Jack Schlossberg, a descendant of the Kennedy family, found himself in a rather unique financial position last year. Despite not earning any actual income, his financial stability was assured by four substantial trust funds, according to a recently disclosed financial form.
Schlossberg, at the age of 33, embodies the quintessential “nepo baby” lifestyle, supported by trust funds that collectively range in value from $4.1 million to $11.7 million. His days are a blend of travel, creating quirky online videos, critiquing Ryan Murphy’s new show depicting his illustrious relatives, and actively engaging in his campaign to secure a seat in New York’s 12th congressional district.
In line with his political aspirations, Schlossberg was obligated to submit a financial disclosure form. This document unveiled a series of ‘unearned’ income sources, most notably a $5 million investment in Red Gate Farm LLC. This company manages the Martha’s Vineyard estate that once belonged to his grandmother, the iconic Jackie Kennedy Onassis.
The report, initially highlighted by the Washington Free Beacon, indicated that Schlossberg did not report any earned income. His portfolio includes diverse assets such as a stake worth up to $100,000 in Squid Island LLC, a company focused on political commentary via social media, and a $15,000 investment in California’s Rory’s Place LLC, a restaurant venture.
However, the quirky Schlossberg reported no forms of earned income on the form, the Washington Free Beacon first reported.
Some of his assets include an up to $100,000 stake in Squid Island LLC, a social media political commentary company, and a $15,000 stake in California restaurant Rory’s Place LLC.
The Democrat also has stocks in Beyond Meat, Exxon Mobil, and Alphabet Inc, which owns Google, among others.
The total value of Schlossberg’s assets is estimated to be up to nearly $32million.
Schlossberg, 33, is living off four robust trust funds that are estimated to be worth between $4.1million and $11.7million, among other assets. The total value of Schlossberg’s assets is estimated to be up to nearly $32million
Schlossberg had to disclose his finances as part of his bid for New York 12th congressional district, which he launched a campaign for in November
In 2025 alone, Schlossberg made $1 million in dividends and capital gains from his investment in Nvidia, the disclosure revealed.
He also listed his previous positions at Vogue, where he was a political correspondent during the 2024 election, and as a committee member at the John F. Kennedy Library Foundation, where he worked from 2013 to 2023.
Without any other job keeping his attention, Schlossberg has been focusing on his congressional campaign since he launched his bid in November.
He is hoping to replace Jerrold Nadler, one of the oldest members of the Democratic caucus. Nadler is retiring from office after 34 years.
The Kennedy heir, who is John F. Kennedy’s only grandson, faces Cameron Kasky, a 25-year-old Parkland survivor, and State Representative Alex Bores, among others.
‘I think that this district needs somebody who knows how to fight effectively in this new political era that we’re living in,’ Schlossberg said at the time.
He went on to argue that Democrats ‘need to specifically elect people who both get policy and know how to break through in new media, because it’s a toxic, polluted ecosystem, thanks to the president.’
His late sister, Tatiana, gave him her full support before she passed away from cancer at the age of 35 in December.
‘I can tell you now that she’s still rooting for us,’ he told CBS News on Sunday.
Schlossberg, pictured with his mother Caroline Kennedy, revealed he has a $5million stake in Red Gate Farm LLC, which manages the Martha’s Vineyard estate once owned by his grandmother Jackie Kennedy Onassis
‘The last thing that she said to me was, “You better win.” No one knew me better, and I knew no one better than her.’
He also revealed to the outlet that he doesn’t plan on slowing down his campaign style, including his bizarre social media videos.
‘You need to be aggressive right now to get your message through,’ he told CBS.
He also reminded New Yorkers that he’s more than the Kennedy name.
‘People can think whatever they like. But I’m me. I’m Jack Schlossberg. And I’m proud of where I come from. but that’s not the only thing about me. I’m my own person, so you can count of me to think for myself,’ Schlossberg said.
