The Insufferable Jack Schlossberg | The American Spectator

The first thing said about Jack Schlossberg anytime he has ever done anything in his life is that he is John F. Kennedy’s grandson.

And, unsurprisingly, that is how Schlossberg, 33, is announced at events and media hits as he seeks to win the Democratic primary race for New York’s 12th Congressional District. A feature on Schlossberg that ran this week on CBS’s Sunday Morning showed him making a campaign appearance where he was announced as “Jack, the grandson of John F. Kennedy.”

The CBS interview with Schlossberg, over 30 minutes in its extended form, ran the gamut of his motivations for running for political office, his qualifications for office, the state of American politics, his relationship with his late sister, his admiration for his mother, and his thoughts on Israel.

What emerges in the interview is a man who, despite having a political resume that consists of being an Instagram influencer, believes it is his birthright to hold a position of major political power. His reasoning seems to be that he is a Kennedy, has two graduate degrees from Harvard, and is wealthy and connected.

In a highly revelatory segment, CBS correspondent Mo Rocca asked Schlossberg what experience qualifies him for public office. Schlossberg’s response was to simply state that he was endorsed by Nancy Pelosi, “who I think understands I have the exact experience needed right now for politics.”

When Rocca further prompted Schlossberg on why Pelosi endorsed him — with the obvious answer being that he is a connected Kennedy — Schlossberg responded, “Because I have the experience needed and the political chops and policy chops to get things done.”

Schlossberg eventually did get around to saying what his “experience” actually consists of.

“So, I’m a trained lawyer and I have an MBA. That’s one thing,” he said. Schlossberg graduated with a joint MBA and JD from Harvard in 2022. He then worked for a brief time for the Biden campaign on social media before being named a political correspondent for Vogue in July 2024. He wrote six pieces for Vogue through October, at which time he stopped writing for the outlet.

We found out Thursday from an investigation by the Washington Free Beacon that Schlossberg had no “earned income” in 2025, but he did make money from four trust funds.

In his conversation with Rocca, Schlossberg went on to name his less-than-one-year stint in 2016 as a staff assistant in the Bureau of Oceans and International Environmental and Scientific Affairs as an item of political experience.

“I have work experience,” Schlossberg stated. “But the real experience I have is over the last two years.” Here, he is referring to his work as an Instagram and TikTok influencer with over 1.6 million followers across platforms.

Schlossberg says all of this with the cocky assurance of someone who has run six companies. His stint at the Bureau of Oceans seems to be, in his mind, enough alone for him to be a congressman.

But Schlossberg does not settle for just declaring that he has the experience needed to be a congressman. No, he positions himself as a generational leader.

A congressman, Schlossberg asserted, should be “Someone who can take and channel the energy and creativity and drive of their own district, of the people who live there, of the industry, of the artists, of the nonprofits, of the entire community, and translate that into power, political power in Washington, who can use a megaphone and amplify the voices of the places they come from.”

“We need someone,” he said, “who knows how to translate that energy and drive into getting things done because we cannot afford to have New York be silent or lead with a whimper and a sigh. We need someone to go down there who has a megaphone, and I have that.”

Even leftists are doubting whether Schlossberg really has the experience to succeed as a congressman. Atlantic writer Jonathan Chait looked at Pelosi’s endorsement of Schlossberg, in which she stated, “This moment calls for leaders who understand the stakes and how to deliver for the people they serve,” and had serious questions.

“How that describes Schlossberg, a 33-year-old social-media personality, is difficult to understand,” Chait wrote. “As a Kennedy, Schlossberg has been a lifelong celebrity in the traditional definition of the word — a person who is famous for being famous.”

“To suggest that he has failed upward would give him too much credit because failing requires having been entrusted with some responsibility in the first place,” Chait added.

Schlossberg sees the future of America in “spiritual” terms.

When asked by Rocca what he means by his campaign slogan “Believe in something again,” Schlossberg responded, “Well, believe in something again. America is turning 250 years old this year. I’m a spiritual guy. I think it’s coming at this moment for a reason. Our country is at a crossroads.”

The subtext is perhaps that Schlossberg sees himself as destined to intervene at this crossroads and save America.

Schlossberg certainly has a lot of faith in himself and in the idea that his role as JFK’s grandson destines him for political greatness.

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