there. And we do them at Sirius xm, which is in midtown, right across from Rockefeller center, my old stomping ground. And I'll go into the lobby and there've been a couple of times where there was one time in particular where there were a bunch of young women who I think were waiting to gather to go to lunch. And they saw me and they came over, they said, can we get a selfie? And I said, sure. And I just started chatting with them about, how's it going, what's up? And gave them a little bit of advice. Probably like the advice I gave you. Cause I'm constantly lecturing young people. But at one point some of the women started talking about, oh my God, I'm so old. And I said, how old are you? And they're like, we're 28. And I. Like, I wasn't eating anything, but I started choking on imaginary food. Yeah, I was doing a spit take with no water. I was like, what are. You're 28 and you're talking about how old you are? And I forgot. That just sounds insane to me right now. But I do remember getting out of college, moving out to LA, turning 23, then turning 24 and thinking, oh, my God, it's over. It's over for me.

[Rachel Sennett]

It's so over.

[Conan O'Brien]

And so I basically yelled at these people and said, you have no idea how young you are. But I know that, you know, your character has her 28th birthday and it's kind of traumatic. And I think. What?

[Rachel Sennett]

What is?

[Matt Gourley]

The Saturn returns.

[Rachel Sennett]

So it's like three years, but there's like a period in it, it's different. It happens sometime between 27 and 30. And it's basically like your reckoning of, like. I feel like it shakes up your life, which is why I'm interested to hear, like, if you can remember something from the end of your 20s.

[Conan O'Brien]

You bet I can. Yeah, you bet I can.

[Rachel Sennett]

And I'm guessing it's your Saturn return because it shakes everything up. And then like you go through a breakup or you lose a job, or you blah, blah, blah, whatever, something chaotic.

[Conan O'Brien]

And by the way, I've got a huge one.

[Rachel Sennett]

Can't freaking wait. But it's like you feel like you.

[Conan O'Brien]

Said that in a way, like, please don't ever tell me I love fucking. Wait, shut up. Go ahead. That's okay. It's okay.

[Rachel Sennett]

No, I was just saying it's like it happens to everyone, but it feels like it's only happening to you. And then it lands you where you're meant to be.

[Sonam Obsessani]

Oh.

[Rachel Sennett]

Is kind of. But tell me your story.

[Conan O'Brien]

Oh, it's so simple. Which is. I'm 29, I'm a writer producer on the Simpsons. Everything should be good. But I think, no, I'm not where I'm supposed to be. Something else is supposed to happen.

[Rachel Sennett]

It feels weird.

[Conan O'Brien]

I just was. And I remembered my agent at the time saying, well, you could get an overall deal to be at the Simpsons for five more years and you could make. You know. And I was like, no, no, I can't take that. Because something's supposed to happen.

[Rachel Sennett]

Yes.

[Conan O'Brien]

One of the crazier things in show business happens, which is there's only, like, there's. David Letterman doesn't get the Tonight show and he suddenly announces, I'm leaving, which no one thought he would do. And suddenly NBC doesn't have a late night show at 12:30. They don't know what to do because this is back before the Internet. So today they would look at 700 TikTok. There'd be a million people who were viable and there'd be 900 hours of everybody. Yeah, but they don't have that.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

And these jobs back then, there weren't. There were two late night talk shows. That's it.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

Or just at that point, it was just one or maybe two. And they're. The main guy, David Letterman has left or is leaving, announces he's leaving soon, in a couple of months. They don't know what to do. So NBC says, well, we got to keep the affiliates in line. Let's just get Lorne Michaels to decide. And that calms everybody down. Like, oh, good, Lorne Michaels, Saturday Night Live. He'll figure it out. Lorne goes looking. It's a long story. But cut to him just in a room saying, there was this writer who worked for us who's got something, Conan o'. Brien. And they're like, what? And I do an audition. I'm so loose in the audition. Cause I think I'll never get this. And then one thing leads to another. They say, no, it's going to be Garry Shandling. It'll never be you. And then suddenly they go, you know it's him. And they call me. I'm in the basement of the Simpsons and they say, you're gonna take over this massive job. There's no footage of you. Everything I'd ever done was on stage. There's nothing. I don't even have a headshot. And everyone freaks out. And that's what happened.

[Matt Gourley]

That's a pretty common Saturn return.

[Conan O'Brien]

Yeah, but you know, that was how I ended up. And that all happened, the audition. Everything happened when I was 29. And then I'm waiting to hear back and I have my 30th birthday in my LA apartment on Weatherly. And then a couple days after my 30th birthday, you get the call. I get the call, yeah. That your life's changed.

[Rachel Sennett]

Saturn return, bitch. Saturn returned.

[Conan O'Brien]

What was your Saturn return?

[Sonam Obsessani]

Working for you. Getting my job. Working for you.

[Conan O'Brien]

That's right. You were in your late 20s.

[Sonam Obsessani]

I was 27. Well, 26 and I turned 27 and that changed my life. I've been working for you. It's been cool. It's been okay.

[Conan O'Brien]

Wow. Ringing endorsement.

[Sonam Obsessani]

It really has. I mean, it's like everything changed once again.

[Conan O'Brien]

What about you, Matt?

[Matt Gourley]

Well, mine was. Yeah, I went through a really bad breakup and just took a month off work and had the same lunch every day at this bar and went home and watched got high and watched a James Bond movie.

[Conan O'Brien]

You showed her?

[Rachel Sennett]

That sounds real nice.

[Conan O'Brien]

Oh, she could see me now.

[Matt Gourley]

But I started thinking, thinking, I'm gonna read every Shakespeare play. And it was like in two days it was like, I'm just gonna watch every James Bond movie. Yeah, yeah, that was that for about a month. And then I look back on it so nostalgically now, though it was a hard time, but now I'm really fond of it.

[Rachel Sennett]

No, but it shapes you.

[Matt Gourley]

It shapes you.

[Conan O'Brien]

I went through a bad breakup in New York, that was prior to all this. And I remembered I got a Seamus Heaney poetry book.

[Matt Gourley]

Oh my God.

[Conan O'Brien]

Kept it in my back pocket. And I would lie down on park benches in Manhattan and read from a poetry book. And I thought, this is who I am now. And then three days later I was like, I gotta get a job. And I went out to LA and worked on the Simpsons. But I remember thinking for a minute, this is who I am now, bitch. 28 year old who reads Seamus Teeny poetry. I'm a hobo. Yeah, you are.

[Matt Gourley]

You're like a romantic hobo.

[Conan O'Brien]

I'm a romantic hobo.

[Matt Gourley]

Was that the lunch I had every day was a. I went to an Irish pub and I had a corned beef sandwich, a deep fried Snickers bar, and a Guinness every single day.

[Sonam Obsessani]

Oh, my God.

[Rachel Sennett]

I know.

[Matt Gourley]

I can't believe I'm alive.

[Rachel Sennett]

That's fabulous.

[Matt Gourley]

And that's why I stand before you the way I am here today.

[Rachel Sennett]

You look incredible.

[Conan O'Brien]

Well, Rachel, it feels to me like you've had nine of these in your teens and twenties. Like, you've had.

[Rachel Sennett]

You've had, like, mini ones.

[Conan O'Brien]

Well, mini ones, you've. You've got a very big jump on a career at a very early age.

[Rachel Sennett]

I don't know. I think a lot of people in my. My age and younger feel like there have been a lot of, like, setbacks. Like, it's like, like, basically like, Shiva Baby was so supposed to premiere at south by, and then it was canceled because of COVID And then I was like, oh, my God, my career is over because of COVID Like, when is this gonna end? Whatever. Then we get back into the industry, we get to make bottoms. Bottoms comes out during the strike. And, like, there's. There's. I think, like.

[Conan O'Brien]

And you couldn't promote it during the strike.

[Rachel Sennett]

Couldn't promote it during the strike.

[Conan O'Brien]

Yeah, I remember that. I remember that.

[Rachel Sennett]

But the girls on TikTok did it for us. Literally. Literally. Shout out. Because I was like, they took the movie and ran with it.

[Conan O'Brien]

That's great.

[Rachel Sennett]

And that was amazing. But I think I felt sort of a similar thing to you, which is like, basically, like, I think you get. The early twenties were really chaotic. I was like, I don't know what I'm doing. By the mid-20s, I was like, not the Simpsons, but you have your stuff where you feel like, okay, I've got my thing. I know what I'm doing. And then just all of a sudden, something feels wrong and you're like, I don't know what it is. And you sort of, like, sit in something feeling wrong for like, two years or a year, whether it be a relationship or being like, I'm not quite doing, like, I'm doing what I want to be doing, but I'm not doing it all the way or I need whatever. And, like, you have to make that leap. Like, I don't know if when you said, I'm not doing an overall deal at the Simpsons, your agent said, you're a fucking idiot.

[Conan O'Brien]

He did say that.

[Rachel Sennett]

Okay, awesome. And it's like, because you're like, I don't have the next job. I don't know what it is. I feel something. I. For me, like, I think it was, like, the jump of fully stepping into a creative role on my own is really scary. I think I've always felt insecure in myself as, like, a writer on my own. I just. In general, I feel like I'm, like. I feel like I'm a good pep talker, cheerleader. I get to do lists. Done. But I never really thought I'm that talented. In general, I think I'm just more of a hard worker than I am talented.

[Conan O'Brien]

But, you know, that that's how everybody feels.

[Rachel Sennett]

I think being hardworking is a good part of it.

[Conan O'Brien]

No, but that's how I would have. I mean, everybody has that.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

I don't. I don't. That's just so common.

[Rachel Sennett]

Yeah.

[Conan O'Brien]

That, you know, I. I always thought that, well, I get by because I.

[Rachel Sennett]

Work, because I do.

[Conan O'Brien]

I can outwork anybody, and I do my homework.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

And then it was a long time. And. And look, all these years later, I still have those days. Yeah, we all have that. When you show me someone who is an artist of any kind of. And they have no insecurity, and they have no doubt and they have no fear, I think I have no interest in seeing their art. None. I just have None.

[Rachel Sennett]

But it's scary. And it's like, there's a difference between being in someone else's thing and being a part of it and knowing, like, well, if it doesn't go well, I can say, hey, I'm just the actor. Or, like, I just did. I didn't. You know what I mean? Like, I had no control to step into a role where you're like, oh, if people hate this, they hate me. Like, not actually, but kind of like, I'm like, I. There's no. I'm like, it's like, my name. My name. I'm like, it's me. I'm naked in it. I wrote it. I'm like. It's very vulnerable. And so I, like. While I was in the process of waiting to see if the show got picked up, I had, like, done the pilot. I was waiting to see if the show got picked up.

[Conan O'Brien]

This is hbo. You're waiting to hear from hbo.

[Rachel Sennett]

It's from hbo. And I am, like, having to say no to other things. And it's really scary because I'm like, I don't know if the show is happening. I don't know if I'm good enough. I go through a breakup. I get arrested in the Cayman Islands. It's that Was my.

[Conan O'Brien]

Wait a minute. Wait a minute.

[Rachel Sennett]

And this all happened in one month.

[Conan O'Brien]

What happened in the Cayman Islands?

[Rachel Sennett]

I brought. This is on me, but I brought a CBD joint in my bag. I didn't even do it on purpose. It was like I had, like. Like, a leftover CBD joint that I bought in a grocery store in, like, the back of my purse. And then they really search your bag. Like, they search your bag. She's, like, taking out my vibrator. I'm like, girl, put that away in the middle of the airport. Like, they search your bag. And she was like, do you have any drugs on you? And I was like, I do not have drugs on me. So then, like, I was like, like, why would I have drugs? But then I didn't know CBD was also illegal. So then she finds a cbd. So then I got in trouble for lying about the drugs.

[Matt Gourley]

The Cayman Islands is the hub of white coll crime, and they bust you for a cbd.

[Rachel Sennett]

And I was at. They took my phone away. Shout the fuck out. Claire, my assistant who's out there, you met her. She thought I was kidnapped. So they take my phone and my passport. I'm in jail for, like, five hours. Nothing. Claire thinks I've been kidnapped because she's calling the hotel. She's like, has anyone seen Rachel? Some people at the hotel had seen me getting into an unmarked white van. So then Claire. Which is how they take people to jail there.

[Conan O'Brien]

What?

[Sonam Obsessani]

What the fuck?

[Rachel Sennett]

And so then Claire's like, she's been kidnapped. So then Claire's, like, calling the embassy, literally.

[Conan O'Brien]

This is a good assistant. Because Sona in the same situation, if they said, we've heard reports that Conan's gone. He's not at his hotel. He's been taken in a white van, you'd be like, all right, well, let me know.

[Rachel Sennett]

Hit the clubs.

[Conan O'Brien]

I'm hitting the clubs.

[Sonam Obsessani]

I'll be like, is the joint okay?

[Conan O'Brien]

And tell me more about this joint away.

[Rachel Sennett]

Can they mail it back?

[Conan O'Brien]

Can.

[Sonam Obsessani]

They should send that back to us.

[Conan O'Brien]

I might need to. Look at that.

[Rachel Sennett]

Look at that. Keep him.

[Sonam Obsessani]

Give me the joy.

[Conan O'Brien]

Were you scared or were you pretty confident?

[Rachel Sennett]

I was. I was. I was scared. I think I was also just having a breakdown in my life where I was literally like, I don't have a show. I just. I just turned down these other, like, jobs. I am, like, in the middle of a breakup with my boyfriend, and now I'm in jail. I was like, wait a second. I was just like. I got really freaked out where I Was like, I was crying in there. And then I started telling the girl about my breakup and. And it was just all. Anyways, Claire called my lawyers, and they knew a lawyer on the Cayman Islands who came and got me out of jail. So it was all fine. I just had to apologize on camera and get a mugshot. And I do have a record there. It's okay.

[Conan O'Brien]

I love it. I mean, I know I wanted. It's badass.

[Rachel Sennett]

It's badass. I wanted the picture so bad. I was like, please send me the mugshot. They did let me put on makeup for the mug shot, which was, I thought, really sweet. I was like, I've been traveling. I'm sweating. She was like, you can go into your bag for mascara. But that was all, like, in one month. And then I got back from the Cayman Islands and the show got picked up.

[Conan O'Brien]

That's great.

[Rachel Sennett]

And then it was my birthday, my 29th birthday. So mine maybe came a little earlier than yours. But now I just had my 30th birthday right before the show comes out. So it's very, like. It feels like. I don't know, it feels like a very, like, mystical time where everything is, like, shifting and whatever. But I felt so out of control that whole time. And I was like, I don't know why. I just feel like I have to trust. But it's that same thing where it's like, you don't know.

[Conan O'Brien]

Well, here's what I'll tell you. I am very confident that people are gonna love your show. I am. And. Cause I know youth culture. I know. No, no I, I or Dick Van Dyke references. It's really well done. Your show is really well done. I am confident that people are gonna really like this show. Cause I was binge watching it and really impressed. And I think you're very impressive. I thought so when we got to talk and I met you. And I'm a huge fan. And I'm just excited to do. To see all the things you're gonna do. I really am. So just. We're gonna wrap it up as I wanna let you go and make more cool things. But I'm a cheerleader. I'm an old, doddering cheerleader inside.

[Sonam Obsessani]

I love it.

[Conan O'Brien]

And I'm really happy for you.

[Rachel Sennett]

I'm. That really means a lot. And especially you watching all in a row means a lot to me because I know you've seen. I'm like, you thinking it's funny means a lot because you're the funniest, so.

[Conan O'Brien]

Oh, that's sweet. Thank you.

[Rachel Sennett]

I thought I'd bring in Sincere at the end.

[Conan O'Brien]

All right.

[Rachel Sennett]

Thank you so much for having me.

[Conan O'Brien]

This was amazing.

[Rachel Sennett]

This was so fun.

[Conan O'Brien]

Thank you so much for doing it. This was great. This was great. And you came in and hugged everybody and I've never touched these people. I haven't met you till today. It's nice to see you. We'll talk. You know me, I love to travel. Travel the world. I do it, you know, professionally for my travel show. But I also just like to sometimes with my wife go and visit a foreign land and try their different cuisines. Yeah, enjoy the world. Travel is just better. With D Mobile, you will not believe what members get on their best plans. They get amazing travel benefits like free in flight Wi fi. I use my wi fi a lot when I'm on a plane.

[Sonam Obsessani]

Me too.

[Conan O'Brien]

And that free in flight Wi fi sounds good to me. A free year of AAA data and texting in over 215 countries and so many more. I don't have time to mention it. I just don't have the time.

[Sonam Obsessani]

I didn't even know there were 215 countries.

[Conan O'Brien]

Oh, that's just. Well, it's not sad. It's not even surprising. Anyway, all this just means it doesn't cost 50 bucks to tell your producer that you're lost somewhere in, I don't know, Madagascar, the Maldives, Mesopotamia, Miami. T Mobile's benefits and perks take the stress out of travel. Let them save you from the boredom of long flights. Plus you can save with all the freebies and discounts. Check it out@t mobile.com travel travel the best B2B marketing gets wasted on the wrong people. Man, this tears me up. So when you want to reach the right professionals, use LinkedIn ads. LinkedIn has grown to a network of over 1 billion professionals, including 130 million decision makers. Hmm, I wonder if I'm one of those. That's why LinkedIn has the biggest B2B ROAs of all online ad networks. Spend $250 on your first campaign on LinkedIn ads and get a free $250 credit for the next one. Pretty good deal. Just go to LinkedIn.comconan that's LinkedIn.comconan Terms and conditions apply. Hey Sona, quick question. You were talking about something that intrigued me when I entered the broom. And then you quickly changed the topic. I got the sense that you are babysitting even though you have twin 4 year old boys who take up a lot of your time. Why are you taking on a babysitting gig. What's going on?

[Sonam Obsessani]

My friend has a baby who's about nine months old, almost nine months old. And they just need somebody for just a couple hours every day.

[Conan O'Brien]

What are you doing this for?

[Sonam Obsessani]

For funsies. Can I tell you something?

[Conan O'Brien]

No. You don't get to talk on this podcast.

[Sonam Obsessani]

Okay. All right.

[Conan O'Brien]

This is a podcast where you ask me questions. White men blov. You be quiet.

[Matt Gourley]

I'll handle this.

[Conan O'Brien]

Yeah, yeah. You take over. Thank you. I'm going to pass the ball over to the other white guy.

[Matt Gourley]

Star Wars.

[Conan O'Brien]

Here's what I don't understand. I don't understand. You have twin boys.

[Rachel Sennett]

Yes, I do.

[Conan O'Brien]

And Mikey and Charlie. And they are a handful.

[Sonam Obsessani]

Sure.

[Conan O'Brien]

Are they?

[Sonam Obsessani]

Excuse me, did you say hand fill? Yeah, handful.

[Conan O'Brien]

No hand fill. I changed it.

[Matt Gourley]

It's when you. Never mind.

[Sonam Obsessani]

What were you gonna say?

[Rachel Sennett]

Handful.

[Conan O'Brien]

What are you doing? What are you doing?

[Sonam Obsessani]

What are you doing?

[Conan O'Brien]

What's your fucking problem? What are you talking about? What are you talking about?

[Sonam Obsessani]

What are you talking about?

[Conan O'Brien]

Were you gonna say something really inappropriate?

[Sonam Obsessani]

Yeah.

[Rachel Sennett]

No. It's all coming out.

[Sonam Obsessani]

It's all coming out.

[Conan O'Brien]

Is it Robocop sentence?

[Matt Gourley]

I mean, I'm editing it out.

[Conan O'Brien]

No, you're not gonna edit. Oh, oh, so if I make a mistake, it stays in? Yes. And if you become.

[Rachel Sennett]

Yes.

[Conan O'Brien]

That's the only thing I have in my life is that. That I don't know what he's talking about. But I'm saying I misspoke slightly and said hand fill instead of handful.

[Sonam Obsessani]

Yeah, we, we both made fun of you. It was fun. We had a good time.

[Conan O'Brien]

It's funny that Conan's bleeding into his brain.

[Sonam Obsessani]

Come on.

[Conan O'Brien]

So as he ages, he's falling apart. Haha. But that's not what we're going to talk about. You have twin boys who are very young. How old are they? Three.

[Sonam Obsessani]

They're four.

[Conan O'Brien]

Four? Still, that's very young.

[Sonam Obsessani]

Yeah, they are.

[Conan O'Brien]

And then you took on. You were like, hey, throw that nine month old my way.

[Sonam Obsessani]

Well, so here's the thing. My kids go to school and then, you know, I'm working on my second book, but that's really all I've got going on.

[Conan O'Brien]

Are you doing this just to get more material? And then chapter 15, I got a nine month old.

[Sonam Obsessani]

I, I have to say, I had twins and it, we were really in it. And now I'm watching one baby and it's not that hard.

[Rachel Sennett]

Like babies, they eat and they like.

[Sonam Obsessani]

You go, you go for a walk and then they sleep and then you play and it's Hard.

[Conan O'Brien]

So you're shaming anyone there who's having a hard time with one child? Sonam obsession.

[Sonam Obsessani]

I'm just saying you've had two. One after having twins is more manageable.

[Conan O'Brien]

Okay, so why don't you tell Matt?

[Sonam Obsessani]

Why are you complaining?

[Matt Gourley]

I'm not complaining.

[Sonam Obsessani]

No, I know.

[Matt Gourley]

I agree.

[Sonam Obsessani]

It's fun. It's so much fun to watch a baby.

[Conan O'Brien]

Are you getting paid?

[Sonam Obsessani]

No, of course not.

[Conan O'Brien]

There might not do anything and not demand your share. Are you paying to do it?

[Sonam Obsessani]

I mean. No, not at. I'm having fun doing it. I like hanging out with this kid. He's a really fun baby. He's really sweet. He has a little bit of separation anxiety, which is tough. And then, you know, we're just. We're just chilling, me and this baby.

[Conan O'Brien]

You have moments. Be honest. When the baby's melting down and you. You're not happy with the gig.

[Sonam Obsessani]

No, I don't. I'm being serious. I don't. I like it. And I. You know what? Maybe I'll be a nanny now. Maybe this is it for me. Maybe I'm going to quit this.

[Conan O'Brien]

Maybe you would leave this job and be a nanny.

[Matt Gourley]

I'm not here.

[Conan O'Brien]

Is this a resignation? You got something she could sign?

[Sonam Obsessani]

I basically babysat you 12 years.

[Conan O'Brien]

You did not. I was a very emotionally mature adult. Wow. Even as I said it, my jaw felt. Started to rot off. I. I agree with you that you did babysit me and I at sometimes. It was incredibly immature. I suppose you have to coddle a gene genius.

[Sonam Obsessani]

Okay. What do you mean? You don't have to coddle, do you?

[Conan O'Brien]

Yes.

[Sonam Obsessani]

Okay. I don't know. You're saying you're a genius.

[Conan O'Brien]

What part of that sentence did you not understand? Do I stutter? Oh, my God. Whatever.

[Sonam Obsessani]

Handful. Excuse me?

[Conan O'Brien]

Yes.

[Sonam Obsessani]

Handful.

[Conan O'Brien]

That's a genius way of saying handful. I don't like to say the things that everyone says. I like to invent new ways of communicating. I think you're real hand filled. You filled my hand with your prop problems. It's mine Is. It just cuts through, I guess. Joyce used a lot of language that people didn't understand. Okay, yeah, I meant Joyce Cole Haywick. She was a broadcaster in Boston.

[Sonam Obsessani]

Do you know who he's talking about?

[Conan O'Brien]

You laughed really hard.

[Matt Gourley]

I'm twisting because he was talking about James Joyce and then he twisted it.

[Conan O'Brien]

Hey, you really enjoy my humor.

[Sonam Obsessani]

I thought you knew who James Joyce.

[Matt Gourley]

No, I don't enjoy your humor.

[Conan O'Brien]

By the way, if you grew up in the Boston area, shout out to Joyce Kohlhewywick.

[Sonam Obsessani]

Shout out.

[Conan O'Brien]

Shout out to Joyce Col Haywick. Shoot the noob. Shoot the noob with Joyce Kohlhewywick. She was a big star when I was growing up in Boston.

[Sonam Obsessani]

In local news. Yeah.

[Matt Gourley]

Oh, I had no idea who she was.

[Conan O'Brien]

Oh, okay, okay, okay. We just lost all of everyone.

[Sonam Obsessani]

You took us down a comedy cul de sac.

[Conan O'Brien]

Nope, I'm checking right now. And our.

[Matt Gourley]

You took us down a comedy handfill.

[Conan O'Brien]

Whoa, look at this. Our numbers in Roxbury, Massachusetts have just gone through the roof.

[Sonam Obsessani]

This doesn't go out live.

[Conan O'Brien]

I just want to say that I'm very happy that you're looking after this nine month old.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

And it sounds like a win, win for you. So much fun for you. A win, win, win for you, the mom and the baby.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

You know. Cause you're a wonderful person. I don't want to. Why can't you ever just accept when I'm nice to you?

[Matt Gourley]

Call is bluff. Call is bluff.

[Sonam Obsessani]

I. I've worked for you for so long. You've never just been purely sincere.

[Conan O'Brien]

You never. I have been sincere before. Haven't you heard it, Eduardo?

[Eduardo Perez]

I've seen it.

[Sonam Obsessani]

Cause you're always nice to Eduardo.

[Eduardo Perez]

I've seen him be sincere to you.

[Conan O'Brien]

Yes. Thank you, Eduardo. Thank you. When I've told you I've never seen it. Well, we always. We always cut it out.

[Matt Gourley]

He calls me later and he insists.

[Conan O'Brien]

That I cut it out. Check it out.

[Sonam Obsessani]

Yeah, I'm just saying, sometimes when you say something nice, I hold my breath and I wait for what's next. You shouldn't wait because there's always a joke after.

[Matt Gourley]

Let's do it. Will you say that nice thing again and see if you can just let him sit in it?

[Conan O'Brien]

Okay. Go ahead. I think that you'd be a great nanny, and I think that's a lucky nine month old and a lucky mom that's tricked you into working for free.

[Sonam Obsessani]

I know your face.

[Conan O'Brien]

Oh, yo, you know my face?

[Sonam Obsessani]

Yeah, I know your face. You're not doing. No, that's not.

[Conan O'Brien]

Oh, I'm not doing anything.

[Sonam Obsessani]

That's the worst.

[Conan O'Brien]

No, I'm being sincere.

[Sonam Obsessani]

That's the worst.

[Conan O'Brien]

Where's our. Where's my camera? Right here.

[Sonam Obsessani]

I know when you're being sincere, your face is hot.

[Conan O'Brien]

You mean a great deal to me. I really respect you. You've been a great friend and I trust you. I trust you more than I trust anyone. Anyone.

[Sonam Obsessani]

Awful.

[Conan O'Brien]

Who do you look like? I look like someone who just drank sour milk.

[Sonam Obsessani]

Yeah.

[Conan O'Brien]

I look like an emoji that just drank sour milk. God bless you, Sona.

[Sonam Obsessani]

Yeah, I'm having fun.

[Conan O'Brien]

Yeah. And I think it's a great idea for you to leave this very lucrative gig and go nanny for free. Yeah.

[Matt Gourley]

Conan o' Brien Needs a Friend With Conan o' Brien, Sonam of Session and Matt Gourley Produced by me, Matt Gourley Executive Producer 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 Batista and Brittany. 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 [e-mail] Conan and if you haven't already, please subscribe to Conan O' Brien needs a Friend Wherever fine podcast podcasts are downloaded.

[Conan O'Brien]

Hey, this is Jeff Lewis from Radio Andy live and uncensored. Catch me talking with my friends about my latest obsessions, relationship issues and bodily ailments. With that kind of drama that seems to follow me, you never know what's going to happen.

[Sonam Obsessani]

You can listen to Jeff Lewis Live at home or anywhere you are downloading. Download the SiriusXM app for over 425 channels of ad, free music, sports, entertainment and more. Subscribe now and get 3 months free offer details. Apply.

[Rachel Sennett]

Clorox Toilet Wand it's all in One Clorox Toilet Wand it's all in one.

[Sonam Obsessani]

Hey, what does all in one mean?

[Conan O'Brien]

The Caddy, the wand, the preloaded pad.

[Rachel Sennett]

There's a cleaner in there inside the bag.

[Sonam Obsessani]

So Clorox Toilet Wand is all I need to clean a toilet?

[Conan O'Brien]

You don't need a bottle of solution to get into this toilet revolution. Clorox Clean feels good.

[Sonam Obsessani]

Use as directed.