JFK's Grandson Claims He's 'Having a Son' With Usha Vance

By Nikki Thrace • May 14, 2025
Joe Biden and Jack Schlossberg at the White House

Joe Biden and Jack Schlossberg at the White House. Photo courtesy of Former President Biden . Public domain.

Jack Schlossberg, the grandson of President John F. Kennedy, is no stranger to making waves. But his latest social media stunt involving Usha Vance — the wife of Vice President JD Vance — left even his most loyal followers wondering. Is this satire, a statement, or just Schlossberg being Schlossberg?

A Joke That Hit Too Hard?

On April 6, Schlossberg raised eyebrows across the political spectrum when he posted that he was "having a son" with Usha Vance — out of wedlock, no less — and might even marry her, according to PEOPLE.

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He doubled down with a digitally altered image of Usha holding a child, his face superimposed in place of the baby's. The caption, according to PEOPLE, read, "Little Jason and his mom — You never feel like you're ready to be a parent. Until one day, you become one."

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It wasn't the first time Schlossberg had referenced Usha in what many interpret as bizarre or inappropriate ways. Weeks prior, according to the National ENQUIRER, he mused online whether Usha was "hotter" than his grandmother Jacqueline Kennedy Onassis, drawing a harsh rebuke from even those close to him, according to the Daily Beast.

Critics — and reportedly even family friends — described the behavior as unsettling.

Who Is Jack Schlossberg?

Jack Schlossberg, 32, is the only son of Caroline Kennedy and the last surviving grandson of JFK. Once seen as a promising heir to the Kennedy political legacy, Schlossberg has carved out a very different path. He's a Harvard Law School graduate and a liberal activist, but he's also become an internet provocateur. His posts often blur the line between performance art and political messaging.

In a past interview on MSNBC's "The Blueprint with Jen Psaki," Schlossberg explained that he uses outlandish posts to highlight what he sees as a gap in media strategy between Democrats and Republicans.

His point? The right knows how to grab attention — and the left should, too. According to PEOPLE, he said, "I think that's kind of the game that the other side's been playing really well, which is flipping people out — and getting a reaction is almost half the battle."

Still, reactions to his content range from amused to horrified. Some see him as a chaotic but clever messenger. Others see someone squandering his family's legacy on cringe content.

Targeting the Vances

JD Vance — a Republican senator from Ohio turned Vice President — has been a frequent target of Schlossberg's satire. After Vance posted a heartfelt endorsement of his half-brother, Cory Bowman, in a local mayoral race, Schlossberg replied, according to the Daily Beast, "'He's a good guy.' Emotional and heartfelt endorsement of your own brother."

That jab paled in comparison to what came next. Following the death of Pope Francis, Schlossberg posted a meme insinuating that the pontiff's passing had something to do with his meeting with Vance the day before, as reported by the Daily Beast.

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The internet was, predictably, divided. Some cheered Schlossberg's irreverent humor. Others called it wildly inappropriate — especially given the gravity of the subject matter.

A Strategy or a Spiral?

So, is Jack Schlossberg a strategic satirist or simply spiraling into social media absurdity?

His defenders argue that he's offering commentary on the blurred line between fact and fiction online — and doing so in a way that pokes fun at the performative nature of modern politics. His critics worry the act is self-defeating, making a mockery not only of his targets but also of himself.

Whether Schlossberg's antics help spark a new form of digital political expression or just fizzle out as attention-seeking behavior remains to be seen.

References: Jack Schlossberg Jokes He's 'Having a Son' with JD Vance's Wife Usha | JFK’s Grandson Jack Schlossberg Crosses the Line with Bizarre Online Confession | Jack Schlossberg Mocks JD Vance's 'Heartfelt' Endorsement of His Brother | JFK's Grandson Jack Schlossberg, Ex Vogue Staffer, Calls for Met Gala Boycott

The Truthfully team was assisted by generative AI technology in creating this content
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