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The First Laugh of the Audience For a Monstruous Regiment of Women

Comedy, at its core, is a performance intended to make an audience laugh. To, for a few glorious minutes, focus on the scene in front of you and forget about the fact that rent is due, a family member is sick, a fight with a partner just happened, and more. For however long the scene goes on, you can step away from reality and focus on a person or group of people who want to entertain you.

Which is all well and good, but what do we actually know about the people who want to make us laugh, who provide us with this release? Specifically, what do we know about those who are stepping up on stages night after night and carving a space for themselves in what has historically been a white and male-dominated industry? Have we at all thought about how much of themselves they’re putting into this task, how open and vulnerable they make themselves to stake out their own spot on stage and chase our laughter? Do we leave any thought to this type of defiance in the face of potential public pillorying as this new breed of comedian continues to break down barriers and carve out their own space?

I had the privilege of profiling three women in the Los Angeles improv/comedy scene last month: Ashley Holston, Rose O’Shea, and Allie Jennings. All three are currently cast members at the Upright Citizens Brigade (UCB) in Los Angeles, California, and are part of the monthly improv show Queer World. Each of them also performs on a UCB “Harold” team. Who’s Harold you ask? I had the same question. But as I tried to answer that question, on my own, well… things got a little confusing. For the non-comedy educated, trying to internet research comedy theory is akin to trying to casually read up on quantum harmonic oscillators. In short, clear as mud. The lack of clarity, however, did lead me directly to the series of meetings and live shows that led me directly to these three up and coming comedians.

I spoke with Ashley Holston first. Hailing from Virginia Beach, VA, Ashley moved to Los Angeles after earning a degree in non-fiction writing. “It’s the entertainment capital of the world!” Elaborating, she says, “There aren’t as many opportunities to be on stage in Virginia, so it was either New York or Los Angeles for me, and admittedly the weather was a big portion of that.  There’s no way I would be doing the things I do now, going to college shows and having a monthly show here, or performing in front of those UCB stages.” I found out that Ashley is also infinitely patient, as she had the unenviable task of trying to explain to me what the improv setup “Harold” actually was.

Harold, she told me, is a formula, not a person. She also said (prior to our interview) that the best way to learn was to just go an watch a “Harold Night” at UCB’s Franklin theatre. “It’s a lot easier to understand if you can just see it.”

So I did. A Friday night trek up to Franklin and two performances from Harold teams Leroy and Vulture (Ashley’s team) later, we were then at our meeting at the UCB cafe off of Sunset Blvd.

Ashley is very tall, but when she walked into the cafe where we arranged to meet, her posture was casual, friendly, and a wide smile graced her face as I walk up to meet her. Poised, polite, still infinitely patient, we begin our conversation reiterating what I’ve learned from “Harold” as a form of improv comedy. “It’s like a formula, where you start with a concept and then loop back to it throughout.” 

In layman’s terms, “Harold” is a form of comedy sketch where an audience member throws out a word, and the team on the stage then has to improvise an entire half hour set based not only on that initial prompt, but they also have to keep looping back to it, sometimes tying in their other scenes as they go.

Oh! Women do this, Black women do this, I can do this!

There’s the rub. Sure, anyone can tell themselves it’s easy to come up with a line on the spot. We all improvise every day, but imagine having to do it for a half hour, on stage, in front of a judgmental crowd, and staying consistently funny for the duration. And not your personal brand of humor, either. Everyone can think they’re funny. No, I’m talking about the brand of humor that a room full of people watching your every move will find hilarious. If you bomb, that’s all on you, on stage, in the spotlight, as the audience boos, gets up and leaves, or remains completely stonewall silent.

Yet despite these pressures, Holston is up on that very stage performing regularly, either with Vulture or her sketch comedy group, Obama’s Other Daughters. Initially, however, comedy, let alone improv, wasn’t her primary focus.

“I came out here for writing. I went to school and did a lot of non-fiction essays. I fancied myself to be a David Sedaris, and I was gonna come out here and live in the sunshine, write, and gain experiences.”  That all changed, she said, once she took her first improv class. “Right before I left, as I was finishing up my degree, my boyfriend at the time suggested I take an improv class, to help me with my writing. And I thought, ‘alright, I’ll do that,’ not realizing that I had been doing improv my whole life. I just didn’t know what it was called until then. So I took this class and it clicked. I thought ‘Oh! I’m going to try and do this as well when I go to LA.’”

When asked if she feels any pressure, especially being a Black woman in an industry that has historically been dominated by white men, Holston smiled, clasped her hands, and rolled her eyes.

“Oh yeah, do well for all women!” But then she relaxed a fraction and continued. “I wouldn’t say all the time. When I first came into improv I didn’t know what it was and that it wasn’t something that I thought I could do until I came to UCB and saw women, specifically Black women, on stage. And then I thought ‘Oh! Women do this, Black women do this, I can do this!”

Ashley Holston

Still, she acknowledges that at the beginning there were some preconceived ideas to work past. “When I first started making my way through UCB, I think I felt a pressure to be really good, and to, on the Black side, not mess up in a way that was going to make people upset. There are different takes that we all have on different principles we live by, and different views we have, and I had wanted to make sure I had the “right” view.”

That being said, Holston also admits that she’s been fortunate to study and perform at UCB when she did. “I wouldn’t say I always feel the pressure of being a woman all the time. I came in [to UCB] at a time when there was a big push for diversity and to add women to teams. They were cutting back on individuals who would relegate women to being moms, or nurses, or wives.  I’ve been lucky to have more opportunity to be who I am and not be put under pressure of ‘you’re a woman so you need to be this,’ or ‘you’re Black so you need to be this’, or ‘you’re queer so you need to be this.’ I feel like we get this opportunity, so let’s rock it and show them that we should have been here the whole time.”

I asked her why she believes it’s so important to have a feminine, or at least non-masculine identifying energy in comedy.

“We offer a different perspective than a man is going to offer. A scene about going to a mechanic is going to be different when a man does it, then when a woman does. Women have a different experience, typically. We are thought to not know as much so we can be taken advantage of. So when you only have men on stage, you have these very limited stories.”

During this discussion, we eventually began to talk about her future career goals. “I have an all Black, all female team Obama’s Other Daughters. We have the show Black Girl Magic where we have Black stand up, improv, and now we’re trying to get into sketches.” Beyond UCB and Obama’s Other Daughters, Holston has also appeared on College Humor, and was part of the online series “We Crush Wednesdays,” playing a news correspondent discussing current political events from a feminine lens while sometimes going on impassioned monologues involving mutated astronaut DNA and gremlins.

In her live performances, Ashley has a wide range to tap into. During a Harold show with her team, Vulture, Holston plays a devastatingly effective straight man, reacting to strings of patently absurd events with genuine outrage and exasperation for her scene partner to build off of. Yet, a new scene later and all traces of indignation are erased as she’s now playing a very affectionate pet coming between a couple’s relationship. At a different performance, Queer World’s Halloween special, she recounts that the scariest thing to happen to her had she not come out as queer would be being stuck in Virginia, teaching English. Her tale of would-be woe elicits perhaps the loudest screams of terror in the entire group. And then they start a new scene, and she’s awkwardly trying to pick up a cashier from a convenience store.

There’s a dry, yet often joyous edge to her humor. Hard to pinpoint, but finely threading a line of “I know better than you” sarcasm and absurd glee.

“It’s all about your perspective and your specifics. My perspective comes from being the oldest child of a Black family in the suburbs, and being a taller, bigger girl… not having the best high school experience. All of those things inform how I would see a character. My perspective shows me the fun things that I wanna play. Comedy has been something I’ve used in my life to deflect, so I’ll be a little harder, a little self-deprecating, a little sarcastic.”

We talk about balancing performances and the daily hustle, how to compromise between paying the bills and juggling that fourth comedy team. “Well, I knew my job wasn’t going to be cut, so something has to give. You’re either going to kill yourself doing everything you love, or you figure out what isn’t serving you.”

That said, UCB teams aren’t guaranteed. Ashley recounted the annual UCB “Purging” of house teams where, once a year, every team is put on notice. They then wait for an email to see if their team will survive another year or be forced to disband. Holston’s team from last year, Dollhouse, did not survive. After that happened, it was just a matter of waiting. If you get to stay on as a cast member, you can make it onto to another, new team.  (Spoiler: That would be the aforementioned Vulture team). Some former teammates aren’t assigned to a new team, and have to wait for auditions next year to try again. New teammates have mere days to meet and try to build a rapport before they’re set to perform on stage. “It’s a little heartbreaking,” she said,”you spend a year creating with these people, and then it’s over.”

Ultimately, Holston would like to take her comedy on the road. “Solo stand up. That’s my next move. Improv was a starting point, let me gain my confidence, to see if I can do this and if I have any stage presence. And I’m finding that I do, so I definitely want to try stand up. Just to be writing material and traveling, that’s my biggest goal right now.”

After our interview, Holston was nice enough to put me in touch with the second woman I interviewed for this article, Rose O’Shea.

When Rose strolls into the cafe to meet with me, there’s an instant feeling/aura/air of confidence about her. O’Shea, a director who also works under the moniker of Lady Astronaut, is frank yet casual. She leans forward, draping herself halfway across the table with an ease that has me thinking her stage name is a misnomer. She’s not an astronaut so much as someone who commands their own orbit.

A Seattle native, Rose studied film at Mount Holyoke College in Massachusetts. After graduating, she was faced with the choice between moving to New York City and moving to Los Angeles. “When I was in college,” she said, “it was all about my film major, but the only extracurricular thing I did was my improv team, and I was obsessed with them. After school, I knew I was either gonna be in New York and LA to pursue direction, but after four years in Massachusetts, I was just like ‘I gotta be in the sun’”.

The road to performing as a UCB cast member, she says, isn’t a “show up and you’re on” process. “I had to take classes at UCB for two years before I could get on a Harold team,” she recounts. While she talks about her beginning at UCB, I ask her about her moniker, Lady Astronaut.

Rose O’Shea

“I’ve been doing the Lady Astronaut thing for five years at this point. When it started I was making videos and thinking that you gotta have a name, and it all just kind of made sense. I liked that combination of words, and now all these years later it’s always felt good.” It’s a similar process, she says, when naming a Harold team. Her current team, Protect Our Nation’s Youth (PONY), came about after a long discussion ended with the suggestion to make PONY an acronym. “Improv team names should never have anything to do with anything.” (It didn’t stop the team from taking a group photo with actual ponies during an outing earlier in the year.)

I ask her about UCB’s diversity push, and she tells me that her first Harold team, Rococo, had an even gender split, and was, at the time, the most diverse Harold team in UCB. Classically, teams had been divided into two women and six men. “I think the push for diversity is only having positive rewards for everybody. The audiences love it and our best performers are also our most diverse performers. I can’t imagine this space without that diversity.”

O’Shea works on many projects within UCB. “The improv theatres here are great. This is like, my whole world, it’s so wonderful. I get a lot of opportunities to direct.” Beyond her house team, she’s also the host of Legit Goddamn Theatre at UCB Sunset, which performs original one-act plays, as well as a member of Queer World. It’s Queer World, something Ashley participated in as well, that piques my interest.

A once-a-month improv show made of up queer-identified UCB cast members, Queer World features a variety of people from all sorts of backgrounds, all having different understandings of the queer experience. “One of the demographics that wasn’t represented were queer identities. And we were all looking around and realizing that there are more of us than there have ever been. So let’s be a team!”

I’m able to catch a show the night following this interview, the same one Ashley told her scary story in, and the entire cast was dressed in Halloween costumes. It’s during this performance that Rose’s thoughts on “game” shine through. O’Shea believes UCB has developed an approach to improv comedy that is intuitive. When she coaches, she tells her students that while your comedic voice is important, it’s unreliable. As everyone knows, not everyone is funny every time.

“So we have this anchor of “game,” and in a scene, everyone is putting their comedic spin on it, but we’re all agreeing really quickly what the joke (game) is. I tell my students to rely on game, it’s your life raft. Don’t put all that pressure on yourself. It takes years to trust, but game will work. Game will hold me up, game will make this scene work, so I can just be funny and rely on it.”

O’Shea muses that a scene with others who are all using game must be how athletes feel. “It’s really satisfying and really fulfilling to play game with other people who know how to play game well. This must be how athletes feel. I’m at the fucking peak of my ability to hit this ball, god it I would love to play with somebody who could pitch this ball really well. We all know the rules and we don’t have to stop down every time someone throws a ball. It’s like taking drugs, it feels so good.”

The ability of game to carry a performer, even if they’re not feeling like they’re firing on all cylinders can come in handy for a multitude of reasons. On the day of the interview, O’Shea had just come back from a comedy tour down in Texas. She had a show that night, and one the night after that. “Even if I’m not feeling it at the beginning, I can play game and I’m having a great time by the end.”

I think the push for diversity is only having positive rewards for everybody.

During the Queer World show, the cast is all systems go, flitting from scene to scene with cast members jumping in like a well choreographed Broadway number. O’Shea herself is more akin to a comedy sniper. While she takes center stage in a few scenes, she also observes from the edges, marking her time to jump in and add that extra bit to take a scene from already funny to absolutely hilarious, whether it’s a well-timed put-down, or pretending to be a sentient seal mocking humans from San Diego.

Since I’ve begun watching several of the shows UCB offers, I’m struck by another thought, which I ask Rose about, namely, how to recover from a “rogue” audience member. At one performance, two audience members get up and leave mid-show. At another, the show is opened up to audience participation and one such audience member seizes that time to turn the performing ensemble into their own personal relationship therapists.

I’m personally not a huge fan of audience participation because of that unpredictability (improv is already an unpredictable form.) That being said, if it’s a show that does involve the audience in some way, I suppose the best strategy is to keep it short and sweet, recognize some people will purposefully disrupt the show if given the opportunity so stay wary of someone who seems like they are looking to bring that energy.”

She’s also quick to establish audience consent during a show. “Never let someone’s friend volunteer them for something – it should always be the individual’s choice to participate.”

Speaking of improv and unpredictability, I ask her about the dreaded UCB “Purge” Ashley had mentioned. “I’ve been relatively lucky and unscathed in that process, but I’ve still had the devastation of a team that was beloved to me being broken up and scattered. It’s so hard! But improv is a collaborative art, so it’s good to be able to stretch those muscles.”

As for her future goals, Rose wants to continue with her career in directing. She already has a number of projects under her belt. From a series she wrote and directed called “On in Five,” to a number of short films, to projects such as “Vanishing Act” (which is currently being submitted on the film festival circuit), and “Manic Pixie Congressman.” “I love directing, and I’m always developing new projects to direct. My favorite thing to do is work with writers. I love to direct projects other people have written.”

After I end the interview, Rose holds her chin in her hand, cocks her head to the side, leans forward, and begins asking me about this project. It’s a good few minutes before I realize she’s completely turned the tables on me and I’m suddenly in the spotlight for a different sort of interview entirely. To my delight, she offers to help me find a final woman to profile. It didn’t take as long as I expected.

Rose, taking charge as she’s been through the entire conversation, has been listing other women she works with and points out a woman leaving the cafe. “That’s Allie, do you want me to go grab her?” After a few moments of hesitation on my end, Rose helpfully adds, “It’s now or never!” and I find myself agreeing. Then, Rose literally runs out the door, dragging Allie Jennings back into the cafe and vouching for me all the way.

The conversation with her is entirely off the cuff, though she’s a terrific sport about it. Allie, who I learn is from Winnetka, Illinois (a suburb of Chicago), seems, for lack of a better description, to be a perpetual motion machine pretending to be human. While Ashley was relaxed and open, and Rose was a commanding yet easy-going presence, Allie practically vibrates in her seat, alternating between boisterous, full body gestures, and a quieter but nuclear level intensity. I’ll learn later that this bleeds throughout her comedy.

Her start in improv came early. The high school she attended had improv teams, and she attended camps at Second City. “I’m a control freak, and I like how improv challenges me to let it go.”

Allie Jennings

College saw her attending USC to study theatre and screenwriting, where she was a member of the university’s oldest improv team Commedus Interruptus. It was also where she experienced two years of being the only woman on the team. “At one point there were 11 people on the team, so it was 10 men and me. Those years really formed my sense of humor and taught me a lot about the weird gender politics that sometimes come up in improv. I played a lot of wives for a while.”

During her junior and senior year of college she found UCB. “I remember my mind kind of being blown that I could play men, and objects, and animals. There’s a lot of freedom here to take on new roles.”

Allie is currently on the Harold team City Hall. Her previous team was Dollhouse, Ashley’s team. “There have been people on Harold night that have been on teams for eight or nine years. It’s really hard when they break up the teams and they put you with new people, but in a way, it’s good that you’re taken out of your comfort zone because you grow. My new team right now has a lot of heavy character players, so I’ve been doing way more character work than I did last year.”

Outside of her Harold team, Allie is a member of the indie team, Crumbs, where they improv using the Pretty Flower technique. While Ashley went so far as to draw a diagram for me, explaining this structure that doesn’t restrict performers to sticking with a formula, Allie further elaborates with the example of a team member throwing out an idea of having a goat dad, and being able to follow the idea and see the woman and her goat dad, and their beautiful relationship instead of having to loop back like with a Harold structure. “It’s why I like Pretty Flower. You get to learn about goat dad.”

I ask her if she feels any pressure as a woman, as a queer woman, when she asserts herself on stage during shows. “I do improv because I enjoy it, and it’s fun and it makes me feel alive, but at the same time, I’m also aware that when I’m on stage that I am queer and that I dress a certain way when I do improv that I don’t dress in real life. I sometimes feel like if I dressed in a more feminine way on stage that I wouldn’t get as many laughs because I might be seen as delicate or gentle, and that people would want to put me on a pedestal. So I tend to dress down whenever I do improv.

In the past, men have come up to me after shows and instead of saying ‘Oh you’re so funny’, they’ll say ‘Oh you’re so pretty’. It happened a lot! It was gross. That’s not what I’m there for, I’m there not be looked at, I’m there to make you laugh. When I go on stage I want people to laugh at me. I don’t want to be a funny woman, I want to be a funny person.”

That sense of other became a recurring theme in her USC group. “When I was in that group, during shows when men would make jokes that were bluer, dick jokes, they would get huge laughter. And then I would try to make dick jokes because I was learning and they were my example, and I would never get any laughter and I wouldn’t understand why that was. I still don’t know if I understand, but I kept doubling down because I wanted people to laugh at my dick jokes. Later on, I realized, “Oh, it would be really cool if people made vagina jokes!”

This realization would lead to an idea that Allie developed first as a stage show at UCB. “When I was on the improv team in college, it was a very funny team, but it was very one point of view and the humor skewed crass and blue. Something that I did at UCB was I wrote a musical about periods called, “Keep Calm and Tampon.” There’s something so funny about periods because they’re beautiful and gross and weird and you can’t control them. Our society taught us that we should be ashamed of them and never talk about them ever. That in itself I think is funny ‘let’s not talk about this thing that happens to all of us’. That there’s somehow humor in trying to hide our humanity as women, which is so fucked up.”

Allie wrote the lyrics in addition to the script, and the project was then developed into a short film. “[Keep Calm and Tampon] it’s all about menstrual equity and the Pink Tax.” She was very impassioned when it came to talking about the Pink Tax, flinging her hands onto the table and informing me that California makes $20 million every year from the luxury tax on tampons and sanitary pads. “But they don’t tax Viagra! They don’t tax Rogaine!”

“Keep Calm and Tampon” has since been submitted to several film festivals, even picking up an award here and there. “It was such a fun project. An entirely female cast, female director. For me growing up in a community of men doing comedy, it was really nice to be surrounded by women.” Though viewer be warned; the film is full of insidious ear worms and you will find yourself awake at 2 am, lying in bed in the dark, and staring at the ceiling with bloodshot eyes as at least one of these numbers plays on loop in your brain.

When I go on stage I want people to laugh at me. I don’t want to be a funny woman, I want to be a funny person.

As far as her personal sense of humor goes, “I like focusing on crass, gross, feminine humor. I really enjoy exploring that, but I also really enjoy political humor as well. Pointing out flaws in our system with humor. Our country is so divided, so how do we bridge the gap and get on the same page with some of these issues? I think humor is a really important tool in making an argument and people are more inclined to listen to you if you can make them laugh. There’s something very humble about being able to make someone laugh, but being able to laugh at yourself as well.”

At this point, I asked where the line is between being able to laugh at yourself and, as Hannah Gadsby declared in her comedy special, “Nanette,” where it becomes harmful self-deprecation. At the mention of “Nanette,” Allie clenched her fists and exclaimed, “Oh my god! It was so good!” Then she took a long pause.

“I don’t know if I’ve found that line yet, that healthy place. I do a lot of self-deprecating humor, but I also do a lot of cocky as fuck humor, and it’s fun to play with both sides of it. But I don’t know where the line is, maybe when you start feeling like your joke is more truth than a joke.”

I thought she was finished with her explanation as another long pause set in. As I was about to ask another question she suddenly continued.

“Stand up is something that I haven’t really been able to crack. I don’t know if I have the strength to do it yet. I tried to do it at open mics and I got heckled a lot, by men. I remember this show where the emcee would introduce all of the men by their credits, but he would introduce me as a ‘pretty little girl’. I have way more going on in my life than just being a pretty little girl. I’m a woman, number one, I’m an adult. But I don’t know if I’m strong enough to do it yet. With improv there’s a community and there’s strength in that. I’d like to try stand up again, but it’s scary.”

During her recounting, she laughed, ruefully at the “pretty little girl” comment, and then the conversation moved on. But the one memory that struck me the most is this: it’s the only time in the entire interview that she’s still.

As a performer, Allie isn’t afraid to reach for a laugh. Staggeringly physical, she’ll use anything in her repertoire to make a scene work. From pretending to be a drunk asking for a tattoo, to a celebrity chef snorting poppy seeds, Allie throws herself from character to character, wild gesticulations, vocal pitches, and facial expressions all come together to form over the top, hilarious scenes. The same daring carries over to her on-screen performance, helped by possessing possibly the most animated set of eyebrows this side of Groucho Marx, Allie is confident and larger than life.

She is also the mastermind behind the web series Ashley was part of, “We Crush Wednesdays.” “I produced and directed the series, and I created it after the 2016 elections because I felt very helpless and angry, and I felt stupid for not knowing more about what was going on in the world. So this was a great way to learn about what’s going on, educate my friends, and have fun and make jokes. I invited a group of women to write with me, and this was during the rise of the #MeToo movement. There aren’t many women in late night, and we wanted many different perspectives on the issues were happening.”

Much of her work carries the same political commentary found in “We Crush Wednesdays” and “Keep Calm on Tampon.” It’s not a new theme for her. She was creating original content in her college days, with a dark comedy satire “Janny Jelly,” skewering political themes featuring Jennings as a purple-haired gremlin of a character who never, ever learns the right lesson. One of her upcoming projects is a musical, showing the ridiculousness of women’s struggles on abortion, by absurdly placing Mike Pence as the pregnant protagonist now needing to obtain an abortion himself.

“Whenever I’m writing, I feel like I’m motivated best through anger. I’m really angry at this person, but using humor I can work through these issues and these frustrations and try to turn it into something positive, that could create real change in people’s behavior or opinions.”

With my interview with Allie over, I would go on to see a few additional live shows just to get a better feel for how each woman approached their performances. Perhaps what I’ll remember more than anything though, is watching the three of them on stage, eyes alight, giant grins on their faces as they chase after a joke, tripping the light fantastic in a quest to pull out a laugh.

*The interviews above have been edited for clarity.

Images courtesy of Ashley Holston, Rose O’Shea, and Allie Jennings

Kori
Written By

Kori is an entertainment writer and Managing Editor at the Fandomentals. In her spare time, she is a Buckaroo Banzai enthusiast, lover of Eurovision, and Yanni devotee.

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