Joshua Goldman
Joshua Goldman
min read · August 25, 2025 · Entertainment

Jack Schlossberg: The Kennedy Heir's Social Media Saga

John F. Kennedy's grandson Jack Schlossberg has accidentally exposed his enormous ego as he tried to explain away his bizarre social media behavior

The Kennedy Scion's Epic Meltdown: Jack Schlossberg's Descent into Social Media Madness

In a jaw-dropping display of ego and entitlement, John F. Kennedy's grandson Jack Schlossberg has been exposed for his outlandish social media antics, leaving even the most die-hard Kennedy enthusiasts bewildered. The 32-year-old Harvard law graduate and liberal heartthrob has been making headlines for all the wrong reasons, and it's only getting juicier by the minute.

Schlossberg's meteoric rise to fame on TikTok and Instagram was built on a foundation of hunky shirtless photos, quirky dance videos, and poetry recitals while hoverboarding. But beneath the surface of his carefully crafted online persona lies a complex web of insecurities, narcissism, and a desperate need for validation.

Schlossberg (pictured in an Instagram rant last month after having shaved his head) spends his time sharing videos of his rabble-rousing rants online

In a tell-all interview with New York Magazine, Schlossberg attempted to downplay the fact that fans are fawning over him on the streets of Manhattan, insisting it's not because he's "hot" (his words, not ours). No, according to Jack, people are actually cheering him on for his "courage" in speaking out about politics online. Yeah, right.

The Kennedy scion's posts have devolved into a bizarre spectacle, with recent videos featuring an ill-fitting blonde wig and a faux Slovenian accent as he mercilessly mocks First Lady Melania Trump. It's like he's trying to out-outrage even the most ardent liberals, all while desperately seeking attention.

But what's really going on behind closed doors? Sources close to the Kennedy family claim that Schlossberg has been warned about his behavior, with one relative telling New York Magazine, "What he's doing is a mistake." Another cousin, speaking on condition of anonymity, described Schlossberg as "hardworking and intelligent" but admitted, "I have no idea what he was trying to do" with his social media fame.

Last week, he sported an ill–fitting blonde wig and faux Slovenian accent to brutally mock First Lady Melania Trump over her letter to Russian President Vladimir Putin

RFK Jr.'s eldest daughter Kathleen "Kick" Kennedy has publicly expressed concern for her second cousin's well-being, saying she hopes he gets the help he needs. We're not sure what kind of therapy Jack needs, but it's clear he's got some serious issues to work through.

Schlossberg claims his outrageous online persona is part of a larger social media plan to convert fans into people who engage with his political commentary. Yeah, because that's exactly how it works – by dressing up like Melania Trump and making fun of her accent. It's a strategy that's as baffling as it is cringeworthy.

But what's even more telling is Schlossberg's desperation for relevance. Despite claiming he's not interested in pursuing a career in electoral politics, he's been touring the country in his Chevrolet van, commenting on the news cycle from the driver's seat of his vehicle – because that's exactly what we all want to see: a Kennedy heir broadcasting his opinions from behind the wheel.

Schlossberg quickly rose to fame as a liberal heartthrob with his hunky pics and seemingly heartwarming puppy posts

And if that wasn't enough, Schlossberg has announced plans to launch his own product line, which can be lit on fire (yes, you read that right) and will retail for around $70. We're not sure what kind of "product" he's peddling, but we're guessing it's going to be a real scorcher – both literally and figuratively.

As the drama unfolds, one thing is certain: Jack Schlossberg has become the most fascinating trainwreck in the Kennedy family's history. Stay tuned for more updates from this never-ending soap opera, because with Jack at the helm, you can bet it's going to be a wild ride.

The Kennedy Family's Dirty Little Secrets

He posted quirky clips of himself practicing ballet, hoverboarding while reciting poetry and even opening a coconut in Hawaii with his bare hands

  • Sources close to the family claim that Schlossberg has been warned about his behavior, but he refuses to listen.
  • RFK Jr.'s daughter Kathleen "Kick" Kennedy has publicly expressed concern for her second cousin's well-being.
  • Schlossberg's social media antics have left even the most die-hard Kennedy enthusiasts bewildered.
  • The Kennedy scion's posts have devolved into a bizarre spectacle, with recent videos featuring an ill-fitting blonde wig and a faux Slovenian accent as he mercilessly mocks First Lady Melania Trump.

The Rise and Fall of Jack Schlossberg

  • Schlossberg's meteoric rise to fame on TikTok and Instagram was built on a foundation of hunky shirtless photos, quirky dance videos, and poetry recitals while hoverboarding.
  • He gained attention in June 2023 when he went on a harsh rant against RFK Jr. after the now-Health Secretary announced he was running for president.
  • Schlossberg slammed his cousin for using "Camelot" to spread "conspiracy theories" in the presidential run, called his candidacy an "embarrassment", and even referred to him as a "friggin' pr**k".
  • His videos have seemingly shifted from a fun, quirky aesthetic to being borderline unhinged.

Schlossberg is the son of Caroline Kennedy, the only daughter of Jackie Kennedy Onassis and JFK - who was five years old when her father was assassinated in 1963. The mother-son duo are pictured together in 2023

The Product Line: Because You Clearly Want More of Jack Schlossberg

  • Schlossberg has announced plans to launch his own product line, which can be lit on fire (yes, you read that right) and will retail for around $70.
  • We're not sure what kind of "product" he's peddling, but we're guessing it's going to be a real scorcher – both literally and figuratively.

The Kennedy Family: A Legacy of Drama and Scandal

Jack Schlossberg speaks during the 2025 John F. Kennedy Profile in Courage Award Ceremony at the JFK Presidential Library and Museum in Boston on May 4, 2025

  • John F. Kennedy's assassination in 1963 left a void that has been filled by generations of Kennedys who have struggled with fame, fortune, and family dynamics.
  • Schlossberg is the son of Caroline Kennedy, the only daughter of Jackie Kennedy Onassis and JFK – who was five years old when her father was assassinated.
  • The Kennedy family's history is marked by tragedy, politics, and drama – making Jack Schlossberg's antics just another chapter in the never-ending saga.

Jack Schlossberg posted a photo of himself paddle boarding to his Instagram page on August 12, 2025 captioned: 'Lady Liberty'

Schlossberg has long shown an interest in politics, mingling with top officials at a young age alongside his famous mom (pictured together at the 2020 DNC) and delivering numerous politically-driven speeches over the years