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President Kennedy’s grandson, Jack Schlossberg, has been documenting his political and personal nervous breakdowns on social media for a number of years now.
All of Schlossberg’s rants – whether on X or Instagram – castigating Donald Trump, his uncle RFK Jr. or famed attorney Alan Dershowitz, offer ample proof that he has descended into a dark nether world. It’s a world that also seems to be inhabited by his mother, Caroline Kennedy Schlossberg.
Caroline Kennedy adopted her son’s penchant for rants when she went full throttle against RFK Jr. after his nomination for Health Secretary. In that video she called him a predator, essentially breaking Kennedy family rules about publicly attacking another Kennedy family member.
Alan Dershowitz explains on ‘The Dershow’ how he became very close to the Kennedy family when he was defending Ted Kennedy at Chappaquiddick. In fact, Dershowitz was such close friends with the family that he participated in their touch football games in Hyannis Port. The friendship ended when he began defending Donald Trump in court. He was made aware of this, he says, when he was invited to a dinner party and was seated next to Caroline Kennedy, who did not say hello to him but bluntly stated that had she known he was coming to dinner she would have made sure he was not seated next to her.
When Dershowitz asked Kennedy for an explanation, she mentioned his defense of Trump. He then says he reminded her that he was only doing his job as a lawyer, just as he did when he defended her uncle.
The debacle got worse when Dershowitz says he was on a Jet Blue flight and was seated directly behind Caroline’s husband, Edwin Schlossberg. Dershowitz extended a greeting but Schlossberg ignored him, even as Dershowitz kept reminding Schlossberg of his long friendship with the family.
But the lawyer was dead to Schlossberg because of Donald Trump.
The snub was proof that toxic left-wing Democrat politics had captured the soul of the Kennedy family.
The situation got worse for Dershowitz when JFK’s grandson – Dershowitz would later describe him as a “disturbed, spoiled brat” – inferred in another social media post that Dershowitz had killed his late wife.
In that same screed, Schlossberg wrote that Dershowitz looks like “a human penis,” a college sophomoric insult that was probably something the spoiled brat heard when Edwin, he and Caroline all got together in one of their Trump-hating family huddles.
“I hope he will preserve all of his documents because I am about to commence a legal action against him,” Dershowitz told the New York Post. “My lawyers have advised me now that I have a viable defamation action.”
Jack Schlossberg was once said to have looked like JFK Jr., but his character is so toxic that his facial features have contorted into a kind of Luigi Mangione mask, especially when he sports a hoodie.
And Schlossberg continues to delight in casting insults and aspersions. When President Trump released 80,000 previously sealed documents related to the 1963 Kennedy assassination, Schlossberg stated on social media that both Trump and RFK Jr. are “only interested in JFK’s carcass.”
He also castigated CNN and MSNBC for the “fake JFK documents story,” and demanded to know why they were covering it when “there’s so much more real news.”
The Kennedy documents consist of investigative reports, memos and other communications related to the government’s investigation into the president’s death.
For more than sixty years the mystery surrounding the Kennedy assassination has been the topic of conversation and speculation among a wide range of people – journalists, scholars, pundits and ordinary citizens. The fact that there were so many sealed documents related to the case is enough to give birth to a million conspiracy theories because it suggests disturbing truths are being hidden.
Multiple presidents since the 1963 assassination have not had the courage to unseal what should have never been sealed – except for Donald Trump.
Indeed, President Trump’s belief in transparency – even if the documents reveal nothing majorly new – is news of major importance.
The fact that Jack Schlossberg doesn’t get this indicates a somewhat twisted view of reality.
The Daily Mail’s report on Schlossberg’s rant over the release of the sealed JFK documents included a photo of him in a hoodie looking very deranged – as if coming down from meth or coke. Meanwhile, the lefty press gave the former president’s grandson the benefit of the doubt and found his antics “charming.”
After Schlossberg’s appointment as a Vogue’s political writer in 2024, the lefty fashion magazine did a hagiographic profile of him that minimized his social media posts as “weird, charming videos.”
“Jack Schlossberg is unmistakably a Kennedy,” the piece began. “With his towering frame, dark hair, and strong jawline, the 31-year-old is the spitting image of his uncle John F. Kennedy Jr. To a younger generation, however, he is more notably the man behind a series of outré TikToks filled with colorful characters, playful ditties, and lots (and lots) of props.
“But Schlossberg, John F. Kennedy’s only grandson, is more than just the heir to a storied American dynasty or a talking head on social media. ‘I am inspired by my family’s legacy of public service,’ he tells Vogue. ‘I take that very seriously, and I want to contribute in my own way.’”
Yes, we’ve heard that line before, mostly from his mother, Caroline. Public service, public service, but what does that actually mean? In Caroline’s case it has meant staying behind the scenes for years, speaking softly and not carrying a big stick, at least until she went postal in that video condemning RFK Jr.’s nomination as Health and Human Services Secretary.
Caroline Kennedy’s video was really a theatrical performance in the art of self destruction, Jack Schlossberg-style. Like son, like mother. Or: the second death of Camelot. It was very much like Schlossberg’s latest attack on Trump’s release of the Kennedy files.
Consider a video Schlossberg shared to Instagram where he went after Joe Rogan who promised to cover the documents story. Schlossberg said,
“Hey Joe Rogan what’s up you short [censored]. You gonna go through all the JFK assassination files tomorrow with your little butt buddy Bobby? You better after you spread all those lies? You’re not gonna go make sure that they’re true? How’s the weather down there?”
Making fun of Rogan’s height and then calling a Kennedy family member Rogan’s “butt buddy” is a further indication that Schlossberg’s mental age might be somewhere around 15.
The Financial Express reported:
His [Schlossberg’s] frustration didn’t stop there—he followed up with a series of provocative posts on X, including a sarcastic remark: “WHAT THE JFK FILES SAY ABOUT ME IS NOT TRUE. IM STRAIGHT.”
Here we have an example of the hypocrisy of many Democrat leftists who claim to support all things LGBTQ – even the most ridiculous trans fad – but in private they mutter the word “faggot” or use “butt buddy” as a derogative.
And anytime anyone announces he’s “straight” in all caps suggests that there may just be some suspicious undercurrents. Perhaps Jack has heard the rumors and is feeling uneasy: after all, at age 32 many heterosexual men are married and fathering children.
During an appearance on the Jimmy Kimmel show back in September 2024, Schlossberg told the Trump-hating comedian, “My parents support me no matter what I chose to do, even if it’s making crazy videos on Instagram about politics.”
Your parents support you, Jack Schlossberg, because like Kimmel they want to spread Trump hate, and because Edwin, your father, can turn his back on a long-time family friend, Alan Dershowitz, as if he was doggy doo stuck on one of those Hyannis Port footballs.
Schlossberg also told Kimmel that before he spoke at the 2024 Democratic National Convention, he engaged in a pump-up ritual that included Red Bull (a favorite drink among meth and fentanyl addicts in Philadelphia) and listening to the band Creed.
“That’s what I was doing. I was really focused on that. I wanted to do a good job and make my family proud. I was listening to Creed and walking in circles.”
‘Walking in circles’ pretty much sums up Kennedy family public service.