Friday, July 17, 2026

Does JFK’s Grandson Jack Schlossberg Want a Political Career or an Oscar? Posts Videos Attacking RFK Jr in Different Accents, Characters

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What is happening with Jack Schlossberg?

Several people sent me links to various videos the son of Caroline Kennedy — and grandson of John F. Kennedy Jr. — has posted to social media in the last week.

The videos are peculiar to say the least for a family known to play it close to the vest and stay away from media. If grandmother Jackie Kennedy Onassis saw these, I don’t think she’d be amused.

The videos are notable for Schlossberg trying out more characters and accents than Meryl Streep. He attacks cousin Robert Kennedy Jr more times than necessary, frankly.

Schlossberg does mix it up with the accents. Even though he told a political gathering in Queens recently that he identifies as Irish, he certainly can do a Brooklyn Jewish accent with the best of them. In the bottom video, there’s also an odd reference to his mother marrying “a Jewish man” — Edwin Schlossberg, whom Jack resembles.

I’m not clear on what Schlossberg does for a living at age 31. But these videos will trail him if he decides to have a political career, that’s for sure.

There are plenty more videos and photos including many at @jackuno on social media. TMI should be Schlossberg’s middle initials.

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Roger Friedman
Roger Friedman
Roger Friedman is the founder and editor-in-chief of Showbiz411. He wrote the FOX411 column on FoxNews.com from 1999 to 2009, where he covered Michael Jackson, and previously wrote the "Intelligencer" column at New York magazine in the mid-1990s, where he covered the O.J. Simpson trial. He also edited Fame 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. 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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