Jack Schlossberg’s campaign for a coveted New York House seat has been chaotic, according to multiple reports published this week, suggesting that turnover and erratic behavior by John F. Kennedy’s grandson may be pushing his candidacy to the breaking point.
The 33-year-old son of Caroline Kennedy and Edwin Schlossberg — known for his limited social media presence and spotty work history — is vying for the NY-12 House seat. So far, polls show him holding his ground and holding a narrow lead against a crowded field of more experienced hopefuls, including state Assembly members Alex Burris and Micah Lasher and Lincoln Project co-founder George Conway. He even succeeded in getting the endorsement of Nancy Pelosi.
A March poll showed Schlossberg with 25 percent support from likely Democratic voters in the district, Patch reported.
But what kind of actor he would be has come into question. The NY-12 district covers affluent and educated voters in Midtown and parts of the Upper East Side and Upper West Side of Manhattan. A New York Times A report on his campaign, released Thursday, speaks of erratic behavior and what appears, at times, to be a lukewarm approach — a problem given the nine months his team has to convince these voters that Schlossberg is their man.
On policy, he has set a middle course focused mostly on opposing President Trump, while finding middle ground on the Israeli-Palestinian conflict — defending continued U.S. funding for Israel’s Iron Dome. In New York, he worked to restore buildings in Chelsea, suggested that the federal government bill Trump Tower for its own security costs, and called for a freeze on Trump’s tariffs. He has also become known as “No PAC Jack” for his stance on campaign finance reform.
On the first day of Schlossberg’s campaign, times As he mentioned, while his team was going full speed ahead, the candidate chose to pass up an opportunity to build energy among his staff — in favor of taking a nap. Staff said they were “reeling” when he disappeared for the rest of the day, the newspaper reported, citing three people familiar with the situation.
The firings have been frequent and have reached the top brass: at least two campaign managers, two field directors, a handful of advisers and a roster of advisers have been let go so far.
Staffers are also said to fear that Schlossberg — who has built a large social media network through scathing and confusing posts rather than traditional political experience — will take his wrath out on them online if they speak out. All sources spoke to the newspaper anonymously. His staff and most loyal supporters were quick to defend him, arguing that staff turnover is common in any New York City campaign, and that the death of his sister Tatiana Schlossberg in December helps explain behavior that was uncharacteristic of a young politician.
Vanity gallery She also published her thoughts on Schlossberg’s campaign, painting a picture of smitten young women volunteering for the handsome heir to Camelot, and lavish events at places like the Tap Room, overlooking the Hudson River and the family home of art-world heir Peter Brant Jr. The “social” and “very apolitical” meet-and-greets with the candidate are creating energy among Generation Z and millennials in the area and throughout the city, the magazine reported.
If the media responded harshly to Schlossberg’s candidacy, he appears to be taking it seriously — in response times With a mockery of the nap story after the story was published. But he also appeared on CNN angrier and defended himself against the allegations.
“There’s a lot of things that aren’t true in this article, but you know how it works: Once you’re announced as the front-runner and early voting starts in less than a month, everyone will have something to say,” he said.
Need a quick nap!! Even though I just woke up. The rest of the day/month is wide open if you want to comment?
Wait nvm changed my mind really busy and can’t do it. pic.twitter.com/xVWGnlyOcM
— Jack Schlossberg (@JBKSchlossberg) May 14, 2026

