It's hard. I've had friendships fall apart over this kind of stuff, but if you don't have $1,500 to spend on somebody else's vacation, you don't have $1,500 to spend on someone else's vacation.

Hi, I'm Rie McRais, and welcome to This Is Uncomfortable. This week, we're talking about money and friendships.

We're answering your questions, offering advice on how to navigate some tricky dynamics. And for this one, it felt right to bring on two people who've been friends for a while, comedian's Josh Gondelman and Alison Leiby. Josh is a writer and stand-up comedian. Josh, welcome to the show. Thank you so much. It's so nice to be here with Eremah, and I'm excited to ruin a friendship by talking about money. Let's do it. All right. Allison, Leiby is also a stand-up. She was also a writer for shows like Broad City and The Marvelous Mrs. Maisel. Allison, welcome to the show. I'm so happy to be here. Well, I want to hear about your friendship. How did y'all become friends?

We, I think, I don't know. I feel like in my life, I just like, there are people that have just

been in my life for a decade plus. And I think the answer is probably just like small shows and

open mics in New York, like very soon after I moved here, which was 2011. It's so funny and stand up there. People for whom I have, like, a very distinct memory of, like, this is when we met and this is when our, like, friendship began. And then there's people, which I think our friendship falls under for me where I'm just like, I don't know, one day you were just like in my life a lot. Yeah, totally. For sure. In a good way. Good way. Complementary. Yeah, yeah. We just went two weeks. I was on the road and we went two weeks without hanging out, which is long for us. And we like didn't know how to catch each other up like two weeks But also, we talk all day every day.

So there's also no gap in information.

But then it's like...

And you live close by.

We live close by.

We're neighbors.

We're neighbors.

We spent the last year working on like a writing project that required us to meet up in

person like probably one to two times a week. Yeah. Okay. So y'all are close. So I'm curious, has money ever caused any tension

between you two? Maybe any awkward moments? No. This is when I find out, Josh, is like,

actually, yes. I have a running tab. We've been very lucky in our, just in our friendship, that I feel like we've, we've

been ups and downs financially around the same times.

So it feels nice that like, you don't have to explain like, oh, I haven't like worked in

a while.

So maybe we just get beers at the dive bar and not like a fancy thing or whatever.

Yeah. Right. It's never come up for one of us as like, hey, I'm doing, I'm doing a birthday party on the moon.

Would you like to come? We're taking blue origin to the moon for my birthday. There'd be a lot of

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