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Pete Holmes
You made it with. You made it with.
Annie Letterman
You made it with. Oh, yeah, you made it weird. Yes, you made it weird.
Pete Holmes
You made it weird with Pete Holmes. What's happening, weirdos? This is Annie Letterman, who is such a funny, funny person and a wonderful and hilarious stand up comedian. She has her own podcast which is called the Annie Wood Podcast. Check that out for sure. She's also on the touring. You got a go to Annie Letterman.com and check that out. She's also in Grand Theft Auto 5, which I think is incredibly cool. But most importantly, she's just a very dynamic and hilarious talent that I'm so excited has joined us on the show today and I'm so glad you guys are here. Not much to plug up top. Go to peteholmes.com for my tour dates. May 24th at Largo. I'm happy to say sold out. Thank you everybody for that. That's so exciting. The next date on the calendar is Nashville. I'm so excited. That's May 30th through June 1st for Nashville, followed by Irvine, California, San Jose, California, Houston, Texas, Royal Oak, Michigan, Washington, D.C. boston, Massachusetts, Portsmouth, New Hampshire. New Hampshire. I could say Portsmouth, but not New Hampshire. That's weird. Spokane, Washington, St. Louis, Missouri, Cleveland, Homestead, Pennsylvania and Atlantic City, New Jersey. And as I've been saying every single week, New York City will be around there as well. And that will all be on PeteHomes.com tickets to all of those. I'm saying with no hyperbole. This is my favorite hour, I think, that I've ever written. It's called the Pete Here now tour. I really, really hope you can be there and that you enjoy it if you do make it out. And in the meantime, enjoy this wonderful chat with the incomparable Annie Letterman. Get into it. You and me is like the way that.
Annie Letterman
Oh, my God.
Pete Holmes
I don't know what I did.
Annie Letterman
Are you fucking kidding me? You've ruined the whole podcast. I did, but I think your magic.
Pete Holmes
Mind is like under the mine's empty. I already drank it.
Annie Letterman
I know. I have a sleeping too.
Pete Holmes
They make sleep ones?
Annie Letterman
Yeah, they have sleepy ones, which is annoying because I want this one.
Pete Holmes
They don't make sleep ones.
Annie Letterman
No, they have sleep ones. They're purple.
Pete Holmes
Magic mine.
Annie Letterman
Yeah.
Pete Holmes
Made sleep one.
Annie Letterman
Oh, so you got the money from them. But I got the intel.
Pete Holmes
I'm only dear friends with the CEO.
Annie Letterman
Oh, is that true?
Pete Holmes
Yeah. So I'm surprised. He just emailed me yesterday that they're making like new. This sounds like an ad. Really? Is it Melatonin though.
Annie Letterman
I don't know what it is. I just take. I don't read. Reading's not my thing. And I'm also like 41, where I'm like, I'm sort of getting to that point where I have to be like, blink when I look at things.
Pete Holmes
It's when it happens.
Annie Letterman
Nightmare.
Pete Holmes
I went to the eye doctor when I was around your age. I'm 45. I went to the doctor.
Annie Letterman
Teach me your wisdom, Elder.
Pete Holmes
Well, honestly, you are older than me.
Annie Letterman
In comedy, though, so I look, I think I.
Pete Holmes
Facts. I'm not gonna do that. I'm not gon to give you any advice.
Annie Letterman
You're like, no, I didn't ask for advice, but I did.
Pete Holmes
You said wisdom.
Annie Letterman
I.
Pete Holmes
Wisdom has an advice flavored.
Annie Letterman
Well, I. It was me, like, rolling over made up advice. I was rolling over, like, oh, oh, advice. I was kidding. But.
Pete Holmes
But.
Annie Letterman
But I was rolling. That was me rolling over. I'm going, pet my belly.
Pete Holmes
I see. Well, I actually, I'll get back to eyesight. I was listening to you have a half hour thing on YouTube.
Annie Letterman
Oh, yeah.
Pete Holmes
I don't know if that's like a favorite of yours, but I was, like, so blown away. I really think you're incredibly talented.
Annie Letterman
Oh, I love this.
Pete Holmes
Did you told Katie? I was like, I'm going to kiss her butt a little. And I was like, I want you to know it's completely real.
Annie Letterman
Oh, I seek your approval. This is amazing.
Pete Holmes
Yeah, you have it right off the bat.
Annie Letterman
Well, did you.
Pete Holmes
Sometimes I forget I'll do the whole podcast. I'm like, I didn't say a nice thing to them. So we're going to get it out of the way right away.
Annie Letterman
I know, because I'm trying to learn to be a better interviewer because I'm such a ADD interrupter.
Pete Holmes
Me too.
Annie Letterman
And I think I get a weird side of people that maybe other people don't get.
Pete Holmes
At least you pinball them into a strange place.
Annie Letterman
Yeah. I'm like, I don't know why we're talking about this.
Pete Holmes
Yeah.
Annie Letterman
But did you. Did you like my response when you asked me to do the podcast? Do you remember what it was?
Pete Holmes
I think you said, you've been waiting for me.
Annie Letterman
He goes, yeah. He goes. He goes, would you mind podcast? I've been. I went, I've been waiting 15 years for this.
Pete Holmes
Yes, I did like that. Well, I will say, and maybe this is a good place to start. You're so cool. What I mean by that, to be more specific in my language, is there's an effortless and calm quality to you.
Annie Letterman
I don't know what that means. Your language.
Pete Holmes
I don't those words. You don't. You don't know the word effortless.
Annie Letterman
Oh, effortless. Oh, my God. I thought you said something different. I'm smart, yet. You're welcome. Uneducated smart, yet.
Pete Holmes
You're welcome. You're so welcome.
Annie Letterman
I love that. Bumping legs.
Pete Holmes
Sorry.
Annie Letterman
We're coming for you. David Tell and Jeff Ross, do they do it? They do bumping mics.
Pete Holmes
Oh, that's the other.
Annie Letterman
And then they. When they do a good one, they bump.
Pete Holmes
Oh, I didn't know that.
Annie Letterman
It's funny.
Pete Holmes
Okay.
Annie Letterman
I don't want to be Jeff. I want to be a tell, though, but I think you want to be a tell too, probably.
Pete Holmes
Yeah, I'll be a tell.
Annie Letterman
Between those two hotels.
Pete Holmes
Yeah, yeah, yeah. Between those two. A towel. Looks like Dave. Dave. Jeff Ross got his together.
Annie Letterman
Yeah, buddy. But that's crazy.
Pete Holmes
You're looking. I know.
Annie Letterman
It totally has a together. Way more than a tell.
Pete Holmes
I know. Looks. New York City. You shouldn't be traveling in tunnels. I'm. I'm old. I. When I was in my 20s, I loved new York. But when I see my friends that live in New York, there's a quality to their skin and the depth of their eyes that I'm like. You travel by tunnel, don't you?
Annie Letterman
Yeah. I can't even imagine going into. Well, they start pushing people in the subways. Pete.
Pete Holmes
What do you mean?
Annie Letterman
They're put there. Just be random. And I always thought that when I would be on the subway, I'm like, why is no one pushing me in front of the.
Pete Holmes
Wait. They're. They're house of cards in people.
Annie Letterman
People are house of cards in. By the way, Kevin Spacey, I'm on your side. Just kidding.
Pete Holmes
Zoe Barnes. I'm on your side.
Annie Letterman
I. Who? Which one? Zoe Barnes.
Pete Holmes
Zoe Barnes is who he. Spoiler.
Annie Letterman
Oh, who he killed.
Pete Holmes
It's a spoiler. But if you haven't seen House of Cards, that ship has sailed.
Annie Letterman
Yeah, guys, it's over.
Pete Holmes
It's over.
Annie Letterman
That train has run the over.
Pete Holmes
Yeah. Yeah. The train has left the station, and Zoe Barnes is under its carriage.
Annie Letterman
She's. Crunch.
Pete Holmes
Let's get back to the compliment. But there is an effortless. So effortless. I want to. I want to enunciate it down. Effortless. So when I say cool, I really mean there's a calm, effortless talent about you that I have to imagine. When I asked you to do the podcast, for example, that's what I'm picking up on. And I wonder if people are like. Are people kind of like I'm prickly?
Annie Letterman
I don't mean to be.
Pete Holmes
No, no. Not that you're prickly, but do they treat you like. I mean, I could see, like, I asked you in a way that was in. In, you know, in line with my belief that you're cool. So I'm like, you wanna other people? I'm just like, hey, do my podcast.
Annie Letterman
Yeah.
Pete Holmes
Do people treat you with white gloves on?
Annie Letterman
I don't know.
Pete Holmes
Are they afraid of you? Maybe a little.
Annie Letterman
Yeah. Which I guess I'm fine with because then they meet me and then it's. It's not that. So then you could. You can.
Pete Holmes
Yeah, absolutely. If you're a little nice, you don't.
Annie Letterman
Want them to be like, you're so nice, and then they meet you. Like, that girl's a. Yeah, totally.
Pete Holmes
Absolutely.
Annie Letterman
So anyway, I learned that from the Ellen dance. You don't want to dance. Oh, the Ellen just don't dance if you don't dance.
Pete Holmes
You know the story of when she didn't dance?
Annie Letterman
No.
Pete Holmes
She told her producers, I'm not dancing. And it was the first. She had danced 700 shows in a row. She's like, I'm not dancing. And she didn't.
Annie Letterman
Oh, my God.
Pete Holmes
And the crowd went nuts.
Annie Letterman
They lost their minds.
Pete Holmes
And you know what she did?
Annie Letterman
What?
Pete Holmes
Play that beat. She danced.
Annie Letterman
She said, let's dance.
Pete Holmes
Well, of course you can't.
Annie Letterman
It was gonna be like she made her brand dancing.
Pete Holmes
Yeah, yeah, yeah. Don't.
Annie Letterman
You can't unbrand.
Pete Holmes
I've said it many times. Pick your Persona wisely. And that one looks exhausting. Yeah, no wonder you're being a bit prickly off stage. You had to dance. You were. You were acting like an Easter colored skittle all day.
Annie Letterman
Think about her day. Think about her morning. Right? Like, you come in because you had a talk show. It's a lot of work.
Pete Holmes
Yes, it is. And I barely did. Meaning my. If you took my number of episodes that I did away from Ellen, she wouldn't have noticed. You know what I mean? These people are doing thousands.
Annie Letterman
Yeah, it's like. It's crazy. It's a lot of work. And you are the star of the show, so everyone is looking to you for all the answers and stuff. I can beat you. I had a talk show for four episodes, four eps. I don't want to brag, guys. It was on the E. Network with Julian McCullough.
Pete Holmes
Wait, he was the host?
Annie Letterman
We Were co. Host.
Pete Holmes
Co hosts.
Annie Letterman
Oh, you assumed the man would be the host and the girl would be the hole. You said the hole.
Pete Holmes
You. The hole.
Annie Letterman
That's what they call it in like.
Pete Holmes
Radio host in the hole.
Annie Letterman
They call the girl the hole on radio. That funny.
Pete Holmes
Is that a reference to the V? No.
Annie Letterman
They're like, oh, the hole.
Pete Holmes
They're. They're casting like, we need a hole.
Annie Letterman
Yeah, we need the hole.
Pete Holmes
I don't endorse that. I'm. I'm. Yes. Handing it cuz it's my nature. But I'm not. No. No.
Annie Letterman
Again, you can. You can exceed expectations if they think you're just a hole.
Pete Holmes
I hate every time you say it.
Annie Letterman
I like to be called a pit. I like to be called a pit.
Pete Holmes
A pit.
Annie Letterman
An endless pit.
Pete Holmes
An endless. A trench.
Annie Letterman
A trench.
Pete Holmes
Oh, my God, I hate all of this. But I'm bound by my role, as I was. I must. Yes. And so I was like, you want to be a trench?
Annie Letterman
A trench.
Pete Holmes
So you know, I did. I was sexist once. You said Julian. I was like, well, was he the host?
Annie Letterman
But who has. Has.
Pete Holmes
Who. What talk show has two hosts? I guess I'm confused.
Annie Letterman
Well, the one that only gets four episodes.
Pete Holmes
Yeah, that's right. So we blame McCullough.
Annie Letterman
No, I blame camera. I blame.
Pete Holmes
We blame you. Julian.
Annie Letterman
Julian.
Pete Holmes
He's so funny.
Annie Letterman
No, I know. I saw him in Vegas recently. I haven't. Yeah, I haven't seen. We're not in the same. I very rarely see him. I mean, I saw him in Vegas actually, twice. That's so funny. I've seen him. I haven't seen him in eight years and both times were in Vegas. One was at Skank Fest when Doug Stanhope was fighting Yamanika Sanders.
Pete Holmes
My face also goes like. Don't. Don't say skank.
Annie Letterman
No, it's.
Pete Holmes
I know it's what it's called.
Annie Letterman
Actually. Don't.
Pete Holmes
I know it's what it's called.
Annie Letterman
Skank Fest is.
Pete Holmes
I believe it.
Annie Letterman
I've been festival.
Pete Holmes
Yeah, yeah. No, I. The whole discount. Yeah, yeah, yeah. I. I'm sure there's some sort of holes getting free at Skank Fest.
Annie Letterman
I feel like at Skank Fest.
Pete Holmes
I hate every part of this.
Annie Letterman
The. The fans at Skank Fest. The female fans at Skank Fest would be pierced holes. I'm guessing pierce holes. I'm sure a lot of clit rings in my.
Pete Holmes
To help you find it.
Annie Letterman
Yes.
Pete Holmes
Look for the knocker. You have three knockers.
Annie Letterman
You have to be. You have to help these people. They don't know.
Pete Holmes
But then there's a piercing through it. I have to imagine.
Annie Letterman
I can't.
Pete Holmes
If there's already a piece of metal through it. What's a little.
Annie Letterman
It's.
Pete Holmes
What are you gonna do?
Annie Letterman
But then I feel like, okay, so the. The whole. The. The holes, the. The places I. The groups I ran with in high school, like, I had my nipples pierced. I was, like, into piercings. But the girl that had the vag piercing.
Pete Holmes
Yeah. Hardcore.
Annie Letterman
Always would end up showing her vagina at a party. And I just never wanted to be. Show your vagina, girl.
Pete Holmes
Boob girl shows their boobs, too.
Annie Letterman
I remember I showed my boobs. I was flashing in, and there's something.
Pete Holmes
About a braless woman with nipple piercings. You're, like, looking at the Iron Giant. Something's going on.
Annie Letterman
You're like.
Pete Holmes
Something's off somehow. I can see your nipples and, like.
Annie Letterman
And there's three of them.
Pete Holmes
It's, like, uncomfortable. Yeah. You had them in high school.
Annie Letterman
Yeah. And then the. I would wear shirts without a. And they changed the dress code at my school.
Pete Holmes
Because of you.
Annie Letterman
You can't have a visible nipple.
Pete Holmes
Is that what the Kelly Clarkson song Because of you is about?
Annie Letterman
It's not about her estranged father.
Pete Holmes
Why did one's. Yeah, hilarious. Why did no one. I'm just going to say it how it came. Why did no one stop you from doing that?
Annie Letterman
Oh, I don't know. I went. I went to South Street Tattoo. There was this big. This big woman named sue worked there. People actually do know her. She's, like, kind of, like, famous in Philly.
Pete Holmes
At South Street Tattoo.
Annie Letterman
At South Street Tattoo, But I don't think it exists anymore, so that's why I just spill her name everywhere.
Pete Holmes
It's fine.
Annie Letterman
But I don't even think I had a fake id. And as she was putting the needle.
Pete Holmes
How old were you?
Annie Letterman
14.
Pete Holmes
This is on behalf of everyone who knew you.
Annie Letterman
Yeah.
Pete Holmes
I can't help but make that face.
Annie Letterman
Yeah.
Pete Holmes
14.
Annie Letterman
I know. It's disgusting.
Pete Holmes
I got a lot to say, and none of it's all right. It's not bits. It's just rough.
Annie Letterman
I just. My parents were loose, man. They just.
Pete Holmes
Oh, and they didn't mind?
Annie Letterman
No. Well, I told them after.
Pete Holmes
Yeah, you got it. Forgiveness, permission. Yeah.
Annie Letterman
When I was in a fight, you.
Pete Holmes
Flashed them my nipple. You were like, oh, yeah.
Annie Letterman
I would flash my parents. It wouldn't. I'm like, whatever. These are your boobs, too. You guys made these. Look at your work, what you did. I had to take them back. That was Me taking back the night. I was taking my power back. By getting them pierced.
Pete Holmes
Is that was. Was that the motivation?
Annie Letterman
My friends and I were like this. I could get our nipples pierced. We were like juvenile delinquents. So we just did whatever we wanted.
Pete Holmes
Like the movie 16. Did you see that?
Annie Letterman
Was it 13, you mean?
Pete Holmes
Oh, 13. It was 13.
Annie Letterman
I like how you're, like. You're trying to make it high or like, I don't want to sound like a. Yeah, yeah.
Pete Holmes
I didn't see 13. I. I saw it on a plane, so it was called 18. They upset. They made it. Was it like that? Smoking siggies and getting nips pierced?
Annie Letterman
Yeah. And fighting with her mom and, like, a real heart.
Pete Holmes
Were you close with your mom when you were little? Can I make you. How can I make you more comfortable?
Annie Letterman
Sorry, it's my pants.
Pete Holmes
Do you need.
Annie Letterman
Don't.
Pete Holmes
Do you need several pillows?
Annie Letterman
It was me. It was me.
Pete Holmes
Are you sure?
Annie Letterman
I'm very comfy. The pants, I mean, these are like. And they're getting torn to the point where I have to actually shave my legs when I wear them. And it's so annoying.
Pete Holmes
If I. Yeah. If I was roasting you, I'd say you're sort of a Juggalo from the waist.
Annie Letterman
No, I do like to dress a little jankoish, but the. I mean, just keep tearing Janko. Remember Jankos?
Pete Holmes
Wait, I think I do. I think I'm this close to remembering Jankos.
Annie Letterman
The biggest pants.
Pete Holmes
Yeah. Big, big pants.
Annie Letterman
Like, really big.
Pete Holmes
Yeah, yeah, yeah, yeah, yeah.
Annie Letterman
I had a boyfriend.
Pete Holmes
Who can I say in defense of the Juggalos? I actually find the Juggalo ladies to be attractive. Yeah, I like them.
Annie Letterman
I don't really remember what they look like.
Pete Holmes
Full of fago. Full of fago. They look like they take down a plate of wings, but in the best way. I'm not on them. I'm like, these girls look like a fun time.
Annie Letterman
I wonder if you have a Juggalo fan base.
Pete Holmes
I think I've been asked to do the gathering.
Annie Letterman
Oh. So, yeah.
Pete Holmes
Which is, you know, it's not quite a skank fest vibe, but it's adjacent.
Annie Letterman
It seems very skank festy.
Pete Holmes
Yeah. That's. What I mean is it's like.
Annie Letterman
I think you'd be shocked with how fun skank fest is.
Pete Holmes
I'm not. Do you know Joe derosa is one of my best friends?
Annie Letterman
I do love Joe.
Pete Holmes
I love Joe so much. I. I love a good roll in the mud. I know. I don't know what to say.
Annie Letterman
Joe. My favorite thing to do to Joe is when he's like, he's so. He loves food so much. Like when he' bite of something just. I slapped a hot dog out of his hand once and it was like the joy of my life. I just smacked it. He was so excited. Letterman onto the ground.
Pete Holmes
That was the onions and now they're out of onions.
Annie Letterman
Do you remember that is.
Pete Holmes
You did that.
Annie Letterman
Bullying. Derosa is heaven.
Pete Holmes
That's the funniest thing I've ever heard.
Annie Letterman
You're allowed to slap food out of Darosa's hand.
Pete Holmes
My favorite Derosa. And I've told him this and we've talked about on the pod is like we would be in a situation where there was like a lady that's clearly into him and like I would. I guess that makes me his wingman. And it'd be like, let's go to a diner. And I'm like, joe, we're not going to a diner. Your apartment is right there. Like, go and have sex with me. Go do this. Like, this is clearly a nice thing.
Annie Letterman
And then he'd call me in the morning and be like, oh, I should have gotten with this girl. And oh, do you think I have aids? I'm always like, joe, I don't think you have aids, but at this point I want you to have aids. Because I'm tired of this. I want this to end. I'm tired of these calls.
Pete Holmes
I should have got the nachos.
Annie Letterman
He's like, oh, I just. Yeah, I should have just eaten. Eaten.
Pete Holmes
He's choosing between regrets at any moment. Like, what? What do you want?
Annie Letterman
I know I'm like, Joe, but I like a sk.
Pete Holmes
Why Skank fest Fat Fun. Just cuz it's absolutely.
Annie Letterman
Did you say fat accidentally? Why is gang fest fat?
Pete Holmes
Why is gang fest so fat but with a pH? You're not wrong in a Janco kind of way.
Annie Letterman
It's very janco.
Pete Holmes
It's sticks and jankas.
Annie Letterman
It's just there's something about the legion of Skank fans. I think it's the same thing I was saying where it's like you think they're going to be something and then they're. They're actually very sweet. It's like a. Because all the. Everyone's kind of mixed in and that's usually not the most fun. Like sometimes you're like, okay, there's too many, like fans here or whatever. But they're just. It's just like a good group.
Pete Holmes
Oh, you mean the performers and the fans are.
Annie Letterman
Yeah, everyone's kind of, like, mixed together, but everyone's respectful, cool. The shows are not. I mean, you're basically. I always say my tagline for. For the festival is they. They go, do acid, do ketamine, do mushrooms, do comedy. I'm like, one of these does not belong. I mean, the comedy is horrific for me. I'm always like, I'm too hot. Like, you guys gave me so much acid.
Pete Holmes
Wait, that' what it is?
Annie Letterman
Oh, it's just like. It's summer camp.
Pete Holmes
It's.
Annie Letterman
It's a drug. Summer camp.
Pete Holmes
Not my summer camp. I went to a Quaker summer camp.
Annie Letterman
I did, too.
Pete Holmes
I knew you did.
Annie Letterman
I went to Quaker school. I grew up Quaker.
Pete Holmes
Let's finish Tank Fest real fast.
Annie Letterman
And Landmark. We have a connection.
Pete Holmes
I had one. I don't know what Landmark is. Let me. You don't clear my throat. Remember that. I want to say that there's an expression. This is so me, but the closer someone is to a. A light, like a candle, the bigger their shadow. This is what happens when somebody, like, falls that seems so together, like. Like a classic would be like a mega pastor is found with pornography ring that he's running from. So it's like, yeah, the closer light, the bigger the shadow. So the Skank Fest, you say they're sweet. I believe it. And I'm not trying to kiss their butt. I'm not. I don't have an offer from Skank Fest. I'm just saying I believe it. If you're dwelling. This is why I love Joe and why I love people that will talk about anything and joke about anything. They're doing shadow work. I'm not trying to be me. They're. They're kind of like a good distance from the Kindle. They're not trying to look like they're all together. And as a result, they have a very short shadow.
Annie Letterman
Yeah.
Pete Holmes
So I'm not surprised you get them all together.
Annie Letterman
Exactly what you mean. Yeah.
Pete Holmes
And fill them up with drugs and it's fine.
Annie Letterman
Well, it feels fun.
Pete Holmes
It's called Skankfest, for fuck's sake.
Annie Letterman
It's very transparent.
Pete Holmes
That's what I mean.
Annie Letterman
Yeah.
Pete Holmes
But, like, if we're. If we are in the business of forgiving ourselves for being animals, for being selfish, for being narcissists, for being horny, for being hungry, for being greedy. All of these energies are in every single human in some measure. And if you have someone that's like, I'm going to Skank Fest.
Annie Letterman
Yeah.
Pete Holmes
I think it's why we love, like, Captain Jack Sparrow. We love scoundrels. We love people that are like. And we distrust. Who's the villain in the movie? It's probably the guy with the tennis sweater.
Annie Letterman
It's Amber Heard.
Pete Holmes
It's. I don't know. I wish I could.
Annie Letterman
Yes, I know all of the.
Pete Holmes
What is Amber Heard?
Annie Letterman
No, I'm just kidding. Should just. Her and Johnny Depp got in a legal battle.
Pete Holmes
Oh. Oh, no. That's the ref.
Annie Letterman
It's okay.
Pete Holmes
Yeah, I don't know that stuff.
Annie Letterman
I'm tapped in.
Pete Holmes
Yeah. He pooped on her bed or she.
Annie Letterman
Pooped on his bed. There was some pooping.
Pete Holmes
There's pooping.
Annie Letterman
There was pooping.
Pete Holmes
Pink Ey.
Annie Letterman
I know. Pink guy.
Pete Holmes
Pink guy was on our way and we were talking about Pink Ey.
Annie Letterman
Some. Yeah.
Pete Holmes
So tell me what you were about to say. Oh, Quaker school.
Annie Letterman
Quaker school.
Pete Holmes
I went to Quaker camp.
Annie Letterman
You went to Quaker camp?
Pete Holmes
Friends camp. It was called.
Annie Letterman
Did you have fun?
Pete Holmes
I loved it. I think it's when I knew I was going to be a comedian because we were so bored. I'm going to put this back to you. But we were so bored, all we could do was entertain each other. So I was like, I'm putting on a comedy show, and everyone's Quakers, so. They're so sweet.
Annie Letterman
Right.
Pete Holmes
And they're like, this child has an authentic voice. And they like, that's what Quakers are about. They respect children. Yeah.
Annie Letterman
They're not like. There's no, like, diddly vibes or anything. And you call. When I went to Quaker school, and I'm assuming yours was like this, too, you call the teachers by the first name.
Pete Holmes
Yes.
Annie Letterman
Which is normally a sign that.
Pete Holmes
Of disrespect. Oh, whatever, Steve.
Annie Letterman
Well, it's. Or I always think it's like a. Like it's shady because it's like adults being like, we're like kids, too.
Pete Holmes
Oh, yeah.
Annie Letterman
But it's not. It's not.
Pete Holmes
It's like a DEA move.
Annie Letterman
Yeah. You're like, saying, what?
Pete Holmes
I'm just. Scott.
Annie Letterman
Yeah.
Pete Holmes
Where's the weed?
Annie Letterman
Yeah, exactly.
Pete Holmes
I called my teacher by their first name, and it had a profound impact on my honestly believing in myself, believing that I was valid. And I say this all the time, but I'm saying it to see what it makes you think of. In seventh grade, I was like, I want to teach a class. I loved this one computer program. I made games with it. I was like, I want to teach everyone how to do it. And they gave me an elective slot. They let me do it. Changed my life.
Annie Letterman
Yeah.
Pete Holmes
Do you think that and going into a network and pitching a show is really that different. It's not. It's like, I belong to be. You ever go into a lot? I'm sure I know you do. You go into the lobby of HBO or something, and there's a waterfall with HBO hovering in front of it. Well, now it says Max, but you know what I mean?
Annie Letterman
Yeah.
Pete Holmes
It's all intimidating. It's all to be like, you don't belong.
Annie Letterman
Yes, you. I taught.
Pete Holmes
I thought I taught HyperCard in seventh grade. You know what I mean? Strutting in with pimp shoes on HBO1.
Annie Letterman
Where's the HBO1 now, do you think? Is that in, like, a garage or is that in someone's house?
Pete Holmes
Like, where is that HBO waterfall?
Annie Letterman
Yeah, they changed it.
Pete Holmes
I wanna. I wanna think an executive has it as his bed frame.
Annie Letterman
Yeah. No, hold on to the O. It's the only way he's gonna make someone wet. No, but I. Pete, I think that being a Quaker made me a comedian. Just because of Quaker meeting. When you're sitting in silence and then you're supposed to, like, stand up. If you removed. I spoke every meeting.
Pete Holmes
Oh, my God. You open mic.
Annie Letterman
I open mic, Dad. I did my thoughts.
Pete Holmes
It's supposed to be just to give everyone a little more context. It's supposed to be 99.9 silent. Maybe if someone is so filled with the spirit, they can stand up and.
Annie Letterman
Be like, well, God wanted me to do stand up.
Pete Holmes
Did you do jokes?
Annie Letterman
No, but, I mean. No, but I learned how to.
Pete Holmes
Couldn't help being funny.
Annie Letterman
I like to get reactions. It wasn't like I was just speaking. And because, you know, people, when you. When you stand up in Quaker meeting, people kind of stay quiet. They don't really react. Yeah, but I like to see if I could get a little.
Pete Holmes
I'm dead.
Annie Letterman
I was made this way by the Lord.
Pete Holmes
Lady Gaga. It's so true. And I relate so hard. I didn't do that because we didn't do shares in our silent meetings. But there's nothing funnier than a room full of, like, children. We're in second grade and we would do 20 minutes of silence.
Annie Letterman
It's so hard.
Pete Holmes
Whatever you say before or after or during is going to be the funniest thing in the world.
Annie Letterman
Well, it's also, like. It was, like, hard to sit that still when you were a kid. That was like, I would wear. On days that we had meeting, I would wear. I had this shirt that was a. It was a telephone. And then it had, like, an actual, like, curly spiraling thing on it. So I would. Yeah. And I would just go like that. And then I would set my alarm to go off, but if you sit on it, you couldn't hear it. It. So I would have, like that to think about. I had to have little tasks because I would lose my mind.
Pete Holmes
Okay. Two silent meeting stories. You just made me think of. I look at how happy I am. I haven't thought of them in so long. One, we started really young. Second grade. I would put my hands down my pants and feel my butt.
Annie Letterman
Yes.
Pete Holmes
I just wanted to squish my ass. You're so bored.
Annie Letterman
And that's a pink eye conjunctive junk.
Pete Holmes
It's a callback to something they didn't see we were talking about. But anyway, I would squeeze my own butt and just kind of loved squeezing it. The other one was I'm in silent meeting and I'm like, I'll never forget this. I was like, why does it smell like dog shit? And I looked down and sometimes you get dog shitted on the side.
Annie Letterman
Yep.
Pete Holmes
Like, sometimes it's on the bottom. So you look at the bottom, you're like, there's no dog shit. But then later it was like I got creamed on the side and I was just rocking. Silent meeting with straight dog shit.
Annie Letterman
It's the worst one.
Pete Holmes
There's a song. I was the thing. It was me. But before I knew it was me, I was like, who is.
Annie Letterman
Who is this? You're like, I'm just over here grabbing my ass. You're smelling your hands like, is it me?
Pete Holmes
Hi. Yeah, that's part. That's probably. I went in to see if it was me, and then I stayed for the squeeze. And then I came out and was like, what did that smell? It was me. How quickly you turn from how dare you to we need to be understanding.
Annie Letterman
Listen, there's a light in everyone. Even if they had on their foot. I think the side shit too, if I'm thinking about it, is probably you stepped in it. Right. And then you kind of walked on grass and all. You kind of handled the bottom part.
Pete Holmes
Yeah. Grass is like a paintbrush for dog.
Annie Letterman
Yeah.
Pete Holmes
Yeah. That was my first revelation when I got a dog. Is he all over this neighborhood? And I'm like, sometimes you can't get it all. And you're just kind of painting the grass brown.
Annie Letterman
Yeah.
Pete Holmes
I only did the joke once because it got groans and I don't.
Annie Letterman
Yeah. No, because you are. It is weird when you're.
Pete Holmes
You.
Annie Letterman
You squeeze into the Ground. You have to. I just pull, like, a chunk of grass.
Pete Holmes
I'll do that, too. But you're still. Let me just say this. It's grosser than you think out there. Yeah, it's grosser than you think.
Annie Letterman
Nasty.
Pete Holmes
And in New York City, the stories you tell yourself in New York City, I would be like, oh, the sidewalk's rusty. That's what I would tell myself. Nah, dude, it's shit.
Annie Letterman
No, this trash is all recycled and clean. Yep, just piles of trash.
Pete Holmes
New York City should just come out and be like, we haven't been recycling. They should just say it. What are you nuts? We live on a little island. Well, does anyone recycle in a dystopia?
Annie Letterman
Is it really, like. I feel like you put your recycling in and I think it goes nowhere.
Pete Holmes
No, I've been doing a bit about that where it starts like this. I want to tell you the opening line, not the bit. I just go, the things my wife thinks you can recycle, which I think is so funny, because really, she'll put, like, Styrofoam in there. Just like, dream on.
Annie Letterman
Well, you want dream on. Yeah, it's her. Like, it's her.
Pete Holmes
Like, it's hopeful.
Annie Letterman
It's her. Her vision board of her vision bag.
Pete Holmes
Exactly. I'm like, what do you think? They're doing crafts? They're making coolers on the other side.
Annie Letterman
There's not a way to just smush it back together and make it into something.
Pete Holmes
Styrofoam.
Annie Letterman
Yeah.
Pete Holmes
Styrofoam is absolutely unrecyclable. It is the worst thing for the planet. It is done.
Annie Letterman
Well, I mean, it's not the worst thing. You have to care.
Pete Holmes
Well, yeah, I suppose, but shouldn't you care? I mean, we're gonna put micro bots in your clogged arteries, and you're gonna live to, like, 150.
Annie Letterman
I'm excited about it. I keep seeing. Instagram keeps teasing me that there's. There's some new pill that's going to make dogs last longer, live longer.
Pete Holmes
Is this where you've gone with your child rearing? You've given up?
Annie Letterman
How long can my dog.
Pete Holmes
Now you're gonna have, like, a zombie dog.
Annie Letterman
Yes.
Pete Holmes
That's like one eye that's, like, falling out of the socket. And you're like, this is Toodles. And we're like, annie, please euthanize your dog.
Annie Letterman
I did have, like, a little baby thing for him at one point, like, where his legs were out. And it was very funny, like, with the let, you know, like how the babies have their legs out. I had it where there's legs. He's got long legs. And it. And it was. And he's skinny, so from behind, you can't see it. So then I would flip around and I would act like an upset mother.
Pete Holmes
I can't handle this. So in the special that I watched, which was so brilliant, I really was in awe of how effortlessly you were doing. I wouldn't even call it crowd work. I would talk. I would say it was like hyper receptivity to what's happening. Like, you're just there. And then you'd weave in a bit. The special starts with a bit. You see a guy has a photograph and you. And he wants you to sign it. And that leads you into this whole. Forgive me, but I'm like, that's a bit. Yeah, but you did a bit. Like, I didn't think you were riffing because it had a beginning, middle, and end. I was like, that's amazing.
Annie Letterman
Yeah.
Pete Holmes
There's no more tense moment in stand up than how are you gonna start? And you. You're literally like.
Annie Letterman
I know. Sometimes I come out and I'm like, what's going on, guys?
Pete Holmes
The best. I'm telling you, it's the best.
Annie Letterman
I have add, so I can't. Like, not. Someone was like, do you do crowd? I'm like, I couldn't not do crowd. Like, I don't. If something falls, it's like, I can't.
Pete Holmes
Yeah.
Annie Letterman
I don't know if that's a character flaw or something. That's good. But.
Pete Holmes
No, I think it's wonderful. What were we talking about just before this? Because I was gonna.
Annie Letterman
Time we were talking.
Pete Holmes
Yeah. Okay. In that special, you talk about breeding, and I'm. I have no preference. But you kind of like. You sound like you're thinking about it.
Annie Letterman
Oh, yeah, I'm considering.
Pete Holmes
And are you still.
Annie Letterman
I got frozen embryos. I got them on ice.
Pete Holmes
Oh, nice. But not Scotch on the embryo.
Annie Letterman
Scotch.
Pete Holmes
You want to Scotch on the embryos?
Annie Letterman
Well, I was thinking with the price of it, I got lots. Our eggs are similar price now.
Pete Holmes
Omg.
Annie Letterman
Now you guys have also spent money on eggs? Not just me.
Pete Holmes
Nice. Yeah, you gotta freeze eggs. You just gotta freeze regular eggs.
Annie Letterman
I know. It's so crazy.
Pete Holmes
I just had my eggs frozen. Not my embryos.
Annie Letterman
Yeah, I just have to keep.
Pete Holmes
Just gotta keep some eggs.
Annie Letterman
Well, last night I was at the Comedy Store, and the numbers were light, like, in the original room. And I was like, we're competing with, like, basically breakfast. Like, people Are like, I'd like to have eggs. I'm not gonna come to this comedy show.
Pete Holmes
Skip the omelette. Go to the comments.
Annie Letterman
Yeah. It's like, do you wanna. Do you want to be a vegan and come enjoy basic needs?
Pete Holmes
Veganism's on the rise. Meaning just people aren't eating people.
Annie Letterman
It's like Ozempa.
Pete Holmes
It's like the nicest way to put it. People are going vegan. No, people need food.
Annie Letterman
I know. Their hair's falling out. It's incredible. They're losing so much. We.
Pete Holmes
You're not on the Zemps.
Annie Letterman
I was on the Zumps for a.
Pete Holmes
Little bit and then it was awesome. What do you mean?
Annie Letterman
I got on it, I got off it. I lost my. My Covid weight. My egg freezing weight.
Pete Holmes
Yeah.
Annie Letterman
And I just got back freezing eggs. I did. Yeah.
Pete Holmes
Why?
Annie Letterman
I think just my hormones were off, so my body was just not.
Pete Holmes
Can I just say I saw an insta. Post. Insta post. One of my fucking undercover.
Annie Letterman
I love it.
Pete Holmes
You guys want to get faded?
Annie Letterman
And this is kind of an undercover cup.
Pete Holmes
This is the look.
Annie Letterman
Like, I'm look. I'm look at my.
Pete Holmes
It would have to say to get.
Annie Letterman
High, you just have a spray that smells like weed.
Pete Holmes
That's hilarious. And I'm leaning on a van that says FBI. Like, that's the one thing I forgot. What was I saying? Boy, I'm scattered today. I don't know.
Annie Letterman
I bring it out on people.
Pete Holmes
Do you? Yeah, I think it's happening. Well, we have child rearing, but then embryos. But then, like, we were talking about you.
Annie Letterman
Eggs.
Pete Holmes
Okay, then let's just go back to babies. Would you still have a baby?
Annie Letterman
Yeah.
Pete Holmes
Did you know that when they say your risk doubles, there's a great. Adam ruins everything about this. And I love telling. Because you're in your 40s, they're like, oh, you gotta have a kid before you're. Let's say 38.
Annie Letterman
Yeah.
Pete Holmes
Because after 38, your risk doubles of whatever.
Annie Letterman
Yeah.
Pete Holmes
And he's like. He looked at the science and he was like, yeah, it goes from.001% to 0.002%. And he's like. Like, I'm not saying it's still doubling, but it's like you need to look at the. The numbers.
Annie Letterman
Yeah.
Pete Holmes
And there's a lot of, like. There's crone shaming. There's like older woman. Like. I don't have to tell you. I'm. I don't want to Pete Splain here. I'm just saying we have Such a disdain for, like, unused women. This is in quotes for people not watching the video that were even. That were like, well, you better have a baby before you're 35, you trollop. You know what I mean?
Annie Letterman
It's like, I better not.
Pete Holmes
Jesus. Yeah.
Annie Letterman
Save that child. If I had a kid under 35.
Pete Holmes
Hilarious. But now you could.
Annie Letterman
Yeah, I think so. There's. There's some things that I'm like. I would like to get like a. In a different. A little bit in a different spot, but I'm fine. I said, at 44. I'll cut myself off. I'll give. I'll donate the. The eggs to my friend Josh Potter, who has one blind eye, and Powder Potter.
Pete Holmes
Powder would be a better name for a blind guy. Oh, powder with the one powder eye.
Annie Letterman
No, it is very milky. He has a milky eye.
Pete Holmes
I knew without you.
Annie Letterman
He has a milky ass. Him.
Pete Holmes
John Powder now.
Annie Letterman
John Powder.
Pete Holmes
John Powder. He can move some things with his.
Annie Letterman
Mind, but I. I keep thinking the embryos could fix his eyes so he can have them if I don't.
Pete Holmes
Yeah. Have it in, like a hard boiled egg thing like they have in Britain. Just put them and then you can see. Yeah, I could see that. So you're. You're open to it?
Annie Letterman
Yeah, I'm open to it. I just want to. I. It's like I. I'm renting an apart. I just don't want to.
Pete Holmes
You want to get to a better cruising altitude?
Annie Letterman
I want to be in a cruising altitude.
Pete Holmes
You're making me realize that as a dude. You know what I mean?
Annie Letterman
Well, I have to be on the road. I have to work. There's no me taking, like, nine months. Not that people take nine.
Pete Holmes
Oh, I see what you're saying.
Annie Letterman
I also, like, would have to keep work.
Pete Holmes
Like, you'd have to. Ali Wong it.
Annie Letterman
Yeah.
Pete Holmes
I think she did it for financial reasons. I'm an idiot. That poor girl. She had to keep doing specials even when she was pregnant.
Annie Letterman
She started a lot of. Maybe. I'm. I'm filming a special in a couple weeks. Maybe I should come out with, like, a fake. I have a fake pregnancy belly.
Pete Holmes
No one will know.
Annie Letterman
Is that funny?
Pete Holmes
That's what Ali did.
Annie Letterman
Just take it up. Ali has no kids. Do you know that? No children.
Pete Holmes
That's a bit. I had someone in my family accuse Gary Gomen of faking depression.
Annie Letterman
Oh, no. Depression?
Pete Holmes
Yeah. They were like, is he really? And I was like, yeah, yeah, I've. He's really depressed when he's, like, in it. And it's like, you think people want an HBO special that badly? Hold on to the.
Annie Letterman
Oh, and then you're like fan bases. All just really depressed people. Like, do you think he wanted just like, the most sad?
Pete Holmes
Yeah, yeah.
Annie Letterman
They're too depressed to buy tickets.
Pete Holmes
Exactly.
Annie Letterman
They're bedrotting.
Pete Holmes
He could have orchestrated that a little bit better. And where are you with dating? It's just interesting to me. You're married.
Annie Letterman
Aged, engaged.
Pete Holmes
Gauge.
Annie Letterman
Basically married.
Pete Holmes
What does that mean? Oh, like I said to the powder guy.
Annie Letterman
No, no, no, not to the powder. No. I'm. My fiance's name is Todd, but I just don't want to plan a wedding. So I'm just like, can we just call each other husband and wife and just be that?
Pete Holmes
Yeah.
Annie Letterman
So I don't have to deal with that. Seems so. I'm not like, feminine like that. I never was, like, imagined my wedding or.
Pete Holmes
Yeah, I'm with it. You can get a. My wife, the advice she gives people the most is. I know it sounds kind of crazy, but you. It's money well spent to get a plan.
Annie Letterman
A planner.
Pete Holmes
If you have a budget. Anyway, skip the ice one and get a planner. Same price. Yeah, do the planner.
Annie Letterman
What if we just got an ice one.
Pete Holmes
Yeah.
Annie Letterman
Ceremony and had no wedding and then just had a nice one just chipping off. What a funny thing to buy, something that's going to melt.
Pete Holmes
Kyle Kanad had a great bit about, like, weddings and like sick people in the hospital. You just give them things. Flowers, balloons and ice sculptures.
Annie Letterman
Don't forget.
Pete Holmes
It's all just impermanent things, but that's what makes them precious. We like them because they're like, these flowers are here today.
Annie Letterman
Well, I just. I have. I have a coffee shop that sells flowers near me and I. So I always get flowers and do.
Pete Holmes
You own it or Julian McCullough?
Annie Letterman
Well, I. I attend it.
Pete Holmes
Okay.
Annie Letterman
I. I'm.
Pete Holmes
It did sound like you're an entrepreneur.
Annie Letterman
Yes. Well, you know, people assume things go with it. But I. So I'll get flowers, but then they just like. I will let them just be so rotten for so long. I will just leave them there for just so long.
Pete Holmes
And they're just dry flowers.
Annie Letterman
And you don't remember. Well, they also sell the dry flowers too, so I have a bunch of those. But we're moving, so everything like that is going in the truck.
Pete Holmes
And what does he do? You.
Annie Letterman
He's an editor.
Pete Holmes
I was just worried. I worried he was a comedian and a story. No, I was just worried he was a comedian. That's not true. Moshe and Natasha, wonderful comedian couple. It's not always, but I was interested if you were dating a comedian.
Annie Letterman
No, I have dated comedians, and I learned that lesson.
Pete Holmes
What was that lesson?
Annie Letterman
It's just. It's too.
Pete Holmes
Too much tuna.
Annie Letterman
It's too much tuna. It's too much tuna. Thank you. Thank you. Yeah. It's like, imagine if Nick Kroll and John Mulaney were a couple.
Pete Holmes
Yeah. That would be far too much.
Annie Letterman
Too much. It would be too much tuna.
Pete Holmes
That's the ultimate too much tuna prank is that you're now married to this person. So you. Is it. Would you call him a Steady Eddie?
Annie Letterman
He's the best. He's. He's wonderful. Securely attached guys from New Jersey. I'm from Philly. I love his family. His mother's Laotian and so funny. She's been here since she was 11. She has the thickest accent. I'm always like, how do you not. How. How is your English at this? Bad. She's so funny. That sounds like my favorite thing.
Pete Holmes
Work on this.
Annie Letterman
She's so funny.
Pete Holmes
So take me from nipple piercing. Wayward youth.
Annie Letterman
Yes.
Pete Holmes
Let's call it what it is.
Annie Letterman
Yes.
Pete Holmes
Wayward.
Annie Letterman
Wayward youth.
Pete Holmes
To discovering comedy. And I know there's some other stuff, like there's alcohol and stuff, but I'm wondering, when did comedy come into the picture?
Annie Letterman
Okay, so I. My dad's really funny. So I was always. My whole aim in life. Make my dad laugh.
Pete Holmes
No way.
Annie Letterman
Make my dad laugh. Mindy Tucker has this picture of me when I used to run a show in Brooklyn when I was, like, I don't know, maybe a couple years into comedy. And she. It's me on stage, and it's like a packed room. So she's from behind. It's me on stage. My dad's in the front row cracking up. No one else is laughing. Everyone else is, like, bored. And my dad's like. And it's the best.
Pete Holmes
Do you have it framed?
Annie Letterman
I hope I do need to get it framed. I do need to get it framed.
Pete Holmes
Happening.
Annie Letterman
I know. And I think about it every day. It's the best. You need to have that frame today. It's number one. It's so cute.
Pete Holmes
That's amazing.
Annie Letterman
But that's so.
Pete Holmes
So he was funny growing up.
Annie Letterman
So funny.
Pete Holmes
And it made it.
Annie Letterman
It.
Pete Holmes
It seemed important to be funny growing up.
Annie Letterman
And he's like a bad boy. My dad's like. My dad and I will, like, overeat together. I'll be like, do you want to go get to the grocery store and get something bad. You know, like my dad and I are, like, bad together. It's gonna be bad. Look at cake. And. And he's really like. He, He. My dad's Mensa and he was. He went to RPI and then he. He went to Wharton and stuff. He was very smart. But he was so like such a, like bad kid. Student. But he was so good at tests that he always got through. So he kind of gave me the gift of being able to get away with shit by being funny and charming and pulling it out in the end. So that makes me realize it as.
Pete Holmes
I'm dating my daughter that I have a real. And I got it from my father too. But I'm really noticing that I'm like. Social intelligence.
Annie Letterman
Yeah.
Pete Holmes
Is the undervalued intelligence. And it's sort of everything because I'm not.
Annie Letterman
I'm smart. But I'm not. I'm. In my high school. I, I, I skipped eighth grade just because they let me. And. And then I did like two years in high school. But my high school. They didn't. We didn't really have schoolwork. It was kind of just. They just had us hanging out.
Pete Holmes
And then Pearson Nips.
Annie Letterman
I was really not. It wasn't. It. And then I went to the College of Santa Fe which went out of business. And it took me eight years to get my undergrad because I was just like, I don't want to read. I'm now at 41. Like, I'm ready to learn. I want to like Happy Gilmore, by the way. Or Billy Madison. Which one is it? Billy Madison.
Pete Holmes
It doesn't matter.
Annie Letterman
When does he go back to school?
Pete Holmes
I'm pretty sure Sandler interchanges those.
Annie Letterman
I would crush in third grade. Right now. I would be the smartest third grader.
Pete Holmes
It would be the best. That's the Mitch Hedberg joke. I wish I could play Little League now. He doesn't say now in the setup. I'd like to play Little League as a grown up. They'd back up now. And I'm like, oh, my God. What a great job.
Annie Letterman
So.
Pete Holmes
So. Okay. Great. You. You were figuring out social intelligence.
Annie Letterman
Yes.
Pete Holmes
And how to get out of things.
Annie Letterman
So that was kind of my currency was like I knew how to, like.
Pete Holmes
Yes.
Annie Letterman
How to work a room a little bit. And. And it was just fun. It's what I like to do. And then so. And so my dad was really funny. My mom is a really good artist. So she gave me the ability to draw well and paint well and stuff. So. But my mom Was a little bit more competitive with me. So she.
Pete Holmes
Pardon me.
Annie Letterman
She was just kind of competitive. I don't know. She just was very like.
Pete Holmes
I love that you said it.
Annie Letterman
She was. She joined team. I mean this. Joined my swim team. I love my mom, but you need.
Pete Holmes
To back it up.
Annie Letterman
She joined my swim team. 40 back it up on the children's swim team.
Pete Holmes
Your mom did not join your swim team.
Annie Letterman
I will find a picture.
Pete Holmes
Thank you for pitching your quirky 90s.
Annie Letterman
I will send you.
Pete Holmes
But your mom did not join your swim.
Annie Letterman
She joined it.
Pete Holmes
Pete, you were good at swimming thing. I read that on your Wikipedia. And then your mom was like, oh, hell no.
Annie Letterman
Yeah, my mom. My mom was like, this looks fun. And they had. So they had different categories that were like, you could do. It was like 8 and under, 10 and under, 14 and under. And then it was unlimited, which was 15 plus. But that was supposed to be like 15 plus 8 to 18, basically. But my mom was like, it doesn't say that loophole.
Pete Holmes
But you think she joined it to.
Annie Letterman
Compete against you as a grown up? Looking back at my mom and seeing her as a full person.
Pete Holmes
Yeah.
Annie Letterman
I mean, it's still psychotic. It's so crazy. They're children. You're raising kids. That is in front of kids in swimsuits. Unless you have to be.
Pete Holmes
Can't be in the water.
Annie Letterman
Yeah.
Pete Holmes
With glistening ass.
Annie Letterman
I think she. I think she.
Pete Holmes
No, get out of there.
Annie Letterman
I think she just was like time wise. I'll just be at practice while they're at practice or something so I can get my exercise in. I don't know what it is, but it was very weird. There's just a swim team picture where my mom's in it. She's in the picture with us.
Pete Holmes
And that you bring to the pitch for your movie about the mom that's competitive with your daughter. But you. This is a leading question, but let's just deal with it. You clearly had your dad's number. Did there get. Did you get like a reverse kind of oedipal thing? Like a. You know, like you and dad are eating cakes on the slide and clearly love each other a lot. Was mom trying to like dethrone you? Mom, I'm gonna get back in the cake circle.
Annie Letterman
Mom was in the cake circle. But my dad and I call ourselves team fun. And then my. My. My mom and my brother are team responsibility. And we're always like, ugh, team responsibility is so annoying. And then I have a twin brother who's like a floater. He can Be both.
Pete Holmes
He floated between.
Annie Letterman
He floated between me and my dad and my mom and my older brother.
Pete Holmes
Nice. That's a good.
Annie Letterman
I, like, he was unimpressed with us. My brother's so funny. He, like, he just. He. He, like, gave us the least attention. All of us are, like, pretty close. And then my. My twin brother will just kind of, like, not call us or talk to us for a while, and then he always ends up getting, like, the most presents at Christmas and stuff. Like, we're all, like, so starved for him. We're like. Like, has anyone talked to Max? Like, when he. He called me the other day, and I was like, oh, my God. My twin brother just called me, and I pick up. It's a style. I was like, I just stayed on. I listened to him wrestle around a little.
Pete Holmes
Oh, just a little slice of his life.
Annie Letterman
But he's just. He's sports autistic. He just only cares about sports. So if I. I. There was a time in college where I watched Sports center every day, and I studied, and I was like, I'm gonna win my brother. I'm gonna win him. And I would. Impressed him a little bit. He was proud of me. And then I just went, I don't have time for this. This. I don't have time for this.
Pete Holmes
Yeah, I understand. It's not paying out.
Annie Letterman
Yeah. I go, he. I read Greg Barrett's book. I. I go, he's just not that into you. Just let it go.
Pete Holmes
Let it go. Max. The celebrity of the family.
Annie Letterman
We are obsessed with him. Yeah, but he works at. Com. Or he works at. Sorry, NBC Sports in Boston. So he got his dream job, and I got my dream job. And then my older brother's in sales, but he's. He's like this incredible father and husband, so he is living that dream job of his. And I was thinking, but we're all hams. Like, when. When I go to Philly, my. I have to give my older brother five minutes because he will heckle me if I don't. And I have to let him do, like, jokes about anal with his wife. And. And inside.
Pete Holmes
You mean when he's in the audience?
Annie Letterman
Yes. He brings a.
Pete Holmes
What is this family that keeps trying to lap you?
Annie Letterman
It's crazy. Well, my mom got banned from the shows for a while.
Pete Holmes
What?
Annie Letterman
Because she threw a present on stage. I had to open it during a Christmas show. And this was before I was, like, a experienced headliner. I didn't know how to handle it, and nobody. The audience didn't like me yet. And then I had this whole interaction with my mom that was a nightmare.
Pete Holmes
Was it a nightmare?
Annie Letterman
Okay, so I'm. I'm new to headlining. I'm on stage. I'm in the middle of like, introducing who I am through jokes to these people. And a. My mom throws a wrapped present onto the stage. So now I'm having to.
Pete Holmes
I'm dead.
Annie Letterman
Turn my back, reach down and grab something. Completely have no power over the room at this point. No control over the room. Then I. I'm like, I guess I have to open this, right? And then it's. It's like this shape. What is it? So then the backstory, how long this story takes is what I had to do on stage, which is what I had to explain on stage. So. So then I open it and it's. It's a. Basically like a mannequin arm that's got little cuts in it because my mom had an ebay drop off store. Do you understand how I have to explain this on stage? And the audience is not my fans. They don' me.
Pete Holmes
Everybody hates every second.
Annie Letterman
They're like, what the is?
Pete Holmes
Why do we pay money for this? Yeah, yeah, yeah.
Annie Letterman
So then. So she had gotten a bunch of stuff from nursing school. And these were. These were arms that nurses used to learn how to sew stitches. So they had these, like, fake cuts.
Pete Holmes
Okay.
Annie Letterman
Fake blood on them.
Pete Holmes
Was. Did she think she was helping, like, riff about this?
Annie Letterman
Well, when I got in the fight with her afterwards, where I was like, I don't know if I can ever speak to you again. But it also was a day where I was like, like, I was like, I really need time to. I'm really trying to figure out my, my set list. And it's. This is very important. It's very important for me.
Pete Holmes
No, I couldn't be empathizing more. And it was actual pain. I hate every second.
Annie Letterman
And it was like, I. And she was like, you're gonna be fine. You know, I'm like, you lied. I wasn't gonna be fine. You knew I wasn't gonna be fine. But when I was in the argument, what I do love about my mom is when we do talk about things, she does eventually have sort of an epiphany. And so she went. I guess now that you're saying it, because I went, what did you think was going to happen?
Pete Holmes
Yes.
Annie Letterman
If there had been a laugh, where was it going to be directed? And she was like, I do see that. Where it would have been me. Your attention and me getting.
Pete Holmes
Yeah, it was her swimming underneath you to get in front of you. Yeah.
Annie Letterman
Grabbing my ankles to pull forward.
Pete Holmes
But that's like some serious. I like this. This. We need this.
Annie Letterman
Yeah.
Pete Holmes
Because I think that's a dynamic at play in some families. Certainly my leading question was like, my alliance with my mom was so tight.
Annie Letterman
Yes.
Pete Holmes
The opening line of the movie, it's a great Noah Baumback movie. It's. It's. It's not a chill watch. It's not like, about which one. It's called the Squid and the Whale.
Annie Letterman
Oh, I love that movie.
Pete Holmes
So opening line of squid.
Annie Letterman
I thought you were going to talk, say, a marriage story where it's a story about when Scarlett Johansson cut her hair and then her husband broke up with her.
Pete Holmes
You were so good in that.
Annie Letterman
I always thought that was funny. If that was the premise. She cut her hair and he was like, oh, I don't think you're hot anymore.
Pete Holmes
This isn't working. This isn't. This is working.
Annie Letterman
It's such a wife move to just cut your hair after the wedding. Gotcha. Gotcha.
Pete Holmes
You say that in your comedy story set. You go. Has like a buzzed head and you know that's a secure relationship. And I laughed so hard and I was like. It's one of those moments where I was like, oh, the audience doesn't understand yet. You mean, like, that's such a bold. Basically what you just said. Like, you hooked him with your hair.
Annie Letterman
That's funny.
Pete Holmes
Like ScarJo in Marriage Story. But the opening line, it's over Black of Squid and the whale is me and mom versus you and dad.
Annie Letterman
Yeah.
Pete Holmes
So, like the way that families can split and be teams and be competitive with each other. But you. I mean, you might. Who cares? This isn't the. Pete tells you what your movie idea is, but I would love a movie for you where you're competing.
Annie Letterman
A mommy. Yeah. Where it's like. Like the. What are they your frenemies, basically. Yeah, I know, because I love her so much.
Pete Holmes
No, you definitely love.
Annie Letterman
There's this Zach Brian.
Pete Holmes
I'm in the pitch already. No, they love each.
Annie Letterman
There's this Zach Bryan song. Do you ever listen to Zach Brian?
Pete Holmes
Who.
Annie Letterman
He's a country singer.
Pete Holmes
The. I watched the Brian cut of the Justice League is that if you.
Annie Letterman
If you listen to this man's songs, there will be a lyric to one of them that makes you go, really? Yeah. Have you ever seen the clip of the. There's like a. A young comic. I don't know what level of comedy he was at, but he was on stage and he Was like, oh, what do you do? And this guy's like, I direct movies. Like, oh, yeah. And it was Zack Snyder, love. So embarrassing.
Pete Holmes
And the guy posted it. That's how we are starved. Gotta post it. Like, that's gonna go viral. Yeah. As you. As a. As a turd, basically.
Annie Letterman
I know. Oh, my God. I went to a up. A movie screening last night, and I brag, and I was. No, but this is where I'm like, zero brag. But they want. No, they invited me, so I would post. They invite you so you can post on your social media and stuff, you know.
Pete Holmes
Oh, my God. That's why I get invited.
Annie Letterman
Yes. They want you to, like, tell people and talk about on your podcast how good it was. But the movie was absolutely incredible because I've been to them where it's not good. And you have to be like. And then they do meet, like a Q A afterwards, and you're like, you want to go. You have to pee, but. And you don't want to be rude.
Pete Holmes
What movie was it?
Annie Letterman
It was Death of a Unicorn. It was excellent.
Pete Holmes
Oh, I got invited to that.
Annie Letterman
It was.
Pete Holmes
We're not giving anybody any free.
Annie Letterman
But, I mean, me talking to these people at the after party.
Pete Holmes
Yeah.
Annie Letterman
I mean, they were looking at me like. I mean, I went up to Jonah. I go, I gotta go. But you're amazing. She's like, who are you?
Pete Holmes
Who do you go? Who's it?
Annie Letterman
Jenna Ortega.
Pete Holmes
Jenna Ortega.
Annie Letterman
Oh, yeah.
Pete Holmes
Yeah. She's a huge.
Annie Letterman
She's a huge star.
Pete Holmes
Yeah. I really am out of it.
Annie Letterman
Yeah. But there are certain people. I'm like, how did you let me this close to this person?
Pete Holmes
Yeah. Facts.
Annie Letterman
I'm a clown. I'm not supposed to. These people aren't supposed to.
Pete Holmes
Yeah, yeah. Don't let the goons near the royalties. For sure. I went to an after party. It was at Mattitou. You look a lot like Scarlett Johansson, which I didn't notice, really, until you said it, but now I'm like, how did I not? Yeah, because I went to a. It was at Madame Tussaudsau's, and there's a wax sculpture of her. You should go stand next to her.
Annie Letterman
I should melt the boobs off and be like, it's me.
Pete Holmes
You have a lighter.
Annie Letterman
Well, she has a twin brother, and I have a twin brother, and they look alike, which is crazy creepy. And I've never met her, obviously. I was friends with Colin Jost back in the day. I haven't seen him in years, but get on that. Jost is that nuts.
Pete Holmes
I feel like you could. She could go to the bathroom and you could come back as long as you had a napkin. I'm just kidding. I'm just. Yes. Handing your boob thing. But you could just sit down and.
Annie Letterman
But he was. If he was a napkin in and have it, like, fruit up.
Pete Holmes
Yeah. Or a lobster bib. Wait for them to be having lobster. And if he's thinking about monologue jokes, you could resume the meal.
Annie Letterman
He is doing the show. That is so.
Pete Holmes
Wait, was he in love with you when you knew him?
Annie Letterman
No, I don't think.
Pete Holmes
He never once was.
Annie Letterman
Like, we, like, hung out. We, like, we hung out in Montreal and. But we never, like, hooked up or anything. But I was like. Afterwards, I was like, I wonder if he was, like, in the. Once he married Scarlett Hansen. I was like, ew. Was he, like, into me? I never thought he was.
Pete Holmes
He can't be aroused by power and talent.
Annie Letterman
I know. Like, he married my face. No. But, no. I love Colin, and I love Colin's brother, Casey Jost. I worked on oh, my God. My God, is this kid hilarious.
Pete Holmes
Really?
Annie Letterman
Yeah. He's so funny.
Pete Holmes
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Annie Letterman
Care.
Pete Holmes
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Annie Letterman
Right, but so she never thinks anything's fun. Like, my dad and I went to. We were like. When I was in my early 20s, I moved back home, I broke my foot and I was like, I need my parents to walk my dog for me.
Pete Holmes
That's what ended your swimming career?
Annie Letterman
Well, that was a different, like, foot break.
Pete Holmes
This foot is not doing.
Annie Letterman
This foot likes to crunch.
Pete Holmes
I bet. Yeah. Now that you're 40.
Annie Letterman
Yes.
Pete Holmes
I bet you can hear that foot. It's like walking on a bag of sunshine.
Annie Letterman
I don't feel. The only thing that's making me feel old is my eyes. Eyesight.
Pete Holmes
Well, that's where we started.
Annie Letterman
Because nothing else is feeling.
Pete Holmes
I gotta tell you, it's so normal. That's all I gotta say.
Annie Letterman
I feel like I look very. I feel very. You're doing great, Juicy.
Pete Holmes
It's very normal. I went to the doctor and it was for something unrelated. It's honestly, it was because I felt pressure behind my eye and I was like, I'm scary. I hated it. And they were like, you don't have any. And I was like. And then it goes away because somebody tells you you don't have it, and you're like, all right. But then while he was there, he was like, I'll see you in a year. And I go, what? What? He goes, you're 42. And he's like, I'll see you in a year. I'm like, what do you mean? He goes, everybody's eyesight just plummets at 43.
Annie Letterman
But does Lasik help with that?
Pete Holmes
I think Lasik helps with that.
Annie Letterman
Does it?
Pete Holmes
I mean, I'm not gonna do it.
Annie Letterman
I watch. I got it for my fiance for a present so I can own him.
Pete Holmes
Yeah. Yeah. Look at me.
Annie Letterman
I bought you. Look at me. Clearly, I bought you. Sight.
Pete Holmes
You can't.
Annie Letterman
I bought him a sense.
Pete Holmes
Did you spit in the mud and rub it on his eyes? If you get that reference I gave him. I really grew up religious.
Annie Letterman
No, I didn't get that, but I. What? I thought we were doing a pink Ey joke.
Pete Holmes
No, but Jesus in the New Testament spits in mud and rubs it on a blind guy's eyes. That's a story.
Annie Letterman
And it works.
Pete Holmes
I mean, that's the story.
Annie Letterman
It helps him.
Pete Holmes
It heals his blindness. Yeah.
Annie Letterman
Oh, my God. I'm like, that's what my bullies were doing to me when I was a kid.
Pete Holmes
They were trying to heal you?
Annie Letterman
They're healing me?
Pete Holmes
Yeah. Your bully Jesus.
Annie Letterman
No, the bullies never got to bully me.
Pete Holmes
Did you get bullied?
Annie Letterman
I bullied the bullies.
Pete Holmes
You were a bully. Bully. Your dad was rewarding you with a full.
Annie Letterman
Well, I just felt very protective of people. Oh, I felt very protective. And I knew. I was like, I, like, have the balls, so I'll do it.
Pete Holmes
Wait, you're kind of, like, in. I'm blanking on her name. She did this podcast. God damn it.
Annie Letterman
And I think she sounds famous.
Pete Holmes
She is famous. She was on Freaks and Geeks. She was.
Annie Letterman
Oh, Linda Cardellini.
Pete Holmes
No, the other one.
Annie Letterman
Busy Phillips.
Pete Holmes
Busy Phillips.
Annie Letterman
Busy Phillips.
Pete Holmes
So you kind of have that energy.
Annie Letterman
Oh, I related to that character.
Pete Holmes
Girl with the cool dad.
Annie Letterman
Yeah.
Pete Holmes
Some issues, though.
Annie Letterman
Did he get grabby?
Pete Holmes
No, no, not with the dad, but I. I. She kind of had the. Nelson Munt's house. Like the screen door?
Annie Letterman
Yeah.
Pete Holmes
You know what I mean?
Annie Letterman
No. What's the screen door?
Pete Holmes
Well, Nelson Munt's on the Simpsons is the bully.
Annie Letterman
Oh, yeah, yeah, yeah.
Pete Holmes
Okay, okay.
Annie Letterman
I thought you were telling me a.
Pete Holmes
Syndrome Nelson Muntz syndrome. Yeah, it's where you think everything that's tragic is funny. Well, yeah, we both have full months.
Annie Letterman
Oh, it's the best part of being a comedian.
Pete Holmes
We're suffering from muntah months. Oh, I wouldn't say we're suffering from it.
Annie Letterman
I have the. I'm happy with my months. I wake up with months every morning. I'm so grateful I have months. Someone, like, commented on one of my podcasts and was like, was. It was like a compliment. But they were, they were saying like, oh, you know, this is such a fun, silly thing. And there's so much, like, darkness going on in the world. It makes me feel like we're gonna pull through. I hope we all have taken care of our months. I was like, oh, of course we're gonna pull through. It's like, yeah, that we're gonna laugh.
Pete Holmes
Yeah, of course we're gonna laugh.
Annie Letterman
If someone paints a swastika on my Tesla, I will will laugh so hard. I don't want you to, but I will cry laughing if you do. Oh, my God, I will cry.
Pete Holmes
I will die. I also drive a Tesla and I parked it. I was going into a vegan restaurant to pick up my food and somebody, this guy, he walked up, he looked like Ramdos. He looked just like this guy. So immediately I like this guy. He looked like 80s 90s Ramdos mustache.
Annie Letterman
Yeah.
Pete Holmes
And he's coming up to me and he. And he just goes, nice car. And I've had so many fake conversations with this guy because in the moment I went, ah, yeah, I know it's paid for. I don't know what to do. And he's like, still, Still. I was like, I. I really don't know what. It's just a car at this point. And I'm so non confrontational. I kept talking with him until I thought we were friends.
Annie Letterman
Yeah.
Pete Holmes
Like, I wouldn't let it go.
Annie Letterman
Yes, no, I understand.
Pete Holmes
And at the end, we were friends. He was, I was like, I understand. But then, since then, I've been like, like, we need to be a little more. I understand where he's coming from. We also have to understand this is my car. I get it. I'm also trying to raise a family and have a job and have a life. Like, I have to, I have.
Annie Letterman
Can we take the one good thing this man's done? Can we take the one good thing this man's done? And by the way, when he hiled. When he put that hand up, the prices went down. Okay, so he was both Being rude to the Jews and very helpful to us, too. So he was doing both. But my friend who's Israeli just got one. I was like, see? She's like, they're so cheap. I was like, I know, I know. He got us.
Pete Holmes
You can actually help me with it. All of that was so funny. But if I sold it, someone else would just be driving it.
Annie Letterman
But you know what I'm saying, Like, I just.
Pete Holmes
I just lost a car, Annie. Now I gotta go look for a new car. Supposed to get rid of it.
Annie Letterman
It's such a good car. It's such a good car.
Pete Holmes
I.
Annie Letterman
It's such a.
Pete Holmes
It's also not just a car. It's a car. And I installed a thing in my house to try.
Annie Letterman
It's not.
Pete Holmes
It's not ch.
Annie Letterman
It dings.
Pete Holmes
Not chill. To sell it.
Annie Letterman
When you're on your phone at a red light, when you're texting and driving on a red light, it dings and goes, stop texting. Drive.
Pete Holmes
Well, it also just lets you know maybe you were just thinking.
Annie Letterman
Well, I wasn't. I was either playing a slot machine game or I was doing something. I tried out my fiance drive. Because I'm like, I'm unsafe.
Pete Holmes
Yeah, you feel unsafe?
Annie Letterman
I'm not good.
Pete Holmes
I was like, ADD is not great for driving.
Annie Letterman
Well, you want to know why? I was a few minutes late.
Pete Holmes
Tell me.
Annie Letterman
I was pulling out of my. My garage, and I, like, just was a little too close to the side that my tire, like, touched the edge. And I was like, I have to be realistic right now that I don't know which direction to turn this tire, to get out of this. I just had to be. My relationship, my spatial relationship.
Pete Holmes
Me and space, not friends.
Annie Letterman
We're frenemies. We're not there yet, and so we're acquaintances. So I had to go wake my fiance up. I go, get up, Todd, I really need your help. And he had to get dressed and.
Pete Holmes
Come just to know which way to turn the wheel.
Annie Letterman
Crunch. There's the thing is I just.
Pete Holmes
Just.
Annie Letterman
I've done it before. Yeah, I've whipped out of the thing.
Pete Holmes
I get it.
Annie Letterman
And I just. I'm like, I don't want to do it again. And so he came and he fixed it for me. But I'm like, you know what? I just needed. I needed my man.
Pete Holmes
What's his name?
Annie Letterman
Todd.
Pete Holmes
Right, Todd.
Annie Letterman
I needed my man's.
Pete Holmes
I feel like you found the right guy, you know?
Annie Letterman
He's the best. I love him.
Pete Holmes
If he's getting up to help you.
Annie Letterman
Rotate oh, he does. He does 90 and I do 10 is the rule. He does 90 of everything.
Pete Holmes
Like an agent. He's your life agent.
Annie Letterman
Except.
Pete Holmes
Or you're his life. No. Yeah.
Annie Letterman
He would be the. I would be the agent.
Pete Holmes
You're the agent?
Annie Letterman
Yeah.
Pete Holmes
Yeah. Okay, so your mom is competitive. Your dad's giving you cake.
Annie Letterman
So then. Yeah. So I choose. But my dad always makes me laugh. Right? And we always laugh and he gives me all this attention. So I could have gone because I went. I technically went to a school that I was going to possibly major in Arden, but my mom just didn't give me enough.
Pete Holmes
But she's an artist.
Annie Letterman
She is an artist, but she didn't really like. She went to art school and she just has the talent. But she didn't really like competition.
Pete Holmes
So you're trying to go to art school and she's like, kind of lukewarm on it.
Annie Letterman
She just didn't care.
Pete Holmes
This is classic.
Annie Letterman
I would show her, like, I don't.
Pete Holmes
Even know this, but she's most obvious. She's like, it's fine.
Annie Letterman
But then she'll be like. She'll be like, you know what? I was meditating and I realized, like, I think my ego gets in the way of like, she's so she becomes self aware and she can change and grow.
Pete Holmes
It's beautiful.
Annie Letterman
I love it. My parents are so cute.
Pete Holmes
It's all in the repair there.
Annie Letterman
Yeah. But also it's like, fine. It's funny. She joined the swim team. It's hilarious. I look back on it. I think it's so funny. There were things that, like, she said to me when I was a kid where I was like, that was so mean that now as an adult, I'm like, that is hilarious. Like what she said to me, I. She would drop us off at the mall and me and my friends found like, the makeup samples at Body Works, I think it was called. And we. So I had like, came back into the car with a eyeliner on. I must have been 12 or 13. And she goes, you look like a tart. I go, what's a tart? She goes, a prostitute. And in my head I'm like, that is the funniest thing that's so funny.
Pete Holmes
To tell your daughter British with it. You look like a.
Annie Letterman
Well, my mom has this incredible vocabulary. My mom was like, she. My mom was adopted, but she was adopted.
Pete Holmes
What does that mean? She had a moment to reconsider, but she went for it. No, she's like, it means prostitute. But I learned you're like, what does that mean? Someone who gets paid to have sex.
Annie Letterman
But she. I had this friend that was like, having sex when she was like 13. Like, she was like, having sex, sex in the boiler room and stuff in the middle school. And my mom was like, I don't like her. She's porking her boyfriend. Or her and her boyfriend are porking. My mom would have these, like, little words that are so funny.
Pete Holmes
Well, it's hard to have those chats.
Annie Letterman
It's hilarious.
Pete Holmes
You gotta pour. You gotta lighten it up with pork. They're boning, they're boinking.
Annie Letterman
Well, we used to get in trouble because my mom would tell us everything and then we'd go into school and, like, repeat it. My mom told us that. What was it? Oh, there were. Do you remember the song? It was by Dead Eye Dick. They were one hit wonder. And it was like, like, it was Mary Mo. She's a vegetarian. She don't eat meat, but she sure like the bone. Nah, nah, nah, nah, nah, nah, nah.
Pete Holmes
That's familiar.
Annie Letterman
Okay. So we were obsessed with the song. We listened to the radio. We must have been in fourth or fifth grade. And my mom was like, you know what the bone means?
Pete Holmes
No. She did.
Annie Letterman
She explained boners to us through that song. And then so we went in and kids would be singing and we'll be like, you're actually talking about boners. So then the teachers are like, what are you guys doing? Doing? And we're like, our mom told us.
Pete Holmes
My mom is sort of similar to.
Annie Letterman
That, which I appreciate.
Pete Holmes
Yeah, yeah. My mom is still very frank. Just to relate like my mom. It's not frank.
Annie Letterman
I like frank.
Pete Holmes
Yeah, she's frank.
Annie Letterman
Yeah, I sometimes.
Pete Holmes
Yeah, she's got a, a real, no nonsense quality.
Annie Letterman
I'm more D voice, honey reference. Oh, Franken D. Don't watch it. You don't. You would love it.
Pete Holmes
Every time I've seen it, I've loved it. I, I, I get, it's hard to watch. I get overwhelmed.
Annie Letterman
Do you watch comedies?
Pete Holmes
I don't watch a lot.
Annie Letterman
I don't really watch comedy either. There's something like.
Pete Holmes
All those guys are my favorites. Glenn Howerton, I think is incredible. Charlie Day. These are the ones that have done the ones that have done the podcast.
Annie Letterman
You're like, the ones I like are the ones that have done the podcast. The other ones can suck it.
Pete Holmes
I'll watch the episodes, like the standout episodes for those guys to prep for the podcast. And I love it.
Annie Letterman
My fiance watch stuff. Like my fiancee would be like, you have to watch this. He puts music on for me. He's very good at kind of curating things.
Pete Holmes
Val is good at that, too, but, like, like, with comedy, she's gentle. It's just. I don't think this is exclusively for comedians, but, like, I watch. It's not a passive watch for me.
Annie Letterman
It's not passive at all. It's so much work.
Pete Holmes
I'm, like, predicting it. I'm. I'm judging it.
Annie Letterman
Yeah.
Pete Holmes
And that can be really fun, that if I'm, like, very well rested. I just had some coffee. You know what I mean? I can really watch an always sunny.
Annie Letterman
No, but it does feel like I want to have, like, a notebook, for sure.
Pete Holmes
It's like listening to other people stand up. Like, I loved listening to yours on the way in. But that's when I'll do it. I'll listen to it on the way into interviewing, doing other things. And if I listen to it when I'm not, it'll drive me crazy. It'll make me want to perform, and that's okay. That's what the compulsion looks like. In fact, I want to put this to you. How do you get yourself ready to perform? I'm going to load it with how I do it. If I watch any of the show, like, if I watch the person before me, I'll be going crazy.
Annie Letterman
Oh, I don't watch a thing, but I know.
Pete Holmes
But if I want to get myself amped up, I'll watch a little bit bit. Because I'm like. I have that thing where I'm like, I want to do it. I want to be up there.
Annie Letterman
I. I usually don't watch the openers, which is rude, I guess, in a way, but it's more just. I'm trying to get myself, like, centered.
Pete Holmes
Yes.
Annie Letterman
And present. So I'm like, in a green room. Literally.
Pete Holmes
Like, these are probably listening to this is a nanny.
Annie Letterman
Oh, but if you're.
Pete Holmes
Keep going, though.
Annie Letterman
It's Letterman. But I am a natural born leader, so people say.
Pete Holmes
I'm sorry.
Annie Letterman
It's okay, everyone.
Pete Holmes
I actually knew it was letter.
Annie Letterman
I don't care.
Pete Holmes
Shush. Keep me on the hook.
Annie Letterman
Katie. Katie Holmes. I think her name's Katie. Are you guys related?
Pete Holmes
I knew it was Letterman. Yeah. No, because when you were talking about your talk show, I almost said Late Night with Annie. Letterman.
Annie Letterman
Yeah.
Pete Holmes
People, let's not change the subject. You're in the green room and you're zoning, and this is so.
Annie Letterman
Thank you so much. That was very helpful. If you could just do that to.
Pete Holmes
Me throughout my Whole day, but I'm feeling scattered.
Annie Letterman
If you could just.
Pete Holmes
All day. She doesn't need to tell you about her high school. She wants a cortado.
Annie Letterman
Like, speaking of cortado, there was this court.
Pete Holmes
Yeah, no, I get it. If I. If every guest could have add, I would love it.
Annie Letterman
It's fun.
Pete Holmes
It's my favorite thing.
Annie Letterman
It's fun.
Pete Holmes
So you're doing a wonderful job and you're a wonderful guest. I do want to know about your pre show routine.
Annie Letterman
Okay. So, yeah, so it's very much like meditating or. I have. I have this app called the parrot app, which I was just listening to on the way in, where you. It records. You can record yourself, like, giving yourself subliminal messages and it just repeats it over and over again so you can listen to it all night and stuff. So I'll just be like, shine your light on the audience. Like, I'll have, like, things that I want to project and does it just.
Pete Holmes
Play your voice or it plays my voice with music?
Annie Letterman
No, but I could put music on in the background while I record. It's just like a simple app. I was thinking, though, if I'm listening to it going into the Comedy Store and it's on the Bluetooth and then I give my car to the. How embarrassing that is. Like, you're a.
Pete Holmes
Shine your light.
Annie Letterman
Shine your light.
Pete Holmes
You are a gift. Your mom will not throw a gift onto the stage. You're safe. Mom's not here. Swim. You're the swimmer.
Annie Letterman
You can swim. You can.
Pete Holmes
You deserve. Take up space in the lane.
Annie Letterman
But listen, I think being a mom's probably so hard. It's like you're. You got to give your. My mom was like, she's younger than my dad, so she was like the cute little thing and yeah, yeah, she was the artist and stuff. And then I came out like, just like this kind of vibrant little girl. And yeah. Was good at all the things she was good at. It's got to be a little bit like, okay, I feel like you're at.
Pete Holmes
The beginning of a journey of discovery with your mom.
Annie Letterman
So I try to show her grace because she's like the best. She's also no.
Pete Holmes
What's fun about this journey is you're going to end in the exact same place. And maybe that means you've already been on it. Cuz you can have the moment where you're like, wow, that must have been hard. And there were things like, as good as. Well, we talk about parents stuff all the time. They did as good as they could. And it wasn't enough. It's hard to hold both.
Annie Letterman
Yeah.
Pete Holmes
It's hard to. Even me saying that makes me uncomfortable.
Annie Letterman
I know. No, I get mad at them and then, and then I go, I like forgive them. Then I go, well, they didn't really apologize.
Pete Holmes
Hilarious.
Annie Letterman
They put me in some pretty dangerous situations.
Pete Holmes
Really? Like what?
Annie Letterman
Well, they're just Quakers. So they would just like see the good and people and. And it turned into almost like a. Almost seemed like almost a low self esteem or a sort of like guilt that they have good things and stuff. So they would feel bad for people that everyone else had instincts to stay away from. And then they would just kind of send me over there.
Pete Holmes
Yeah. What do you mean?
Annie Letterman
Like, oh, we had like boy babysitters. It was like we would find like our, our guy babies were like steal my parents porns. They'd be like, I remember we would come in and my babysitter had a zipper. I'm like, mom, you're literally like begging, begging. But they. Yeah, I just had some like traumatizing events that my parents dropped me off. I was always dropped off by my parents to worst experiences.
Pete Holmes
Really?
Annie Letterman
Yeah, it was just like they just didn't. And I think they're just going on their own life. Like they didn't have like crazy experiences. So they just didn't. But they.
Pete Holmes
This is the go ahead.
Annie Letterman
No, I'm just saying. But it was, it was wild. But I learned to take care of myself, be a comedian.
Pete Holmes
I know. But that's heavy.
Annie Letterman
Yeah. But it's okay.
Pete Holmes
Yeah. What, what would, what would it feel like if it wasn't okay? I'm just kidding. I really try to be.
Annie Letterman
I start crying.
Pete Holmes
Just kidding. I'm just kidding. It is okay. I. I mean, are you open? You were. You did suffer sexual assault. Was that your parents dropped you off to that?
Annie Letterman
Oh, yeah. They. They had like my. I was like staying at a room in my teacher's house. It's like, who does that? My mom. But you know what? I found out later on, my mom goes, there's always like, you always get that missing piece where you go, okay, this was the logic. So she goes, every. That's what kids did. They stayed at their teacher's house. And I'm like, no, they didn't. Mom. My went to a boarding school. She calls me like five years ago. She goes, it was an all girls boarding school. She goes, oh my God, this thing just came out where all of these girls in my class, the cool girls that got to go stay over at the. This male teacher would invite them over, then I'll go hang out. It turns out he was molesting them. She goes, I always. I never got invited.
Pete Holmes
So she was, like, just gone. I can't handle this. So your mom.
Annie Letterman
So she was jealous that she wasn't invited to those parties and stuff. So she always wanted me. I guess she was like, oh, you should be able to do that. I want to keep you. So it's actually sweet.
Pete Holmes
That's incredibly compassionate.
Annie Letterman
Right.
Pete Holmes
And I'm not saying wrong.
Annie Letterman
No, I mean, I like.
Pete Holmes
Yeah.
Annie Letterman
I don't know. I've done a lot of ayahuasca, and I always.
Pete Holmes
So you see it from her perspective kind of thing.
Annie Letterman
Yeah. And then. And then I just, like, also love her and I need her, and I don't. It's like, it doesn't. It doesn't to be. Not that I don't want to be angry. I want to release anger and stuff. I don't want to pretend that there is no anger, but it's not. I don't need to punish them. They're very old. They're very sweet. They do a lot of work on themselves. It's like this sort of, like, wanting to get even with them or let them, like, feel and understand. I don't think that they have the. The capacity to truly feel that. I think that would really hurt them to, like, if they really felt it. And, you know, maybe, who knows? My mom will do ayahuasca with me or something sometime.
Pete Holmes
But she'll do it better than you.
Annie Letterman
She'll do it. Oh, my God. Imagine she shows up in a swimsuit with a bathing cap on.
Pete Holmes
By the way, that's in the movie for sure.
Annie Letterman
She's, like, sharing. She's, like, interrupting me.
Pete Holmes
Actually, I saw that same demon.
Annie Letterman
Oh, my God, that's so weird.
Pete Holmes
Tell me, when did you first do ayahuasca?
Annie Letterman
I did it in, like, 2019, I think was the first time.
Pete Holmes
Oh, wow. So do you think you brought all that on us?
Annie Letterman
Yes. Yes. I wished the pandemic. I wanted you guys to see that life is both equally gorgeous and hideous.
Pete Holmes
That's right. That's right. So 2019. Did you do it with other comics? No, Solo.
Annie Letterman
I did it. Yeah. I met. I met my shaman at the Comedy Store. He was in the audience.
Pete Holmes
That's a very funny phrase.
Annie Letterman
Isn't that crazy, what you just said? Well, I like to. If I was making up a story, I would say, I met him at a Wendy's. I love him. He's From Arkansas? No, he.
Pete Holmes
And what was it like?
Annie Letterman
But it was great. It was really cool. It gave me a lot of answers that seemed so obvious afterwards.
Pete Holmes
You're like, oh, yeah, ayahuasca. For all the psychedelics I've done, ayahuasca is not one that I've felt called to do yet, I suppose. Meaning I. I suppose I'm still open to it, but it seems like the one that's like, we're gonna work on your stuff.
Annie Letterman
Oh, it's hard. Yeah.
Pete Holmes
And I'm like, it's not that I'm afraid of it. It's like my. It's funny. You could call it spiritual bypassing, but there's. There's a healthy way to spiritually bypass. I don't want to get caught just unpacking my family.
Annie Letterman
Yeah.
Pete Holmes
Like, I could get really stuck in the weeds.
Annie Letterman
I've had to do that before. I've had to really, like, make a choice to not go to certain areas.
Pete Holmes
That's where I'm at. Yeah, I. I do do where I.
Annie Letterman
But she'll let you do that. Like, she'll, like, let you mother ayahuasca.
Pete Holmes
She.
Annie Letterman
You can kind of have. I mean, she'll give you what you need, but. But. And sometimes it'll take you to the place you don't want to go. But I've. I've kind of, like, set boundaries. But she almost told me, because I've done it a bunch of times. But she came to me once and was like, stop. Like, with the People magazine in her head. Stop being gossipy. And I was dealing with, like, work relationships that were so. It's such a shallow relationship. It's not that big a deal. It's like, it was just a job. It wasn't. And so I kept dealing with that, and there was just, like, this lower layer that I wasn't getting to. So I had to be like, I'm not gonna. Like, I'm not going to work on my relationship with these people.
Pete Holmes
Yeah.
Annie Letterman
That I am no longer working with. You know, I can't, like, keep going back to that.
Pete Holmes
So she took the note. You were like, I'd like to move on from this. That's funny. I know it's not the same, but I just did mushrooms a couple weeks ago. It was incredible. And anytime I was just having this love affair with what I would call creator God. So I believe there's the God that's one with everything. And then the first level of manifestation, we could call, like, a creator God. And I was just like, Merging with it and, like, flirting with it and writing it. Symphony and poems and just like, it was absolutely.
Annie Letterman
I'm always like, let's write together.
Pete Holmes
Let's write together. Then it runs away. But, like, what. What brought it to mind? Oh, whenever Pete came up. I know I sound crazy referring to myself in the third person, but whenever any Pete stuff came up, I was like. She would be like, let's not.
Annie Letterman
Yeah.
Pete Holmes
And I was like, let's.
Annie Letterman
She wanted you to play. Because mushrooms, to me, I feel very. Because I think mushrooms are like shadow work a lot of the time. And I'm. I'm really like.
Pete Holmes
Like skankfest sometimes.
Annie Letterman
Yeah. It's very shadow.
Pete Holmes
Yeah.
Annie Letterman
But I feel like I. I have been really, like, resistant to mushrooms. Like, I would rather do ayahuasca than mushrooms.
Pete Holmes
Oh, interesting.
Annie Letterman
Yeah.
Pete Holmes
Why?
Annie Letterman
I don't know. I think with. Well, with. With ayahuasca, I've only done it with my one shaman. I feel very, like, safe, loved. I actually think I'm Am the funniest I've ever been in ayahuasca ceremonies. And there's probably two people that are like, no, but there's 20 that I like it. But I have, like, a really cute relationship with my. With my shaman. He's gay. I have. No, no, more like spiritual leaders of mine are allowed to be straight men.
Pete Holmes
Yeah.
Annie Letterman
I've been leaned in on too many times for kids.
Pete Holmes
Is that true?
Annie Letterman
Oh, my God. Everything always turns. That's why all cults end up getting bad.
Pete Holmes
You know, I say that it's always sex or guns.
Annie Letterman
It's. Oh, guns. That's so funny.
Pete Holmes
Both.
Annie Letterman
It's got to be both often.
Pete Holmes
And sometimes money, but it's usually sex.
Annie Letterman
But money's like. Sometimes money's like, whatever. They can always justify money. I needed the private job.
Pete Holmes
But the guns protect the sex, right? The guns are to stop the government from stopping.
Annie Letterman
They always. It's always the third episode. I'm always in on every cult. Like, every time I watch a cult document third. It's third episode, I go, I'm the.
Pete Holmes
Guy that's going like. But like, I. What. What one was it? It was called. It doesn't matter. They're all called the same thing. But it was a gay guy and. And. But he was giving people, like a. Like a revelatory experience. Like, without drugs. There was like, a transition, the surrender and. Yeah. So there'd be a ceremony, and he would give these people this, like, dissociative, like, out of body. But will this thing so in the Hippie. Hippie world. They'd call that like a shakti, like a power. Right. And I'm always like, more about that. Like, I understand that he ends up having sex with all the men. And it's horrible.
Annie Letterman
I like when it's the men getting. I know. That's so mean.
Pete Holmes
Turns the table rules.
Annie Letterman
I do like when you guys have to deal with it too. And it's horrible.
Pete Holmes
I understand. I think.
Annie Letterman
Because I think there's another layer for men too. When they get. If they're straight and they get sexually. But then they're, like, questioning their sexuality and stuff.
Pete Holmes
Right.
Annie Letterman
So there's another layer too.
Pete Holmes
But I. I think. Am I right in what you're saying is like.
Annie Letterman
But sometimes, like, might.
Pete Holmes
It's horrible. And it might increase understanding in some.
Annie Letterman
Yeah, yeah, totally.
Pete Holmes
Because it is usually women that are getting completely.
Annie Letterman
But I don't know. My meet and greets are. Pretty people love to tell me their. Their stories. And there's a lot of guys. I'm always like, okay, that got us all. My diddle boys. Come to me. My diddle boys.
Pete Holmes
The diddle boys.
Annie Letterman
I love the diddle boys.
Pete Holmes
Your crew?
Annie Letterman
My diddle crew.
Pete Holmes
And are these the people you sign their balls?
Annie Letterman
I do sign their balls. Yeah. I don't know if the d. Let me sign. Yeah, I've signed.
Pete Holmes
So where does the wiener go when you're.
Annie Letterman
They like, hold. I tell them I don't want to see us. So they. They just pull. They just pull their balls usually out.
Pete Holmes
Of their pants, and they do bat.
Annie Letterman
And then they have to bat wing it. And then.
Pete Holmes
Sorry to steal your punchline, but that's a funny term.
Annie Letterman
No, it's fine.
Pete Holmes
Bat wing it.
Annie Letterman
Bat wing it.
Pete Holmes
Because you want to write your full name Anne Frank.
Annie Letterman
But so they. They. The wives are usually the ones pushing them to do it. It's usually like a woman being like, do it.
Pete Holmes
I wouldn't want Sharpie ink on.
Annie Letterman
Nobody should want this. I'm dominating.
Pete Holmes
You're Keith Ranieri, basically.
Annie Letterman
Yeah, exactly.
Pete Holmes
You should brand.
Annie Letterman
I should brand your body.
Pete Holmes
You should brand people.
Annie Letterman
But it's kind of a social experiment. I can't believe people do it. And I say to them, I go, I can't believe you're letting me do this.
Pete Holmes
You can make an Al look like a mountainscape. And then in the mirror. I know that's a dark joke, but, like, it's a little nexium.
Annie Letterman
Best ones. Best ones are dark.
Pete Holmes
I know. Closer to the light. Bigger. The shadow.
Annie Letterman
I know I had to do shadow work. I've been being called to it, but I think all my mommy issues are very shadowy. Yeah.
Pete Holmes
I feel it. I. I don't want you to feel judged. I'm like, I feel judged. I recognize. That's why I was like, I think you're at the beginning of a journey. You could take that as condescending, or you could take it as solidarity.
Annie Letterman
Like, I'm at the end of it.
Pete Holmes
You could be.
Annie Letterman
You could be. I figured it all out. I'm done.
Pete Holmes
That's what the mushrooms told me. No, no, the mushrooms.
Annie Letterman
Well, they'll tell you when you've done. You need a break or whatever, too, Right?
Pete Holmes
Well, I've talked about. I talked about this on the. We made it weird, but the mushrooms were like, my theology and my understanding of reality or whatever you want to call it, can be very dry. And I like how dry it is. It's about unitive consciousness, whatever. And the mushrooms were like, just put that down for a second. It'd be silly. And it was just us. It was like every once in a while, Val would come over, and she had five faces.
Annie Letterman
Yeah.
Pete Holmes
There's like, purple and blue, and I'm.
Annie Letterman
Just like, did you feel like a polygamist? I felt, look at all my wives.
Pete Holmes
I. Because she had five faces.
Annie Letterman
Yeah.
Pete Holmes
These are my wives. Well, it's funny that you say that, because the feeling. And Val knows this. She's not a jealous person. She's allowed. She allowed me to date the universe, but I really was like, yeah, I banged Zeus. Todd let me bang Zeus, the Hindu deities I saw. And I'm not even that familiar with Hindu deities.
Annie Letterman
No. Isn't it weird when someone comes to.
Pete Holmes
You and you're like, them.
Annie Letterman
This has to be something.
Pete Holmes
This is something.
Annie Letterman
Yeah.
Pete Holmes
Because I'm not. I don't have them hanging up. I. I 1. But, like, I don't have a lot of Hindu deities up on the.
Annie Letterman
Who is it?
Pete Holmes
I got Hanuman.
Annie Letterman
You should have Hanuman up there. Like, shirtless.
Pete Holmes
Hanuman looks great.
Annie Letterman
I want, like, a rip. I want, like, a teen, a tiger.
Pete Holmes
Beat, a monkey beat.
Annie Letterman
I want to.
Pete Holmes
Yeah, but I saw so many Krishna and, like, Kali. I. I know I'm naming them, but I couldn't draw them, and there they were. I was like, this is so weird. A trip.
Annie Letterman
Yeah.
Pete Holmes
For real.
Annie Letterman
I'm excited. When you get called to do ayahuasca. It's going to be cool.
Pete Holmes
So many people have invited me to do it, and for some re.
Annie Letterman
When I ready or not, it's like, whenever you do It. You'll do it or not do it.
Pete Holmes
I'm going to ask you. It was Alex Gray, the psychedelic painter, said that ayahuasca is like white water rafting, that you're like, from one reality to the next. And I was like, my favorite psychedelic is ketamine. Have you done. Oh, are we at Skankfest right now? What's happening? Busy Phillips.
Annie Letterman
I love ketamine. When Matthew Perry died of my favorite drug, I was so sad. I was like, not mine.
Pete Holmes
Matthew Perry died of drowning on your favorite, right?
Annie Letterman
Oh, my God. And he was getting like, IVs, like, at his house.
Pete Holmes
I'm not trying to put down Matthew Bear. I'm saying don't do any drugs.
Annie Letterman
He put himself down.
Pete Holmes
Yeah, don't do it.
Annie Letterman
No, no. You can't do it on Hot Tub. No. That was my defense.
Pete Holmes
I'm like, come on, guys, don't smoke weed. And I mean, you can smoke weed.
Annie Letterman
Well, definitely smoke.
Pete Holmes
You can definitely smoke a little pizza, a little Pete's, have a little pizza float on the water, get that chlorine flavor in there.
Annie Letterman
I love a little soggy, soggy piece. Soggy piece. My mom comes by in a bathing cup, steals my pizza.
Pete Holmes
She eats it just back under the water. But you see what I'm saying? Like, if one is white water rafting and like an eight headed creature wants to tell me that my mother did the best she could.
Annie Letterman
Yeah.
Pete Holmes
And one of them is like, this is you and you are love and everything is us. I take the latter.
Annie Letterman
Oh, no, it does that.
Pete Holmes
Which one?
Annie Letterman
This thing is love and.
Pete Holmes
Oh, really?
Annie Letterman
And no, it's very. Oh, you're saying with ketamine.
Pete Holmes
Yeah, I'm saying ketamine in my experience.
Annie Letterman
Have you done San Pedro?
Pete Holmes
Is that another one?
Annie Letterman
That's. I think it's mescaline, I'm pretty sure.
Pete Holmes
Oh, I haven't done it, but.
Annie Letterman
So the way that my shaman does his weekends is you sh. You. You show up first night, you do breath work.
Pete Holmes
Oh, nice. I always do breath work before.
Annie Letterman
I love breath work.
Pete Holmes
I don't know why.
Annie Letterman
Before what? Podcast.
Pete Holmes
I mean, if I had time before, before.
Annie Letterman
Breath work changes my life and my ego does not. Fights it so hard. It changes my life. It's so good. You could do like a five minute breath work and my day would be be.
Pete Holmes
Do you use other ship?
Annie Letterman
What's that? It's just an other ship.
Pete Holmes
I like it. But you can pick the length. You can pick the. I really love it. I. So I just did a retreat two weeks ago. A lot of free time during this retreat and I was doing. I was ripping breath work.
Annie Letterman
Oh my God, it's incredible. You can't believe.
Pete Holmes
And I'm the only one. There were like three, four of us, like close friends on this retreat. And I'd be like, let's do the hour one. And everyone's like, let's do 10 minutes.
Annie Letterman
And oh my God, when you have to do a really long one and you're like, I don't know. And then at the end you're like.
Pete Holmes
Holy, I have one. Well, I can explain it to you, but it has good music. But like, it's basically just without any pausing. It's like a. A stomach chest.
Annie Letterman
Yeah.
Pete Holmes
And you do that for an hour by.
Annie Letterman
It's crazy.
Pete Holmes
It's the best. It's the best.
Annie Letterman
No, during breath work, I shot up into this like crystal, like Superman's house. Superman's house. 100 and I bang Zeus on top of this like huge throne in the top of the sky.
Pete Holmes
Because breath work.
Annie Letterman
Breath work.
Pete Holmes
It was. I want to go.
Annie Letterman
It was holotropic. This. I did a retreat with my shaman and in Costa Rica. So we were there for two weeks.
Pete Holmes
What was the breath work like and what was the duration?
Annie Letterman
It was. I think it was. Yeah, I think that one was a two hour one. We were doing. The whole theme of the weekend was sort of stepping into a new self. So we were doing a lot of things where we would like physically like step into a new thing. And then we tried all it was to get trained as a breath work instructor, which I don't. That's not an interest of mine. But I just went to it anyway. So he was teaching us like different types, but I don't retain information that way. No, I just. That's what came to me was this. I pulled the Zeus card. I did pull the Zeus card.
Pete Holmes
Yeah.
Annie Letterman
Yeah.
Pete Holmes
But I wanted you to say it. I'm not going to say that's what came on me.
Annie Letterman
It came all over me. No, but yeah, I had to come out to my fiance and tell him I cheated on him.
Pete Holmes
How do you know it was Zeus and not like classic otg? It was Zeus, Old Testament God.
Annie Letterman
It was Zeus.
Pete Holmes
Did he have lightning bolts?
Annie Letterman
He had lightning bolts. There was lightning bolts shooting everywhere.
Pete Holmes
That's Zeus.
Annie Letterman
It was hot and he was. And I knew he was everyone. I was like, I know he's everyone, but I'm surrendering to it. I'm just going to be one of these.
Pete Holmes
Yeah. And with Zeus, you know, you're Pregnant.
Annie Letterman
I'm pregnant.
Pete Holmes
If you read any of those stories, I'm pregnant.
Annie Letterman
I probably have pregnant Tracy Morgan.
Pete Holmes
I get everybody pregnant. Yeah, you definitely have some divine crabs that don't show up in humans.
Annie Letterman
Oh, my God. And I'm a cancer crabs. Pretty good connection there.
Pete Holmes
Okay. Okay. So how vivid was that hallucination?
Annie Letterman
It was vivid.
Pete Holmes
I've never done breathwork. It was a point of fucking crazy vision.
Annie Letterman
Yeah, really.
Pete Holmes
And what was the movement move? Was it the same move for a long time or was it a bunch of different?
Annie Letterman
It might have been. We just did so many in that week, so I'm trying to remember which one it was.
Pete Holmes
So gay for Zeus.
Annie Letterman
No, I like how you're like, please, I've got to bang this guy. It might have been the like. Like stomach chest out over and over, but I think it was the. I think it was like the duration. There was one two where we had someone just like. Like, this sounds molesty, but it wasn't rubbing us.
Pete Holmes
Ready with the parents drop off job?
Annie Letterman
Yeah, but I. Yeah, I don't know. It was rubby and weird, but. But it was fine. But it was like. To be there, like as support, holding space for the other person.
Pete Holmes
Yeah.
Annie Letterman
So I don't know if that was the touchy one. I don't think it was. I don't think I was having a commie one when they were touching me.
Pete Holmes
A cummy cummy bears. Oh, my God. That's going to be someone's closer. We just put it out into the universe. Someone's terrible closer.
Annie Letterman
Mine tonight. See me at the Comedy Store.
Pete Holmes
Are you at the tonight?
Annie Letterman
Am I at the store tonight? Yes, I am at the store.
Pete Holmes
I just found out my name's on the wall and I didn't know.
Annie Letterman
Yeah, you should.
Pete Holmes
I was waiting for someone.
Annie Letterman
So fun.
Pete Holmes
No, I'm always at the store.
Annie Letterman
I never see you. You got to come do my show. My show's seven o' clock.
Pete Holmes
Show, dude, my old home.
Annie Letterman
You want to know what my show is?
Pete Holmes
This is 7 o' clock Tuesday. That's when homesy's at here.
Annie Letterman
What's the lineup that I invited you to be on? It was Marcelo from snl. Who's the funniest, cutest boy in the whole world? He's so funny.
Pete Holmes
Yeah, I'm a little Zeus for him.
Annie Letterman
I love him. He's a babe.
Pete Holmes
He's a total baby.
Annie Letterman
He's so cute. I love talking about girls.
Pete Holmes
I love, like, he's slumber party energy.
Annie Letterman
He's the best. He'll tell you hust your butt. He's the cutest.
Pete Holmes
Yeah, yeah, yeah.
Annie Letterman
Love, Marcelo, Tim, Dylan.
Pete Holmes
We both just.
Annie Letterman
Bobby.
Pete Holmes
No, no flirting with Tim. We're both like, also Tim.
Annie Letterman
No, no, no. Tim's my sugared. I love. Tim's my sug.
Pete Holmes
I think Tim is hilarious.
Annie Letterman
He actually told me to say hi to him.
Pete Holmes
He did not. We've never met.
Annie Letterman
Yes, we've never met.
Pete Holmes
Yeah, Tell him to do the pod.
Annie Letterman
He would love to do your pod, will you?
Pete Holmes
There's a clip. I can't say what it is because I don't want to get in trouble. It's like your dad. It's a very naughty.
Annie Letterman
About my dad's penis.
Pete Holmes
Your dad's a huge dick.
Annie Letterman
It was. It's the opposite.
Pete Holmes
Oh, no.
Annie Letterman
Well, here's the thing. Okay, I'm sure. No, wait. Can I just tell you. Can I tell you what's going on? I'm shooting a special. Okay.
Pete Holmes
No, no, go ahead. You're shooting a special.
Annie Letterman
I'm shooting a special. And my YouTube guy put out so much of my material before my special. That's not a special. That's posted. I'm shooting a special. I'm like, you're telling me all these things and I'm going, that's out. That's out. Oh, God.
Pete Holmes
Wait, he's clipping the special.
Annie Letterman
They're clipping my set. Yeah.
Pete Holmes
So I'm like, oh, the set, not the. Yeah, but it's gonna be.
Annie Letterman
All these things are gonna special. So I'm like, I'm having anxiety about the fact that so much of my material is out.
Pete Holmes
I wouldn't worry about it. Big picture, you're totally fine. Small picture, little ego. Use your mom's language.
Annie Letterman
Picture, little ego.
Pete Holmes
Yeah, tell them to maybe take those down. Make those private.
Annie Letterman
Yeah. After. Yeah. Cuz I'm probably just going to release it on YouTube anyway.
Pete Holmes
That's what. Well, I.
Annie Letterman
It's just weird.
Pete Holmes
I think you're okay, but I would say make those.
Annie Letterman
But it's a nightmare when you're like, telling me my jokes. I'm about to shoot and for two weeks and drunk.
Pete Holmes
I'm upset. I'm upset on your behalf.
Annie Letterman
I know. I'm like, guys, I do so much crowd work. Just post the crowd work.
Pete Holmes
Well, they should also.
Annie Letterman
I'm like, I am one of the people that I was ruining comedy. I really am. I'm like, I love a heckler. I really am one of the people.
Pete Holmes
Yeah. No, you will find plenty of clips of me yelling about how crowd work sucks.
Annie Letterman
Oh, I've seen them. I like them and I completely.
Pete Holmes
Yeah, you agree? I feel like agree. I knew it.
Annie Letterman
And there's no.
Pete Holmes
You're very good, though.
Annie Letterman
There's no part of me that if I could not, I would not.
Pete Holmes
Yeah, but you need to.
Annie Letterman
And I made comedy for connection. I love, like. I love the exchange, but I want.
Pete Holmes
People to be what they are. That's why. So I'm saying Tim Dillon has this very kind of inappropriate joke.
Annie Letterman
Oh, Tim's joke?
Pete Holmes
Yeah.
Annie Letterman
Oh, I thought you were talking about my joke about my dad's face. Okay, so Tim's dad having big Tim.
Pete Holmes
No, it's not about Tim's dad's dick. It's a. It's a different thing, but it's. It's a rant that he goes on, and it's not. It's not politically correct or whatever. And I just find his performance to be immaculate. I find. I think he's so funny.
Annie Letterman
Oh, I know what you're talking. I know what you're picking.
Pete Holmes
I don't know if you do, because that doesn't narrow it down. He goes on a lot of incorrect rants. But anyway, Tim is that.
Annie Letterman
But he.
Pete Holmes
I want things to be what they are. Tim is that you are someone who should talk to the crowd. What I don't like is my people who aren't crowd work people feeling forced. I really feel bad for them that they're forced to say, where are you from? Because you're so trained to be disengaged unless I'm talking directly to you. I actually feel bad for. For them. It's not just for the audience or for other. For everybody. But mostly for the comic.
Annie Letterman
But yeah.
Pete Holmes
And then the. You know, the audiences, it is training them to talk more, which.
Annie Letterman
Oh, I'm in a nightmare situation sometimes. I mean, you get that late drunk crowd and you get that one. And I never want to kick people out.
Pete Holmes
Yeah.
Annie Letterman
But then the whole show is about them. Oh, I had the best thing. I had two guys.
Pete Holmes
I'm like your mom. I got into this to be about me.
Annie Letterman
I know. Well, you're. I think you're like. Not that I don't write, but. Do you sit down and write?
Pete Holmes
I don't sit down. Do you? No, I sit down and refine. Sorry to be.
Annie Letterman
Okay. How do you do? No, no, I love it.
Pete Holmes
I listen to the audio, I transcribe it.
Annie Letterman
Okay.
Pete Holmes
I have a document where every word is.
Annie Letterman
Oh, I love that.
Pete Holmes
And I. I read it before I go on stage, and then I never try to say it. Like that.
Annie Letterman
But you just have it as, like, a reference.
Pete Holmes
The best.
Annie Letterman
That's great.
Pete Holmes
I think Louie might do the same kind of thing.
Annie Letterman
That's great.
Pete Holmes
So I never sit down and go, like, the things my. I might write down a line.
Annie Letterman
Yeah.
Pete Holmes
But I know how I feel about recycling and my wife. And I'm going to talk about it. Then I listen to it, and then I go, oh, there's the punches. And then sometimes to can kind of go back on what I said. Sometimes when I'm refining, I'll go, what the am I doing? There's this whole area that I didn't. And then it does come out in a chair.
Annie Letterman
It's so interesting because I think the generation of comedy, because I. I'm like. I think you're, like, one class or two classes that you started, like, one or two classes ahead of me.
Pete Holmes
Yeah.
Annie Letterman
And then. But now it's so different because we always taught economy of words. Like, keep it, like, tight. Keep it.
Pete Holmes
Yeah.
Annie Letterman
And then now I feel like there's a lot of people that are, like, going on these, like, rambles that land so hard.
Pete Holmes
Oh, interesting.
Annie Letterman
Like, I'm like, oh, there's this whole other type of comedy. Like, Theo. Like, I'm like, what the is he talking about? And then he lands it. So.
Pete Holmes
But see, and Theo's being Thea. That's what I.
Annie Letterman
Like so hard. Yeah, I know. It's so funny. It's his own thing.
Pete Holmes
Yeah, it's his own thing. That's. That's why I'm like, long rambles. Keep it tight. What? Transcribe it or just communicate it. I just want people to do what feels right to them. Just like a romantic relationship. You're like, oh, this is my person. This is my style. It should feel, like, true. What I don't like is when people do anything because they feel like they're supposed to. I'm like, you should know what you are, and you should tell them what you are. Don't ask them what.
Annie Letterman
Yeah. I always think about, like, with the algorithm and everything that you. You do feel like. Or for myself, like, pressure to do a certain thing or whatever. But it's so. It so takes away from my creative time that I want to be, like, making stuff. So that's actually.
Pete Holmes
Oh, sorry.
Annie Letterman
But even, like, captions and stuff, I'm like, I don't want to, like, break up, so I have my manager doing that and stuff.
Pete Holmes
Yeah.
Annie Letterman
But then I'm also like, I'm. I'm losing. Like, there's. It's not Fully me on there now too.
Pete Holmes
So why. Because you're.
Annie Letterman
Because someone else is like posting and writing the cat. You know what I mean?
Pete Holmes
Oh, I see what you're saying. You don't approve. You're kind of clips. This is the most inside baseball chat ever. I still. No, it's. But I think it's interesting.
Annie Letterman
I mean, I said my shaman so many times. It's pretty inside baseball.
Pete Holmes
A lot of referred to ayahuasca in the third person and we're all doing fine. You know what I mean? It's okay. But I. I think who cares? This is a little bit of advice. I still approve every clip that goes through. They text it to me. So most of the time, if you see me looking at my phone at the airport, probably watching a clip of myself to just thumbs up it. But oftentimes I'm like, you cut right before the punchline. And by the way, Jake, who runs my page is amazing. But we're like learning how to go like. No, it's actually, it's hard to. Yeah, it's hard after that line. Yeah, that is the funny part. But that would prevent bits that you're about to film going on your social media. Yeah, who cares?
Annie Letterman
I know. And then it's like just throw it all. It's very. It's very weird because I think I'm just going to be at the Lahai Comedy Store where you did that other one.
Pete Holmes
Yeah, See, I've never been there. Is it nice?
Annie Letterman
It's the best. You would love it.
Pete Holmes
And they do weekends. Yeah, like full, like.
Annie Letterman
Huh.
Pete Holmes
Really?
Annie Letterman
Yeah. Well, it's awesome.
Pete Holmes
How far is it from here?
Annie Letterman
I think La Jolla is like three hours, maybe two. I have no. I actually, I'm driven. It's San Diego.
Pete Holmes
Oh, it's farther for me. It doesn't matter. I'll do it.
Annie Letterman
No, you'll love it. It's so fun.
Pete Holmes
I believe it.
Annie Letterman
It's a small room. So. So you have to do a bunch of shows probably.
Pete Holmes
But I'm at the place now where I have this new hour and I'm really excited about it. And really what that means is I have 45 and then I have this wandering 15 of what's gonna happen. It's actually one of my favorite times in comedy is when you have most of it, but you need the cement between the bricks. So you're still kind of open mic' ing it, but when you're doing it, you know the next bit is great. And it's kind of my favorite time. My ego is just gonna be like, so bookers reach out to me. That's so dumb. They can always reach out to me, but I'm saying yes to more shows because I'm like, yeah, how's this feel? Yeah, I'm excited.
Annie Letterman
Well, I think it's really fun to go into all these weird places. Like, I'll do any crazy room, really. I'm doing, like, a. A stag party at a country club for a bunch of.
Pete Holmes
This is where they get a male stripper.
Annie Letterman
Is that a stag party I'm in? Yes.
Pete Holmes
What? You're in a cake?
Annie Letterman
I'm. It's. No, I. I'm gonna be doing. I don't know what I'm doing. I don't know. I'm gonna be, like, roasting these guys.
Pete Holmes
These. Wait a second. These, like, men.
Annie Letterman
It's all these golfers at a country club.
Pete Holmes
Oh, wow.
Annie Letterman
They're like. They lean a little bit, right? I go, okay, it's gonna be fun.
Pete Holmes
Oh, my God. Really?
Annie Letterman
I'm like, okay. I can. I can get my Megan Kelly on.
Pete Holmes
You know who's like, that is John Oliver. There's certain comedians. I haven't talked to John in decades, but I'm just like. When I knew him, he was like, the weirder, the better.
Annie Letterman
I like to just.
Pete Holmes
I want to go, well, you learn.
Annie Letterman
To learn about people, different areas of the world. And I did. I did a show at a frat party at USC that was really fun.
Pete Holmes
I don't like any of this for you.
Annie Letterman
Well, I'm just like, I want to just see what I can do. I want to see what my skill set is or. And. But I feel like all my audiences are so split. It's like, half of my audience is, like, actually trans, and then the other half is, like, transphobic. And I'm like, I have to find a way to make everyone. It's, like, the craziest job.
Pete Holmes
Do you have a big trans following?
Annie Letterman
I have, like. Like, yeah, I have a pretty lgbt.
Pete Holmes
Yeah.
Annie Letterman
I mean, I think. I don't know. I just think, like, you're, like, an outspoken woman, and people.
Pete Holmes
Right.
Annie Letterman
But, I mean, I've had. I had, like, a trans man stand up and tell me he didn't like one of my jokes. And then he. After we talked, it was actually really cool. It was like, a cool conversation because I'm always like, if my jokes are landing away. And then he was explaining to me, and then it turned out that that wasn't. He was like, I don't like them laughing at what you're saying. And I was like, okay. And then we were like, we were talking about it. I was going to post it. And then Trump won. And I went, I'm not going to. I'm going to leave that one alone. I'll leave everyone alone.
Pete Holmes
Yeah, yeah. I'll take a beat here.
Annie Letterman
I'm going to have everyone just relax.
Pete Holmes
And I was on stage in Salt City, and somebody yelled out, the gays love you. And I was like, I didn't know. I wanted that real bad. I loved it.
Annie Letterman
No, I love, like, I love a lesbian couple in the front. Give it to me.
Pete Holmes
Oh, yeah, me too.
Annie Letterman
I just like to teach, like, play and tease and call out things.
Pete Holmes
Well, I don't want to generalize, but I find that the gays do you. It's actually kind of against the stereotype, the uptight lesbian. Right. I'm like, not in my experience.
Annie Letterman
My. I think I attract the right. I think I. My, my. There's just, like, I vibrationally bring the right people to my shows, no matter what happens.
Pete Holmes
And lesbian is like, number seven on the list of what they are.
Annie Letterman
Number 69.
Pete Holmes
Okay.
Annie Letterman
No, no. But it's very. Well, you just see like, a couple in the front, and I'm like, are you guys friends or a couple, you know, you try to figure it out.
Pete Holmes
I've guessed. I've guessed wrong a bunch.
Annie Letterman
Oh, it's so funny when there's siblings or something. It's always funny.
Pete Holmes
Or when they're buddies. And I. Your son. And I'm like.
Annie Letterman
And they're like, oh, it's so embarrassing.
Pete Holmes
And you're like, one of them just aged poorly.
Annie Letterman
Yeah. And then you're like, oh. I'm like, but who's older?
Pete Holmes
I appreciated that on that special I watched, too, is you're very fearless. And you were saying things that, like, I don't know. It's like, you're a good example of, like, how you say it, like, is so clear. It's like, it's comedy. It's not malicious. But you can be wicked. Like, wicked for fun. And people love wicked for fun. Well, you do. I watch. You know what I mean? I mean, like, psychedelics understand the different ingredients that human beings like, when I.
Annie Letterman
Do ketamine, I sometimes I get to the edge of a joke. Like, I go to the end of the universe. Like, I'll be like. And I get to the end, and I just so see the tension and release. Tension and release. And I get to the edge of a joke, and it's like, that's what I like to do. Just get to the very edge.
Pete Holmes
Yeah. Yeah. And finding the line.
Annie Letterman
Yes.
Pete Holmes
And that's why everything we're Saying probably in 10 years will be. I'm not saying it'll be wrong, but it'll be like. Well, that's where the edge was there. You know what I mean?
Annie Letterman
I mean, I'm going to be chilling. Nothing's going to happen to me in this future that's going to keep me from going to the edge. I don't think so. I. I feel like I could. I could run prison guards. I could.
Pete Holmes
Yeah.
Annie Letterman
You know what I mean?
Pete Holmes
Sure. Oh, I didn't mean you'd be taken down.
Annie Letterman
No, but I. But I. But who knows what. Yeah. I don't know how things are going to progress. It's very weird. It's a weird time. Is that I did not predict this. I did not predict this. Well, I did predict this, but not.
Pete Holmes
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Annie Letterman
I quit drinking in 2009 and January 2009 and I never think about it. I don't really notice until people are completely blacked out that they're drunk. I don't really see it. It's like not in my awareness.
Pete Holmes
I stopped, who cares? But I stopped. And then when I'm with people who are drunk, I find it really annoying.
Annie Letterman
Well when they get drunk drunk, I just feel so good about my decision.
Pete Holmes
Really. Actually that is one of the revelations is you're like oh wow, you're coming off so much worse than you know you are.
Annie Letterman
But I also.
Pete Holmes
Luckily nobody really knows.
Annie Letterman
I don't think any. I don't really hang out with people that drink the way I drank cuz I just drank. Like let's get as like I wanted to black out every day.
Pete Holmes
You were like. You weren't doing it to relax or have fun. You just hated yourself.
Annie Letterman
Yeah, yeah, yeah.
Pete Holmes
And how are you with that?
Annie Letterman
Hating myself?
Pete Holmes
Like is there some. It seems like there's some self love now.
Annie Letterman
Oh my God. Yeah, I flipped it.
Pete Holmes
You did?
Annie Letterman
I feel great it.
Pete Holmes
And how do you do that?
Annie Letterman
I just did so much work on myself. I just always, whenever there's like conflict or something, I really try to take my own inventory, see what I can do. Like I know I can't control the outside world.
Pete Holmes
I can really only control looking for your own.
Annie Letterman
Yeah, I just. What's my. Yeah. What's my responsibility in this? What's something I can work on? And then I think I. I went overboard and I would kind of take on too much stuff and allow a little bit of that Quaker still in me. Allowing people to kind of treat me when go. No, no, there's good. And it's not. You know.
Pete Holmes
Yeah.
Annie Letterman
But I think it's just always sort of trying to balance between just Acceptance Allowance. Exactly. And I just a lot of. I've just done a lot of. Yeah, a lot of work. I do hypnosis, stuff like that.
Pete Holmes
Self hypnosis or I do a little.
Annie Letterman
Self hypnosis, but I have a hypnotist.
Pete Holmes
Really?
Annie Letterman
Yeah.
Pete Holmes
What's her name?
Annie Letterman
Mary Lou Rodriguez.
Pete Holmes
Is.
Annie Letterman
She rules. She.
Pete Holmes
Mary Lou Rodriguez.
Annie Letterman
But I mean, you do all this stuff too. So it's like.
Pete Holmes
I do. Yeah. And I swear by. I love it.
Annie Letterman
Yeah.
Pete Holmes
I notice I actually haven't shared this on the podcast, but I. I have some PTSD symptoms and I don't know if I have the full disorder, but certainly.
Annie Letterman
Is it from your show from crashing? Not getting a fourth season? How many seasons you got? Three. Right?
Pete Holmes
I wanted you to get. I was like, where is it get was three seasons.
Annie Letterman
Yeah, see, I got it. See, I even got.
Pete Holmes
You nailed it. You nailed it. I was sitting in that chair when I. They called me and I swear to God, I.
Annie Letterman
Were you ready for it? Did you want to keep going for it to go? Shows sometimes shouldn't be that long. You can just make a perfect thing.
Pete Holmes
I'm not just saying this. If it had gone for. That would have been about me and me having a job. Not really the story. Cuz he was about to start doing well and that was my joke. I was like, it's called crashing, not flourishing.
Annie Letterman
Yeah.
Pete Holmes
He's about to start part and we broke the fourth season. We're like, well, he'll get a talk show. And I was like, this is weird. Yeah, this is gonna be weird. Like it. I love that it. Sorry, but you did ask.
Annie Letterman
No, no.
Pete Holmes
I love that it ends where he's just happy that he's in the comedy scene. Yeah, that was his goal. And that's where he gets by the end of the third season.
Annie Letterman
Do you remember when I auditioned for it? You had us all in. It was actually really funny.
Pete Holmes
Get all of us in.
Annie Letterman
No, you had every female comedian in.
Pete Holmes
I believe I did. Forever. Ally.
Annie Letterman
No, yeah, yeah, for Ally and. And then you gave it to Jamie Lee, who was written by and for. So thanks for making us all come in, you scumbag. But. Oh, no, it's fine. We all got our little outfits on. We practiced the lines. That's fine. No, but we actually had a funny interaction because I.
Pete Holmes
No, you have to let me respond.
Annie Letterman
No, go ahead. No, you can respond.
Pete Holmes
I will respond, but you're going to tell me the funny interaction. But yes, it was, it was based on Jamie and knowing Jamie and written for Jamie.
Annie Letterman
Yeah.
Pete Holmes
And then I was like, I want to give it to Jamie. And it wasn't me that said, let's.
Annie Letterman
Have like, let's audition literally every female.
Pete Holmes
Comedian that was not.
Annie Letterman
Look, it was fun. It was like a good lot. It was a good, like, room.
Pete Holmes
It was fun for sure. And people did wonderfully. And so many people, even you don't.
Annie Letterman
Even remember some of them. They were so good. No, we had a funny interaction. I'm excited to tell you.
Pete Holmes
I can't wait to hear it. I do. What? This is the, I'm not saying you, you think this, but a lot of times people think that if it's your show, you're the one that's not.
Annie Letterman
No, totally.
Pete Holmes
Let's cat. I was like, this is Jamie. And then as, as randomly as it was declined when I first mentioned it one day, they were like, it's Jamie. And I was like.
Annie Letterman
You'Re like, wow, this was a lot of time. Yes, I know. There's.
Pete Holmes
So I had a friend, Jamie, Jamie also thought she didn't get it, so she went, she thought she had it. Cuz I, I.
Annie Letterman
And they make her audition for the.
Pete Holmes
Part that they made her audition. They were like, I don't know about this. And then she spent months in the office watching everyone else come in to audition for her part and she, she was a trooper. Like, stiff upper lip. Just kept doing her job. And then there was another time when another friend of mine was close to getting it, she was also stiff upper lip. And then randomly I get the call, they're like, you can. It was Jamie. And I was like, this is, this is crazy.
Annie Letterman
The dynamics of it.
Pete Holmes
The dynamics of it. So everybody did beautifully.
Annie Letterman
They wanted them to be thirsty for it.
Pete Holmes
Well, Jamie, I, I don't think she was really happy.
Annie Letterman
Oh, it was great.
Pete Holmes
It was a very sweet.
Annie Letterman
It was perfect too. It was like perfect.
Pete Holmes
And she was great at it, of course. I mean, yeah, it was perfect. It was perfect for her. So anyway, what was our, what was our moment?
Annie Letterman
Okay, so I come in and this is before I'm doing the work. This is before I come in. I'm like, probably in a leather jacket. You know, I come in and were. Were like, improvising about relationships or something. And I. I kind of was going, well, yeah, I know. Like, I don't, like, respect my boyfriend, who's a loser or whatever. And you're like, what? I remember you just, like, having such a normal reaction to what I was saying, but it was like what I thought reality was was like, oh, no, no. You, like, hate your boyfriends. You think they're losers. And that's how it works. Like, you hate them and they move in and you hate them and they suck. And they're not funny. And they're not funny, though. And you were just like, huh? And I was like, oh. It was like one of these moments I was like, oh, is that like, not, like, relatable to just. I thought you dates people you don't love. Yeah, yeah. And then you're friends with people you love.
Pete Holmes
I mean. Yeah.
Annie Letterman
And you have, like. Your friendships are the best. And then at home is where you just this. But I roll your eyes.
Pete Holmes
That's not. Obviously that was not points against you, because that is deeply hilarious.
Annie Letterman
No, but I just remember you look at me going, what? Yeah, maybe that is. But I remember I sent in my audition tape I was at. My friend has this, like, beautiful house in the Burbank Hills, and she has, like, this hot tub. And she's like, let's do your audition in the hot tub. And so I sent it in from the hot tub. My tape.
Pete Holmes
Oh, my God, that's great.
Annie Letterman
With, like, the mountains behind me.
Pete Holmes
That's fantastic.
Annie Letterman
I was like, I don't need this gig, but if you want to give it to me, it's fine.
Pete Holmes
That's great.
Annie Letterman
It was funny.
Pete Holmes
I actually do recall all parts of your audition and. And little flashes of lots of my friends that came in.
Annie Letterman
Yeah. No, was. I think Julia Rossi was before me.
Pete Holmes
It was like, really Monster was great.
Annie Letterman
Yeah.
Pete Holmes
I mean, Phoebe Robinson was great. I. I can't name check everybody, but.
Annie Letterman
Like, it was cute, though. It was like. It was like a fun. I was running into a lot of.
Pete Holmes
My friends, of course. And then just one last time, it wasn't me going, who shall I pick? These tapes were shown to other people.
Annie Letterman
Oh, no, I understand. Yeah. You don't have say in it.
Pete Holmes
I mean, at all. You'll see when you're doing your mom competition.
Annie Letterman
When I'm casting my mom, I Just cast them in. Really, like, disgusting.
Pete Holmes
I just A fuck up. Everyone always says, susan Sarandon, we can't do that. I know. I love it, but we can't. We gotta leave Susan alone. Leave Susan alone. I will say there was a time during crashing where I couldn't get somebody something. And then later, and they kind of didn't believe me, and they were upset. And then later, they couldn't cast somebody in something they were doing. And it was one of the best friendship moments of my life. They were like. It did come back around. It was really sweet, and they were really sweet. And I wasn't like, heh, heh. I was like, see, it's. It's. Oh, this is a beautiful healing moment. All right. In our final moments here, I don't want to take your entire day. Although I'm loving talking with you. Meaning of life. I mean, you've met Mother Ayahuasca. I'm curious. Curious what. What is your framework for what this all is?
Annie Letterman
I think it's an exercise in learning to surrender and to, like, you know, you need to have, like, struggle and stuff to learn things, to grow muscle, to get strong. But I think it's in the end to just, like, it's all. Like, it's all good. Like, it's really all fine. And I think the thing that gets me out of any of my anxiety is always, like, everything's happening, happening exactly how it's supposed to happen at the perfect time.
Pete Holmes
Yeah.
Annie Letterman
And if you just trust that, everything will be fine. I can't get caught up in these, like, these things. But I had to learn that. So I think. Yeah, I think it's about, like, you know, I don't know, just telling dick jokes. Just. It's. In the end, it's dick jokes.
Pete Holmes
Well, it's funny what you're saying without really saying it. It's like, don't take it too seriously. It is kind of about dick jokes, meaning everybody doing their thing, this thing, whatever this thing is, loves playing every game.
Annie Letterman
But also, don't you have that thing where you're like, oh, God, everyone's a projection of myself too. So then you're like, okay, did I make you sit there? Did I. You know, like, so there's also. I don't know. I have a lot of thoughts about.
Pete Holmes
It, but I do think ultimate reality is. Is close to paranoia. But that's when we bring our ego into that understanding. Like, you're. That's why when you go into, like, a Chinese Zen garden or something, there are those Dragons out front. And those are to say, you're eating ego. Can't come in.
Annie Letterman
Oh, I didn't know that.
Pete Holmes
You need to be devoured. So when you're going into that place, whether it's. We were talking about sacred medicines or whatever, but also just when you spelunk into your essence.
Annie Letterman
Love, Spelunk, love. Gummy bears and spelunk.
Pete Holmes
When you spelunk into your essence, if you bring. If you bring Annie with you. That is paranoia. It has to be both. It's like, this is all me and this also isn't me.
Annie Letterman
I know. It's interesting to be like, who am I? Who am I? Who am I? Oh, my God. I'm nothing and everything. Oops.
Pete Holmes
Yeah, that's right. That's written on my bathroom mirror. It says, wisdom tells me I am nothing. Love tells me I am everything. In between the two, my life flows.
Annie Letterman
Mine says you.
Pete Holmes
Yeah, yeah, I wrote that. I broke in.
Annie Letterman
It's in lipstick.
Pete Holmes
Yeah. I thought it would have more effect if I kind of betrayed your sister for a while. I was threatening you. Such a dark twist. Yeah, I love that. And I love what you said. That it's all fine again. I was on this retreat. It was a Rupert Spiro retreat. I love him so much and so many of the questions. The subtext is, are we okay? And then somebody was telling me that there's another non dual teacher named Adyashanti who said, everything is fine, and it's way more fine than you could even imagine. And when you go into those, however, you experience some sort of God consciousness or unit of consciousness, that is always the message. When I. I know ketamine, people might roll their eyes and say, ketamine isn't a religious experience. I'm like, oh, my God.
Annie Letterman
Ketamine is absolutely the most beautiful shit in the fucking world.
Pete Holmes
It also depends on, like, what you're mixing with it. I don't mean chemically. I mean what you're bringing to it. It can become a vehicle into something. Something very, very profound. And when I'm on it, I'm always going like, you can trust it. You can trust it. Like, over and over. Because that's my question.
Annie Letterman
Well, sometimes I'm like, did I die? And it's okay if I did?
Pete Holmes
That's. And imagine feeling that way. Yeah, I don't think. Well, I won't say who it was. A friend of mine did mushrooms recently. It's one of my more spiritually mature friends. And he was like. He was like, I thought I would never come back. And I was fine with it.
Annie Letterman
Yeah.
Pete Holmes
I was like. Like, that is. To me, that's like that. Dying before you die. You can have this experience in a lot of different ways. Different. Different experiences in your life. Spiritual experiences, chemical experiences, whatever it might be. But there are these things, these little gifts that you go like. Yeah. It was never Annie. It was never really Annie. What you really are can't be threatened. And that's what these things can show you. You.
Annie Letterman
I know. And it is weird that you could just. Like I could just move somewhere and have a completely different life if I want. I could just create a whole new. If I really wanted to. I could program myself into being.
Pete Holmes
Yeah.
Annie Letterman
Something completely different.
Pete Holmes
Which is exactly the point that you've just summarized it from where I'm sitting very well. It's like spirituality is interested in that which can't be reprogrammed. So what part of what is me would be the same? Even if you did move to Sedona and become a pet psych psychic, you'd still.
Annie Letterman
How did you know that was the plan?
Pete Holmes
You know, essentially, you'd be exactly the same.
Annie Letterman
I want to read their. I want to have their come in. I'll put it in her kitty about it.
Pete Holmes
Like, I read tea leaves. But yes.
Annie Letterman
Tea leaves is so weird.
Pete Holmes
I never done it.
Annie Letterman
I did it at a part this. A friend of mine throws these, like, sex parties, but they're not. There's like. There's one room or maybe one blowjob's happening, but they have a lot of performance.
Pete Holmes
There's boobs out performance slowly getting back into the.
Annie Letterman
It's not like. It's not. It's not.
Pete Holmes
A blowjob room.
Annie Letterman
But it's like. It's. There's just like, you know, one slot that likes to suck the. In the room. But she's a vegetarian. But she's a veget. But she's sure eats meat. But. So. Yeah, but. So she had like this weird. But there's a VR scent area. And she's just like a little artist girl that likes to wear short shorts. So. And then. And then they had tea readings and it was really weird. It was cool. And this guy wrote me a poem. And from the tea leaves. It was cute.
Pete Holmes
Guys. They got the typewriter.
Annie Letterman
I know.
Pete Holmes
And you're like, super fun.
Annie Letterman
It's cute.
Pete Holmes
We have a lot in common.
Annie Letterman
Yeah, I know. I gotta. I wanna. I've been kind of taking a pause on spirituality.
Pete Holmes
Great.
Annie Letterman
I got fatigued. And then I started watching True Crime again and vaping it's like the opposite of breath. Work is watching true crime and vaping.
Pete Holmes
Vapes.
Annie Letterman
Vapes.
Pete Holmes
I wrote vapes. If you still vape, I vape. And don't vape you with nicotine. Like, it's not just, like, the flavor.
Annie Letterman
And you didn't. I've heard from someone that you chewed. Do you chew the nicotine thing, toothpicks? Yeah, those roll did.
Pete Holmes
And then nicotine gum. Then I went real hard. I was chewing, like, two pieces. This is like, not a big brag, but, like, two pieces of the 6 milligram gum.
Annie Letterman
That's so cool. I know.
Pete Holmes
It's not so cool.
Annie Letterman
You're going to have to check that before you go into the Chinese garden. What did you say? What did you call it?
Pete Holmes
Yeah, but I'm off nicotine. I don't think it's benign. I used to. I used to be the guy that would go on and on about how it's benign, that it's just like coffee. And I'm like, it's like coffee that if you quit coffee, you want to murder. So it's not as chill as some of the. And like, Peter Atia, like, the. Those brain scientists that are like, nicotine's a great nootropic. Just do 8 milligrams. I'm like, you're not an addict.
Annie Letterman
Yeah. You don't just.
Pete Holmes
You don't understand people like me and maybe people like you. It's like, that's the best part of nicotine, is you can do it forever.
Annie Letterman
Do you know what I love about vaping is it's such a bad thing. It's like my dad, like, bad.
Pete Holmes
Yeah.
Annie Letterman
And then, like, there's some sort of.
Pete Holmes
My daughter's gonna be like, it's something.
Annie Letterman
Let's go be bad. Well, my dad picked me up from the airport once, and we were driving back to their house, and he goes. He's like, mom and I have been fasting, intermittent fasting. I'm like, oh, my God, that's incredible. Yeah, I've been doing. Eating really clean, and then there's like a beat, and he's like, Chinese. I go, yeah, let's get Chinese food.
Pete Holmes
I just. Being a dad of a daughter, I'm just like. I'm loving. I could listen to these stories.
Annie Letterman
Well, I know that when they pass away, when I'm overeating, I'm gonna be like, my parents are with me. Like, I'm gonna feel like, with me.
Pete Holmes
You feel you're not moving the cookie to your mouth.
Annie Letterman
Dad, dad. It's You. No, he'd be taking it. He'd be trying to eat it himself.
Pete Holmes
And then your mom. You hear the snap of a swim cap. Mom.
Annie Letterman
Snap of a swim.
Pete Holmes
She's trying to be.
Annie Letterman
That's why I need ketamine. Because the snap of a swim cap, I lose my mind.
Pete Holmes
Do you know. Final question. Well, do you think when we die, it's over? I know you're taking a break from.
Annie Letterman
No, no, no. Not that I'm taking a break. I'm just not. I'm not on my right now. Not that I'm taking a break, but.
Pete Holmes
I understand.
Annie Letterman
But I'm rearing back into it. I do believe that we are like energy, and I think we just get to do it again and again and again in different ways. I don't know.
Pete Holmes
Yeah.
Annie Letterman
But I don't. That's just what I feel like. I feel like we, like, wait our turn up here and then we get to come back.
Pete Holmes
I like that.
Annie Letterman
Yeah.
Pete Holmes
If you're interested, I would phrase that as we're all conscious.
Annie Letterman
Yeah. We're all like a. Yeah.
Pete Holmes
Energy. I'm with you. It's just for fun.
Annie Letterman
Yeah.
Pete Holmes
Energy always seems like your Zeus dream.
Annie Letterman
Yeah.
Pete Holmes
And that. It is sort of like that. It's this alive light. Right. But the most alive light, even in darkness, is consciousness.
Annie Letterman
Yeah. I think it's just this overwhelming. Like, I think everyone that dies, no matter what they did in their life, I think you just get this, like, beautiful, gorgeous, loving light. You just become the light.
Pete Holmes
Yeah. Emerge.
Annie Letterman
Yeah.
Pete Holmes
Love it. Well, the final question is, do you know the time you laughed the hardest in your life?
Annie Letterman
I think in this podcast, that is the funny. You gotta ask that question.
Pete Holmes
What was the.
Annie Letterman
What's the funniest thing I've said?
Pete Holmes
I remember watching somebody's assistant listening to their. That person's podcast and writing down bits, and I was like, that's a bridge too far for me.
Annie Letterman
Wow.
Pete Holmes
I would never.
Annie Letterman
Do you think they were doing that, though, to do. To do clips?
Pete Holmes
This was way before clips, way before that. And it was just kind of a sad man listening to a podcast for areas that might be bets for them.
Annie Letterman
Oh, my God. I like that.
Pete Holmes
I mean, it's good business.
Annie Letterman
But then I don't. I never want people to be like, oh, she. Like, sometimes you talk about the topics and stuff, but I always like to be like, this is a bed or whatever.
Pete Holmes
Yeah. And I. I've had some great bits come from things you say on a.
Annie Letterman
Podcast that I say I know things.
Pete Holmes
You and I take them yeah, she's not gonna use it.
Annie Letterman
This is fine. I heard it on a podcast. I heard on a podcast. I could write a pie. I could write a joke about this American life. Why can't I write one about.
Pete Holmes
Oh, well, you have to say I was listening to a podcast.
Annie Letterman
No, I learned this thing that calamari's buttholes or whatever. Do you remember that? This American life. Do you remember that?
Pete Holmes
Prove that it's not because they deep fried large intestine of a pig. And it was like, this is nothing.
Annie Letterman
This doesn't look like I like the idea.
Pete Holmes
I'm actually. I think the punchline was it's exactly like Kalamari. I think it was the one you didn't want.
Annie Letterman
Yeah, I feel like I remember it being a dark feeling. I didn't feel light at the end.
Pete Holmes
What about the Malcolm Gladwell? He has that great podcast. I forget what it's called. It doesn't matter. You could just type in Malcolm Gladwell.
Annie Letterman
I know, it's like, guys, Google, just.
Pete Holmes
Give it a Google. But he. McDonald's used to fry their fries and beef towers. Do you know the story? And then there was this billionaire or maybe a millionaire that like got a heart attack and his doctor was like, it's because you're eating too many saturated fats. So he took out full page ads in the New York Times every day for a week. It's like millions of dollars of advertising. Full page listing the corporations that use high, high, high fat in their frying. And McDonald's was on them, put so much pressure on them that they changed to, I think, canola oil oil. So it's a lower fat. It's still garbage. And canola oil has its own issues, but, you know, they got off the hook. But then everyone vaguely remembers, if you're my age, when McDonald's fries stopped being as good as delicious, and it's because they used to be beef tallow. It's like hardcore. So Malcolm Gladwell fried McDonald's french fries in beef tallow. And they ate them and they were like on the verge of tears. They were like, this is. Is the fries from my childhood.
Annie Letterman
People are using beef tallow. Girls are using your face now.
Pete Holmes
I believe that's true. And you can get beef tallow fries in a lot of places. Tallow. Crazy tallow.
Annie Letterman
Tallow.
Pete Holmes
Not to be tallow, but I love the beef tallow. I wouldn't. I don't want it tallow. I think, why bring death into this? It's a french fry.
Annie Letterman
Yeah. Killed the potato in A way f.
Pete Holmes
Facts haven't you killed?
Annie Letterman
We all gotta die.
Pete Holmes
What can you eat that isn't me? Yeah, it's true. But what can you eat that isn't me? That didn't scream.
Annie Letterman
Yeah, that's what I. But the lobster. They scream, but they taste good. That's Steve, my fiance watches.
Pete Holmes
That's not screaming. But I mean, you could scream. It would scream if that makes you.
Annie Letterman
My fiance watches a guy that has a pet lobster. He watches a YouTube channel and I'm like, I can't. Yeah, learn the lobster. I can't.
Pete Holmes
Yeah.
Annie Letterman
Grow to love the lobster.
Pete Holmes
That was an old SNL sketch.
Annie Letterman
It's crazy.
Pete Holmes
They're like, this is Larry and they're like, as soon as you name it. And that's the bib. Scarlett Johansson. Colin Jos. Snl. Oh my God. And you wake up.
Annie Letterman
Marriage story. Yeah, I. I dumped Todd and I start marrying. I marry Scarlett Johansson.
Pete Holmes
You wake up and you. You did ayahuasca. You just had the most boring trip. It's not a podcast.
Annie Letterman
No. You know, it feels like an ayahuasca trip. Colin's show, it's Pop Culture Jeopardy. I'm like, I watch every episode.
Pete Holmes
Colin Jo.
Annie Letterman
He hosts pop Culture Jeopardy.
Pete Holmes
That's great.
Annie Letterman
A jeopardy. That I can understand.
Pete Holmes
Colin showst. His new showst is the show.
Annie Letterman
He's the showst of the show.
Pete Holmes
That's very funny. Colin won big points for me. Not that he needed to. When he called his book a punchable face and I was like, yeah, that's so funny.
Annie Letterman
Cuz. It is. You didn't even realize. I'm like, oh, now you do realize. Your face is to a bunch of them.
Pete Holmes
Yeah, yeah, yeah. You're that handsome. I need. I need something. Harvard and Harvard and handsome and like very good at it.
Annie Letterman
And cool.
Pete Holmes
He's very good at.
Annie Letterman
Cool to hang with. Good hang.
Pete Holmes
Really?
Annie Letterman
Yeah. Nice guy. Cool guy.
Pete Holmes
Put us in touch. Oh. Who else? Oh, and Tim Dill, the dill boy.
Annie Letterman
Dill master Tim Dill. He's the best.
Pete Holmes
He's so never. I. He's one of those guys that. Because I've never met him or known him, I'm like, probably doesn't like me. Like a little remnant. Like a little, you know, it's like just hasn't cooked. I like to think I'm pretty fully cooked, but every once in a while I catch that negative thought being like, yeah, cuz Tim Dillon doesn't like it. Dude.
Annie Letterman
I know the inferiority power dynamics thing. I know it's hard. It's such a weird thing to navigate.
Pete Holmes
But I don't like. And especially when. When it's being divided into like Austin comics. Comics that say the R word, comics that don't. And I'm like, why? What? Like with the Tesla thing, the spray painting. It's like they're getting us to eat ourselves. It's like there's an issue and we're each other up.
Annie Letterman
Right.
Pete Holmes
And that's how I feel about like I don't want there to be a line in the sand between me and Shane Gill. I think Shane Gill is hilarious. I think Tim is hilarious. Like, I don't like that. It's like, well, Tony's Cliff is here and I'm over here. It's like I got into this to hang out. Out with.
Annie Letterman
I hang out with comedians. Yes.
Pete Holmes
Mormons and everything. Everything comedians.
Annie Letterman
I'm in this for the green room. Okay. I'm trying to cultivate a hang over here.
Pete Holmes
The green room and comedy license.
Annie Letterman
And also being. Yeah. Just like the exchange. Fun, fun, fun on stage audience.
Pete Holmes
I thought you were making. Oh, I was doing very dirty. I was like, I want to. Yes. And this but I don't.
Annie Letterman
Interesting.
Pete Holmes
I don't like this. I don't like that. Something shifted in the dynamic in these final moments. Comments.
Annie Letterman
I know I should. I should have come in and alpha you. I should not have come. And this would have been a different podcast. Look at me now. Hour two. I'm ready to alpha.
Pete Holmes
That's what I mean.
Annie Letterman
I should have fatigued you guys. I up. I want to apologize for this podcast. Part two is going to be different.
Pete Holmes
He.
Annie Letterman
I'm going to be sitting there. I'm just going to make him switch seats with me just to see. I actually prefer to sit there.
Pete Holmes
The cuck couch. That's where I sit.
Annie Letterman
Oh, God.
Pete Holmes
Can you say I'm going to.
Annie Letterman
I want you to sit over there. There.
Pete Holmes
That's where we used to set Only your voice.
Annie Letterman
There's no camera on you.
Pete Holmes
The disembodied and the snap of a swim cap. Annie Leaderman.
Annie Letterman
Pete. Katie.
Pete Holmes
Pete House. Annie Letterman. You're so funny. You're so talented. Wish you the best in your marriage. O aura ring.
Annie Letterman
She's got one my oring. By the way, I have ADD I has not been charged in six months.
Pete Holmes
Hilarious.
Annie Letterman
It's just a ring this shitty R.
Pete Holmes
You just have an expensive rig.
Annie Letterman
I have a really expensive R.
Pete Holmes
Well, thank you so much. What should people do to see you go?
Annie Letterman
Go to Instagram to follow me and then it's just Annie Letterman and then I. My podcast, Annie Wood is every Thursday. I'd love to have you on some time.
Pete Holmes
Annie what?
Annie Letterman
Annie Wood.
Pete Holmes
Annie Wood.
Annie Letterman
Annie Wood. Love to have you on some time. That's Every Thursday on YouTube and then live. No.
Pete Holmes
Oh no. It drops.
Annie Letterman
But that would be fun to do it live. I've thought of it. And then Annie Letterman.com shows for my tour dates.
Pete Holmes
Fun.
Annie Letterman
And I'm always on the road. Come see me. I love it. I do very fun meet and greets where everyone wants to leave.
Pete Holmes
Balls.
Annie Letterman
Everyone goes, we're done. Assign your balls. It's fun.
Pete Holmes
Sign your balls. Bat wing it.
Annie Letterman
Bring your penis.
Pete Holmes
Bring your penis. Stay for the show.
Annie Letterman
Penis and vagina. Sorry. I always have that song stick in my head.
Pete Holmes
Would you say keep it Chris Crispy.
Annie Letterman
Keep it crispy.
Pete Holmes
There it was. I love you in Match Point.
Podcast Summary: You Made It Weird with Pete Holmes – Episode Featuring Annie Lederman
Release Date: May 21, 2025
In this lively and heartfelt episode of "You Made It Weird with Pete Holmes," host Pete Holmes engages in an in-depth and humorous conversation with fellow comedian Annie Lederman. The discussion traverses a wide range of topics, from personal anecdotes and family dynamics to comedy philosophies and spiritual explorations. Below is a detailed summary capturing the essence of their interaction, enriched with notable quotes and timestamps.
Pete kicks off the episode by warmly introducing Annie Lederman, highlighting her accomplishments, including her own podcast, "Annie Wood Podcast," and her appearance in "Grand Theft Auto 5." He also shares exciting news about his "Pete Here Now Tour," detailing sold-out shows and upcoming dates across various cities.
Notable Quote:
The conversation begins with playful exchanges about sleep aids and eye health, setting a relaxed and humorous tone.
Notable Quotes:
Pete compliments Annie's effortless and calm demeanor, sparking a discussion about how others perceive her. They delve into the challenges of being treated with reverence before meeting the real person, emphasizing authenticity.
Notable Quotes:
Annie shares her rebellious youth, including getting her nipples pierced at 14 without a fake ID, leading to conversations about parental reactions and teenage defiance. They reminisce about their early careers, with Annie recounting her short-lived talk show stint and Pete discussing his experience shooting for Ellen.
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The dialogue shifts to family relationships, focusing on Annie's twin brother and older siblings. They explore the complexities of sibling bonds, competition, and the unique roles each family member plays.
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Annie and Pete discuss their approaches to stand-up comedy, including writing processes, crowd work, and handling hecklers. Annie emphasizes her desire for connection through comedy, while Pete shares his method of transcribing performances to refine jokes.
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The conversation delves into spiritual practices such as ayahuasca ceremonies and breathwork retreats. Annie shares her transformative experiences and the role of spirituality in her personal development, while Pete reflects on his own journeys with psychedelics and self-discovery.
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Annie opens up about overcoming alcoholism in 2009 and the importance of self-love and personal accountability. They discuss methods for maintaining mental well-being, including hypnosis and setting boundaries.
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Annie recounts her experiences auditioning for Pete's now-defunct show "Crashing," highlighting the camaraderie and competitive spirit among female comedians. They touch upon the challenges of standing out in a crowded industry and the importance of authenticity.
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As the episode winds down, Annie and Pete reflect on their comedic journeys, the importance of connection through humor, and the continuous pursuit of personal growth. They share lighthearted exchanges about upcoming shows and mutual admiration.
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This episode stands out for its genuine and unfiltered conversation between two talented comedians. Annie Lederman and Pete Holmes navigate through personal stories, professional insights, and deep reflections with humor and honesty. Listeners are treated to an engaging dialogue that not only entertains but also offers meaningful perspectives on life, comedy, and self-discovery.
Tune in to "You Made It Weird with Pete Holmes" to experience more such enriching conversations with remarkable guests like Annie Lederman.