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Camelot or Cringe?: Meet JFK’s grandson turned congressional candidate for the scrolling generation
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Jack Schlossberg struck a serious tone in his campaign launch video this week, but his digital footprint tells a different story.
As former President John F. Kennedy’s only grandson, Schlossberg is practically political royalty. But to New York City’s chronically online electorate, he is better known as the star of hundreds of satirical, and often absurd, viral videos.
Sometimes he sings bizarre love songs to second lady Usha Vance or trolls her husband, Vice President JD Vance. As a surrogate for former President Joe Biden and former Vice President Kamala Harris in 2024, Schlossberg teamed up with Democratic candidates nationwide, including former Sen. Bob Casey, D-Pa., who lost to Sen. Dave McCormick, R-Pa., last year.
Between satirical renditions of Taylor Swift’s “Love Story” and answering a lobster like a phone in a spoof news bit, Schlossberg has cultivated a following any aspiring influencer would envy, with close to 850,000 TikTok followers and nearly 770,000 on Instagram.
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Jack Schlossberg, grandson of President John F. Kennedy, takes a photo as U.S. President Joe Biden departs for Michigan from the South Lawn of the White House in Washington, Sept. 6, 2024. (Reuters/Annabelle Gordon)
“True or false: Usha Vance is way hotter than Jackie O,” Schlossberg said on X earlier this year, referencing his grandmother, former first lady Jacqueline Kennedy Onassis.
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He later described his own comments as “weird” and “creepy” on former White House press secretary Jen Psaki’s podcast “The Blueprint.”
“The internet is a place where it’s difficult to break through, and it’s difficult to break through if you are not saying something controversial or at least somehow unexpected,” Schlossberg explained. “I see that Democrats play that game not as well as we could, and I think I use my judgment to make posts that I think are funny or silly but have a purpose…”
Despite the followers and the Kennedy connections, Schlossberg has a slim résumé. He most recently served as a political correspondent for Vogue during the 2024 presidential election.
He was also a Democratic National Committee delegate in 2024 and worked as a staff assistant at the U.S. Department of State in 2016. He is a graduate of Yale University and Harvard Law and Business schools.
Jack Schlossberg, grandson of President John F. Kennedy, speaks on Day 2 of the Democratic National Convention in Chicago, Illinois, on Aug. 20, 2024. (Reuters/Elizabeth Frantz)
According to his LinkedIn, Schlossberg has worked for the John F. Kennedy Library Foundation for 12 years, first as chair of the New Frontier Award, and now as chair of the Profiles in Courage Award.
Schlossberg is the son of former U.S. Ambassador Caroline Kennedy.
Schlossberg honored former Vice President Mike Pence with the Profiles in Courage Award earlier this year for defying President Donald Trump’s request to overturn the results of the 2020 presidential election.
The 32-year-old Kennedy heir is a frequent Trump critic. And while he often experiments with accents in his online skits, Schlossberg did not mince words about the president in his campaign launch video.
In the vertical walk-and-talk style video, Schlossberg clipped a mini microphone to his crisp, blue button-down shirt and accused Trump of turning his second term into “cronyism, not capitalism, and a constitutional crisis with one dangerous man in control of all three branches of government.”
Former Vice President Mike Pence, second from right, stands with his wife, Karen Pence, far right, as he is presented with the John F. Kennedy Profile in Courage Award by Jack Schlossberg and his mother, Caroline Kennedy, at a ceremony at the JFK Library, Sunday, May 4, 2025, in Boston. (Robert F. Bukaty/AP Photo)
Earlier this year, fellow New Yorker Senate Minority Leader Chuck Schumer appointed Schlossberg to the America 250 Commission, claiming there was “no better person to push back” on Trump’s “ego” dominating the celebrations.
Schlossberg has also been a vocal critic of his cousin, Robert F. Kennedy Jr., who ran a failed presidential campaign last year before endorsing Trump and securing a Cabinet position as secretary of Health and Human Services.
Schlossberg accused Trump of dismantling the Kennedy legacy and called RFK Jr. a “dangerous person” on MSNBC’s “Morning Joe” Wednesday.
While it’s clear that Schlossberg rejects Trump, his campaign priorities are not so obvious.
Jack Schlossberg, grandson of President John F. Kennedy, speaks during Day 2 of the Democratic National Convention in Chicago on Aug. 20, 2024. (Reuters)
In his campaign launch video, Schlossberg said he is running to replace the retiring Rep. Jerry Nadler, D-N.Y., because New York’s 12th Congressional District “should have a representative who can harness the creativity, energy and drive” of the city and translate it into “political power and drive in Washington.”
His campaign website includes a short biography and donation links, but no policy proposals, only a list of “12 promises” to the district’s residents.
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“I’m a big believer that if you don’t have something else to say in the race, you shouldn’t really jump in,” Democratic commentator Kaivan Shroff, a 2016 Hillary Clinton campaign alum, told Fox News Digital. “It’s unclear because he doesn’t have that policy page.”
Fox News Digital reached out to Schlossberg for comment but did not immediately receive a response.
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“CBS Mornings” exclusively revealed Pennsylvania high school teacher Leon Smith as the 2026 National Teacher of the Year, which is selected by the Council of Chief State School Officers’ National Teacher of the Year program.
Smith, a social studies teacher at Haverford High School in Havertown, Pennsylvania, said the honor “just means everything.”
“It’s just such an honor to be able to represent teachers all over the country and really stand on the shoulders of so many others that have come before me that have done just such great work,” Smith said in an interview with “CBS Mornings” on Tuesday.
Smith, who teaches AP U.S. history and AP African American studies, was previously named the 2025 Pennsylvania Teacher of the Year.
In a video, students at Haverford High School and colleagues described Smith as passionate, caring, charismatic and engaging.
“He is everything you want in a teacher,” principal Pete Donaghy said in the video. “He relates African American studies or U.S. history to his students.”
Smith reflected on the difference teachers can make in the lives of their students. For him, his favorite teacher was his first grade teacher, Ms. Mason.
“Just how she made me feel,” Smith said. “So I just think that’s the power of a teacher, that it’s not always the content but it’s how you make the students feel is what they remember.”
Smith said he thinks it’s crucial to let students “know that you care.”
“And also just being able to see things in students that they cannot see in themselves.”
Smith is also a longtime basketball coach, coaching the freshman team at Haverford High School.
“I was one of his players and he made sure that I felt seen,” a former player told “CBS Mornings.” “He made me feel like I actually had a purpose.”
Smith’s love for basketball started when he was young. His favorite player ever is Julius Erving, known as Dr. J., who Smith said made him “fall in love” with the game.
Erving surprised Smith on “CBS Mornings” by congratulating him in person on being named the National Teacher of the Year.
“When I got the notification about Leon, I realized that his school Haverford is literally right around the corner from a house that I lived in for 11 years,” Erving said. “So there was a connection … I said, ‘Well, let’s go and be on the show. Go see some people. Spread some joy. Spread some love.’”
Erving recalled a teacher who had an impact on his life.
“The most significant was Mr. Ray Wilson, who actually taught special ed in my high school, but he was also my basketball coach,” Erving said, describing Wilson as a lifelong mentor.
“He lived until he was in his 80s, and he was always there. He was always my first call anytime anything came up. Big or small, I could always call him, anytime, day or night. That was special.”
Smith called meeting Erving an honor and said he’s thankful for a moment that he’ll never forget.
Scandals shake up Capitol Hill ahead of midterm elections
Congressional reporter Zachary Schermele dives into the latest scandals on Capitol Hill and how they’re shaking up politics ahead of midterms.
Rhode Island’s Democrat and Republican primary elections will officially be held on Wednesday, Sept. 9 this year, instead of the usual Tuesday election day.
Lawmakers passed the bill at the urging of state and local officials, who were concerned that an election day falling the day after Labor Day would not give them enough time to set up polls for the arrival of voters.
Gov. Dan McKee signed the bill on April 20, officially moving the primary day for 2026.
Which races will be on the ballot? The Republican and Democrat nominees for a swath of local offices – most notably governor but also lieutenant governor and attorney general.
Why was RI’s primary day moved?
At a hearing on the bill earlier this year, Randy Rossi, executive director of the Rhode Island League of Cities and Towns explained the “significant logistical and financial challenges” municipalities otherwise would have faced having an election the day after Labor Day.
“Beyond cost, municipalities face serious logistical challenges accessing and setting up more than 430 polling locations on a major federal holiday, a process that often requires many hours and access to facilities that are typically closed and unstaffed on Labor Day,” he said.
“Compounding these challenges, many municipalities conduct early voting in city or town halls that must also serve as primary day polling locations,” Rossi noted.
Without changes to current law, he said, “municipalities would be required to conduct early voting and primary day polling simultaneously, often in the same limited space and with the same poll workers, requiring additional staffing and facilities.”
By the time this legislative hearing took place in January, other states facing similar issues, including Massachusetts, had already adjusted their primary dates, “and Rhode Island itself has demonstrated that alternative scheduling can be successful, as occurred during the statewide Wednesday primary in 2018,” Rossi said.
Vermont’s small towns deliver postcard scenery in every season, and you don’t have to travel far to find one. Stowe has gondola rides at Stowe Mountain Resort and paddleboarding at the Waterbury Reservoir. Montpelier, the state capital, fits a statehouse, a walkable downtown, and a hilltop park into a population of just over 8,000. Richmond anchors the Winooski River valley around an unusual 16-sided church. Seven towns stand out as Vermont’s prettiest.
Bennington
Often cited as the first town chartered in what became Vermont (1749), Bennington pairs a red-brick downtown with the hills of the Green Mountain region in southern Vermont. Streets fan out from the Bennington Battle Monument, a 306-foot stone obelisk that marks a pivotal Revolutionary War engagement. Covered bridges and Victorian architecture like the Park-McCullough House give the town visual range across the year. Bennington is best known for its autumn colors, but winter brings snow-dusted pines and a quieter version of the same scenery.
Montpelier
Montpelier is Vermont’s capital but also the least populous state capital in the country, with just over 8,000 residents. That scale is the point. The Greek Revival State House sits at the edge of a compact downtown of locally owned businesses, and Hubbard Park climbs the hill behind the capitol with trails for hiking and cross-country skiing. Montpelier is also the only U.S. state capital without a McDonald’s. The Winooski River runs through town, and you can walk from a statehouse tour to a riverbank bench in about ten minutes.
Richmond
Vermont gets most of its attention in autumn, and Richmond is no exception, but the town is arguably better in winter. Cochran’s Ski Area, a small family-run hill just outside downtown, has been a community fixture since 1961 and still runs on affordable lift tickets. The Winooski River bisects Richmond, and the surrounding trail network turns quiet and cinematic under snow. The town’s signature building is the Old Round Church, which despite the name is a 16-sided meetinghouse from 1812.
Stowe
If any Vermont town has a reputation for winter, it’s Stowe. Stowe Mountain Resort is the state’s most famous ski destination, and the gondola runs year-round for aerial views of Mount Mansfield and the Green Mountains. In warmer months, the Stowe Pinnacle trail climbs to one of the most photographed viewpoints in the state, with the summit sitting at roughly 2,660 feet above sea level. The village has a small but active art scene, with galleries along Main Street showing regional painters and craftspeople alongside traveling exhibitions.
Waitsfield
Waitsfield sits along Scenic Route 100 in the Mad River Valley and bills itself as a year-round outdoor destination. Sugarbush Resort, just down the road, is the draw in winter, with skiing and snowboarding on Lincoln Peak and Mount Ellen. The trail network is just as active in summer for hiking and mountain biking. The town itself keeps things low-key: a covered bridge on Bridge Street, a few restaurants along Route 100, and the Mad River running through the middle of it all.
Wilmington
Route 9 through southern Vermont, also known as the Molly Stark Scenic Byway, runs straight through Wilmington in the heart of the Green Mountain National Forest. The Hogback Mountain Conservation Area nearby covers roughly 600 acres of protected land with wide views across southern Vermont. Mount Snow handles most of the local skiing and has an active summer mountain-biking program. The best-known spot in town is Dot’s Restaurant, a diner that was washed out by Tropical Storm Irene in 2011 and rebuilt with community funding. It reopened in 2014 and still serves the same blueberry pancakes.
Woodstock
Woodstock plays the same showpiece role for central Vermont that Bennington plays for the south. The Federal-era downtown wraps around a town green, and the Middle Covered Bridge carries foot and vehicle traffic over the Ottauquechee River right at the edge of it. Billings Farm & Museum operates as a working Jersey dairy and runs seasonal demonstrations of traditional farm work, including sheep shearing and plowing with draft horses. Just up the road, the Marsh-Billings-Rockefeller National Historical Park is the only national park dedicated to conservation history.
Vermont’s Prettiest Small Towns Reward A Slow Visit
For scenic small towns, Vermont covers a lot of ground. The seven above offer historic architecture, mountain access, and enough variation in season and setting to make repeat visits worthwhile. Drive between them on Route 100 or Route 9 and you’ll pass a dozen more that could just as easily have made the list.
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