Honestly, if you saw her walking down a street in Ojai or grabbing a coffee in Manhattan, you’d probably do a double-take. It is almost eerie. Rose Kennedy Schlossberg has that specific, hauntingly familiar face—the wide-set eyes, the effortless brunette waves, and that "quiet luxury" vibe before it was a TikTok trend.
People call her "Jackie 2.0."
But here’s the thing: she isn’t just a carbon copy of her grandmother, Jacqueline Kennedy Onassis. While the internet is obsessed with her bone structure, Rose has been busy building a career that is way weirder, funnier, and more subversive than anyone expected from a Kennedy.
Why Rose Kennedy Schlossberg isn’t your average "Dynasty" heir
Growing up as the eldest child of Caroline Kennedy and Edwin Schlossberg means you’re born into a microscope. You've got the Harvard pedigree, the Met Gala invites, and the weight of a billion "Camelot" expectations. Most people in her position would either go full socialite or run for Congress.
Rose didn't do either.
She went to Harvard, yeah—graduated in 2010 with an English degree. But then she headed to NYU’s Tisch School of the Arts for a Master’s in the Interactive Telecommunications Program. Basically, she’s a tech-savvy creative who likes to experiment with how we consume media. She’s much more interested in "video installations" than "stump speeches."
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She is a filmmaker. She is an artist. And frankly, she’s kind of a comedy nerd.
The "End Times" and the pivot to comedy
If you want to understand the real Rose Kennedy Schlossberg, you have to look at End Times Girls Club.
In 2016, she launched this satirical web series. It’s hilarious. It’s basically a parody of "girly" YouTube vloggers, but instead of teaching you how to do a smoky eye, she’s teaching you how to survive the literal apocalypse. Think: making a compass out of a cocktail garnish or starting a fire with 9V batteries and "apocalypse trash."
"I thought it would be interesting to create this world where girls have to be survivalists without compromising their cute factor," she told Mashable.
She plays a character named Bee. It’s self-deprecating. It’s messy. It’s the total opposite of the perfectly curated Kennedy image. It shows she has a real sense of humor about the "damsel in distress" trope. Even Lorne Michaels—the SNL legend—saw the potential and helped develop a TV pilot for it back in 2017.
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A heavy year for the Schlossberg family
It’s impossible to talk about Rose right now without acknowledging the massive heartbreak her family just endured.
In late 2025, the world lost Rose’s younger sister, Tatiana Schlossberg. Tatiana was a brilliant environmental journalist and a mother of two. She passed away at just 35 after a battle with acute myeloid leukemia.
The two sisters were incredibly close. While Rose worked in the more experimental film world, Tatiana was the one digging into climate change for The New York Times. Their brother, Jack, has been the one leaning into the public political arena, recently announcing a run for the U.S. House of Representatives for the 2026 midterms.
Losing a sibling changes everything. It’s a reminder that despite the fame and the "lookalike" headlines, this is a real family dealing with real, devastating grief.
What she’s actually doing in 2026
Rose isn't chasing the Hollywood limelight. She lives a relatively quiet life in Ojai, California, with her wife, Rory McAuliffe. Rory is a successful restaurateur, and Rose has been known to help out with the business side of things, especially after a fire sadly hit their original spot, Rory’s Place.
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But don't think she's retired. Her work has evolved into:
- Documentary Production: She was a co-writer and producer on the Peabody-winning Time: The Kalief Browder Story. She has a real eye for social justice through a lens.
- Art Installations: She’s still taking her "End Times" concept to galleries, including a recent "Slumber Party Bunker" pop-up in Paris.
- Independent Film: In 2022, she released a short film called Short Gay Tragedy #1.
She also serves on the board of the Kennedy Center. When she spoke about it to CBS This Morning, she was super grounded. She sees it as a way to foster community through art—a "fitting tribute" to her grandfather without having to be a politician herself.
The "Jackie" comparison is a trap
We love a "doppelgänger" story. It’s easy. It’s clickable.
But if you look at Rose Kennedy Schlossberg’s actual output, she’s using her platform to do something very different. Jackie was a symbol of poise and historical preservation. Rose is a symbol of modern, slightly chaotic, very queer, and very smart creative independence.
She doesn't want to be "the next Jackie." She wants to be the first Rose.
How to follow her work (without being a creeper)
If you're tired of the gossip and actually want to see what she's making:
- Check out the "End Times Girls Club" archive. Even though it started years ago, the humor holds up, especially in our current "vibecession."
- Look for her production credits. Keep an eye on projects coming out of Blowback Productions or collaborations with Dover Street Market.
- Support local arts. Rose has consistently emphasized that art is a community pillar. Finding a local independent cinema or gallery is more in line with her philosophy than scrolling through her Instagram.
The Kennedy legacy is shifting. It’s becoming less about "the throne" and more about individual voices. Rose is leading that charge by just being herself—even if she looks like a ghost from 1962 while doing it.