5 of Jack Schlossberg’s ‘enjoyable and thrilling’ social media posts

Jack Schlossberg, a member of the Kennedy household, has turn into a widely known social media character over the previous couple of years.

Whether he is trolling prime Trump officers or making off-the-cuff feedback, Schlossberg has mentioned he regrets none of his posts.

His digital footprint has come below a microscope, nevertheless, after he introduced his marketing campaign for a New York City seat in Congress.

Here are a few of his most outlandish posts over this previous 12 months.

Comparing the vice chairman’s spouse to his grandmother

In one among his most controversial posts, Schlossberg tweeted out: “True or false: Usha Vance is way hotter than Jackie O.”

Schlossberg, 33, is the son of Caroline Kennedy, the daughter of John F. Kennedy and Jackie Kennedy. Many have been confused on why Schlossberg made the put up about his grandmother, however he has defended it.

“People are like, ‘How could you say that about your grandmother?’ And it’s like, well, of course it’s not me saying that. It’s me trying to hold up a mirror to say, how do we treat and objectify people in politics, family members and people in politics,” Schlossberg mentioned in a latest interview with Vanity Fair.

A put up after the dying of Pope Francis

On the day of Pope Francis’ dying, April 21, 2025, Schlossberg tweeted out: “Okay JD killed the pope.”

One of the pope’s last conferences earlier than his passing was with the vice chairman.

Calling Trump a “fat cat”

In a put up final April, Schlossberg slammed the president, writing that he was “KILLING USA.”

“Trump is Funny, great on camera — VERY BAD AT THIS JOB

TRUMP POLICIES KILLING USA

DUMB FAT CAT,” the tweet mentioned.

Asking a conservative politician to be his dad

Last March, Vivek Ramaswamy, who’s at present working for Ohio governor, tweeted out: “Get the cell phones out of the schools.”

Schlossberg quoted the put up, writing: “Just agree to be my dad and I’ll do whatever you want !!”

Calling his member of the family a Russian asset

In May final 12 months, Schlossberg wrote: “RFKjr only makes sense as a Russian asset.”

He completed the tweet with a easy “:).” (Robert F. Kennedy Jr., the US well being secretary, is a member of his household.)

In one other post from final 12 months, Schlossberg mentioned that he had by no means met RFK Jr.’s spouse, Cheryl Hines, but when he did, he’d “tell her she looks super dehydrated.”

Jack Schlossberg’s protection on his posts

Schlossberg has mentioned that his chaotic posts are intentional.

“You don’t have to be just boring all the time. You can show that you can be a politician, a Democrat, that’s fun and exciting, people resonate with, and can talk about policy,” he mentioned in an interview with Vanity Fair.

“If I tweet something or whatever that’s, that some find offensive or, or vulgar, I’m holding up a mirror right back to them and saying, ‘Look what the president tweets every single day.'”