Hi! I’m Jessie. Your eccentric friend.
I’m a comedian, content creator, speaker, host, and professional enthusiast of being yourself.
I believe life is more fun when you stop worrying about what everyone thinks, start doing what makes you happy, and wear the outfit!
I’m here to make you laugh, remind you that you’re allowed to take up space, and encourage you to make your life a little more extraordinary.
Welcome to my world. It’s a little ridiculous here.
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The long version, in the third person
Jessie has been featured in TIME, The New Yorker, Bravo, MTV, HelloGiggles, Huffington Post, Cosmopolitan, Funny or Die, Betches, Just for Laughs, and more. She has been in countless national commercials for Kohl’s, DirecTV, and Stainmaster.
She performed for over three years at the Upright Citizens Brigade. As a stand-up she has headlined at Caroline’s on Broadway and opened for comedian Hannah Berner on tour.
She hosts two podcasts, Happily Ever Heard Of It and Middle Children (co-hosted with Chris Burns), and is a weekly host on The Taylor Strecker Show on Patreon.
In 2021 Jessie wrote and starred in Forgotten Animals, a workplace comedy pilot about a group of misfit women who come together to help some of the least popular animals on earth.
She grew up in Virginia, studied public relations at Syracuse, moved to New York after college, and has lived in Astoria for fourteen years. As a middle child she competed for the attention of her parents and found her comedic voice early. The wardrobe came later, during the pandemic, when dressing up for themed nights with a friend turned into dressing for her own joy every day.
- Based inAstoria, Queens, NYC
- StageUCB performer, Caroline’s headliner, opened for Hannah Berner
- ScreenKohl’s, DirecTV, Stainmaster, LEGO; Betches, Above Average, Comedy Central
- Directs forMastercard, Good Housekeeping, Bumble, Verizon, Who What Wear…
- Writes forStassi Schroeder, Hannah Berner, Taylor Strecker, Andrea Lopez
- HostsMiddle Children · Happily Ever Heard Of It · The Taylor Strecker Show
- Signature eventFancy for No Reason: friends, family and viewers dress up for no occasion
- Next upA book, and an unscripted show about collecting and treasure-hunting
In her words
Jessie says
My little corner of the Internet is just about joyful dressing and having fun finding joy.
— QNS
I’d rather add seven!
— On Chanel’s “take one thing off” rule, QNS
If I don’t dress up for myself, I’ll literally never dress up again.
— The Fordham Ram
Live loudly and have fun!
— QNS
Press
What they said
In this indie pilot from Jessie Jolles and Sarah Smallwood Parsons, a group of women in charge of a struggling nonprofit devoted to the wellbeing of unpopular animals take it upon themselves to throw a luncheon for homeless raccoons, with disastrous results. Evoking the colorful tone and joke-a-minute pace of the best of the sitcoms that emerged in the wake of 30 Rock, Jolles, Parsons, and director Alec Cohen lead an impressively deep roster of characters that each get showcase moments. The only reason not to click it is to avoid your inevitable craving for a whole season.
— Vulture
Astoria’s ‘Diva of style’ and Instagram sensation wows fans with fabulous, attention-grabbing looks.
— QNS, July 2026
Modern dating is hard. Fortunately, Jessie Jolles has a few tips to help you find that special someone as part of her series It’s A Date! with Just For Laughs.
— Funny or Die
Best cure for Broad City withdrawals.
— Huffington Post
Absolutely nailed the truth of what a NYE party consists of, from questioning whether watching Netflix every weekend was a good use of your year, to the inevitable moment you convince yourself you HAVE to snog someone (anyone) at midnight.
— Cosmopolitan
The stakes aren’t very high, but the overwhelming good attitude of the leads keeps the show consistently funny. The show’s obsessive compulsive analysis of the banal moves it closer to “Seinfeld” or “It’s Always Sunny in Philadelphia.” … We see their neurosis bubble to the surface, so when it spills over, the result is surprisingly gripping.
— IndieWire
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Also covered by
Awards
Shiny things
- Best Comedic ActressMiami Web Fest
- Best Acting DuoIndependent Shorts Awards
- Best US NarrativeSF Indie Short Film Festival 2019
- Best New York FilmImagine This Women’s Film Festival
- Official SelectionInternational New York Film Festival