Meryl Streep and Anna Wintour Are Vogue’s May Cover Stars! | PLUS Rachel Comey Celebrates 25 Years

7 Apr 2026 · 53 min · 24 chapters

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In short

Vogue’s secret May cover shoot featuring Meryl Streep and Anna Wintour, plus an interview with designer Rachel Comey celebrating her 25th anniversary.

Guests (backgrounds)

Virginia Smith, Vogue Global Fashion Network head, discusses the cover logistics. Meryl Streep (actor) and Anna Wintour (Vogue editor-in-chief) appear as cover stars; photographed by Annie Leibovitz, styled by Grace Coddington. Rachel Comey (New York fashion designer) is interviewed about her brand’s 25 years, new store, and career history.

Key claims

The cover was tightly kept secret; photographed by Leibovitz with Coddington styling; both cover looks are custom Prada. Meryl requested the interview be shared with Anna and that Greta Gerwig conduct it. Comey credits slow, independent growth and community over mainstream “brand” marketing.

Notable examples

Inside cover image: both in custom Chanel (Anna) and Dolce coat + Laura Piana pants (Streep), plus a video/elevator concept. Comey recalls early denim “Legion jeans” (2015) and David Bowie wearing her hand-painted shirts; she opens a Christopher Street store and discusses 9/11-era funding challenges.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Behind the Scenes of the May Cover

1:34 to 3:19

Chloe and Virginia discuss the secretive process of creating the May cover featuring Meryl Streep and Anna Wintour.

“On today's episode, Nicole Phelps spoke with designer Rachel Comey.”

The Creative Team and Their Process

3:19 to 4:57

Discussion about the roles of Annie Leibovitz and Grace Coddington in the photoshoot.

“You were a huge part of making this happen.”

Fitting and Fashion Choices

4:57 to 7:52

Details about the fitting process and the custom outfits worn by Meryl and Anna.

“Were you emailing PR being like, we have a secret thing?”

The Interview and Themes

7:52 to 9:50

Exploring the interview conducted by Greta Gerwig and its thematic significance.

“But let's first talk about where this idea came from and when we knew this was going to be the cover.”

Reflections on Age and Experience

9:50 to 12:00

Discussion on the perspectives of Meryl and Anna regarding age and their careers.

“I mean, I will say, I mean, it was quite an experience.”

Matching Scarves and Final Thoughts

12:00 to 14:00

Chloe and Virginia share a light-hearted moment about Meryl and Anna's matching scarves.

“And that it was exciting to talk to them about what that looked like today and also looking back.”

Fashion Moments with Meryl and Anna

14:00 to 15:00

Explore the fun interactions between Meryl Streep and Anna Wintour around their fashion styles.

“And, you know, as you said, Virginia, you were doing the fitting right after the interview.”

Acting Fears and Character Dynamics

15:00 to 17:36

Discuss Meryl and Anna's fears about each other's jobs and the dynamics of acting.

“I think Anna proved that wrong on the Academy Awards.”

Behind-the-Scenes of the Vogue Shoot

17:36 to 19:27

Insights into the behind-the-scenes moments during the Vogue shoot with Meryl and Anna.

“And so clearly that switch happened when the wig went on.”

Upcoming Guest: Rachel Comey

19:27 to 19:41

Introduction of Rachel Comey and her significant anniversary in fashion.

“So it was fun to sort of workshop that as a group.”
Show all 24 chapters

Reflecting on 25 Years of Rachel Comey

21:28 to 22:46

Rachel shares her experiences and reflections on her brand's journey over 25 years.

“Well, it feels like you blink and five years go by.”

The Legacy of Rachel Comey Jeans

22:46 to 24:48

Discusses the legacy and significance of Rachel Comey jeans and their fashion context.

“Yeah, there's a lot of kind of wisdoms in there and a lot of, I guess, story building that we've done that in the day to day, I don't think about it, you know, obviously.”

Opening a New Store in Manhattan

24:48 to 26:02

Updates on Rachel Comey's new store opening and its unique qualities.

“Like that was a very big time for street style photography.”

Challenges in the Fashion Industry

26:02 to 28:00

Rachel discusses challenges faced in the fashion industry and her journey.

“Well, speaking of new ideas, you are opening your second store in Manhattan this year.”

Journey into Fashion: Beginnings and Inspirations

28:00 to 29:50

Explore the early influences and inspirations that shaped the guest's journey into fashion.

“I mean, I didn't start my company until I was much older, 28, I think.”

Challenges and Triumphs in Building a Brand

29:50 to 33:10

Learn about the challenges faced while starting a fashion brand and the lessons learned along the way.

“We had one day, like this show was on maybe a Saturday or something.”

Creating a Unique Clientele and Community

33:10 to 39:40

Discover how the guest cultivated a strong clientele and community around their fashion brand.

“But, yeah, lots of learning along the way and lots of little mini stories.”

Celebrating 25 Years: A New Store and Old Pieces

42:00 to 43:38

Learn about the innovative strategies for celebrating a brand's anniversary.

“Beyond opening this store, how will you sort of acknowledge the 25th anniversary?”

Navigating Retail Challenges and Small Business Growth

43:38 to 45:24

Discover how retail changes and challenges impact small businesses like Rachel Comey's.

“The trouble that's happening at Saks and more broadly speaking in retail stores?”

The Importance of Diverse Representation in Fashion

45:24 to 47:16

Explore the significance of inclusivity and age diversity in the fashion industry.

“But every year, things get more complicated because everything is getting more expensive all the time.”

Staying True to Creative Instincts in Fashion

47:16 to 49:16

Understand the importance of following personal instincts in creative work.

“And there is a sense that fashion has caught up to you a little bit.”

Inspiration and Innovative Inputs for Design

49:16 to 52:08

Learn about how diverse experiences and ideas influence fashion design.

“and then I can't really explore the things that I want to explore.”

Embracing Unconventional Paths in Fashion Careers

52:08 to 54:42

Discover the value of unconventional journeys in building a fashion career.

“You know, and then explore it, you know, because it's interesting.”

Closing Thoughts and Gratitude

56:01 to 56:26

Reflecting on the value of learning and expressing gratitude.

“Learning is the best, most important thing, of course.”
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Transcript

Automatic transcript. May contain errors.

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1:34This is The Run Through. I'm Chloe Malm. On today's episode, Nicole Phelps spoke with designer Rachel Comey. Rachel is celebrating the brand's 25th anniversary, and I feel like she is such a New York institution, an icon, such a, if you know, you know, person in the fashion, New York fashion community. She has a new store on Christopher Street in Manhattan, and it was really fun to hear Nicole talking to her about her sort of slow burn success. But before that, I am here in the pod studio with our very own Virginia Smith. Virginia, can you please introduce yourself? Hi, Chloe. I'm Virginia Smith, and I head up the Global Fashion Network for Vogue and happy to be here today.

2:19Well, Virginia and I have been working under cloak and dagger for several months on the top secret May cover of Vogue, which has been treated by one Anna Wintour, has made the Pentagon Papers look like Richard Scarry books. I feel like no one's going to know my Busytown reference, but that's because I read children's books. But anyway, this was very top secret. It was very top secret. I'm actually still nervous to actually form the words coming out of my mouth in the next few minutes about this project because I've been so paranoid that something will happen and the secret will escape. It has been a stress level, as you know, Chloe, from going through most of it with me that was extremely, extremely high.

3:07But here we are. So, Virginia, our very special May cover launched today, this morning, and it is Meryl Streep and Anna Wintour. You were a huge part of making this happen. A lot of people, not a lot of people, actually, very few people worked very hard to make this happen. This was photographed by Annie Leibovitz and styled by Grace Coddington. One of my favorite parts about this is that Meryl, Anna, and Annie were all born the same year and are all 76 years old. And Grace Coddington is a few years ahead of them. So it was a real power in numbers crew making this shoot happen. You were the baby chick.

3:50I was basically the assistant. I was gladly the assistant on set. You were the intern. age-wise. Just barely, Chloe, but I really went back to my beginning here because, you know, Grace has a very specific way of working, mainly not doing email at all. So everything has to be a conversation or a text. And then because of the confidentiality of this project, I was the only anyone who was calling in any of these clothes. Grace is like known for wanting to be, like work with her clothes. She needs the clothes on a rack. It was always a joke in the past that, you know, Grace would need the clothes for weeks.

4:38And this was something that I couldn't even get Grace inside the office to look at the clothes. So it was quite, you know, a logistical nightmare for her because Anna felt that having Grace here would be suspicious. So I had to hide Grace and get her into like a little area of a fitting room without anyone seeing her. Were you emailing PR being like, we have a secret thing? Or how did that work? Well, it was sort of dependent on what we needed and what we could say. It was a puzzle of sort of vague references to shoots and then out and out lies and then a little bit of like I'm working on something that I just cannot tell you.

5:23So it was a mix of basically lies and trying to just have people trust me. And have truths. Yes. Listen, we've worked together a long time. I need you to pull these clothes in a size for me and no questions asked on your part. But it was when we started, obviously, with Prada. And Anna and Mrs. Prada had some conversations back and forth because it was not only Merle's clothes, it was Anna's clothes, too. So what are both ladies wearing? Both ladies are wearing Prada on the cover. Okay. As well they should be. Okay. And so— Two devils, two Pradas. Two devils, two Pradas. And they are both custom.

6:02Okay. And so that was some back and forth. And with obviously Anna weighing in, Grace weighing in, Annie Leibovitz weighing in. What a crew of cooks in the kitchen. It was quite something. I remember taking my 89-year-old mother to get her hair done in upstate New York and having to go into the car and have a conversation with Annie and Grace. Oh, my God. About, I mean, hours-long conversation about the length of Anna's dress that Annie was really fixated on at that point. Annie thought it was too long or too short. It hadn't even been created yet, Chloe. It was what could be, what could happen, and how it needed to be.

6:40Oh, my God. And that's what makes her the photographer she is. It was also about negative three degrees outside. So, you know, it was a lot of fun. Actually, it was a lot of fun because it was quite a cast of women, as you've pointed out, and a lot of opinions. And a lot of prep work for only two images in the end. I mean, a lot of focus on creating two perfect images. So the cover image, they're both in Prada. The inside image, which I love, which is the two of them sort of legs up in the back of a car. They're having fun. They're having fun. What are they wearing inside? Inside, Anna has on a custom Chanel and Meryl has on an amazing Dolce coat and a Laura Piana pant.

7:23Great. And then actually there is a third image that's for the video, a third look, I should say. And that, Anna told me, was her own McQueen. That was her own McQueen. And then she said it'll be in next year's vintage sale. Someone should get a piece of history on that one. And then Meryl's wearing an amazing Givenchy suit. And they were so nice to come through for us, you know, not knowing what they were coming through for. But they were great. And I was very happy it paid off. I can't wait for everyone to see this. But let's first talk about where this idea came from and when we knew this was going to be the cover.

7:59How did you first hear about this? It was sort of like rumblings about it. And clearly, I know that, you know, you had asked Anna before if she would be on a cover. I think it's been floated around a couple of times and she's never, you know, done that before. For me, it really started before I was in this new position. in the middle of the summer, I was put into a DWP2 meeting. And I said, what does that mean? And now looking back, I can't imagine what else it could mean. But at the time, I did not know what that acronym stood for. We had this meeting. We were like, what is our plan going to be?

8:35How are we going to really own this moment? We had just had Anne Hathaway on the August cover, so it didn't make sense to do Anne Hathaway again. Emily Blunt had her own covers planned. And Meryl, it felt like an automatic no. She didn't want to do a cover. Meryl, in fact, the first time she ever was on the cover of Vogue was the year after I started here in 2012. She was 62 years old. She was the oldest cover girl for Vogue at that time. And that was a very different cover. That was her quite natural on a rock on the beach. Tawny styled it. And then she was on the cover again in 2017 when she played Kay Graham in The Post.

9:12And that was also Annie Leibovitz. and styled a second time by Tawny Goodman. And I really wasn't sure how Anna was going to convince her to do this cover again. I remember in Paris in October, I remember very clearly sitting in Anna's car with her on our way to a Balenciaga preview. We were talking about early 2026 covers. And I said, well, Anna, you know, it would be kind of amazing to do you and Meryl on the cover. And she said, well, Chloe, that's very flattering, but it's just not my style. And then clearly Meryl asked her, and it was a different answer. So we see who has the power of persuasion with certain people.

9:52I mean, I will say, I mean, it was quite an experience. I have been around a lot of people in my 20-something years here. But that one day, particularly the fitting, I mean, I was really nervous that, you know, I was— Where was it? It was at the Crosby Hotel. Oh, that was right after our interview. Yes, exactly. And, you know, we were in a sort of a—looking back, it's sort of an interesting thing that we were trying to do because we were portraying Meryl as her character, but almost like the Vogue version of her character. Because otherwise we just would have used the exact same clothes that she wore in The Devil Wears Potter 2, which is not what we did.

10:36So we wanted the character to be, have, you know, the essence of that, be a little bit of the Vogue version of that. So it was an interesting sort of line to draw. And Grace is so brilliant at that. And we were, and we had so much fun. It was amazing working with Grace again, I have to say. I mean, you know, she has been such a mentor and icon to me during my career. And I so loved working with her. We actually had a really fun time. So we're already, you know, in walks Anna and Merle and Chloe. They'd done the interview before. But, I mean, when she walked in and she spent a lot of time with us, you know, like, and she doesn't come with a big crew or anything like that.

11:16No, she came alone. Yeah. She's just ready and wants to make it work and has great input. It was really actually so fun. But I did take a moment to think, wow, like, even this for Vogue is something. And one of Meryl's requests was that the interview, not only the cover be shared with Anna, but the interview be an interview with Anna. And Meryl requested that Greta Gerwig, who had directed her in Little Women, conduct the interview. So Greta and I had a few phone calls where we came up with a question list. And, of course, Anna had a lot of input on this. And we batted it back and forth. And Greta and I were excited to talk to these two women who, as Greta said, it's rare that two women at this age are in the full of their power.

12:07And that it was exciting to talk to them about what that looked like today and also looking back. I like my age. I don't think of it as being older or I feel as alive and excited and aware and like to learn all the time. Yes, I sort of. I learn from my children, from Chloe, from my teams around the world. With experience, you have a sense of balance and proportion and you know that life is not perfect and that things will go wrong and you're going to give it your best shot. But if it doesn't work, you have to move on. And I feel age is actually an advantage. Greta said that people are always asking women, professional women, what it's like to balance motherhood and careers.

12:59And Greta was really excited to talk to them about balancing grandmotherhood and careers. And Meryl was very funny talking about she has six grandkids under six, literally six, five, four, three, two, one. And she said she's very present, probably more present than some of her children would like. But it was fun to hear their two different takes on that and how much they value family. And it's interesting to see people who do seem quite different on paper have these very important similarities that really connect them. And Anna was delighted that when it was one of those frigid New York days this winter and completely sort of bleak and gray out.

13:44And when Anna and Merrill walked into the suite at the Crosby Hotel, they were both wearing matching sunshine yellow scarves. And Anna was so excited. She said, you have to take a picture. So we took a picture of them and their matching scarves. And it was so much fun to sort of sit there and hear the two of them chatting and Greta just sort of gently leading the conversation with them. And, you know, as you said, Virginia, you were doing the fitting right after the interview. But there were a few coats that Meryl was going to try in the suite we were in. And Meryl said, oh, I love coats because they hide everything and you can just slip them on and off.

14:20And Anna famously loves a coat. And Miranda Priestly famously loves a coat. So that felt like a full circle fashion moment. And it was fun asking Meryl and Anna what would be most daunting about the other one's jobs. What would be the thing that would be most exciting and what would be the thing that you would think, I can't do that, I'd hate it? I can't act. I have no gifts. I have absolutely no gifts at all. You know, I can't sing, I can't dance, I can't act. I am useless in my hands, I can't cook. I would be terrified. Anna said that she is a terrible actor and that that would completely terrify her.

14:59And Meryl said... I would just dread the shoes. Every day. Wow. To pull it together. I think Anna proved that wrong on the Academy Awards. She acted her way very well on that little gig. And Meryl wore her Prada shoes very well. So... Well, there you go. Speaking of coats, Grace wasn't happy with all—we needed more coats, according to Grace. So Grace was here. We snuck her in to a fitting room, and we were going through the clothes together, and then she decided that we needed more coats. So we called Prada and say, guess what? We're stopping by the Prada store. Meet you there in five minutes.

15:46Thank you, Nick. and we went to the Prada store to pull some coats for Grace. And, you know, we got five more Prada coats from the store. We also made a trip to Dries Van Noten, where somehow I ended up getting a suit for myself in the midst of all this. Which was one of my favorite outfits Virginia's ever worn. It's, you know, it's not twisting my arm to buy clothes from Dries Van Noten for myself. But in the end, we didn't use any for this particular shoot. But thank you again for letting us there. the shoot took place in Red Hook the shoot took place in Red Hook in a studio did they drive a car into the studio?

16:24yes I did not see that until the way out but then when we were going down to shoot the video I saw where they had driven the car in and it was very funny because I noticed obviously I was there unpacking you know by myself with the steamer oh Sammy Tapper did help me and we were getting everything prepared and Anna was there already. Annie was there. And then in walks Meryl. And she was in, you know, character, basically. She'd had her hair and makeup done. She was in that character. And you could tell when she walked in, it was already a different vibe than how she was at our fitting. It was very interesting.

17:07Well, actually, that was something she talked about in the interview. Apparently on the first film, she started by hanging out with Anne and Stanley and Emily when they weren't filming. And she loves them and had a great time with them. But then she noticed that they weren't afraid of her enough when they were back in character. So she had to retreat and really just sort of be a more of a lone wolf and stay, have an arm's length so that they respected the Miranda character when they were filming. And so clearly that switch happened when the wig went on. The wig went on. She walked on set. She was getting down to business.

17:44In terms of Miranda coming back to that character 20 years later, I just felt, honestly, like not in the same even league as Anna. And I feel that you have achieved something. I don't know anybody that anyone else has done, honestly, in any corporation media, anything. So, as a woman, and absolutely working at the top of and pulling the strings in the right way, it seems to me. From a distance, it seems pretty amazing. You're always breaking the waves with the prow of your ship until you go back into the harbor, and we're not done. We're not done yet. That's something that it was fun to explore and to imagine because I actually don't know what that's like.

18:44I really don't, and I only see it from afar, but I'm in awe. I am. Thank you, Meryl. It's true. So it was fun because, as we've said a few times, this was a very tightly kept secret among very few people on a need to know basis. But the video, which I think is very funny, of Meryl and Anna in an elevator was fun to sort of go through the different iterations of that. I watched an early cut with Anna and Thespe in Anna's office, and it was before there was elevator music. and Thespi sort of jokingly said, I was looking into getting ABBA to be the elevator music, but it's probably too silly. And Anna and I both said, no, that's great.

19:26The sillier the better. So it was fun to sort of workshop that as a group. I mean... Two dancing queens. Two dancing queens. That is so funny. I can't wait to see it. I haven't seen the video yet.

19:41And The Run-Through will be back with Rachel Comey.

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21:09Rachel Comey, welcome to The Run-Through. Thank you. Thanks for having me. I'm very happy to have you here. You are celebrating an important milestone this year. I feel like we were just talking about your 20th anniversary, but here we are. It is the 25th anniversary of the Rachel Comey brand. Yeah. What does it feel like? Well, it feels like you blink and five years go by. I was thinking about it that, like, you don't necessarily reflect on a writer's 25th year or an artist or a nurse or a teacher. So why are we talking about it? And in some ways, I guess we just need it as a tool for the team and for the talking points to, I don't know, I guess it's a media thing more than anything.

21:58Or for our own team and our own milestones, I think. Well, I feel like being a middle-aged person, I think about landmarks like this a lot. Like I just came across over my 20th anniversary working at Style.com and Vogue Runway. Thank you. And it feels, you know, it does sort of make you think about like, what have I done in the last 20 years? Some of that has been fun, especially I have new team members. And I think, oh, let me show you some of the things we've done. And I had to dig them up and I dig up one and that reminds me of another one and that reminds me of another one. And there's all these different little stories or little moments or little things that we did or products that we made that had their own moment and own life.

22:46And so that is fun. Yeah, there's a lot of kind of wisdoms in there and a lot of, I guess, story building that we've done that in the day to day, I don't think about it, you know, obviously. But, you know, when you hit a milestone, it's good to reflect for a minute. How old is the oldest piece of Rachel Comey clothing in your own closet? Do you have something that goes all the way back to 2001? I'm sure. I'm sure. I bet I have a few of the first patterns and shirts because it was such a hurdle to define what those first pieces were. the first couple seasons that I think I labored over every little detail.

23:34So I still, I definitely have those. I'm a bit of a harder. Well, I have a pair of, is it the Legion jeans? Yes, those are the ones. The Legion jeans of circa 2015, I think. Maybe, yeah. Yeah, that are in my closet. So that's my oldest piece of Rachel. I'm glad you still have those. Thank you. I'm not sure they will fit. I can't request for revisiting those. Yeah, that was in our early denim development days, just like learning about development, you know, all the things that go into the qualities. You know, I'm very fabric materials focused, so that was a lot of exploration there. And the rationale behind those legions was that when I was a kid, my mom would hem all of our corduroy and jeans because we were all on the shorter side.

24:24And as you grew, you had to take out the hem and let it out, you know, to keep fitting the pants. And I remember being so embarrassed that they would have the crease line, you know, from the wear. And so as we were studying denim in 2015, we started thinking about all the memories and the stories that they hold and all of those things. So we decided to kind of memorialize that moment with that. And it was fun. And that was also a time when I was thinking about you had mentioned something about like fashion at those times. Like that was a very big time for street style photography. Yes. You know, that was like at the beginning of Tommy Tan and all that, Satorialist.

25:04And everyone was capturing you and all the editors and buyers and their streets going to the shows. And that was very novel and early. And you were wearing those denim with some great shoes. and it was like easy to capture these little zoom in moments. And yeah, it was like a feeding fresny for those types of images and little items and stuff. It was fun. Yeah. Well, those jeans in particular are very definitive, right? And they have spurred a lot of knockoffs. Like sometimes I see other brands doing that. Yeah, I think it did have a moment after that, but yeah. How does that feel when you see something of yours get knocked off by a different brand?

25:40I mean, I don't think about it so much. I really don't. I mean, I can't manufacture that quickly. I'm a much slower manufacturer. We work very closely with all of our partners. It takes me a long time to get things made and the quality that I want it to be made. So, I mean, we have a million more ideas. So, we don't worry about that. Well, speaking of new ideas, you are opening your second store in Manhattan this year. So we're not going to talk about a date since it's a little bit of a moving target. But you have chosen an unexpected location. Yes. Yeah. Yeah. It's opening. It's on Christopher Street between Washington and the West Side Highway, which I'm calling the Way West.

26:28The Way West Village. Because it's very far, you know, towards the river. It's kind of quiet. But it has a little bit of a destination feeling to it. It's a little one-story building. All my stores, except for our one in Brooklyn, is one story. I don't know. So now whenever I see a one-story, I think, oh, we got to look at that. It's got a special kind of little charm it holds, I think. That feels fresh for us. Well, my longtime colleague, Maya Singer, interviewed you for the April issue, and she mentioned that it won't be a place just to buy Rachel Comey clothes. There might be other things. Yeah, we're still working on all of those details, but in all of our stores, you know, they are more than just shops in some ways.

Read the full transcript

27:16You know, my retail director from California says that their store in Melrose Place is their customers or their clients' third place, she calls it. So homework and then this other place where you go for, you know, companionship, friendship, dialogue, discourse, community. So that's nice. So I like that she's so tight with the community there in L.A., which is wonderful. So let's go back to 2001. Okay. You did a show just a few days before 9-11. Is that right? Yeah, on the street in Tribeca. Yeah, crazy. So how did you get through that hurdle? To that Tribeca Street? I had a friend. I mean, I didn't start my company until I was much older, 28, I think.

28:12I found the math. Still young. Yeah. Well, nowadays, young people, you know, they want to be like— They professionalize in high school now. Very young, yeah. Yeah, so I was looking around through all different types of arts and, you know, styling, costumes, all different types of things through the galleries to figure out what I would want to do. And I never studied clothing design, but I always loved it. I always loved how people communicate through their clothes. I like how it had the capacity to make you feel something, to communicate something. things. So there's all sorts of things that I loved around the culture of clothing.

28:52So it took me a while to also understand that manufacturing and all these other elements are so fascinating and challenging, to say the least. So I decided to give it a shot in that year. I had been making some stage things for, you know, there were a lot of men that I knew at that time because it was a menswear label that were on stage and really peacocking around New York City. And I just thought it was a really nice place to start and learn. So it was primarily men's shirts. So it was really just about tailoring. I found this manufacturer in New Jersey who did custom shirts, and I spent time with him.

29:31And I just, it was a real educational learning process on the development side. And then on the face, I guess it was a bit just fun experiment with all my friends were the models and we just did a show what we thought was a show and you know there was didn't seem much divide between the audience and the and the people on the runway you know they were all kind of one and then um yeah stella ishii i remember she came up to me after the show i don't know how she got there like a friend of a friend and said i love to represent you and she was had a showroom that sold the news that sold primarily to japan so the next day she's like where's your line sheet?

30:13I'm like, what's a line sheet? I don't know. How do you want to price these? I don't know. She helped me through all of that. We had one day, like this show was on maybe a Saturday or something. And we had one day of sales on Monday and it was mostly her customers in Japan. Got a bunch of orders and then Tuesday was 9-11. You know, that was a crazy moment, of course. And I was on unemployment at the time because I got fired from my job at Theory. what made you get fired well this show like i mean i was andrew rosen was very very respectful to me and gray he would call me into all these meetings and i was totally fish out of water in that situation because i'd never been in a fashion building company or anything i'd always kind of been in the arts and in studios and things like that so he had um you know, one person, like this, somebody else was like, oh, there's new brands to watch kind of thing.

31:09And there was a Time Out magazine. And I thought there'd be a little postage stamp photo, but it turned out to be like a whole page photo of new collections to watch. And I don't think, I assumed we couldn't have a, anyway, I went into work that morning and somebody photocopped that thing and put it on the desks all over the studio. People were coming up to me, congrats, Congrats. I'm like, what are people talking about? Congrats. And then Andrew came into my office and he's like, why didn't you tell me? I could have helped you. And I was like, what? I don't know. I was just like an art project on the side.

31:43Like I didn't have a big business plan. So he's like, I have to fire you. And I was like, okay, here we go. My girlfriends pulled up in their car. I had my box with all my desk stuff and picked me up and that was the start. But then I had unemployment, and then because of 9-11, I got extended unemployment. And at that time, too, people would send you credit cards, you know, zero APR for six months credit cards. So for six years, basically, I transferred all my production funding from credit card to credit card to credit card, and then I got out of debt at six years, which was crazy. I also freelanced here and there.

32:24Like I freelanced, I remember, for The Gap, for Louise Trotter for a little bit, which is really fun. Louise Trotter now at Bottega Vanida. Yeah. And I would like make photocopies to make mood boards like on a photocopy machine and then secretly kind of call my interns and be like, hey, can you pick up that fabric from Mr. Chen? Bring it over to Innie. You know, we kept the thing going, going, going. And then at six years, I got a debt and I hired my first employee, Michelle, who still works for me. Wow. And she lives in L.A. and runs all my denim production. So then that was like the start of profitability.

33:03But, I mean, all those six years was long. And, I mean, it's all been kind of long if you actually start to reflect on it. But, yeah, lots of learning along the way and lots of little mini stories. Is it true that David Bowie wore your T-shirts on stage? That was in the early, like before I started. It was like corresponded to the Time Out magazine. I had my friend, Avina. I remember this. Avina Gallagher, who's a great stylist to this day. She was styling him. She called me. And I had been making these stage costumes. They were like shirts that were hand-painted and whatever. And, you know, altered, vintage type of things.

33:42And she called me. And she borrowed the things. And he wore them. Bunch of stuff on the tour. He loves them. She called me. She said, okay, David Bowie wants to buy those three shirts for you. What do you want to charge him? And I was like, charge for that. I thought, I don't know. And she's like, charge whatever you want. It's David Bowie. And I was like, $200? She was like,$200? And I'm like, yeah. It felt like it was a real lot. And she was like, yeah, okay. I'll bring you the cash tomorrow. And I was like, okay. So, yeah, there's just super naive stuff. Not like kids today, I guess. They're much more savvy than I was.

34:18Yeah. Well, we didn't have eBay and all of those things teaching us the value of stuff. Yeah. Right. We were going to Salvation Army and Goodwill and buying. Digging, buying by the pound. Yes. Domsies. And like vintage slips from the 30s were like$1.75 or something. I know. I know. The good old days. Beautiful stuff. So you have always attracted a very cool kind of celebrity contingent. I'm thinking back to the the show dinners you did at Pioneer Works in Brooklyn and, you know, sitting with Maggie Gyllenhaal or Miranda July or Zadie Smith. How have you cultivated those kind of clients? I feel that those women, if I were to put them in a group of some kind, are all independent-minded, creative Gen Xers like myself.

35:20I feel like this is like a topic somehow lately, like Gen X and even among my peers of Gen X and how we relate to our other generations. And I was thinking about this, too, this idea about the when you were called Rachel Comey brand. I'm like, oh, I've always hated that word brand. You know, it's like never sat well with me. And I think about now everything has to be like every person has to be a brand like brand, you know, tweens are brands. And when we were coming up in our young years, like that was not a good thing. Like the good thing was to be an independent, creative, autonomous, not commercial, like with, you know, and I think that all of those women that you mentioned kind of have their very own strong points of view, have, I don't know, an intellectual, creative sides to them.

36:15I don't know. I think it's just maybe mutual respect. And I feel that that's something we really focus on as a company in general, like, and as our purpose and what we do as designers, I really think about design kind of as a service to the client and making sure that they're feeling the things they want to feel in the rooms that they want to go into. And so I think it's kind of some kind of mutual respect relationship, if I was to guess. What are the, you know, what are the words you hear your customers saying? Or what do you think? How do you want to feel when you're making a new collection?

36:52Well, we do spend a lot of time listening to what's going on in their lives. And, you know, that's, I guess, one of the things I bring them up to you when you come in, because I feel like I'm constantly observing the changes and evolutions in our clients' life and that to the political world, to the, you know, climate, to their journeys as they age and their bodies. And there's just right when you think you figured it out, like there's like a new experience, you know, life is complicated. And so I feel in my job as a designer is almost like the service to what's going on with them. So I have to really listen like, yes, are they going to the award?

37:30What kind of award? Who are they? What do they want to convey? Because this person and that person are wanting to convey different things. Or, you know, some women don't even like clothes. You know, they just want to do their work. They just want to be heard. What do they need to be heard and be respected in their careers or in the rooms they're in? So, and then counter to that, like, how do you feel cared for or vulnerable or softer? You know, like, those are also real challenges, I think, in the modern life, you know. I liked our last meeting. You surprised me and you said you had a new category.

38:09You had the sweater you buy for your husband, but you're actually going to wear it yourself, which I could relate to. Yeah. When I assigned Maya this story, you know, I was struck by the fact that, you know, you had coming up on your 25th anniversary, and rarely had you been in the pages of Vogue. And so there is a quality, an aspect of you, you know, coming up and being really hugely successful without a lot of the sort of props and the assistance that a lot of other designers of your generation and generations younger than you have received. True. I mean, I do say that. I mean, I don't knock on wood here, But I always thought that not being in vogue was actually a good thing for my career.

38:58I mean, I don't hate to say it. It's kind of true. It gave me an opportunity to learn and grow. And there was a lot of mistakes along the way. And I'm glad that I was able to kind of recover from those. And the stakes weren't as high as they could have been if we were in some other, like, you know, financial media storm, you know, that can happen with a young new financed brands. I mean, you know, we're independent, so it was just, yeah. I mean, there were early days I was bummed that Anna didn't come to my shows. And then I kind of recovered from that eventually and found my audience, you know.

39:39But it's like all these years I've you find your community or people. I don't know. And people find you. I think, yeah, that's one of the great things about the fashion in general is that it's very big and broad and it's different things to different people. And there's lots of versions of it. And there's, you know, everybody's getting dressed every day. We'll be right back with Rachel Comey after the break.

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42:02Beyond opening this store, how will you sort of acknowledge the 25th anniversary? What are you thinking? I want to bring some old, you know, old products back in some kind of new way, like a pre-order thing of coveted pieces. Because sometimes I have pieces that I do bring back and I wear and the people ask me about them. And I'm like, okay, maybe I should put that in the line again. And I go to put it in the line and then somehow my whole team doesn't buy it. Or something happens because it's not like of the moment that doesn't sing. And then still people ask me for it. So now I'm like, okay, I'm going to make some products of some of these memory pieces.

42:44And, yeah, open the new store. I mean, that's the amazing thing about this business is that there's always a ton to do. So beyond, you know, opening the store and having the show, there's a new collection. There's new products we're trying. There's new fabrics and new technologies within the fabrications. And, you know, each one of the relationships on the manufacturing sides needs to be nurtured and cared for in order for it to be fruitful and productive and good for both of us. And there's a lot of changes all the time, just, you know, navigating tariffs. And now with the war and how that's going to affect gas and transportation for all the products.

43:31So there's a lot of nuances that happen on a daily basis. Does the sort of collapse of the wholesale model impact you as well? The trouble that's happening at Saks and more broadly speaking in retail stores? I mean, it has been slow. Like, yes, it has impacted us over time. I mean, during COVID when Bergdorf's went bankrupt, they didn't want to pay us for the product that they had. And then we had all, they wanted us to still ship the order, you know, for what they had to order, but they weren't going to pay for what they owed us. So that, as a small business, you know, I can't get my head around that kind of thing.

44:15And then that's how we ended up opening that store in Brooklyn, because we had the merchandise that was supposed to go to Bergdorf's, basically. Because we're a small manufacturer. We don't over-manufacture. We try not to. So it's like keeping everything tight, keeping, you know, and realistic. So, yeah, like, okay, so we don't sell to any big department stores right now. So that's a good thing in a way because we survived it. And now we've refocused our relationships with our smaller, you know, owner-operated, localized boutiques around the country that are amazing. And when I go visit them, when I can find the time, each one of them, you know, they're like owned by amazing women that have communities.

45:06They're going out in the world buying stuff for all their women. It's like they're similar to what I feel like I'm doing. We have a shared mission, and that is often happening in a small business model. I mean, slow and steady is how we've grown and how we've survived, I guess. And I just stay focused on that, you know. But every year, things get more complicated because everything is getting more expensive all the time. And I try to keep our prices very fair, although sometimes they feel expensive for me. But if you look at manufacturing prices, cost of living, shipping, duties, they go up. But we are buying fabric from the same places that the luxury bands buy fabric.

45:53I have my mills in France and Italy and, you know, all over also sell to the finest luxury brands. So it's just kind of margin choices. And, yeah, it makes us have maybe less cash for elaborate other things. But it's great for our—I feel like it garners respect and appreciation from our clients, which is the most important thing. One thing that Maya made a point to talk about in her piece about you is that Stephanie Cavalli, the model who was very, very much in the media after opening the Chanel couture show in January. And, you know, everyone made a big deal about her middle-agedness and the graying hair and the idea that, you know, you can have women of all generations on a high fashion runway.

46:51She has been a regular Rachel Comey model for some time. Yeah. Yeah, she's great. I have so many fantastic models and she's beautiful and fun to work with and lovely human. Your runways, I think, reflect real life in a way that in an uncomplicated way, in not a strategic way. It's just, you know, what you do. And there is a sense that fashion has caught up to you a little bit. I appreciate that. Thank you. Yeah, well, let's see what I can do next, I guess. I'm excited to see women of all ages on the runway. And the more that we see it then on those runways in Paris, then the more visibility and opportunities there are for middle age and older women for modeling.

47:45and that makes the pool bigger for me because right now sometimes I have to, you know, convince people that aren't models to come and model, you know, in their older ages. So I'd be excited to see representation across age and all of the things, you know. And also like unique beauties, you know, like unusual and different takes and to see how, you know, all of that evolves and changes and doesn't homogenize. You know, I do think there's like a bit of a global homogenization problem right now. And I hope that we can kind of move beyond that sometime. That is, I'm so glad you brought up this idea of homogenization because, of course, you know, fashion, I think, falls prey to that so often.

48:40Like, how would you, you're probably going to resist this question, but like, where does sort of the courage to go your own way come from? I think a lot of other designers, you know, wouldn't admit this, but there is sort of a safety in, you know, doing like everyone else does. I think it's just opportunity. I mean, I don't think I had a choice in a way, you know. So I think I had to, you know, and I still do. Like, if I'm not following my own instincts, then I don't really feel grounded in knowing what I'm doing. and then I can't really explore the things that I want to explore. And then, yeah, I think I would lose my footing if I was following some other path of somebody else.

49:26Like, I don't think I would know. It's like being a person that went to the gym when I was younger. I feel like at that situation, I feel like, okay, I'm going to try to be one of these people that does step aerobics or whatever the things are. And then I would have, like, that was my earliest memory of this in college. And I remember kind of having an out-of-body experience and being like, okay, who is this person? That's not you. Like, you've got to get out of this situation and go figure out what's you. Because we're so, I think, so focused on our client and the purpose there, I think it makes my team on my design and development side very independent in some ways because they know, too, the purpose.

50:07And so they can design in for this woman because they're thinking about her in the same way that I am. And we're all having a very strong dialogue about where she's going, what she's doing, what she's wearing. And then we can all bring the influences from each other's lives. And that's separately a really great thing about the fashion business is because there's a lot of different types of people in the room, you know. And my team is so diverse culturally, people from all over the world, you know. and they all found their way to New York and we're all in the room. We're all focused on the design and we all know who she is, but they're all coming from different points of view.

50:45So we can say, oh, this is, you know, I have a very diverse team right now. And I always love that too. It's like makes the room more interesting. It makes the work fresh because there's different points of view, but we're still focused on her. So what are some of the inputs now that are sort of, you know, adding interest to the stew? I mean, like, are you going on a trip that you're looking forward to? Are you reading something that feels like it's sort of... Yeah, we focus a lot on experiences. You know, I have like a little list of going up like, like things. Important lunch sweater was one thing.

51:22Like, sometimes it's hard to wear tailoring indoors, right? But you're going to an important lunch. So you need an important lunch sweater. So starting there at that and then what's silly. But like it's not silly ultimately. It's like how's that fitting the body? What's the yarn? How's the shoulder? How's the thing? You know, so it's a lot of experiences I think that we kind of collect based on the season and the delivery, you know. And then so that's kind of the input in some ways, the experiences on one hand. And then there's a whole material input and a whole kind of we let a fantasy roll like a little bit.

52:03Like it can be anything. Pirates can be like some weird trend that somebody's daughter is following. And you're like, that's crazy. All the girls are into like what? You know, and then explore it, you know, because it's interesting. Tooth gems. We were literally talking about that last week. So there's like all the stuff. It could be from anywhere. It could be from someone's daughter. Your daughter is almost a teenager. Is that right? She's a teenager. She's a teenager. She wants to get some tooth gems. What did you tell her? I'll do it with her. That sounds fun. Does she still want to do it now that you want to do it too?

52:42I know. I know. That's exactly what my mom did to me, I remember. Because I was like at her age, I wanted to go get a tattoo. And my mom was like, great, let's go. I'll go with you. I want one. And I was like, what? No way. I'm not getting a tattoo with you. But no, my daughter's game for it. So we'll see. If you see me in September. I'm thinking back to before the pandemic when you entered the popular culture in that show, High Maintenance. Wasn't that fun? Yeah. It was a great HBO show. And he was back in the news lately. But you or one of the characters in that show was going to wear something of your...

53:25Dan. And then you actually were in it, right? So how that happened is one of the gals on my team was like, Rachel, you're going to love this show. And she sent it to me. And at that time, it was just a little Vimeo series. And I fell in love with it because it's little snippets about New York life that were just so priceless. And I felt like not being captured anywhere else. you know like crazy little scenarios where people are living in giant lofts and air being being out like the one bedroom and just all the stuff it takes to live in new york and um so i wrote to them i said oh my god i love this show i just i and it just as a fan well done love it and then they wrote back oh my god we're fans of yours we have and then like a couple weeks later a month later we had an idea we want to pitch it to you and so they came and they pitched it and it was about it was so cute it was about a couple and when the woman was at work the husband was cross dressing in his wife's closet and it was really adorable cute fun thing and yeah they filled me my studio and some people on my team were in it and we just just for fun you know I love doing those things so uh we always ask this question of designers what advice do you have for young people who want to be the Rachel Comey of 25 years from now?

54:50I'm always scared to give advice to young people because they really know what they should be doing. I have experience with that with my daughter. But my path was unconventional. So I think that everybody's path is it's okay to be unconventional. Yeah, my mom's advice for me, she said, forgive yourself. And I was like, what is she talking about? But I think she's kind of talking about me working all the time and not being there and not for my kids or something like that. But I'm not sure. But you know, it's just like, go easy on yourself. I don't know. Like, enjoy the exploration. Maybe it takes a long time.

55:31It's it's I don't even feel like I I feel in some ways I'm just getting started. Like I feel like there's a ton for me to learn and do. That's the weird thing about being all in your 50s is being like, whoa, okay. Do I have to stop and be like, I know the stuff? Or can I keep going and being like, oh, there's still a lot for me to learn and grow? And I think yes. I think yes, there's still a lot to learn and grow. So I think, yeah, I don't know. Is that solid advice? Go easy. Keep learning. Keep learning. Learning is the best, most important thing, of course. Always, at every age, young and old.

56:11Well, I learn when I talk to you. So thank you. Thank you for coming on the podcast. You're very nice and generous. Thank you for your patience with my rambles.

56:25The Run Through with Vogue is produced by Chelsea Daniel, Alex DePalma, and Alex John Burns with help from Emily Elias. The show is engineered by Brand Bandi and mixed by Mike Kuchman. Bye!

57:07the Auditorium, Ramova Theater, Beat Kitchen, Chop Shop, and dozens more. From intimate clubs to legendary rooms, all spotlighting the artists and spaces that define our city. Learn more at civlchicago.com. Civil Fest 2026. Your city, your venues, your festival.

From the publisher

For the first time, Anna Wintour graces Vogue's cover alongside Miranda Priestly (Meryl Streep)! On the cover the two devils are wearing two pradas! On this episode of The Run-Through, Chloe invites Virginia Smith (Vogue's Director of Global Fashion Network) to breakdown how this historic cover came to be and what goes behind making a top secret cover happen. You'll also hear snippets from Greta Gerwig's cover conversation with the two women where they discuss aging, grandmotherhood, and what part of each other's job they would dread the most!

Earlier in the episode, Rachel Comey speaks to Nicole Phelps about her unconventional origin story, how she funded her early production, and the upcoming opening of her Christopher Street store. She also discusses about how she managed to stay independent and find her own audience, which has come to include writers, directors, and artists like Zadie Smith and Miranda July. On her design process, Comey says, “I really think about design as a service to the client and making sure that they're feeling the things they want to feel in the rooms that they want to go into.”As fashion increasingly catches up to the inclusive casting Comey has long practiced, she plans to keep doing things her own way.

The Run-Through with Vogue is your go-to podcast where fashion meets culture. Hosted by Chloe Malle, Head of Editorial Content, Vogue U.S.; Chioma Nnadi, Head of British Vogue; and Nicole Phelps, Director of Vogue Runway, each episode features the latest fashion news and exclusive designer and celebrity interviews.

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