Kennedy heir Jack Schlossberg has run a 'dollar store' campaign for Congress that has infuriated aides and forced out staffers at a fast pace, reports say. 

Schlossberg, 33, the grandson of President John F. Kennedy, is running in one of the most watched congressional races in the nation, hoping to represent much of Manhattan.

But according to insiders speaking to the New York Times, Schlossberg's campaign has been plagued by bizarre behavior, strange absences and a high staff turnover rate. 

Aides said their concerns over Schlossberg's readiness for office were raised on the very first day of his campaign in November, after his high-priced staff lined up a series of media interviews and conversations with Democratic donors. 

Hours into his launch, Schlossberg reportedly abruptly cancelled the plans and told his staff that he was leaving to take a nap and left for the day. 

Sources told the Times that the incident was emblematic of Schlossberg's immature behavior on the campaign trail, which they allege has continued throughout his run for office. 

Despite being the scion of one of America's most powerful political families, critics of Schlossberg say he has done little in his career to warrant a congressional seat. 

Jorge Muniz Reyes, a canvassing coordinator, said he left the campaign a week ago due to Schlossberg's lack of community engagement, telling the Times that the candidate has run a campaign akin to a 'dollar-store flower bouquet.' 

Reyes said he grew frustrated with Schlossberg's apparent lack of interest in learning about the district he is running to represent, which encompasses much of midtown Manhattan and the Upper East and Upper West Sides. 

He compared the campaign to a cheap flower bouquet as 'the colors might be nice to look at for a few days... but since the flowers lack roots, they can't last very long.' 

Schlossberg's work experience includes a short stint as a political correspondent for Vogue, where he published six short pieces about US politics. 

A Vogue spokeswoman told the Times that he was considered a freelancer and not a staff writer. 

He also spent less than four months working at the State Department as an assistant to then-Secretary of State John Kerry, a friend of his family, and has cited his social media following as one of his credentials. 

In financial disclosure forms required by Congress, Schlossberg said he made no income at all in 2025, but disclosed trust funds and assets worth up to $32 million. 

Best known for his social media antics, Schlossberg has raised eyebrows in the past with some of his online antics, which have ranged from bizarre and humorous to grotesque. 

In one instance in June 2025, he came under scrutiny for launching a sexually-charged attack at Megyn Kelly after the conservative commentator criticized Israeli Prime Minister Benjamin Netanyahu. 

In response to Kelly's comments, he responded: 'Looking very feminine! Very good - now show us your c***.'  

When questioned about his experience and readiness for office on the campaign trail, Schlossberg has reportedly grown agitated. 

This included a recent candidate forum where Schlossberg appeared to bristle at a moderator who asked the candidates to name their top accomplishments in public service. 

Schlossberg said it was his current campaign and how he had excited voters - and then flew into a rant when the moderator said the answer may 'raise flags' about his experience. 

He then cited his months as an assistant in the State Department and volunteering on other campaigns, his help in handing out an award from his family each year, and that he had passed the bar exam. 

He continued: 'While you may not think that content creation and building a following based on speaking out for what you believe in at a time when others were unwilling, taking on your family members, traveling the country to every single swing state, serving as a delegate at the D.N.C., is an experience, I do.' 

In the six months that he has been running for office, Schlossberg has seen two campaign managers quit, along with two field directors and a number of consultants. 

Some critics have accused Schlossberg of mismanaging his own campaign, including one instance soon after he launched his campaign last year. 

In November, he shared a message to his almost-one-million followers on Instagram, condemning President Trump's military moves in Venezuela and calling on Congress to step in. 

Aides to Massachusetts Democrat Seth Moulton alleged to the Times that they were stunned by how close Schlossberg's video message was to Moulton's, saying it was nearly identical. 

According to the report, a representative for Schlossberg said he admitted to copying the video because he liked it, and he later added a credit to Moulton in his post. 

Responding to allegations that he has been erratic on the campaign trail, Schlossberg's current campaign manager Paige Phillips told the Times that he was campaigning 'amid a deeply, deeply personal tragedy' - the death of his sister Tatiana from cancer in December. 

'If an anonymous source thought he ‘disappeared’ at any point, they should remind themselves of that fact,' Phillips said. 

She added that she disagreed with accounts that Schlossberg was not engaged with his campaign, arguing that 'no one works harder, cares more, or shows up like Jack Schlossberg.' 

Phillips also did not dispute the allegations that he 'copied' Moulton, but hit back, 'It is hard to have a straight face and say Jack Schlossberg copies anyone on social media.'

The Daily Mail has contacted Schlossberg's campaign for comment.