The Truth About JFK’s Oldest Grandkid, Rose Kennedy

The Truth About JFK's Oldest Grandkid, Rose Kennedy

Working in the entertainment industry

Giving tips on how to survive the end of the world, telling her mother when to quit, and growing up in one of America’s most famous families.

While she may not have as high of a profile as other members of her family, here’s the truth about JFK’s oldest grandchild, Rose Kennedy.

About Rose Kennedy

Born in 1988, Rose Kennedy Schlossberg is the first-born child of Caroline Kennedy and Edwin Schlossberg, making her John F. Kennedy’s first grandchild.

After completing her bachelor’s degree in English at Harvard University in 2010, Schlossberg pursued a master’s degree in interactive telecommunications at New York University.

After serving as a production assistant on projects like “Brick City” and “Hard Times: Lost on Long Island,” Rose co-created and starred in the 2016 web series “End Times Girls Club.”

As she explained to Mashable, seeing how New Yorkers responded to Hurricane Sandy helped her come up with the concept of the show, which focuses on women learning skills on how to survive an apocalypse in the most comical way possible.

Another big project Rose worked on was the 2017 Netflix docuseries, “TIME: The Kalief Browder Story.”

The series documents the tragic story of Kalief Browder, an African American man who was arrested at the age of 16 for stealing a backpack. After spending three years in jail without a trial, with 2 of those years in solitary confinement, Browder was released in 2013.

Unfortunately, Browder committed suicide two years later, leaving the entire nation shaken and calling for prison reform.

The documentary was produced by Jay-Z, with Rose serving as a co-writer for each of the series’ 6 episodes.

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Tying the knot in 2022

Rose married restaurateur Rory McAuliffe in May 2022 at one of McAuliffe’s restaurants in Ojai, California. As the National Enquirer published at the time, the couple hosted a total of 300 guests at the ceremony.

Although some orthodox Kennedys allegedly refused to witness the same-sex nuptials, the event was reportedly a star-studded affair.

In May 2023, Radar Online reported that the pair was looking forward to conceiving via IVF.

An insider claimed that the couple’s decision upset some of the more devout Catholics in the famous Kennedy family, although Rose’s mother, Caroline, was immensely supportive of the duo.

Her wife’s restaurant burned down

While the Kennedy curse is a much-debated topic, there’s no doubt the family is struck by tragic events every now and then. Rose is no exception.

In late December 2023, her wife’s Ojai farm-to-table restaurant, Rory’s Place, caught on fire, which took an hour and a half to put out. By the time the blaze was extinguished, it had already destroyed the eatery, the gates of which were opened the previous year.

According to a January 2024 post shared by the official Instagram account, the restaurant was working on renovations and hoping to open their doors again.

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New era of American politics

In December 2008, Caroline Kennedy decided to try and fill the U.S. Senate seat that Hillary Clinton was about to vacate after becoming Secretary of State. Among her supporters was her eldest child.

As Rose wrote in an email to The Harvard Crimson at the time: “I think it’s an exciting prospect and look forward to whatever role my mom chooses to play in this new era of American politics.”

However, when Caroline became a much-criticized candidate after failing to perform well in interviews, Rose reportedly suggested she quit the race. Caroline took Rose’s advice and announced her decision in late January 2009. That same year, Rose served on Democrat Alan Khazei’s campaign for the U.S. Senate in Massachusetts as a volunteer. In 2008, Rose also donated money to Barack Obama’s campaign.

Although Rose’s political views haven’t made headlines in a while, it can be assumed that she’s against her uncle, Robert F. Kennedy Jr.’s, 2024 presidential campaign — especially because her political standpoint is pretty similar to that of her mother and siblings. Rose’s brother, Jack Kennedy Schlossberg, posted an Instagram video in July 2023 saying RFK Jr.’s controversial run is, quote, “an embarrassment.”

Caroline defended her son while appearing with him on “Today”: “I know what I think, I know what Jack thinks, I know what Bobby Kennedy thinks. And so, it’s not complicated.”

Apart from her mother and father, the person who Rose shared an extremely close bond with was her “Grand Jackie,” the former first lady of the United States.

Up until her 1994 death, Jackie acted as a third guardian for Rose, often accompanying her beloved granddaughter on several of her excursions. As a matter of fact, it was Jackie who suggested naming Rose after JFK’s mother, Rose Kennedy.

Rose’s younger sister, Tatiana Kennedy Schlossberg, was born in 1990. With a bachelor’s degree from Yale University and a master’s degree in American history completed at the University of Oxford, Tatiana has pursued a career in environmental journalism.

While Tatiana is best known for her articles published by The New York Times, she has also contributed to several other high-profile outlets. She even wrote a book that was published in 2019 titled, “Inconspicuous Consumption: The Environmental Impact You Don’t Know You Have.”

Rose and Tatiana’s younger brother, John, a.k.a. “Jack” Schlossberg, was born in 1993. Another Yale alumnus, Jack went on to pursue a joint M.B.A. and J.D. program at Harvard University and he passed the bar exam in 2023. Having been involved in politics since a very young age, Jack started assisting former Senator John Kerry as a page in 2009 and became a Senate intern two years later.

Withdrawing after her uncle’s death

In July 1999, when Rose Kennedy Schlossberg was just 11, her uncle, John F. Kennedy Jr., tragically died in a plane crash. On the night of the crash, JFK Jr. was flying the plane himself and was accompanied by his wife, Carolyn Bessette Kennedy, and her sister, Lauren Bessette.

The plane crashed into the Atlantic Ocean off the coast of Massachusetts after JFK Jr. lost control due to severe fog covering the aircraft’s surroundings. Their bodies were found inside the sunken aircraft five days later. As a family member told the New York Post:

“Rose withdrew after John’s death. He’d been like a father to her. She went into a six-month depression during which she barely spoke to anyone. She stopped eating — she must have lost 30 pounds.”

For the time being, the then-11-year-old struggled with her studies, too. Thankfully, she was somewhat able to overcome her grief, and things started falling back into place with time.

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