JFK’s grandson is running for Congress. Who is Jack Schlossberg?
JFK’s grandson is running for Congress. Who is Democratic social media star Jack Schlossberg?
Jack Schlossberg, a member of the Kennedy family, has become a social media celebrity over the past few years.
Schlossberg said he has no regrets about any of his posts, even though he trolled Trump administration officials and made off-the-cuff comments.
But his digital footprint came under the microscope after he announced his campaign for a seat on the New York City Council.
Here are some of his quirkiest posts from the past year.
Comparing the Vice President’s Wife and His Grandmother
In one of the most controversial posts, Schlossberg tweeted, “True or false: Usha Vance is way hotter than Jackie O.”
Schlossberg, 33, is the son of John F. Kennedy and Caroline Kennedy, daughter of Jackie Kennedy. Many were confused as to why Schlossberg posted about his grandmother, but Schlossberg defended it.
“People say, ‘How can you say that about grandma?'” And it’s like, of course, it’s not me saying that. I’m trying to hold up a mirror to how we treat and objectify politicians, families, politicians,” Schlossberg said in a recent interview with Vanity Fair.
Posts after Pope Francis’ death
On April 21, 2025, the day of Pope Francis’ death, Schlossberg tweeted, “Okay, JD killed the Pope.”
One of the last meetings the Pope had before his death was with the Vice President.
Calls President Trump a “fat cat”
Schlossberg accused the president of “killing America” in a post last April.
“Trump is funny and great on camera, but he’s very bad at this job.”
Trump policies will destroy America
Stupid fat cat,” he tweeted.
Asks conservative politician to be father
Last March, Vivek Ramaswamy, currently running for governor of Ohio, tweeted, “Remove cell phones from schools.”
Schlossberg quoted the post and wrote, “If you agree to be a father, I’ll do whatever you want!!”
Calling the family an asset of Russia
“RFKjr only makes sense as a Russian asset,” Schlossberg wrote last May.
He ended his tweet with a simple “:)”. (US Secretary of Health Robert F. Kennedy Jr. is a member of his family.)
In another post last year, Schlossberg said he had never met Cheryl Hines, RFK Jr.’s wife, but if he did, “I would tell her he looks extremely dehydrated.”
Jack Schlossberg’s defense of the post
Schlossberg said his chaotic posts were intentional.
“You don’t have to be boring all the time. You can show that you can be a politician, you can be a Democrat. It’s fun and it’s exciting and it resonates with people and you can talk about policy,” he said in an interview with Vanity Fair.
“If I tweet something that someone finds offensive or vulgar, I hold a mirror up to them and say, ‘Look what the president tweets every day.'”
