Kennedy heir Jack Schlossberg wants to fight Trump by running for Congress

From online bravado to the ballot box.
Kennedy scion Jack Schlossberg — known for his over-the-top and occasionally bizarre antics on social media — is ready to take on the MAGA movement as he runs for retiring Rep. Jerry Nadler’s seat in New York’s 12th Congressional District, a source tells Page Six.
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“If you look at members of Congress of the past, they quietly represented their districts,” a source tells Page Six. “In the Trump era, it’s how do you fight for your district while still winning. He will showcase he can do many things at once: representation and earning the eyes of Trump and his administration.”
They explained, “In order to beat this administration, you have to be relevant to them. Trump is obsessed with the Kennedys. It means knowing when to fight and when to work.”
Schlossberg is known for being an outspoken critic of Trump and his administration, including his cousin, Health Secretary Robert F. Kennedy Jr. He also frequently taunts Vice President JD Vance for the enjoyment of his 745,000 Instagram followers.
Also running in the Congressional race are Assemblyman Micah Lasher, who is expected to be endorsed by Nadler, Liam Elkind, Alex Bores, Erik Bottcher, and more.
But one insider scoffed, “Does Trump know Erik Bottcher? No, he doesn’t know who that is. He knows Jack. You want to f*ck with Trump, elect Kennedy. It’s not whose going to be a better congressman. its who is going to be a better fighter and who has weight in the digital world.”
Schlossberg, son of former US Ambassador Caroline Kennedy and the only grandson of JFK, also boasts more than 839,000 TikTok followers.
According to a source, Schlossberg will run a three-pronged campaign focused on what he calls the “three crises” facing America.
“He will be addressing three crisis: a cost crisis, a corruption crisis, a constitutional crisis,” says the source. “Everything he will talk about in the next few months is in the prism of these three topics. ICE, free speech, due process, asking where the money is?”
Schlossberg announced he was joining the race on Tuesday, telling the New York Times, “I also bring two years now of experience in a toxic and polluted media environment where, unlike a lot of people, I know how to breathe that air. I think that this district needs somebody who knows how to fight back effectively in this new political era that we’re living in.”
The move comes after Page Six reported in October that Schlossberg was spotted rubbing elbows with the city’s elite at the Carnegie Hall Opening Gala — a low-key but strategic stop as he tested the waters for a campaign.
A source at the event told us Schlossberg was unlike his zany and over-the-top social media posts, seeming “subdued, different than his Internet personality.”
Another source told us, “He worked the room and people were eating him up. He was polished. It wasn’t ‘Wild West.’”
At the time, another insider told Page Six that Schlossberg had been “holding nonstop meetings with staffers in his Chelsea apartment” as he plotted his political debut.
Still, not everyone’s convinced.
Nadler himself told CNN in September, “There’s nothing particularly good or bad about a Kennedy holding my seat. But the Kennedy, unlike Schlossberg, should be somebody with a record of public service — and he doesn’t have one.”
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