Kennedy scion Jack Schlossberg lands gig with help of Chuck Schumer

By 
 updated on August 13, 2025

Jack Schlossberg, a Kennedy heir with a penchant for social media antics, has snagged a plum appointment from Sen. Chuck Schumer, as the Daily Mail reports. The 32-year-old son of Caroline Kennedy now joins the America 250 Commission, tasked with celebrating the nation’s 250th anniversary. But his recent online behavior raises questions about his suitability for such a role.

Schlossberg, grandson of President John F. Kennedy, invited Schumer to his YouTube series, Test Drive, and greeted him with a sign reading, “WELCOME TO MY VAN MR. SENATOR!” Schumer announced the appointment on Instagram, praising Schlossberg as the “great Jack Schlossberg” destined to champion American values. Such flattery seems generous for a young man better known for viral rants than civic leadership.

“I’m thrilled to announce I’m appointing Jack Schlossberg to the America 250 Commission,” Schumer declared, touting his ability to ensure the celebration reflects “our nation and our values.” Values, apparently, include mocking family members and posting bizarre comments about mangoes. Schlossberg’s appointment feels more like political favoritism than a merit-based selection.

Schlossberg’s social media missteps

Before his appointment, Schlossberg’s social media antics drew attention for all the wrong reasons. He demanded conservative journalist Megyn Kelly expose herself in a crude online outburst. This is the man Schumer trusts to represent America’s 250th birthday?

Schlossberg also mocked his late grandmother, Jacqueline Kennedy Onassis, sharing her private struggles for social media clout. Such insensitivity undermines his claim to uphold the Kennedy legacy. It’s a curious choice for a commission meant to honor national history.

Last week, Schlossberg took a swipe at his sister-in-law, Cheryl Hines, wife of RFK Jr., with a snarky comment: “What does she let you do on your birthday?” This followed his July post congratulating Hines on “most measles cases in 33 years,” a jab at RFK Jr.’s anti-vaccine stance. Family loyalty seems in short supply.

Kennedy family tensions grow

RFK Jr., the so-called “black sheep” of the Kennedy clan, has long been at odds with Schlossberg. The younger Kennedy called RFK Jr.’s presidential bid an “embarrassment” before the latter was appointed U.S. Health Secretary under President Trump. Schlossberg’s public attacks suggest personal grudges trump family unity.

Schumer’s appointment of Schlossberg seems to carry a political edge. “You’ll be there to stop him,” Schumer said, referring to pushing back against Trump. Aligning with Schlossberg, a vocal Trump critic, smells like a strategic move to counter conservative influence.

“Thank you, senator, for this honor,” Schlossberg responded, vowing to celebrate America’s history while claiming “civil rights are under attack.” His rhetoric echoes progressive talking points, conveniently ignoring his role in stirring controversy. The irony of a social media provocateur preaching unity is hard to miss.

A questionable fit

Schlossberg’s brief stint as Vogue’s political correspondent ended before he pivoted to YouTube and Instagram fame. His recent “mango party mango crazy” rant about discovering 1,000 types of mangoes hardly screams gravitas. Is this the resume of a serious commission appointee?

He also criticized Ryan Murphy’s American Love Story, a project about John F. Kennedy Jr. and Carolyn Bessette-Kennedy, calling it “grotesque.” “My earliest memories are of John calling me Jackolatern,” Schlossberg posted, invoking personal memories to slam the project. Murphy’s retort -- “an odd choice to be mad about your relative that you don’t really remember” -- cut deep.

Schlossberg’s appointment raises eyebrows given his lack of substantial credentials. His sisters, Rose, an artist, and Tatiana, a journalist, have kept lower profiles without such controversies. Caroline Kennedy, their mother, has stayed silent on her son’s behavior, leaving questions unanswered.

Schumer makes political calculus

Schumer’s decision to elevate Schlossberg seems less about qualifications and more about leveraging the Kennedy name. The senator’s praise for Schlossberg as the ideal candidate to “push back at Donald Trump” reveals a partisan agenda. America’s 250th deserves better than a publicity stunt.

The America 250 Commission should focus on uniting the nation, not amplifying divisive figures like Schlossberg. His social media spats, from mocking Hines to feuding with RFK Jr., suggest he’s more interested in headlines than heritage. Schumer’s choice risks turning a patriotic celebration into a political circus.

Schlossberg’s appointment, announced with fanfare in a van, feels like a liberal pat on the back for a Kennedy scion. While he promises to celebrate “all of America’s colors,” his track record suggests he’s more focused on personal vendettas. The nation’s milestone deserves a steward with more substance than social media swagger.

About Alex Tanzer

STAY UPDATED

Subscribe to our newsletter and receive exclusive content directly in your inbox