COMEDIAN/ACTOR AND STAR OF HULU’S DOLLFACE ESTHER POVITSKY

Dress: Khaite, Tights: Fogal, Headpiece: Vintage, Shoes: Open Edit

Comedian and actor Esther Povitsky is perhaps best known for her Lonely Island-produced comedy series Alone Together, or her supporting role in the Hulu series Dollface. Maybe you’re just a fan of her neurotic, deadpan online comedy persona. But what many may not know is the story of how Povitsky became one of the digital age’s biggest names in comedy, and the intense personal obstacles she had to overcome to get there.

The internet-viral comedian opens up about overcoming anxiety to create her own work.

By: Hilton Dresden

Photography:
Michelle G Gonzales

Photo Assistant-
Sydney Patitucci

Stylist-
Jensen Leigh Edmonson

Stylist Assistant – Priscilla Alejandrina Langdon

Hair:
Joseph Torres

Makeup: Brittany Leslie

Povitsky grew up in Chicago, in a household full of laughter — her dad set the tone for daily silliness, she explains. After studying at comedy institutions like Improv Olympic, she ultimately made the decision to move to Los Angeles, realizing she’d need to spread her wings if she were to reach the fiscal and professional goals she had for herself.

While starting out on the West Coast from scratch was far from easy, performing at open mics around the city eventually led to representation, and then roles on acclaimed TV shows including Parks and Recreation, Key and Peele, Brooklyn Nine-Nine, Difficult People, and Crazy Ex-Girlfriend. Her breakout came with Alone Together, which she co-wrote, co-created, and stars in alongside her bestie Benji Aflalo. What started as a self-made short eventually became a full TV series, currently watchable on Hulu and produced by Saturday Night Live video legends The Lonely Island. Additionally, Povitsky currently has a Comedy Central stand-up special, “Hot For My Name,” now available for streaming.

Dress: Ganni, Tights: Fogal, Bag: Ferragamo, Shoes: Open Edit

What was initially inspiring you to comedy as you were growing up?

Esther Povitsky: I grew up watching SNL and loved Chris Farley and Adam Sandler and David Spade and all those people on the show. Cheri Oteri. Will Ferrell. And I just always wanted to live in that universe. I thought I was going to be a professional dancer because I love taking dance class. And then I just realized: “I think what I loved about dance class was making my friends there laugh.” Wanting to work in comedy, it’s like you kind of don’t even really know what that means when you first think about it. There’s no clear path of what that could be. So I just knew that and discovered stand up comedy as a good option to get me started. That was how I ended up moving to L.A. and pursuing stand-up full time.

You studied at iO in Chicago, and then at Groundlings in Los Angeles. Tell me about what you took from those places, and about the decision to make such a big move from your hometown.

EP: I would say my time at iO, Improv Olympic, in Chicago is really memorable and special, and I felt for the first time like I had tapped into something that made a lot of sense to me. It was where I wanted to be, and I loved my teachers and my classmates and my instant life goal became to be a performer on the stage there. Then I realized that the people who were performing on those shows were not being paid, and they made no money off of what they were doing. And I just felt like, “Gosh, that makes no sense to me.” Like, if these people are rock stars to me, I want to be them when I grow up, so to speak, and they’re not being paid… that just freaked me out. And it made me really confused. I was like, “I think I need to leave Chicago, because this doesn’t make sense to me. I need a different way.” And that’s what prompted me to move to L.A.

I’m a homebody. If I had the choice to stay home at my parents’ house versus, like, go into the city and do an open mic in Chicago, I’m lazy. If the option is to sit at home, I’m taking it 10 out of 10 times. So I just knew I had to shock the system: go to a different city where I have no money, nowhere to stay. Not that I had money in Skokie, but I had a place to stay. So it would have been easier. I just was like, “I need to throw myself out there.” I was scared. I was terrified. I mean, the day I moved home from school, my 21st birthday, I dropped out of school and my parents came and helped me pack up my stuff and we moved home. I don’t think they spoke a single word to me that whole day while they were packing my stuff, and it was my 21st birthday. They were so solemn. I never use that word, but I don’t even know what other word to use. They were somber. It was so sad. They were so sad because my mom had never gotten the opportunity to get a college degree. She thought it was this big opportunity for me, and my dad had actually dropped out of the same school, so he wanted to see me finish there. And I just was like, I can’t do it. They were really, really sad for me to leave. And I remember I woke up the next morning in my childhood bedroom and I was like, “What did I just do? Did I just do it? Did I really just submit my form for a partial refund from school?” I immediately started Googling community college in Los Angeles because I just couldn’t believe what I did. But I fought through that fear and just pushed and followed through.

Dress: Tory Burch, Belt: Isabel Marant, Tights: Fogal, Shoes: Open Edit

Did you find the standup scene in LA welcoming at first? What were those early years like?

EP: I don’t think any community is overly welcoming of newcomers, so I wouldn’t say that, but I got here, and the first night, I was with one of my college friends and I was making fun of them at the bar. And the bar owner literally came up to me and was like, “You’re so funny.” I was like, “Really?” “Yeah, you’re really funny. You should do stand up.” And I was like, “I can’t believe you’re saying that to me because I literally just moved here today to do that.” And I was like, “I don’t know where to go, what do I do?” She said: “You should go to The Comedy Store. I’ve heard of that.” OK. And just because that bar owner said that that night, I was like, “Great.” And then I went there the next day with a resume trying to get hired, and they didn’t hire me. But they explained Sundays and Mondays were the open mics, and then that just kind of became my home base and where I hung out the most and met people and made friends. Then I did open mics all over the city after that.

I want to hear about Alone Together and how it went from a short to a pilot and then a series produced by Lonely Island. What was the kernel of inspiration there?

EP: So one of my close friends that I met during that time was Benji, and he and I, we just became instantly inseparable. We just had all the same things in common, but we were so different. He’s a guy. I’m a girl. He was from Beverly Hills, I was from the Midwest. But we were both kind of short and didn’t really fit in school. And because we were both short and kind of Jewish-looking people just assumed we were dating, everywhere we went, and we would always be like, “What? No!” We would almost both just be insulted, like ill. Just because we’re both short and ugly doesn’t mean we’re dating. We both thought we could do so much better than the other person. And we were not shy about it. Then eventually, we were like “Everywhere we go, people keep spinning this narrative to us about how we should be together and we’re so adamantly not about that. Let’s make a short film about our lives.” Literally exactly from real life to the script. We just did exactly what was true to us, and that was how we made the short film that came to be the show.

Top: Tory Burch, Skirt: Marco Bologna, Tights: Fogal, Shoes: Open Edit

What was it like when you found out Lonely Island was getting on board?

EP: We most certainly made the short film with the intention of it becoming a TV show. We definitely knew it was very unlikely, but that was the end goal. Creators are really making their own stuff, so we [thought we] might as well take a swing. It was such a slow process from start to finish that there was no like, “Oh my God, it’s going to be a show” moment, because when we pitched it, we pitched in four places and no one bought it. That night we were like, “It’s over.” We were both sad and we were like, “You know what? I’m so proud of us that we tried. There’s nothing worse than not trying. And then the next day, my agent said “They want to buy it,” and I was like, “Who?” And he said, “Everyone, everyone wanted to buy it.” We couldn’t believe it. So what does that mean? They buy a script. OK, then they have to decide, do they want to shoot the pilot for the script? Then they have to decide, do they want to pick up the series? I think now that streaming is changing it a little, where you just go from script to series and they cut out the pilot stage. But it was a really long process, and I remember the day that they told us that they were going to shoot the pilot, I found out that I didn’t book this audition for literally a one line role in a Netflix show, and I wanted it so bad because my scene was going to be with Timothy Olyphant. I was so sad, I did not get the one line role. I got the news that they were going to shoot the pilot, and my fianceé was like, “You’re crazy. Why are you upset that you didn’t get one line when they’re making your pilot?” I was like, “I would have rather had one line on a show with Timothy Olyphant than do my own pilot with Benji.” I just wanted so badly to be accepted by normal show business that that meant more to me than this project that I made on my own, which now I feel the literal complete opposite. But it just goes to show how insecure I was and how I’ve changed so much since then.

So then fast forward to Dollface. I want to hear about booking that and and your approach to that character and your experience filming and anything you’ve taken away from that?

EP: That was such a game changer, working with all those women on that show. They really elevated my performance, I think, because they were so professional and so experienced and so talented. Working on that character, especially in the second season, was so cathartic for me, because her character arc in season two is dealing with anxiety and self-sabotage and those are things that I really did in my 20s. My anxiety ruled my life. I would self-sabotage unconsciously. And so showing those things on screen, I would not have been able to write those things out because at the time, I didn’t even have the self-awareness to know that’s what I was doing. I almost needed someone else to write it for me to then realize, “Oh my gosh, I can help tell this story and help share what my real experiences are.” But it was so deep for me that I wouldn’t have been able to do that without Jordan Weiss writing that role.

Bra: Vintage, Nightgown: B.Tempt’d By Wacoal, Tights: Fogal, Coat: Lapointe, Shoes: Open Edit

You said some SNL people were your inspirations — are there any other big people you look to as role models?

EP: Honestly, I just scroll TikTok all day and there’s so much good motivating stuff on there for me. Whitney Cummings — I think just knowing her…when I moved to LA, I didn’t really know her, but I saw her perform every night at the Comedy Store and I saw her write and star in her own TV show. I feel like she almost paved the way. And a show like Workaholics, where they were writing for themselves and found a lot of success with that… I think seeing other people do things and then being like, “That’s what I want to do,” is kind of how I’ve always operated.

What shows and movies have you been enjoying recently?

EP: Well, obviously I’m obsessed with Euphoria. Succession. And then right now I’m working on developing a new show that I would write and be in, and that is inspired by my favorite show, Eastbound and Down, but is not the same subject matter at all. That’s one of my favorite comedies of all time: Eastbound and Down.

Dress: Khaite, Tights: Fogal, Headpiece: Vintage, Underwear: I.D Sarrieri, Shoes: Open Edit

EXCLUSIVE: ERIKA JAYNE

Photography by Alexandra Gavillet | Styling by Rafael Linares @ Art Department | Interview by Cecily Strong

From dancing on gin-soaked stages in the dive bars of West Hollywood, navigating the many dramas of the Real Housewives of Beverly Hills, to being immortally satirized on Saturday Night Live, the reality star, pop culture icon, and now New York Times best-selling author is taking the world by storm.

Erika Jayne is embracing opportunities with open arms, switching at the drop of a hat between author, international performer, “housewife,” and the icon we didn’t even know we needed. The Real Housewives franchises are filled with meme-worthy moments, unforgettable quotes, and exciting drama, but few women from the reality series have become household names to the degree of Erika Girardi, AKA Erika Jayne. In an exclusive interview between Erika and Saturday Night Live’s Cecily Strong, who parodied Jayne on the legendary sketch show and cemented Erika’s status as a cultural touchstone, the two women discuss ageism in the entertainment industry, creating a public persona, and her new Simon & Schuster bestselling book, Pretty Mess.

Jacket by Tom Ford, Earrings by House of Emmanuele

Earrings by House of Emmanuele

Hello! How are you Erika?

Hi Cecily, I am so goodit’s so nice to talk to you.

You too, what a treat! I am such a fan! A real fan, not just an Instagram fan. I am so excited. I’ve been bragging to everyone at SNL about getting to do this interview! So, starting with your new book, how did the idea to publish a memoir take off?

I was approached to do the book and said yes because these days I am just saying yes to everything. Obviously, you see a little bit of it on TV, but sharing 45 minutes of screen time with five other women is difficult. Writing a memoir is a way to give the audience a more in-depth peek into my life.

How open are you in this book and are you nervous about revealing too much?

There’s always the version of the truth which you can never tell or else all of your friends and family will never talk to you again (laughs), and then there is the book that I wrote, and then there is the book that got published – which went through two legal processes. Hopefully it works out well and people like it.

(laughs) What was the most challenging part writing the book?

Well, my mother and I were discussing how my father left when I was nine months old, and then she remarried and divorced again. I feel like I had blocked out that part of my childhood. I went back with her trying to piece it all back together. I was looking at it through 46 year-old eyes and thinking it was basically ten years of bullshit!

Do you think that your childhood experiences are the reason that you have this amazing life and personality and are so fabulous and youthful—or in other words, do you think that you’re basking in the things you didn’t have in your childhood?

I feel like I’m eternally 16. I had a nice car, a hot boyfriend, good grades, was performing all the time, and I looked cute. I don’t know if that’s because of my childhood, but I definitely know that all of that has an effect on you growing up.

Well, I understand feeling like you’re eternally a teenager because I feel like I’m 16 even though I’m like… 34, but have you confronted ageism in your industry? Is it something you even think about? I know I don’t think about it much.

Good, and I’m glad you don’t, and the only time I do is when someone tells me, “Oh, aren’t you a little too old to be doing this?” and I’m like, “No, actually I’m not.” I think that it’s important to keep doing it and keep pushing and dreaming because that’s an old way of thinking that is falling by the wayside as women continue to improve and show how powerful we are. You know, when you’re in your 40’s you’re not dead, you’re not done! I feel the most powerful now. I didn’t feel powerful in my 20’s, I was a ding-dong!

I couldn’t wait to turn 30 because I thought, “Finally, people will take me seriously!” And I can’t imagine someone saying to you that you’re too old, that’s insane to me. I’d be like, “Just watch me perform!”

Thank you! Could you imagine telling a man that? Could you imagine telling a man, “Sir, don’t you think you’re a little too old to be running the company?” It’s not fair for us to get a tap on the shoulder like, “Sit down honey, you’ve had enough fun, you’ve had your day, people don’t find you attractive, you can’t sell anything, and your time is up” No! I’m not going to do that.

Good, me neither. We’re taking a vow! What do you hope that people take away from your book and your personal story?

First off, I want people to laugh and have fun. It’s an easy read and a fun read, and if one person walks away inspired to go to dance class again or back to college or just see that, through this human story, we are all the same. My experience is just this way, but it’s the same bullshit for everybody, so don’t quit. You never know what the future holds.

So let’s talk about your persona Erika Jayne, how she was born and how you found her within yourself?

I was about 35 years old, had been married to Tom for six or seven years, and had been exclusively living his lifestyle. I was going to every event and socializing with a whole new set of very educated, super interesting people. I am glad I did it because it was an invaluable education, but it wasn’t me. I was wealthy and living in a bubble where I would shop, go to the gym, and then go to dinners, but what the fuck was I really doing with myself? I longed to go out, create again, and have my own identity.

I just don’t think that Tom expected the book deal, concerts, or this interview in my future. I don’t think anybody did! I started to create on my own, it was something that I loved, and here we are today. And thank God he has been so supportive. I have learned so much, and I am really grateful because without him I wouldn’t be here at all.

That’s so great, and good for you two! You’re a great example for couples. So, when did you get your big break and what was the beginning of your career as Erika Jayne like?

Well, if you take the Erika Jayne Project, it was very small potatoes. It started at my kitchen table and it was just something that I wanted to do. I created the persona with a friend of mine from high school. He took me to a producer friend of his and we made the Pretty Mess album, and I started to perform because that’s what I really love to do. It was the typical beginning. A few people in some terrible dump, no one paying attention, and just begging to get on stage. I thought to myself, “I don’t have to fucking do this, I’m rich! What the fuck am I doing?” (Cecily laughs) I hate to break it down and sound so rude, but there are a lot of naysayers and rejection. I kept putting one foot in front of the other and building it, and slowly but surely people started to pay more attention and come to my shows. The biggest break into pop culture was definitely being cast in the Real Housewives because it took Erika Jayne out of the clubs and into people’s homes, and she even became a parody on Saturday Night Live! (laughs) But I think the most interesting thing was seeing young women, like high school and college-aged girls tell me how much they love my music and style, and I’m like, “Wow, really? I’m old enough to be your mom.” That acknowledgement makes it all worth it.

Jacket by Vitor Zerbinato, Dress by Nookie, Boots by Christian Louboutin, Earrings and Ring by Glynneth B.

Jacket by Vitor Zerbinato

Most of my circle of friends are gay men, and so I’m curious when did your relationship with the gay community start?

Children’s theater! (laughs)

Oh my God! Same for me! I was raised in a theater in Chicago by a group of gay men.

That was where I started! And then I went to a performing arts high school where everyone in dance and theater was gay, even our instructors were gay. They were always a part of my life. These are my people and that’s that.

Right, it’s so true, and it’s so funny that I had a very similar experience. When my parents split up I felt that the gay men of my Chicago theater were raising me while my family was a mess.

And I think that’s a wonderful thing to have and I can’t imagine life without gay people in it. They are my closest confidants.

Now what about drag culture? Has drag had an influence on your life and career?

I mean, just take one look at me! What do you think? (laughs) Of course! I love drag because you get to transform into a superhuman. It’s a true art form that is not for the faint of heart. Your costumes, hair, makeup, the whole look, and your style of drag too! There are so many different styles.

What style would you be?

Hooker drag! I want to be hooker drag (both laugh). Are you kidding? Basically that’s what I already am so why not? Keep it going!

So let’s talk Housewives of Beverly Hills! Obviously I am a huge fan, but how has being on the show changed your life? Cameras catching you crying, drunk…I drink a lot, so I could never do reality TV.

I don’t really like crying on camera because you are embarrassed worldwide, and that sucks. But without that exposure I wouldn’t be talking to Cecily Strong and I wouldn’t have a book out today! See what I’m saying? You have to roll with the punches and make the best of it. At the end of the day, it is reality television and I try to be as authentic as I can and have a good time doing it!

As I say in my book, it’s like professional wrestling. There are heroes, villains, costumes, pyrotechnics, but at the end of the day the injuries are real! It’s like we are participating in this absurd narrative, but these are still my feelings and sometimes they get really hurt.

People are awful! Celebrity in general, people feel like they have some sort of ownership over you, and because you get to do your job they get to hurl insults at you. It seems even worse for people in reality TV because it is your name and your life.

Thank god I am 46 and not 26! I have lived a full life, have a successful marriage, had an unsuccessful marriage, I have an adult child, I can pay the bills. Forget it, if I were a kid and did not know who I was, I may not have made it and I would have been crazy-town. Honestly, I consider myself pretty fucking normal.

I think about that all the time. Like I was crazy enough at 22—

Right! I didn’t need anyone telling me I sucked and was awful and should kill myself. You can imagine how the younger ones feel.

I will say that my favorite piece of advice I’ve ever gotten, and I don’t mean to name drop, but it was from Jim Carey at a host dinner for SNL and he told me “Don’t ever let anyone tell you the narrative of your career.”

He’s right, and thank you for sharing that. I’ll split when I’m ready and I’ll do what I need to do. That’s very well said.

Well, thank you Jim Carey! So, what’s next for you? What do you see in the future?

I am on my way to a book signing in New Jersey which is right across the street from a terrible go-go place I used to go-go in when I was younger.

Wow.

I know, it’s really interesting, Cecily. I’m continuing to create, and there’s going to be more music and more shows, and who knows what’s coming, but I feel like it’s going to be really good.

Jacket by The Blonds, Bangles, Cuffs, Earrings and Hat by Glynneth B.

Jumpsuit by Any Old Iron, Shoes by Christian Louboutin

Dress by Gucci

Makeup by Etienne Ortega @ The Only Agency using NARS and KKW Beauty, Hair by Castillo @ Tack Artist Group using Sexy Hair styling products & T3 styling tools, Art Direction Louis Liu, Editor-in-Chief Marc Sifuentes, Photo Assistant Mallory, DP Vanessa Konn, Gaffer Zachary Burnett, Production Assistant Benjamin Price, Produced by XTheStudio.com, Special Thanks to Jack Ketsoyan, Laia and Mikey Minden