Kennedy grandson Jack Schlossberg mocks grandma Jacqueline Onassis' pain over former prez's alleged affair in unhinged post

New York Post

09-07-2025

Jack Schlossberg, a Kennedy heir known for making wild public statements on social media, fired off at his late grandmother Jaqueline Kennedy Onassis in an offbeat Instagram post about her troubled personal life on Monday.
Schlossberg took a video of a People magazine cover from July 7 featuring his grandmother standing behind his grandfather, John F. Kennedy, with the headline 'Jackie Knew Everything.'
The 32-year-old Kennedy scion captioned the post, 'Jackie was right about everything,' alluding to the former first lady knowing about her husband's alleged affair with pop culture icon Marilyn Monroe.
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5 The Kennedy heir fired off at his late grandmother, Jaqueline Kennedy Onassis, in an offbeat Instagram post about her troubled personal life on Monday.
Jack Schlossberg/Instagram
Jackie allegedly knew about JFK's long-rumored relationship with Monroe and confronted him about it while he was in office, according to People.
J. Randy Taraborrelli — the author of a new biography on the 35th president, 'JFK: Public, Private, Secret' — alleges that Jackie once told Kennedy, 'This one's different, Jack. This one worries me.'
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'That's from somebody who was right there in the White House who overheard that conversation,' Taraborrelli told the outlet. 'It was reported to me 25 years ago, when I was writing an earlier book, Jackie, Ethel and Joan.'
While the affair between the sex symbol and former president has been long-rumored, Taraborrelli claimed Jackie 'didn't know if JFK was involved with her or not. She just assumed it. What I do know is after Marilyn died, Jackie was bereft.'
Schlossberg is the only grandson of Jackie, who died of cancer in 1994 at age 64, and JFK, who was assassinated in 1963 at 43.
5 Jacqueline Kennedy sits in the living room of her Washington, DC, residence, March 27, 1960.
AP
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5 Jack Schlossberg at the John F. Kennedy Presidential Library and Museum in Boston, Mass., on May 4, 2025.
REUTERS
Jackie Kennedy, who took the name Onassis after marrying Greek business magnate Aristotle Onassis in 1968, was considered one of the most stylish and distinguished first ladies ever, and during her time, was a media magnet — with newspapers, magazines, and TV obsessively trying to cover every aspect of her life.
This isn't the first time Schlossberg has made a bizarre comment about his grandmother.
Following the 2025 inauguration, the Harvard grad questioned whether Vice President JD Vance's wife, Usha Vance, was 'hotter' than his grandmother.
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5 John F. Kennedy and Jackie Kennedy Onassis on the cover of PEOPLE magazine.
PEOPLE
'True or false: Usha Vance is way hotter than Jackie O?' he asked his followers on X back in January.
After being slammed for his bizarre question, Schlossberg admitted he was a 'literal pervert' in a follow-up post.
'I called my grandmother hot … have I totally lost it? Jesus … this kid will do anything for attention. Your grandfather would be ashamed. Seriously. Time to get a job,' he wrote.
Schlossberg left many of his followers concerned, with some even telling the 32-year-old to 'seek help.'
5 Caroline Kennedy and her son, Jack Schlossberg.
Schlossberg is the son of former diplomat and author Caroline Kennedy and designer Edwin Schlossberg, who have been married since 1986.
Similar to his late grandfather, Schlossberg has held progressive and left-leaning political views.
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Last July, he was appointed Vogue's political correspondent to cover the 2024 presidential election between former President Donald Trump and Democratic candidate Kamala Harris.
He previously endorsed Harris and former President Joe Biden.