Kennedy heir Jack Schlossberg cracked out a book about anti-materialism while celebrating the holidays with his billionaire family.
Schlossberg, 32, shared a few snapshots on Thursday showing him lounging in front of a fire while reading the 1992 text.
The congressional hopeful posed in front of a burning fireplace reading a copy of Michael Lerner’s anthology Tikkun…to Heal, Repair and Transform the World.
The book features a collection of writings addressing the ‘materialism, anti-intellectualism, conservatism and spiritual deadness’ that, according to Learner, ‘too often permeate some sectors of the organized Jewish community’.
Schlossberg also posed with an embroidered throw pillow bearing the sentence: ‘If you met my family, you’d understand.’
‘I love my family,’ he captioned the carousel of images, before adding: ‘Tikkun olam is a powerful concept in the Jewish tradition — improve the world!’
Tikkun Olam – Hebrew for ‘repair of the world’ – is a core concept in Judaism that urges the faithful to work alongside God and improve humanity through acts of social justice, charity and ethical living.
Schlossberg was raised Catholic but identifies as being culturally Jewish through his father’s side. He is one of the heirs to the Kennedy family fortune which was worth approximately $1.2 billion in 2015 – the last time it was publicly estimated by Forbes.
Kennedy heir Jack Schlossberg quasi promoted a book about anti-materialism – Michael Lerner’s 1992 anthology Tikkun…to Heal, Repair and Transform the World – while celebrating the holidays with his billionaire family
He made several Instagram posts over the holidays, offering his more than 800,000 followers a slight glimpse inside the Kennedy family’s Christmas soiree
Schlossberg, the grandson of late President John F. Kennedy, seemingly spent the holidays with his billionaire family.
He made several Instagram posts over the holidays, offering his more than 800,000 followers a slight glimpse inside the Kennedy family’s Christmas soiree.
He shared a light hearted video of himself sporting his congressional campaign shirt and trying to crack a chestnut.
He captioned the video ‘next year I’ll be at my in-laws,’ seemingly poking fun at his current relationship status – or rather lack thereof.
Last month, in a New York Times profile, Schlossberg revealed he hopes to have a wife and kids ‘one day’, but is currently single.
‘I went on dates for a while and they didn’t really lead me to find love,’ he told the newspaper.
Schlossberg is running for Congress in the 2026 midterm elections. He announced his candidacy last month with a social media post highlighting the soaring cost of living while attacking the White House.
He called out a ‘crisis at every level,’ pointing to cuts to education, health care and social programs, as well as alleged corruption.
Schlossberg also posed with an embroidered throw pillow bearing the sentence: ‘If you met my family, you’d understand’
He shared a light hearted video of himself sporting his congressional campaign shirt and trying to crack a chestnut. He captioned the video ‘next year I’ll be at my in-laws,’ seemingly poking fun at his current status as a single man
Schlossberg, known for his quirky social media clips, is seen as a progressive on the left of the Democratic Party and has vocally called for the party to change.
He has backed leftists including New York mayor-elect and self-described democratic socialist Zohran Mamdani.
Schlossberg – one of several political nepo babies running for office next year – is looking to replace Jerry Nadler of New York’s solidly Democratic 12th Congressional district, who is retiring.
But he faces a crowded field to reach election in New York City‘s oldest and wealthiest district, including two members of the state assembly, a city council member and Parkland school shooting survivor Cameron Kasky.
He announced in September that he had formed an exploratory committee after Nadler said he would step down from representing the district which includes the middle portion of Manhattan.
‘This district should have a representative who can harness the creativity, energy and drive of this district and translate that into political power in Washington,’ he said in his announcement video.
‘I’m not running because I have all the answers to our problems. I’m running because the people of New York 12 do.’
He previously told The New York Times that ‘if Zohran Mamdani and I have anything in common, it’s that we are both trying to be authentic versions of ourselves.’
President John F. Kennedy’s grandson Jack Schlossberg (pictured in May 2025) has launched a campaign for a sought after New York City House seat
Schlossberg is pictured here with his mother, Caroline, and sister, Tatiana, speaking with Prince William in 2022
Schlossberg has cultivated his online presence with frequent posts weighing in on national political issues and frequently attacks President Donald Trump.
‘The President has made almost $1 billion this year. He’s picking winners and losers from inside the Oval Office. It’s cronyism, not capitalism,’ he said in his campaign announcement.
He also regularly takes aim at his cousin Robert F. Kennedy Jr., Trump’s health and human services secretary who’s been a vocal vaccine skeptic.
In October, he posted on Instagram an image of a Halloween costume for ‘MAHA Man,’ in reference to Kennedy’s Make America Healthy Again message and described it as including such things as measles.
Schlossberg previously accused Kennedy of ‘spewing lies’ that the CIA was involved in JFK’s assassination and appeared to mock Kennedy’s spasmodic dysphonia – a neurological disorder that makes it difficult for him to speak.
He deleted his social media afterward, as he received flack for that and for falsely accusing renowned lawyer Alan Dershowitz of killing his own wife.
Schlossberg said he sees his grandfather as a role model. The former president is pictured with his wife, Jackie Onassis, JFK Jr and Schlossberg’s mother Caroline in 1962
But his social media hiatus only lasted about a month, after which he posted an unhinged video in which he made kissy faces at RFK’s wife Cheryl Hines and told her she should apologize for the recent death of an unvaccinated child with measles.
Schlossberg also appeared to have flirted with the second lady when he uploaded a photo of Vice President JD Vance and Usha holding their infant daughter and wrote, ‘could have been US’.
He also repeatedly claimed Megyn Kelly is a man as a response to the conservative pundit‘s support for banning transgender athletes from women’s sports.
Despite his controversies, Schlossberg has a 30 percent chance of winning the seat in New York’s 12th congressional district, according to exchange and prediction market site Kalshi.
It also predicted New York State Assemblyman Micah Lasher had a 71 percent chance of victory and Alex Bores, another candidate, has a 10 percent chance.
Meanwhile, Schlossberg’s campaign manager Annabel Lassally stepped down earlier this month. A spokesperson for his campaign seemed undeterred by her exit.
‘We continue to grow post-launch as the only campaign focused on local issues and progressive policy,’ the spokesperson said.
The 32-year-old is a graduate of both Harvard and Yale, and has been active in progressive politics, as well as the media. Schlossberg is the son of JFK’s daughter Caroline Kennedy
‘We will be announcing our new campaign headquarters very soon,’ he added, declaring: ‘It’s all systems go!’
Schlossberg’s other staffers – including finance director Paige Phillips, an alum of Senator Kirsten Gillibrand’s campaign, and Eli Hinerfeld, a former deputy campaign manager for NYC Comptroller candidate Justin Brannan – remain on the team.
They have touted the Kennedy heir’s social media acuity as a way for him to break through the crowd – and have even defended some of his ‘crazy’ antics.
