Saturday, May 23, 2026

JFK Grandson Jack Schlossberg Exits Social Media After Wild Ride: “I’m sorry to everyone I hurt”

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Caroline Kennedy has enough problems lately with her cousin, RFK Jr, and Trump’s take over of the Kennedy Center.

She also lost her job as Ambassador to Australia, which may be a good thing.

On Thursday her son, Jack Schlossberg, retreated from all social media after a wild, out of control ride that ranged from serious to absurd and was more often embarrassing.

For over a year, Schlossberg posted — mostly to Instagram — ridiculous videos that demonstrated he had no career or job. He was appropriately critical of Trump, but also mixed in non sequitur musical and comedy numbers.

But once the election was over, Schlossberg lost it. Schlossberg was also complaining in videos about a romantic break up. He made odd videos targeting Usha Vance and Megyn Kelly, without prompting.

His attacks on his conspiracy theory anti-vaccine cousin, RFK Jr, became intensified. Out of nowhere, he began publicly chiding other cousins for not speaking out against RFK Jr.

That may have been the last straw.

Not all of it has been washed from the internet. A lot of it, in fact, still exists no doubt to the chagrin of family and friends. He wrote on Thursday: “I’m so sorry to everyone i hurt. I was wrong. I’m deleting all my social media. Forever. It’s been fun. Thanks anyways everyone.”

Unlike Kanye West, none of Schlossberg’s posts were hurtful or mean. They were amusing, like those of a drunk uncle. He’s obviously talented and bright. He was very good at accents. At one point, Anna Wintour liked his posts so much she made him a special guest poster, or something. That ended very quickly.

The world is very intense right now. It’s hard to process the craziness. Hopefully he’ll get some help, and write a book about all of it. That would be a best seller!

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Roger Friedman
Roger Friedmanhttps://www.showbiz411.com
Roger Friedman is the founder and editor-in-chief of Showbiz411. He wrote the FOX411 column on FoxNews.com from 1999 to 2009 and previously edited Fame magazine and wrote the "Intelligencer" column at New York magazine. His bylines have appeared in The New York Times, The Washington Post, the New York Daily News, the New York Post, Vogue, Details, and the Miami Herald. He is a voting member of the Critics Choice Awards (Film and Television branches), and his movie reviews are tracked by Rotten Tomatoes. is articles have appeared in dozens of publications over the years including New York Magazine, where he wrote the Intelligencer column in the mid 90s and covered the OJ Simpson trial, and Fox News (when it wasn't so crazy) where he covered Michael Jackson. With D.A. Pennebaker and Chris Hegedus, he co-produced the 2002 documentary "Only the Strong Survive," which screened at Directors' Fortnight at the Cannes Film Festival.

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