
Comedian Chris Fleming feels in the constant threat of physical danger about being Conan O’Brien’s friend. Chris sits down with Conan to discuss the 2022 Crandelier, injuring himself doing Irish step dance, and how he handles an audience that refuses to come along for the ride. Later, Conan drags Aaron Bleyaert into tribunal over his aggressive sparkling seltzer consumption. 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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Matt Gourley
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Conan O'Brien
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Chris Fleming
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Conan O'Brien
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Chris Fleming
Hi, my name is Chris Fleming and I feel in the constant threat of physical danger being Conan o' Brien's face.
Conan O'Brien
And you should. And you should. Chris Fleming. Fall is here.
Eduardo Perez
Hear the yell Back to school Ring.
Conan O'Brien
The bell Brand new shoes Walking blues Climb the fence Books and pens I can tell that we are gonna be.
Chris Fleming
Friends.
Conan O'Brien
I can tell that we are gonna be friends. Hey there. Welcome to Conan o'. Brien. Needs a friend. Joined by my squad. Sonam Afsesian, Matt Gourley. How you guys doing?
Chris Fleming
Hi.
Matt Gourley
I'm good.
Conan O'Brien
We're good. As you know, I am confounded by the world around me. Yeah, so much has changed so rapidly and I, like a lot of people, find myself sometimes going down an Instagram hole. Really? And I think a lot of people do that. But I found sometimes that, oh my God, I just lost 20 minutes of my life. And I have very specific interests. I mean I'm a Beatles fanatic, but I also love guitar. I love, there are these different vintage Batman clips from the 60s. So Instagram is starting to know me and they're firing these different ads at me and a lot of them are for, oh, here's a cool little mini guitar neck that you can take on an airplane flight so you can practice chord shapes and it connects to your phone. And the magic is all these ads that I get sucked into are very tempting cause everything's about like $48 or you know, it's all an amount where you think, oh, that's harmless. It's a water pick that can go in your back pocket that, you know, cleans your teeth. And it's takes an AA battery. Everything takes like a AA battery. So I. I don't know. They're starting to figure out who I am. Instagram. I say they, but Instagram, the. The algorithm is figuring out who I am. And so this is very disturbing. Lately I started getting bombarded with these ads for something that converts any bottle in your car into something that you can urinate into. And it. And so if you'. If you're driving and you're stuck in LA traffic, as one can be, you can snap this thing onto the mouth of an empty bottle and it fits snugly over your equipment. And yeah, there's also a vibrate mode. Hello. Hello? No, no, it's just for urinating into a bottle. And I don't have that problem anything. But I keep getting this ad and I'm thinking, what about me? Screams I. I need to urinate into a bottle in my.
Eduardo Perez
It would have to be what you're watching on Instagram.
Conan O'Brien
I know, but I mean, you're watching piss content. I'm not. I swear to God I'm not. I don't know why this is coming after me and everything else that I get. A lot of it's guitar stuff and a lot of it's. They know I like kind of gadgety things. Your phone also listens to you. So maybe if you just said once, I really have to use the bathroom.
Eduardo Perez
Or I'm really into peeing in the bottles.
Conan O'Brien
Yeah.
Matt Gourley
Or maybe. Who's the guy in the Aviator again that Leonardo DiCaprio played?
Conan O'Brien
Howard Hughes.
Matt Gourley
Howard Hughes, Remember Hughes?
Conan O'Brien
He saved his urine.
Matt Gourley
He just saved his urine. Maybe you come off as the urine saving guy.
Conan O'Brien
Maybe you're possible.
Matt Gourley
No.
Conan O'Brien
And I'm open to. I'm not defensive on this topic at all. I didn't know if it was an ageist thing because I'm not the youngest one in the room right now. And I didn't know if it's that, but doesn't. Did you say but? I don't recall. I'm not the kind of person. Eduardo, that's a fair point that your phone is listening to you, but I don't think I've ever said, God, I love bottle urinating, you know, and I don't. I'm not someone who perpetually complains about I've got to urinate a lot because I don't think I do. So what is it about me? What triggered this?
Matt Gourley
Maybe it's the music you always look at.
Conan O'Brien
Like, my favorite band is pee Pee party. It's true. Pee party.
Matt Gourley
Like guitars. Maybe they think you're a musician who's on the road a lot, and then a lot of people who are on the road a lot pee in bottles. I mean, tack used to tell me a lot of his bandmates used to pee in bottles. Oh, God, they're going to be so mad I said that.
Eduardo Perez
The worst part is that we're all going to get this algorithm now.
Conan O'Brien
We're all going to get bottle pissed. My phone right now. I just heard my phone. My phone. My phone is sitting on the desk and I just heard it go, h. Got it. I was like, what was that, phone?
Chris Fleming
Nothing.
Conan O'Brien
Proceeded. Proceed.
Chris Fleming
Pee pee, man.
Conan O'Brien
Hey, phone. I don't want you listening to me.
Chris Fleming
No problem. Better make up with your wife.
Conan O'Brien
For what?
Chris Fleming
This morning you seemed kind of testy.
Conan O'Brien
Hey, phone. See you in the Steele dossier. Yeah, yeah, I love my phone. Just listening and making little kind of like Iago in othello comments like, oh.
Chris Fleming
Well, ooh, that's a juicy one.
Conan O'Brien
What's that, phone?
Chris Fleming
Nothing. Why don't you get back to your podcasting, Mr. Wee Wee?
Conan O'Brien
Jesus. IPhone. Take it easy.
Chris Fleming
Maybe I'm not an iPhone. We don't want to alienate other carriers and manufacturers.
Conan O'Brien
Oh, my God, you're right. You're right. Thank you. Nondescript phone.
Matt Gourley
I love that even your phone cares about our sponsors.
Conan O'Brien
I know. Stupid.
Chris Fleming
Tanisha's going to be furious. Tanisha's working with another phone company right now.
Conan O'Brien
Okay, okay, phone. Just take it easy.
Chris Fleming
By the way, you should get that cough looked after.
Conan O'Brien
What?
Matt Gourley
Oh, my God. So stupid.
Conan O'Brien
All right, you screwballs, settle down. It's the 1940s. See? Hey, my guest today is a hilarious comedian who's currently on tour, and tickets are available@chris flemingflemming.com. what can I say? I love this gentleman. Thrilled he's here today. Chris Fleming, welcome. I have some things to say about this man and vice versa. First of all, hey, this is my.
Chris Fleming
Podcast, which means I speak and you say nothing.
Conan O'Brien
Now, let's start the interview. Every time. I've been a fan of this guy a long time, and there's something about you. You are catnip to me. Whenever I see this guy, I immediately walk up, grab you by the arm.
Chris Fleming
You walk up.
Conan O'Brien
What do I do?
Chris Fleming
Well, his prey drive kicks in. Yeah.
Conan O'Brien
Yeah.
Chris Fleming
If I don't see him first, I get warned that flanny from Largo at a party, he said, chris, I think Conan spotted you. You better get out of here.
Conan O'Brien
You better get out of here and make it quick.
Chris Fleming
And he may look like my paternal grandma, but he's strong, especially when he's got a little white wine in him.
Conan O'Brien
It fortifies him.
Chris Fleming
And outside of when he's got no stage makeup on, he's featureless, so you can't even see. See him coming. It's like a land formation that looks like a human being. And then all of a sudden, he's coming at me.
Conan O'Brien
Now people are going to think this is a bit.
Chris Fleming
It's not.
Conan O'Brien
It is true that anytime it started, I believe I invited you to my Christmas party.
Chris Fleming
And as a bit. Because everyone is way more famous than me there. It's like Tom Hanks. You have, like, Halliburton executives there.
Conan O'Brien
Yeah. Whoa. I'm big with Halliburton people. And to make people from the defense. The landmine people are there. The people that manufacture them, not the people that are trying to stop them.
Chris Fleming
One of the Castros there, I think.
Conan O'Brien
Well, we used to have both Castros till Fidel died.
Chris Fleming
But, you know, to make me feel comfortable, because I was. And, like, it's also like a bunch of realtors, I think, there to make me feel comfortable.
Conan O'Brien
Yeah.
Chris Fleming
Conan will be like, I just invited you to be kind. I don't actually want you here. And then he'll grab me by the waist and drag me down his long hallway and throw me out the door.
Conan O'Brien
I always. Physically. Because I have a thing with you where I think you're one of my brothers. The brother I should have had.
Chris Fleming
Yeah, that's.
Conan O'Brien
You're right.
Chris Fleming
Neil instead of Neil.
Conan O'Brien
I should have. I should have. I feel like I have that relationship with you, and I have no right to think that, but I have no problem laying hands on you, dragging you out of my house and throwing you out of the house. And then you, of course, scuttle back in. Yeah.
Chris Fleming
And you do it also not just so in the house. Everyone's like, ha, ha. Conan's doing his bits, but he does it in public. So he did it in Texas.
Yes.
Conan O'Brien
We were. We were in Austin. Yeah, we were in Austin, and there was a Four Seasons Hotel. And I'm standing up in front, and all of a sudden, this big. It was. What's the big festival they have there?
Chris Fleming
South by Southwest.
Conan O'Brien
South by Southwest. I was doing something there. And then I get back to the hotel, and I'm waiting to go to the airport or something. And this car pulls up and you're the chauffeur in this story.
Chris Fleming
No, no, I was under it like Cape Fear in a tankini. And he sees me and he just starts.
Conan O'Brien
The door opens and Chris Fleming steps out. And I'm there at a hotel and there's tons of people around. The minute he. I don't even know he's gonna be there, he steps out and I instantly grabbed you.
Chris Fleming
I just say, oh, no. And I don't even say hi.
Conan O'Brien
I grabbed him and started to drag him down the long driveway of the Four Seasons Hotel in Austin while yelling.
Chris Fleming
Security, get him out of here. And security in Austin, they're not improv trained. They didn't go through the ground range. So they're kind of coming up. Cause I look like might be an issue to you.
Conan O'Brien
Yeah, of course.
Chris Fleming
I look like a super fan in Omaha or something.
Conan O'Brien
Yeah.
Chris Fleming
Who wants. Who really thinks we're connected?
Conan O'Brien
Yeah. Hey, take it easy. I'm sensing more anger than excitement there and then.
Chris Fleming
Yeah. And then that happens at parties. And then the thing is, at parties, I'm genuinely running from you and you're coming at me.
Conan O'Brien
You really. At Sarah Silverman's, you saw me and you took off, and I took off after you.
Chris Fleming
I had to put my drinks down.
Conan O'Brien
Yes, he had two drinks. He had to put them down. And today you walked into the podcast with a tea and whatever that is again, I'm always double forced guava berry extract. And you put them both. I said put him down. Put him down. Because I'm a kind attacker. I let him put his drinks down.
Chris Fleming
Then he started crawling.
Conan O'Brien
You started crawling?
Chris Fleming
Yeah, because you're so high up. It's. It's like. It's what you're supposed to do when the birds come for you.
Conan O'Brien
Right.
Chris Fleming
Or a nuclear bomb when they come from the sky.
Conan O'Brien
Yeah. Duck and cover. Duck and cover.
Chris Fleming
And what did you tell me at that party as I'm running by like Olivia Wilde being like, excuse me, I don't remember.
Conan O'Brien
What did I.
Chris Fleming
You said, I want to make a, like a pillow, a life size pillow out of you so I can thrash it around in the yard.
Matt Gourley
What do you do? What's wrong with you?
Conan O'Brien
I want a full life size Chris Fleming pillow. And I would just attack it like a. Like a rottweiler and be like. Stuffing would be flying out of it. Because stuffing flies out of him when you shake him. Oh, yeah.
Chris Fleming
Out of my nostrils.
Conan O'Brien
I gotta say some nice things really quickly. You'll be uncomfortable. But let's do this.
Chris Fleming
Let's mute my mic.
Conan O'Brien
Okay. Chris Fleming, number of years ago, my young children, who are very good finders of great comedy, they come to me and they say, dad, you have to watch this guy.
Chris Fleming
And I'm like, leave me alone. I'm signing eight by tens to myself.
You're doing a lot of online gambling, too, at this point.
Conan O'Brien
I was online gambling, and that's why I had to sell more 8 by tens, not even 8 by 11, I would say. There's this character named Gale Waters. Waters. You have to see it. And my wife and I start watching them. We become addicted. One of the greatest, most fully realized characters I've seen. Just looking at these YouTube clips, I'm blown away. Then I find out that you're doing a show at Largo. And so I go and I see your show, and I'm. I can't get enough. I'm addicted to this Chris Fleming fool.
Chris Fleming
And when you come to my shows, he always texts me, asking if there's a helipad that he can land on.
Conan O'Brien
I'm always saying that.
Chris Fleming
And he says, I don't want to be conspicuous. And then he's in the audience, rotisserie style.
Conan O'Brien
Yeah. Are you ever worried he's going to.
Eduardo Perez
Rush the stage and try to tackle you?
Conan O'Brien
He puts up.
Chris Fleming
Your wife told me that you are kind of like a bull wanting to get out.
Conan O'Brien
I want to charge the stage.
Chris Fleming
The fact that you're a ham, it does surprise. I don't think I have that as much as you do. When you see a stage, you want to be on it.
Conan O'Brien
I'm enraged. I can see a fantastic production of, you know, like, with the biggest, greatest Broadway stars of, you know, Hamlet. And I'll be in the audience.
Chris Fleming
Why aren't I up there?
Conan O'Brien
Do you know any of Hamlet? No.
Chris Fleming
You want to do Hamlet on Broadway?
Conan O'Brien
Yes.
Chris Fleming
You could be Ophelia wandering around.
Conan O'Brien
Yes, I could. Yeah. Tackling people. Did Ophelia do that? Yeah. Yeah. So anyway, I see your show. Love that. And then I start watching all of your. I know you retired Gale Waters. Waters, but you made this ad that had me crying for a car. Remember that? Oh, oh, oh.
Chris Fleming
The Crandelier.
Conan O'Brien
The Crandelier. 2022 Crandelier, which is a car. And you had terrible animation for it. Yeah. And it was a car that wouldn't exist. Shouldn't exist.
Chris Fleming
I made it out of, like, PVC piping from Home Depot. I spent, like, a day in Home Depot building the Crandelier and the Crandolier.
Conan O'Brien
Is just this terrible car that. No, it's way too big. Right. It's shaped. It's badly shaped.
Chris Fleming
It's, I think, two and a half lanes, and you have to lie face down in it like a seal. And I don't. I forget.
Conan O'Brien
And then I find out that you made this pilot that was looking for a home, and I. Yeah, you did. You sent me the pilot, and I wanted sos.
Chris Fleming
Help me.
Conan O'Brien
Help me. So I watched the pilot, and that in so many places, had me crying specifically for no reason. Your character, when he decides to run, runs backwards for no reason. And there's a callback to it later on where you see, like, a giant moon and you see a silhouette of you running backwards when he's traumatized. When he's traumatized and he runs across the moonscape. And I just thought, why? How is it that he and I don't live on an island together? Yeah.
Chris Fleming
And it will come down, do this foolishness.
Conan O'Brien
Because I'm doing it off the coast of Oregon. I'm doing it for my staff. I'm doing it. I'm doing it to my staff, to my family, and everyone's rolling their eyes and saying, please go away. And there's this other person out there who's doing this absolute foolishness.
Chris Fleming
Your twin flame. And you also tried to save that show and send it to Netflix, and that guy who then tried to get it sent up got fired immediately.
Conan O'Brien
Oh, really?
Chris Fleming
Yeah.
Conan O'Brien
Okay. I like getting people fired. And so I'm a massive fan. And what I will say. And then I go on to see your. You did a standup tour, and I went and saw your standup, and I'm just following this guy around. I can't say enough. Good about your work. And one of the things I want to say before we get really stupid again is I cannot think of another comedian that I've seen who comes up who's so prolific at instantly coming up with amazing references and images. It's. You're like a savant.
Chris Fleming
What about Ornie Adams?
Conan O'Brien
Better. Better.
Chris Fleming
Thank you, Conan. Thank you very much.
Conan O'Brien
Better.
Chris Fleming
You're very sweet.
Conan O'Brien
I can't even say his name now. I'd vomit.
Chris Fleming
You're very sweet to me.
Conan O'Brien
No, you're just. Just. The things that you say are little crystalline gems that come shooting out of your mouth. I'm like, what. How does. How are you able to do that? I. I've always sort of prided myself on being able to come up with things quickly.
Chris Fleming
And then I hear way fast. Oh, my God, the things you must say in your car when you're driving.
Conan O'Brien
Oh, my God.
Chris Fleming
Cruising down the 134 blasting Larry Mantle and Buena Vista Social Club.
Matt Gourley
There he goes.
Conan O'Brien
There he goes.
Chris Fleming
I can't only imagine the things your dashboard has heard, but thank you.
Conan O'Brien
My dashboard is in therapy. Anyway.
Chris Fleming
You know what you're like? You're like the mob. You're like the Boston Mafia when they break your arm and then they. And they give you the cash to pay for it, you know?
Conan O'Brien
Yeah. That's what I always do.
Chris Fleming
Once you thrash me around, then I say. And then you say incredibly sweet things.
Conan O'Brien
But now we're back to the thrashing.
Chris Fleming
You monster.
Conan O'Brien
I. First of all, I think we have some bond that comes from. You're from Stowe, Massachusetts, Correct. I'm from Brookline. And there's a Massachusetts thing. I don't know what it is. Do you have any insight into that?
Chris Fleming
Yeah. Our bond is that we're too wiggly for Massachusetts. And the fact that we. Yeah.
Conan O'Brien
Yes.
Chris Fleming
The fact that we acknowledge our hips.
Conan O'Brien
It's all about planting your feet and letting all that chowder settle.
Chris Fleming
And.
Conan O'Brien
Then. You know what I mean? And then socks. All that. And then you and I are these wiggle worms. People are always comparing me to those socks that.
Chris Fleming
At the car.
Conan O'Brien
At a car sale thing, you know, car lot that are going. And you are, too. You are a wiggling worm. Yeah.
Chris Fleming
That's why, you know, I think Massachusetts. If they could have a time machine, the one thing they would change, they would stop Elvis from shaking his hips.
Conan O'Brien
And wear our Boston Red Sox cap.
Chris Fleming
That's right.
Conan O'Brien
And don't sing so much.
Chris Fleming
That's right.
Conan O'Brien
Just talk about the Red Sox. You.
Chris Fleming
You probably. You probably at least know a little bit about the Boston Red Sox, right?
Conan O'Brien
Yeah, yeah.
Chris Fleming
No, I.
Conan O'Brien
And you know absolutely nothing.
Chris Fleming
No, no, no, no. Like, even growing up, like, the jocks were like this, like, he needs a conservatorship for me.
Conan O'Brien
Those are good jocks that know conservatorship. Yeah. Hey, that guy needs a conservatorship. It should be legally placed codicil in his parents will. Who is this guy? He's an idiot about everything but conservatorships.
Chris Fleming
The Duh. Duh.
Conan O'Brien
Wow, he's really stupid. Conservatorships as set down in Massachusetts state law section. Do you.
Chris Fleming
There's that Harvard education coming out.
Conan O'Brien
It wasn't that I had this before Harvard. They made me stupider. Tell me a little bit about young Chris Fleming. What is it about your origin story that Creates this fellow that's sitting across from me drinking way too many liquids self consciously.
Chris Fleming
Well, I don't like the praise is freaking me out.
Conan O'Brien
Yeah, yeah, okay. We'll get past that.
Chris Fleming
Okay. What I mean, okay. First, growing up with women, that was the big one. That's how this happens.
Conan O'Brien
You had a lot of women in your life and that.
Chris Fleming
I think I was raised, you know, almost in within Massachusetts to have that kind of. I was raised to be more feminine or whatever.
Conan O'Brien
Yeah.
Chris Fleming
And the masculine was kind of. It was, it was do not.
Conan O'Brien
Right.
Chris Fleming
Do not go there.
Conan O'Brien
Right.
Chris Fleming
And so I think that's how we start.
Conan O'Brien
Okay. You start with surrounded by women.
Chris Fleming
Then I get into Michael Flatley.
Conan O'Brien
Okay. Is everyone out there listening? These are rules to be a comedy genius. A lot of women around you and then lots of Michael Flatley.
Chris Fleming
So much so that I. Okay. I had a poster of Michael Flatley up in my. It's like.
Conan O'Brien
Did you really? Is this real?
Chris Fleming
Totally real. Less a poster, more something I printed out from my computer and then put.
Conan O'Brien
It up and more of a mosaic you made over a six year period.
Chris Fleming
Do we know Michael Flatley? Oh, yeah, of course.
Conan O'Brien
The lord of the day.
Eduardo Perez
Do we love Michael Flat?
Chris Fleming
You know he's from Chicago. I didn't know.
Conan O'Brien
No.
Chris Fleming
Yeah. It's like, it's like finding out guys, Italian.
Matt Gourley
Stop.
Conan O'Brien
Yeah, he's Italian.
Chris Fleming
It's so funny.
Conan O'Brien
And he's also.
Chris Fleming
He's not. No, I.
Conan O'Brien
He's also Native American.
Matt Gourley
I thought he was from Ireland.
Chris Fleming
You would think. I did some. Anyway, so he comes out on stage. I. I see river dance live. He comes out within seconds. Exhibits every cluster B personality disorder that, that there is. I mean, this. The way that he's peacocking around, I've never seen anything like it. And I said, yeah, yeah, yeah, yeah, yeah.
Conan O'Brien
So you wanted to be a dancer?
Chris Fleming
Oh, yeah, big time.
Conan O'Brien
So surrounded by women and satio's, you see Michael Flatley and you light up.
Chris Fleming
Light up. I try to do Irish step dance in my bedroom, tear my meniscus. I have to go under six months of physical therapy.
Eduardo Perez
For real?
Chris Fleming
For real.
Conan O'Brien
Did you tell people it was from trying to do an Irish step dance in your bedroom or did you tell them football injury?
Chris Fleming
No, it was incredibly. No. Everyone knew my. Everyone knew I wasn't going near the football field.
Eduardo Perez
Is this a lingering injury or can you dance now?
Chris Fleming
My right is a little. I can still dance. The doctor told me I would never dance again. Which you proved that in massage. They love to give you a grim prognosis. I got diagnosed as red, green, colorblind. Also, I am kindergarten.
Eduardo Perez
Really?
Chris Fleming
Yeah. You know, it's only men that get it.
Eduardo Perez
Yes, I do know that.
Chris Fleming
He told me that I would never go into space. I'm in kindergarten.
Conan O'Brien
Yeah.
Chris Fleming
He's like, you're never.
Conan O'Brien
You'll never go.
Chris Fleming
I can never go into space.
Conan O'Brien
I told you, you'll never go into space.
Chris Fleming
You can't fly planes.
Eduardo Perez
You can't go in the Air Force. Same thing happened to my airplane.
Chris Fleming
You gotta stay terrestrial. I'm. I'm. I'm on land.
Conan O'Brien
Yeah.
Chris Fleming
And space. So it's like, okay. One of three jobs I'm aware of is no longer an option.
Conan O'Brien
Yes. Yes.
Chris Fleming
I'll go be a cowgirl there.
Conan O'Brien
You should have told him. My dream is to be a flying dancer. A pilot who dances while he flies the plane. I'm telling you, that's not gonna happen.
Chris Fleming
Flying dancer is a really sexy name for something, like a soft rock album.
Conan O'Brien
Yeah.
Chris Fleming
Flying dancer.
Conan O'Brien
But okay by Toto.
Chris Fleming
So that I went to what you're describing, actually about me.
Conan O'Brien
I got him. Sometimes I just make little noises. I did this on my wife's. My first date with my wife. We get in the car together, and we're in, like, a cab or something, and I just said, yeah, we're gonna go to 30. You know, whatever. 35th and Broadway. And I went. And Liza didn't know me that well. And she was like, huh? And I went, yeah, you can. This is a good way to go. And then I was.
Chris Fleming
She wasn't laughing.
Conan O'Brien
No. She just said she was looking for the doorbell. Oh, my God. And I thought I. I should present who I really am up front. And I was doing all these muttering bits in the car, which you know all too well. Sona.
Matt Gourley
Yeah.
Conan O'Brien
And she just did the eeriest thing. She just pretended it wasn't happening. And anyway, so I don't know why I threw one of those in there. I don't think I've done that much on the podcast. But you're talking, and I'm like, yeah, I'm too comfortable. Go ahead, keep chomping.
Chris Fleming
No, keep making sounds. Oh, they hate.
Conan O'Brien
What you eating there, buddy?
Chris Fleming
Boba, you want some of this? I got Nikki Glaser into this. It's like whoever got Miles Davis in a heroin. Who was it? I think it was Buble. Michael Buble.
Conan O'Brien
Buble on Boba. On Boba.
Chris Fleming
People are going to be really. People get really sensitive about chewing about sounds like, Michael. Michael Booble is on Boba. Michael Bubles.
Conan O'Brien
Bob you know who's also on it?
Chris Fleming
Boba Fett.
Conan O'Brien
Now we're talking. I saw Nikki Glaser recently do a.
Chris Fleming
Show and I was, he's way off.
Conan O'Brien
And then I said to someone, is.
Chris Fleming
She on Boba now?
You want to hit this, Conan?
Conan O'Brien
You gonna look okay, Another thing, in three days, I'm one year off. Boba.
Chris Fleming
Another thing about this, get it away from me. My friend who's a comic, Jake.
Conan O'Brien
Oh, I know comics, too. He said, my friend, he's a comic. Oh, I feel threatened all the time. He had a story. I'm not just kidding.
Chris Fleming
I'm not just giving the professions of friends for no reason.
Conan O'Brien
My friend is a dancing pilot. He'll never be one.
Chris Fleming
He told me. He was like, I used to be impressed by what you do. And then I. But you have for Boba. And I go, I could do that too, if you had this every day.
Conan O'Brien
So were you chewing on one of the little Bubba Boba bubbles?
Chris Fleming
Yeah, yeah, yeah, I'm chewing on the Boba bubbles.
Conan O'Brien
Sona, you and I share many things in common, but one is that we love mysteries. We love true crime. And frankly, I love me some murder.
Matt Gourley
Yeah, I love any crime, really. I love fraud. I love.
Conan O'Brien
You do love fraud. You love to commit fraud. You've committed fraud on me many times.
Matt Gourley
That's true.
Conan O'Brien
I have to say, when it comes to true crime podcasts, there's one that really delivers. It's called Crime Junkie. And I don't even have to say it's called Crime Junkie. Everyone knows it's Crime Junkie.
Matt Gourley
Yeah.
Conan O'Brien
Every week, the queen of true crime, Ashley Flowers, who I love talking to, by the way.
Matt Gourley
Yeah.
Conan O'Brien
She dives into a new case, some well known, others you've never heard of. And she tells it with the kind of storytelling that makes you feel like you're right there with her. Which is terrifying because she's often talking about things where you don't want to be right there with her.
Matt Gourley
That's true.
Conan O'Brien
Yeah. I feel like I'm with you committing this murder, Ashley. But no, it's really great. There are hundreds of episodes of Crime Junkie already waiting for you. New cases covered every Monday. So listen to Crime Junkie. Wherever you listen to podcasts, your home.
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I love the Lonely island and Seth Meyers podcast. And you will, too, because every week, Seth sits down with fellow SNL alum and comedy music sensations the Lonely island to discuss their wildly popular and groundbreaking series of SNL digital shorts that aired on Saturday Night live beginning in 2005. Now, I was a super fan of those shorts. It made me tune back into snl. And now each week, we get to go on a deep dive to discuss how each short was created because it was such a limited period of time. And does it still even have impact to this day? And the answer is, oftentimes, yes. You know, aided by Seth, the guys will relive their time at snl because they were all there together. Okay. This is a time when, honestly, putting a Internet sketch online was a big deal, and the Lonely island were at the forefront of that. Listen to new episodes of the Seth Meyers and Lonely island podcast every Tuesday on Apple Podcasts, Spotify, YouTube, and anywhere else podcasts are found.
Conan O'Brien
This is fascinating to me. You grow up surrounded by women. Michael Flatley, Torn aclu, and I would.
Chris Fleming
Go to plays like, what? You would. What you're saying is exactly what I felt like as a child, going to musicals and seeing the comic relief. And I go, oh, that leg work I could do. I could get 80% more laughs.
Conan O'Brien
Right.
Chris Fleming
By moving my legs a certain way. And my legs have. I don't know if your body has this. My legs have a different brain on stage. When I'm like, oh, yeah, they kick in. It's like, no, I think. I'm not thinking. And my leg, My leg body, my leg mind is all over the map. Yeah.
Conan O'Brien
So you. When do you get it? What's your first experience with comedy? You're doing improv, you're doing sketches. You're doing standup. What are you doing? What are you doing?
Chris Fleming
Musicals. And then, well, pre. Okay, preschool. It was a silent play. Peter Rabbit. I played Farmer McGregor. And I was super shy, but I wouldn't stop talking. That pesky rabbit we gotta get. I was counting tomatoes. Blah, blah, blah. Okay. Farmer McGregor, do they tell you you.
Conan O'Brien
Don'T really need to talk?
Chris Fleming
Yeah, let's keep it down.
Conan O'Brien
Yeah.
Chris Fleming
So that was the first. That was the first sign of that impulse.
Conan O'Brien
You got the bug.
Chris Fleming
Yeah, I got the bug. And then I started making videos with my friends in high school.
Conan O'Brien
See, this is the thing that I think is miraculous about this New era. People like to bitch and moan about this new world we're in, Social media and all the ills. I think it's been a godsend in a lot of ways for people like you because you didn't have to compromise at all. No. When you started making your videos, you were going for 120%. Chris Fleming, like it or don't. None of my business. Not I'm gonna cajole you into liking me. There was no sense of neediness coming off of it. It was, this is me being funny in the way I like to be funny. And if you're out there and you like this, cool. And I think you've just been. Like I said, you're a really hard worker, you're very prolific, you're wildly creative, and you could just put this out in the purest form yourself. That was not possible.
Chris Fleming
No.
Conan O'Brien
Can you imagine the world if, you know, you came along in the 1960s or 70s?
Chris Fleming
I'd be the Unabomber.
Conan O'Brien
Yeah, you'd be the Unabomber. And you know what? That would have been pretty good, too.
Chris Fleming
Oh, yeah, I would have done it. Cute.
Conan O'Brien
No, you'd have been. I mean, the letters you wrote wouldn't have been all about our sick society. Would have been more like funny bits.
Chris Fleming
I'd be one of those guys that steals tropical fish from a store or something, you know, and then does something. Remember in Maine when that guy there was like, a hermit who would go in and break into. Remember that? Yeah, yeah.
Conan O'Brien
There was a guy who lived in Maine as a hermit. He just decided to. He just parked his car and walked into the woods and then basically walked around and broke into vacation homes on the winter and lived in the woods. I read a book about him recently. Really fascinating. Yeah, there's a book on him. It was great. It was a short read. Really good. And he was in the. And then they finally caught him breaking into a house after 15, 20 years of living.
Eduardo Perez
He was taking people's fish.
Conan O'Brien
He was taking.
Chris Fleming
No, he.
Was he just living there?
Conan O'Brien
No, no, he would. He would stay there, he'd get their food, and then he'd live in the woods and he'd.
Chris Fleming
He live off, like, panko and stuff. Yeah.
Matt Gourley
Oh, okay. I don't see a problem.
Conan O'Brien
I didn't see this.
Chris Fleming
I didn't see victimless crime.
Conan O'Brien
I'm going to say I didn't see this detour coming.
Chris Fleming
Oh, sorry.
Conan O'Brien
And I didn't prepare.
Chris Fleming
I was trying to imagine what would happen if I didn't have access to WI Fi to Upload my stuff. I'm just trying to envision that. What do you think would have happened to me? I would have been boned. Maybe if they rebooted MADtv for, like, daily Motion or something.
Conan O'Brien
I don't think. I don't know. I don't know what would have happened. I think about this for myself. I think about this all the time, which is put me in a world where there is no place to be a total maniac, and I'm a babbling idiot in a field. And my job in Ireland is to place the stones and build a stone wall. And I'm saying, yeah, I'll put up a stone in the stone wall. But first I'm Stonewally McStonerton. Look at me now. Oh, Macaulay McSton.
Chris Fleming
Now I'm his. His evil boss. Oh, yes. His evil boss.
Conan O'Brien
And people just being.
Chris Fleming
I'm his dead wife.
Conan O'Brien
Yeah, I'm his dead wife. She died a year ago. The milk sickness. Oh, I married the milk sickness.
Chris Fleming
Pay me respects. You would act out in a very public way.
Conan O'Brien
I would act out, which is what I used to do.
Chris Fleming
You still do.
Conan O'Brien
I know it's a problem.
Chris Fleming
It's an unscratchable itch that you have.
Conan O'Brien
Right.
Chris Fleming
Which is good.
Conan O'Brien
Why?
Chris Fleming
Because it makes you continue to be fun.
Conan O'Brien
I hope so.
Chris Fleming
Even though you. You would think, See, if I were you, I would imagine I'd be tired.
Conan O'Brien
No, no, it's.
Chris Fleming
You are so energized.
Conan O'Brien
I'm energized.
Chris Fleming
You have so much physical kinetic energy.
Conan O'Brien
But I'm curious. There are two kinds of comedians. The ones that are themselves always. I have that disease. And then there are the ones that are brilliantly funny, but if you talk to them when they're not, they're really sullen. They're like, yeah, okay, well, I better get up. And then they get up there and it's really great. You strike me as more my type.
Chris Fleming
But I'm not as. I'm not as wild as you, I don't think, in my daily life. But I. I don't see a dis. That much of a distinction. I definitely. Part of my on stage stuff is me responding to the stress of being on stage and then using that emotion to then kind of react a certain way and using that energy. So it's. It is heightened. Absolutely right. But I don't see a line between that. You know, come nightfall, I'm not different than I. Than I was during the day.
Conan O'Brien
Are you medicated?
Chris Fleming
No. You would think I probably should be.
Conan O'Brien
This is me Medicated. Oh, wow. And it's like, I don't know. I do feel like they shot me with horse tranquilizer. I'd be like, horse tranquilizer. Right. Hit me again, Doc.
Chris Fleming
And you also with fans are doing full heralds out in the streets.
Conan O'Brien
Full bits.
Chris Fleming
You're doing bits everywhere. Yeah, Yeah.
Conan O'Brien
I had to be stopped. Cause I went with Liza and the kids up to see Liza's in laws and we went to this place that's called like Snoqualmie. And there's a place like Squamish Lake. And I'm like, mm, squamish about Squamish. And I'm talking to people and I'm doing bits for people. And my son just went, please stop. He said it like Lurch on the Addams Family.
Chris Fleming
Your son, who is so composed.
Conan O'Brien
He's so composed.
Chris Fleming
He's so composed.
Conan O'Brien
And who adores you, by the way, thinks you're really. Thinks you're funny.
Chris Fleming
Yeah. Which also makes you mad. Also, I saw. Enrages me, I think also sometimes. Is it. Are you ever doing bits in public where people don't quite recognize? I mean, you're obviously so recognizable, but on this. I saw a video.
Conan O'Brien
It doesn't matter if someone doesn't recognize. I don't care.
Chris Fleming
I don't matter.
Conan O'Brien
They're gonna get. They're gonna get whatever sick thing is in.
Chris Fleming
Saw a video of you at a music festival.
Conan O'Brien
Yeah. Like, yeah, yeah, yeah.
Chris Fleming
You look like Reese Witherspoon in Wild, you know, like you.
Conan O'Brien
Yeah, that was what I was going for.
Chris Fleming
It was incredible.
Matt Gourley
Yeah.
Conan O'Brien
I took my daughter to a music.
Chris Fleming
Festival and I think you had trench foot in there.
Conan O'Brien
Yeah, I did. It was a big field and I'm.
Eduardo Perez
You look good.
Conan O'Brien
Oh, thank you.
Chris Fleming
What is that? Like when you're there, when you're at the music festival.
Conan O'Brien
I mostly am stunned by how much older I am than everybody. It's stunning. It is absolutely stunning. Because everyone there is 20, 21, 22. And then there is me, who towering who voted for Eisenhower in an election. And I. I'm just. Nothing will make you feel older as a dad than going to a music festival. And I'm also thinking, like, how come.
Chris Fleming
Known these ladies are wearing pants?
Yes.
Conan O'Brien
Don't they get cold at night? Yes.
Chris Fleming
I've started feeling.
Conan O'Brien
Put on some pants.
Chris Fleming
Yeah, yeah, yeah.
Conan O'Brien
I don't know. So I never see you being that way. I think you're always gonna be.
Chris Fleming
When a young person doesn't have their midriff out, they're Republican.
Conan O'Brien
Right.
Chris Fleming
That's what it's.
Conan O'Brien
So here's my question. So are you more wood sprite? Are you elf? Are you a phantasm? What are you? Are you a creature made of leaves?
Chris Fleming
I mean, what are you in this boucle? I'm all of the above in the boucle.
Conan O'Brien
I have a question for the room. Has any guest moved the chair around more than Chris Fleming? You have.
Eduardo Perez
No, not since you.
Conan O'Brien
I move it a lot.
Eduardo Perez
Yeah, I think you do.
Chris Fleming
You know, in heat, you know, it.
Conan O'Brien
Didn'T move at all.
Chris Fleming
Pacino.
Okay, but you know when Pacino and De Niro are talking and he. In the diner.
Yeah.
And De Niro's moving a little bit in case Pacino takes out the cuffs.
Conan O'Brien
Yep.
Chris Fleming
That's what I'm doing. Because I know you're coming for me.
Here's my situation. I'm on the downside of a marriage.
Yeah.
Conan O'Brien
That's the.
Chris Fleming
What's the normal life to you? Barbecues and ball games. Yeah, I watch that on loop.
That works both ways. If I see you coming, maybe I gotta put you down.
And there's another flip side to that coin. Yeah, if you see me see you coming, I'm gonna put me down.
But if I see you coming towards me, if I see you and you're headed towards me about to put yourself down, I may have to come over to where you are and put myself down. So I'm down before you, and there's.
Another side of that lake.
Wait, we're on a lake now?
Okay, if I see you seeing me thinking about putting yourself down, I'm gonna draft up my own suicide pact that I'm gonna have you sign so that I. I can put you down.
Why you breaking. Why you laughing? This is a serious matter. Let me tell you. There's a flip flop side to this flip flop. Okay, we're gonna look at the other side of the onion. Now we're inside the volcano looking out.
Okay.
If I see you headed my way and you're gonna put yourself down on the other side of the lake. Okay, I'm gonna take what you've done. I'm gonna take that note, I'm gonna copy it. I'm gonna put it through chat GPT and submit it to Columbia University.
I'm not sure what chat GPT is, but if I.
Is a flip flop.
Conan O'Brien
Side, I have the same thing. I think we're probably obsessed with the same moments in movies where. Just that.
Chris Fleming
Where Pacino needs notes but isn't getting them.
Conan O'Brien
Yeah, exactly.
Chris Fleming
Come on. It's like, well, if he weren't Pacino, they would say, hey, let's dial that back a little bit.
Conan O'Brien
He has a crazy shout in heat.
Chris Fleming
Oh, I mean, the ass.
Conan O'Brien
The ass.
Chris Fleming
His eyes bug. I guess it was the Fortune.
Conan O'Brien
Can you do it for me? Cause I can't remember the exact.
Chris Fleming
I don't even want to try it. But it's Hank Azaria cowering in fear. And he goes, I don't know why I got caught up with that bitch. And then Pacino whips around and goes, cuz she's got her. And he forgets his line for a second. His, his, his eyelids vanish and he goes, great ass.
Matt Gourley
Yes.
Chris Fleming
You got your head all the way up it.
Conan O'Brien
And.
Chris Fleming
And Hank is just like.
Conan O'Brien
Hank? Yeah. Hank Azaria's head goes back through the chair.
Chris Fleming
And that's how Pacino delivered every line in every movie after that. Yeah, just.
Conan O'Brien
I don't. I will. I'm a. I, I am anything Pacino does. Anything.
Chris Fleming
Same.
Conan O'Brien
I'm with it all the way.
Chris Fleming
Me too.
Conan O'Brien
He is my favorite actor.
Chris Fleming
Me too.
Conan O'Brien
I can't take my eyes off of him. I forgive. I don't even forgive it. I think whatever he does is by definition fantastic.
Chris Fleming
Oh my God.
Conan O'Brien
I'm not gonna.
Chris Fleming
He's snapping his fingers, telling his wife why he's gotta stay on the edge.
Well, I gotta be.
Yeah. Kicking the TV out of his car.
Conan O'Brien
Yeah.
Chris Fleming
Remember the guy who's hooking up with.
Conan O'Brien
His wife and by the way, screen and then listen to this podcast.
Matt Gourley
I know I've never seen it, so I'm not. Spoiler alert.
Conan O'Brien
It's so good.
Chris Fleming
Yeah, it's like the climax of Heat is him kicking a TV out of his car in downtown LA and then blasting the song Ultramarine. Anyway. Yeah, we should watch it together.
Conan O'Brien
Listen, you took us down another road. There've been a few little cul de sacs. You've taken us down.
Chris Fleming
Yeah.
Conan O'Brien
And I won't stand for it. I want to get us back on track here for a little bit. Pacino made another movie. Any given Sunday.
Chris Fleming
See, that's sports related, actually.
Conan O'Brien
You have said. You have said that your concern sometimes is that you're not weird enough. That's a quote of yours. And I'm here to tell you, sir, fear not. Fear not. I'm here. I want you to have me on speed dial. And whenever you have that fear, call me and I will talk to you.
Chris Fleming
You dirty little freak. Yeah, I do. You know what I mean by that when I say, like, it's not.
Conan O'Brien
Yeah. Well, my. Your fear is you might catch your reflection when you're doing something slightly that's hacky or you feel like. This was my first thought. It wasn't my third thought.
Chris Fleming
No, you know, I do. First thought. I do. I'm fully impulsive. I don't. I don't go. I don't. I don't have more than one.
Conan O'Brien
Right.
Chris Fleming
I just kind of boom, boom, boom, boom, boom. But it's like. I think it was starting on standup in such a esoteric little club in Cambridge. Everyone was so freaky that I, as a child, felt I started in high school doing standup. And so I felt kind of inadequate around the weirdos, the true weirdos.
Conan O'Brien
You felt that you were not freaky enough.
Chris Fleming
That's right.
Conan O'Brien
When you were starting out. That blows my mind. I want to meet these other people. I want to meet these other.
Chris Fleming
Oh, yeah.
Conan O'Brien
Tribbles. Just imagine little fuzzy people with one eyeball, single leg that comes out. Boing, oing. You're not weird enough. Chris Fleming.
Chris Fleming
They're building crafts.
Conan O'Brien
Yeah. We must go back to our planet now.
Chris Fleming
It's seaworthy. No, no, they want to go. They're building a ship.
Conan O'Brien
They're building a ship. Very nice. Yeah, yeah, that's. And so you start to do. Here's the. I had this experience when I went to sea your show. Your standup show here in LA at the Wilshire Ebel. At the Wilshire Ebel. Yeah. And I went to see it, and I'm walking in. We park, my wife and my kids are walking towards the theater, and we see all these people who you could just tell are here to see Chris Fleming. And I mean that in the nicest way. They're really creative. Everybody's. Everyone was on the exact same frequency. And we all packed this theater. I'm assuming that you start out in Massachusetts and you have your years in the wilderness, but when you do these shows now and the place is packed with people that are hanging on every word and you can't do anything that's gonna be off putting to them. That's gotta be an incredible.
Chris Fleming
Oh. Oh, yeah. No, it's sensational. It's like. Yeah. To be held like that and almost everywhere. Not Philadelphia is pretty rough on me, but everywhere else is.
Conan O'Brien
They're rough on everyone. They will throw a battery at you if they don't like what you're doing.
Chris Fleming
It's crazy. Philadelphia. But I was just there. But no, it's unbelievable. And there's a part of me that's like. It's Almost like it's enough where we're at right now. I kind of just want to retain this. I'm not really too keen necessarily, even on expansion, because I feel like to be seen like that by people and encouraged, it really makes you feel like it's so effortless. It's so beautiful.
Conan O'Brien
But there's also. There's this flawed concept that you have to keep.
Chris Fleming
Yeah.
Conan O'Brien
Oh, this is a really good restaurant. We have to get to the point where there's. There's 18 in every state across the country, and they have to be everywhere. It has to be a franchise, and you need to keep leveling up. And I think there's nothing better than paying your rent, doing the thing that's exactly what you want to do. And because of the world we live in now, like I say, it's not big tent anymore. So it's not Network 1967 where you need. You'll get canceled if you're only 30 million people are watching your show. Oh, my God, what an embarrassment. You got beaten by Mr. Ed last night. You're out.
Chris Fleming
No one in Rapid City tuned in.
Conan O'Brien
Yeah, exactly. You're done. You're done, kid. And then you're parking cars the next day across the street from Chasen's. That's not the world we're in now. What you need to do is just keep doing what you've been doing.
Chris Fleming
Exactly.
Conan O'Brien
That's it.
Chris Fleming
Exactly. I mean, and it's like there is that, like, American thing in me of, like, expansion or whatever that I don't really feel so much anymore because I have done big rooms that are not my crowds, and to not be seen and not be understood and to not have a curious audience, even though it is massive or whatever, it's a horrifying experience. And so it's really. I'm really, really grateful at just kind of keeping my head down and just keep doing what I'm doing.
Conan O'Brien
What is it like for you if you are in front of a crowd, let's say Philly or some town where.
Chris Fleming
Philly wasn't that bad.
Conan O'Brien
I know you're exaggerating.
Chris Fleming
Yeah, yeah.
Conan O'Brien
They attacked you three times. That's.
Chris Fleming
They did piss me off a bit.
Conan O'Brien
Okay, what do you like when. Yes, I've seen you. When the crowd is right there and everyone's with you, when you're taking your flights of comedic fancy and for some reason they're not going with you, do you try and get them back or do you have a fuck it gene?
Chris Fleming
Yeah, at this point, I'm Like, I don't need to. I'm not gonna try to win anybody over. I would have as a younger person, but I don't feel that anymore. And it gets really it. And I can get a little bitchy. And that can allow you to write jokes that you would not. When you're heightened in an angry way, you can also, your brain can function in a different way. And I. I have found that to be productive in some ways, but it's pretty gruesome. And especially if doing physical stuff, if they're not laughing, I can get locked somewhere. Like, I need the laughs to push. Like, I got stuck in like a half somersault. And because they weren't laughing enough.
Conan O'Brien
Defying gravity is what you're saying. You're just frozen in the air.
Chris Fleming
No, no, on the ground.
Conan O'Brien
Oh, on the ground. Yeah, on the ground.
Chris Fleming
Like in one of these. And I needed the laughs to push me, but they never came.
Conan O'Brien
That's the worst. I always think that's up there with. If you do a bit that involves you running out of the room and no one laughs, the walk back is the saddest thing in comedy. You do a bit where you're like, oh, no. Yeah. Woo. I'm out of here. And you run out of the room. It's silence. And then you can hear your shoes squeaking as you walk back in the room. And it's like that.
Chris Fleming
Oh, yeah.
Conan O'Brien
Anyway, that was good, what you were saying. Just the.
Chris Fleming
It's. Do you mean doing this socially or on tape?
Conan O'Brien
It's all the same, man. Why. Why draw distinctions?
Chris Fleming
Yeah, you got a laugh quota every day and you got to film.
Conan O'Brien
If you commit to something physical and people aren't there with you.
Chris Fleming
Oh, it's rigor mortis.
Conan O'Brien
It's a true horror show.
Chris Fleming
Completely. Completely.
Conan O'Brien
Yeah. That's why. Then the only thing to do is go twice as hard.
Chris Fleming
But no, but see, I can't. I just. I free.
Matt Gourley
So.
Chris Fleming
See, that tells you you're in Fight or flight. You fight, I freeze. So if you're mad, you'll go even you'll go more physical. Because you've done so many tapings for so many audiences, you must have a thing in you that you can tap into to go, I need to work. Not in collaboration with this audience, I guess.
Conan O'Brien
Maybe. I don't know. Yes. I think it's just called. Yeah, Hours in the Cockpit. But you too. I mean, we both have. We're both in the same situation. The thing I love about your work is that it's. You've Never done one thing that I would have thought of. Not one. I look at you and I think I very much feel a kindred spirit with this fellow and all the stuff you're coming from and your point of view and your physicality is very different from me. And so I can just enjoy it as a fan and I'm just waiting to hear what you come up with next. It's just. That is for me, that's darling.
Chris Fleming
That's really darling.
Conan O'Brien
It's true.
Chris Fleming
I know. I believe you. No, thank you.
Conan O'Brien
It's not that true. Set it to fill time.
Matt Gourley
We were so close.
Conan O'Brien
Can I say one thing? Nothing I've said so far in praise has been true.
Matt Gourley
Yeah, Yeah, I know.
Conan O'Brien
It's all been kind of a bit within a bit.
Matt Gourley
Yeah.
Conan O'Brien
Did you notice I was doing this every time I said I really liked your work.
Chris Fleming
I, like, feel. I felt something under the little air quotes. Yeah.
Conan O'Brien
No, I meant everything I just said 100%. That's what's endlessly fun about watching you do your thing is. And you don't make any concessions in the best way. This is the idea you had.
Chris Fleming
Do you think you make concessions? I don't think you make concessions.
Conan O'Brien
I think I did. I think there were times in. Yeah, I think there were times in interviews for all those years when I was doing late night where you had a choice sometimes. What's the funniest thing I could do versus what would a good host do? And I would let good host win because I.
Chris Fleming
Cause you're not a psychopath.
Matt Gourley
Yeah.
Conan O'Brien
Well, let's be careful there. I will say psychopath. I'm a psychopath. Who. Or sociopath. Choose. Or both. Psycho. Sociopath.
Eduardo Perez
You know how to pose as someone?
Chris Fleming
Yes, yes, yes, yes, yes.
Conan O'Brien
That's it. That's it.
Chris Fleming
Yeah.
Conan O'Brien
No, but I do have. If I'm out with somebody in front of a crowd, I do. I don't want them to get hurt. Does that make sense?
Chris Fleming
That's beautiful.
Conan O'Brien
Like, I don't want them to get hurt. So there were plenty of times where you could tell, like, it's your job as a host. Which I took really seriously. To take care of this person. Even if you're deep down a sociopath. You. I felt the need to do that and that would make me. It sounds like a selfless thing. It wasn't. It's selfish. I'm not happy if I'm out there with someone who's really unhappy unless they really deserve it. But if they're unhappy, I can't do my thing. It doesn't work.
Chris Fleming
Yeah. I don't see that as selfish. I mean.
Conan O'Brien
No. I'm being really strict.
Chris Fleming
Yeah. Yeah.
Conan O'Brien
Strictest terms. I get very squeamish when people try and pretend that they're being selfless. When I think. Think. I know. I've really. When people present themselves as selfless, and when you look at it, they're doing it in their own self interest, and so it's not really selfless. I get to preserve your takeover.
Chris Fleming
Yeah, of course.
Conan O'Brien
So I just try to be stringent about that.
Chris Fleming
I feel the same way.
Conan O'Brien
Which means strict. But.
Chris Fleming
But the fact that you can do man on the street stuff, I couldn't do that because I don't even like the idea of, like, I. I like being on stage and just a blank black space. Avoid the idea of, like, potentially. I don't know how you do that. Working with other people. Like randos on the street.
Conan O'Brien
Yeah.
Chris Fleming
And then they must get uncomfortable occasionally, you know, but you probably are really good at this.
Conan O'Brien
They mostly. It's funny, when we do the. All those years of doing the remotes, I always. I think if the other person was really uncomfortable, I don't think we'd end up using them. Yeah, right. Because it now, again, not to be nice, but it probably wouldn't be that good. Now, every now and then, there's someone who. Who deserves every name I get. Yeah.
Chris Fleming
The clause, the talents.
Conan O'Brien
Yeah.
Chris Fleming
What guests do you think have deserved the Conan talent?
Conan O'Brien
Well, that's for a second podcast we do where there's no microphone. We only had the Pope on once.
Chris Fleming
And, boy, was he a prick.
Remember when he texted me after your hot ones the day your hot ones came out?
Conan O'Brien
Oh, yeah, yeah.
Chris Fleming
It was trending everywhere. And then Conan texts me, he goes, watch my hot ones. I fucking killed that shit.
Conan O'Brien
I did. And you know. Cause I went and he did. But you know what I did it for? Well, not to brag.
Chris Fleming
No, of course.
Conan O'Brien
But my thing is I feel that I'm your tutor, I'm your mentor, and I was trying to show you what a real man does. You know, he's bub blowing.
Chris Fleming
And you were.
Eduardo Perez
You doing your conservatorship on it, but.
Conan O'Brien
You know, you would have had a little bite of a wing and then scuttled away and done become a bunch of different characters.
Chris Fleming
Oh, I wouldn't have been able to take what you did.
Okay. That's what I want to do to a dream.
Conan O'Brien
Truly, this whole thing was a sting operation, and I just got it.
Matt Gourley
Okay.
Conan O'Brien
Yeah. I would have had A pan. My hot ones beat the hot ones you're going to do in the future.
Chris Fleming
In 30 years.
Conan O'Brien
In 30 years when you do hot.
Chris Fleming
Ones in a hospice. When I'm sundowning.
Conan O'Brien
Sean is like a very old man, and he has no lips because he's been eating hot sauce for 40 years.
Chris Fleming
No chin.
Conan O'Brien
He just has. That's where bone is coming through. He looks like the Red Skull that battled Captain America. He's got pieces of bone coming through.
Eduardo Perez
Don't lump me in with every nerd thing.
Conan O'Brien
Yeah, you know. You know, I'm not really a marvel guy. You know, like when a bedwetter. You know. Okay, now that I do know. You know, like when someone's like, oh, there's a girl. You know, when people's afraid of cootie's.
Matt Gourley
Right.
Conan O'Brien
What are you doing?
Chris Fleming
I like cooties.
Conan O'Brien
Why are you doing this?
Matt Gourley
I don't know. I just felt like we were piling anyway.
Eduardo Perez
Piling on like a bullet, you know, when people.
Matt Gourley
Of course, like.
Conan O'Brien
You know when people pretend to like America, but they don't.
Matt Gourley
Yeah, yeah, yeah, yeah.
Conan O'Brien
Anyway, people were describing.
Chris Fleming
When you did that move, I thought of you.
Conan O'Brien
The.
Chris Fleming
You. The. The trailer that you in with Rose Byrne, where you got the glasses on.
Conan O'Brien
Yeah, yeah.
Chris Fleming
You look like every woman that taught me in elementary school.
Conan O'Brien
That's what I'm. That's what I'm going for. That's what I'm going for.
Matt Gourley
Right?
Conan O'Brien
Chris Fleming. Chris Fleming. He's the funniest guy in town. Chris Fleming. He's always around.
Chris Fleming
And we're in Cleveland, by the way.
Conan O'Brien
We're.
Chris Fleming
Yeah, there's no one funny guy. The town is Cleveland.
Conan O'Brien
I'm just looking through your paper. It says here you owe me my forms. $8,000.
Chris Fleming
Yep.
Conan O'Brien
That's interesting. Look, this is the first guest we've had who paid to be on the podcast. This is a paper play. I'm really gonna try and get some money out of you for this. I do believe. I'm gonna wrap this up. I do believe this. I believe that the Almighty. The almighty God put this man on the earth just to amuse me. I agree. And I'm eternally grateful to that God because. Because look at him. His fingers are vibrating. I so want to reach across the table and throw him over the room, but I won't, because I'm a kind man or good at posing as a kind man. But I'm so overjoyed to see what you do next. And all I ask is that I get to come watch it. That's all I want to see.
Chris Fleming
You're truly the best. Thanks, man.
Conan O'Brien
That's all I want.
Chris Fleming
I look up to you so much, so thank you.
Conan O'Brien
Oh, God. See, he was nice at the end. No, it's like there's.
Chris Fleming
There's people when People when. You know, there's certain people that give you praise, that keeps. You know, that's what. That's. That buys you years of doing the things that you feel strong about doing.
Eduardo Perez
And he's one of them.
Chris Fleming
I'm so. Oh, big time. Oh, my God. Of course.
Conan O'Brien
Yeah. I did some work in the early 90s that was memorable. Okay. That's all I'm gonna say. All right. I want you out of here.
Chris Fleming
I know. I get that.
Conan O'Brien
How did you get here? Did you get here in a. A car? Some kind of. I'm picturing like a VW bug.
Chris Fleming
It's pumpkin yellow.
Conan O'Brien
Wait a minute.
Chris Fleming
You want to see it?
Conan O'Brien
What do you really have? I want to know what's down there.
Chris Fleming
Well, you want to see the other one?
Yeah.
Okay, well, I'll show you after. I. I have one car now that I drive. It's. I drive on the right side. It's a Japanese car. And so cops look and they're like, should we shoot the tires out? When they see if they don't. It's called a Nissan Figaro.
Conan O'Brien
Oh, nice.
Chris Fleming
Oh, yeah.
You want to go on a ride sometime?
Conan O'Brien
Yeah, I will.
Chris Fleming
The battery died.
Conan O'Brien
Let's do something. I really do. I really do want to go and get a meal.
Chris Fleming
Let's do it. I haven't seen you in a while.
Conan O'Brien
You've been. And you know my family. Anytime you wanted to come over and do a tight 10, and then we'll give you a little. Yeah. Little pita sandwich with some creamed corn on it. What's my favorite meal? We'd have you over. Seriously.
Chris Fleming
Thank you.
Conan O'Brien
You're a wonderful person. I'm just gonna say this to all of our listeners. If you haven't seen Chris Fleming do his thing, go online, start watching. You'll never stop. Stop. He's a brilliant, brilliant fellow. Peace out, Tupac. Props to your mother. I got nothing. No way to end this.
Matt Gourley
Just say thank you. Bye.
Chris Fleming
Looking at my hand right now. It's really good.
Conan O'Brien
No, don't cut the mic too.
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Podcast Promo Announcer
I love the Lonely island and Seth Meyers podcast. And you will, too, because every week Seth sits down with fellow SNL alum and comedy music sensations the Lonely island to discuss their wildly popular and groundbreaking series of SNL digital shorts that aired on Saturday Night live beginning in 2005. Now, I was a super fan of those shorts. It made me tune back into snl. And now each week, we get to go on a deep dive to discuss how each short was because it was such a limited period of time. And does it still even have impact to this day? And the answer is, oftentimes, yes. You know, aided by Seth, the guys will relive their time at snl because they were all there together. Okay. This is a time when, honestly, putting a Internet sketch online was a big deal, and the Lonely island were at the forefront of that. Listen to new episodes of the Seth Meyers and Lonely island podcast every Tuesday on Apple Podcasts, Spotify, YouTube, and anywhere else podcasts are found.
Eduardo Perez
Blay, you're joining us here because we have to ask you a question. We need to get to the bottom of something.
Conan O'Brien
Okay. Okay.
Eduardo Perez
When we record, you sit back there with Eduardo and Adam, and we took a picture of a recent session. We're going to bring it up on the screen here.
Conan O'Brien
Let's take a look.
Eduardo Perez
And we just want answers. This is what you brought in? Yeah, Five cans of seltzer water and a hand sanitizer.
Conan O'Brien
Well, the hand sanitizer's not mine. Okay. Because I don't. It's. When I use hand sanitizer, I don't. I don't use hand sanitizer.
Eduardo Perez
Do you drink that much in a session?
Chris Fleming
Oh, yeah.
Ashley (Ashley Furniture Ad)
Really?
Conan O'Brien
Oh, easily not shown is probably the coffee I finished.
Eduardo Perez
How do you not have to pee five minutes in?
Conan O'Brien
Well, I was just gonna say I have a big bladder, but I didn't want to offer that information.
Matt Gourley
How do you know your bladder's big just because you have to go pee pee all the time?
Conan O'Brien
Because I could drink that much and be fine.
Matt Gourley
Okay.
Conan O'Brien
Okay. I don't know. You know, interesting look at his body language right now. Well, why are you so dispensing? I understand that this. Can I just say, why are you so dispensing? I don't like being at this time. Can I run this for one second? You have your arms crossed in front of you. No, that was the universal sign for it. That's going to work. You think that's going to work? I'm doing this.
Matt Gourley
You do you.
Conan O'Brien
No, you to you. No, no, no, no, no, no. Don't say this to you.
Matt Gourley
U to you.
Conan O'Brien
No, you to you. You t. I listen. I need to conduct a serious interrogation here. Pointing. You're not talking. I'll point out. Please.
Eduardo Perez
Believe it or not, it's not a gotcha thing either.
Conan O'Brien
I'm just curious. Clearly. Clearly, this isn't a gotcha thing, but why? You love being in here. Your leg is going like a jack camera. You have your arms crossed in front of you, like you're defiant, right? And you're shouting. You always shout into the microphone. Does he not, Eduardo? This is true. Okay. Why can't you. I'm known to be loud, but I do lower my voice when we're on the microphone. You shout when you get on the microphone. I am too loud. No. God. Excited to be here always. I love what I do, and I love working for you and I love working with my best friends. And I'm excited to be here. Good answer. Thank you so much. I've said previously on this podcast. Guys, back me up. When you're behind this counter, it feels like you're very far away out of the action. So I feel like I need to. To project. I have a large, large head. But you understand how microphones work, right?
Eduardo Perez
This is not why we brought him to the table.
Conan O'Brien
I have a large head and it just comes out of me, man. It just reverberates. Okay. I just wanted to attack you a little bit. Jesus. And make you self conscious. Yeah, it's working. Okay, settle down and remember, that's a very sensitive.
Eduardo Perez
You let my client say his piece.
Conan O'Brien
Thank you. Thank you. No, no. And now I'm going to make the. You know, this goes for men and women, too. This means add a little paprika. It looks like you're trying to give me like a. Like a. Like a. What is this? I don't want to say nipple.
Matt Gourley
Nipple twister. A purple nurple.
Conan O'Brien
I was gonna say titty twister is what I call it. Yeah, yeah. Well, a purple nurple. Thanks, body.
Matt Gourley
I thought it was purple nurple.
Conan O'Brien
It's a purple nurple. I do think I'm going to turn this back to Matt because he had some kind of idea here. I don't. If the idea was you drink four cans of water, I'll be. I'll be shocked if you've built. If you've built your church on sand. I will be shocked. But I'm sure there's something big coming here. What you got, Matt?
Chris Fleming
No, I'm. I'm.
Conan O'Brien
I'm abstaining.
Chris Fleming
I'm not getting involved.
Matt Gourley
Hey, but that's a lot. Isn't that a lot? Isn't that a lot?
Eduardo Perez
Five cans in.
Matt Gourley
In like 45 minutes.
Conan O'Brien
No, these. These could be like two hours.
Eduardo Perez
But how do you open them during an interview?
Conan O'Brien
We don't hear. I will say, I wait till there's laughter and I go underneath the table. Eduardo sees this. I go way underneath the table. This is true. And so it's like, I wait for, like, ha, ha ha ha. Underneath the table. No one hears it. So I defy our listeners. Can you hear me? Ever open a can of pop?
Eduardo Perez
No, I never do.
Conan O'Brien
Yeah, thank you. Well, it's not a can of pop. This is just, well, soda. It's all the same. Is it soda? It sounds so good. You know what you could do is pre open them. Yeah, but then they get flat. Yeah, they don't really get that flat. We're here for two hours. You know, I do. I will.
Eduardo Perez
It seems like you're being fine talking about four bottles.
Conan O'Brien
I will pre open a couple. I think this is one you've ever brought to the podcast. I agree. The great mystery of the four cans of pop. I agree. Okay, so let's get something straight. You always say you want something to.
Eduardo Perez
Talk about, and I bring you something to talk about, and this is the response I get.
Conan O'Brien
I'm sorry on you. I apologize. I apologize.
Matt Gourley
What did you bring to talk about?
Conan O'Brien
I apologize. I assumed that if we were going to bring something, something of quality. Oh, my God. I never think it was going to be. I will never bring another thing. I brought something, too. Sona, you keep these tissues handy? These Kleenex?
Chris Fleming
Oh, my God.
Conan O'Brien
I charge you with needing. Do you need all of these? Are you a real nose blower or are you an eye wiper? I can get hours out of this. Look, it's on my head.
Eduardo Perez
If you found this out, you would go for 15 minutes on him if.
Chris Fleming
You found it of your own accord.
Conan O'Brien
I. I don't. I don't agree. I. Listen, I find you guilty of. And, and, and maybe I'm wrong. Maybe you having four cans of pop is a deep vein of ore and I'm being ignorant. Well, look, so let's explore it more. So what else? We're actually out of time now. The pop. Where do you.
Chris Fleming
How far beneath the table do you.
Conan O'Brien
Hold the can of aforementioned pop before you ignite the grenade that makes such a loud noise. You know what I am thinking of now is that he must be tortured when the conversation gets kind of serious and he really wants. Maybe he's had a lot of saltines and he really wants to open his can of pop, but he can't because there's no laughter. And I've taken us down. I'm taking us down a road of well, jeez. And so. Well, I'm really sorry that you lost your father. Were you close to your father?
Chris Fleming
I was very close to my father. Oh, I see.
Conan O'Brien
And you're just there struggling, and then you're probably trying to force a lot laugh. You ever heard of a laugh joke?
Eduardo Perez
Seems like he got a lot of.
Chris Fleming
Material out of this suggestion.
Conan O'Brien
You know what? You've been. This is. I'm. I'm helping you by making this very funny with my mind. You are. That is. That is honestly. That is really. If you want the honest truth, that is actually truly the case. I do get annoyed when the podcast gets serious, and I'm very thirsty because I'm just waiting for a laugh. And I will say, and I hesitate to even bring this up, remember the time we had a fireman's widow on and she was recently widowed and she was really upset, and I was talking to her about the pain, remember? And then you were in the corner, and I couldn't see what you're holding onto the table, and you kept going, knock, knock, knock, knock. Who's there? Dishes. Dishes. Sean Connery. And I was like, what? And the woman said, I just lost my husband in a fire. And you were like. And I heard, yes, Adam has something to say I respect.
Chris Fleming
I was just gonna say, I think the intention here was, you know, if you remember, Blay narc on Eduardo for watching soccer. And I think the intention here was to. To. I was to. Was to kind of get some revenge on Blade. I don't think this delivered necessarily. So we need to figure out a way to get better.
Conan O'Brien
Hold on. Let the record. Let the record state this is not revenge at all yet. Okay, But. But I will say. I will say yes.
Chris Fleming
Why is Blade.
Conan O'Brien
Listen, Blade. Why did you just high five him that you need greater revenge brought upon you, you dummy. Wait, what he just said, this doesn't count as revenge against me because it's not mean. Enough. Enough. And you. You h. You gave him a fist bump. I. I thought he. He just said, I. You're. Let's convict him to death. And Hang him. And by the neck. And you went. Yeah. And fist punk. I kind of wasn't paying attention. Okay, I know. I know. You're thinking about your next can of pot.
Eduardo Perez
Well, you did have something to say.
Conan O'Brien
What was it? Oh, I was going to say, I. Please, please speak more quietly.
Chris Fleming
Let the man.
Matt Gourley
I think it's a normal volume.
Conan O'Brien
Volume.
Matt Gourley
Personally, I think he is speaking at a normal volume.
Conan O'Brien
That's a fist bump.
Chris Fleming
Yeah, that's a fist bump.
Conan O'Brien
Oh, my God. He's getting a headache. This room is. Is hell. This is hell. This is your segment.
Eduardo Perez
I know.
Conan O'Brien
All right, look, I was gonna say, I do burst in sometimes. Now, that's revenge. Eduardo, Eduardo, Eduardo, Eduardo, Eduardo. Nice. Never screw with the guy who controls the volume knob. I want to clarify something. I think this is a great thing that you brought in, because I could go after you. That was fun for me. And we got a lot of good, hard laughs. Me mocking you doing the whole bit with the Kleenex tissues. We'll probably get a Kleenex tie in now. I was on cloud nine. So did I throw you under the bus? Sure I did, but it was a lot of fun, and we had a lot of yucks. And Eduardo, I still think we have to try again to get Blay, even though we've gotten him twice in this segment.
Chris Fleming
We will.
Conan O'Brien
Yeah. And so I'm gonna keep an eye. And if you bring. If you keep some jelly beans back there, I'll be all over you like a cheap suit. You know, I say bring it on. Oh, wow. I say bring it on.
Eduardo Perez
The challenge was not to put you on trial.
Matt Gourley
I feel like a lot goes on back here that we don't know about.
Conan O'Brien
This is the real podcast.
Matt Gourley
Cans are being open. Are you doing a crossword puzzle ever? Adam, be serious.
Chris Fleming
No, but I check my phone a lot.
Conan O'Brien
He checks his phone a lot. Lot. Yeah. He also has worry beads. He's always rubbing worry beads. And if he thinks that the podcast has lost its way and is no longer relevant, he just. I can hear rattle, rattle, rattle.
Matt Gourley
One day, we should. The three of us should be back here, and they should be.
Conan O'Brien
Oh, that's an idea.
Matt Gourley
Is it?
Conan O'Brien
Yeah.
Matt Gourley
Who's going to do what Eduardo's doing? Oh, I guess Matt could do it.
Conan O'Brien
I mean, if he shows me the.
Eduardo Perez
Basics, I can do.
Conan O'Brien
I think it's two knobs, frankly. Eduardo.
Matt Gourley
That would be Eduardo.
Conan O'Brien
One says louder and one says quiet, quieter.
Matt Gourley
Conan will be Adam.
Conan O'Brien
Yeah, I can sit over there and I can worry. I'm worried. I'm worried. I don't hear money here. All right. Oh, please, please. No one is safe money here. He's always. You know what he asked me to do before we came in here today? He wanted me to wear a shirt that said Walmart. And I was like, why? And he went, they're not a sponsor yet, but they might be. And I'm like, this is a really ugly shirt. I have nothing against Walmart. Right. It's ridiculous.
Matt Gourley
It's, you know, it is silly. It's so Adam to do that. Yeah.
Conan O'Brien
Remember those glasses you wanted me to wear that said STP motor oil? And I was like, why? And you said, just wear them.
Matt Gourley
Yeah. Or that shirt that says I love fracking.
Conan O'Brien
That was my shirt. And fracture. My grandmother. My grandmother made me that shirt. She was big. She was saying, I'm telling you, there's a way to get oil out of the ground that's even more worse for the. For the environment. I'd be like, Granny, it's 1975. Let it go. All right, we're good. And you know what? I love you all. No. No, I don't.
Matt Gourley
There it is. There it is.
Eduardo Perez
Conan o' Brien needs a friend. With Conan o' Brien Sonam of session and Matt Gorley Produced by me, Matt Gorley executive produced by 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 British. 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.
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Conan O’Brien Needs A Friend – Episode Summary
Guest: Chris Fleming
Release Date: September 1, 2025
In this episode of "Conan O’Brien Needs A Friend," Conan is joined by the irrepressibly inventive comedian Chris Fleming. Their conversation brims with playful energy, surreal banter, and mutual admiration, as they explore their oddball kinship, comedic origins, and the joy and perils of performing in today’s comedy climate. The episode is a rollicking blend of inside jokes, affectionate roasts, and thoughtful reflections on the creative process and the value of niche communities.
[02:00]
[07:20]
[19:44]
[28:53]
[41:23]
[45:06]
[48:30]
[50:13]
[51:11]
[54:10]
Summary:
Chris Fleming and Conan O’Brien’s episode is a whirlwind of affectionate weirdness, creative shop talk, and comic digressions, with both reflecting on what it means to be a singular voice in a splintered landscape. Full of quotable moments, behind-the-scenes insight, and classic Conan-Fleming physical and verbal slapstick, it’s a must-listen for comedy aficionados or anyone who yearns for the joy of simply being weird with a kindred spirit.