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Jack Schlossberg's Secret to Success: The Tie with a Presidential Legacy

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Jack Schlossberg visits SiriusXM Studios.

Jack Schlossberg was interviewed on Andy Cohen Live on Tuesday. Getty Images

Jack Schlossberg brings a piece of his grandfather with him whenever he suits up.

In an appearance on “Radio Andy” on Tuesday, he kept it politically formal, wearing a light blue button-down shirt under his navy suit and adding a blue printed tie with a personal connection.

When host Andy Cohen asked what Schlossberg counts as his “favorite family heirloom” from late grandfather John F. Kennedy or uncle John F. Kennedy Jr., the budding politician pointed to his very own neck.

President John F. Kennedy at his desk in the White House, with a microphone in front of him.

Similar to this tie, Schlossberg wore his “good luck” tie — it is one that used to belong to his grandfather, President John F. Kennedy. Bettmann Archive

Jack Schlossberg, nephew of JFK Jr., smiles while arriving at Osteria Cotta restaurant.

Schlossberg is currently running as a Democrat for the U.S. House of Representatives. Gregory P. Mango for NY Post

“This is my favorite tie. It’s JFK’s tie,” Schlossberg replied.

“I wear it for good luck,” he continued, laughing, “Today was a big day for me because I am with Andy Cohen. That’s the coolest.”

Always well dressed, one might think Schlossberg has an overflowing wardrobe to pull from for formal occasions.

However, he stated, “I have five ties. I only wear five ties ever,” adding, “This is one of them.”

Jack Schlossberg smiling and wearing a suit and tie on the "TODAY" show.

It is a tie he has worn many times in the past, as well — including for a select few poignant events. NBCU Photo Bank/NBCUniversal via Getty Images

Jack Schlossberg, grandson of former US president John F Kennedy, speaking at a symposium hosted by the JFK Library Foundation and Waseda University.

“I have five ties. I only wear five ties ever. This is one of them,” he shared. AFP via Getty Images

While the 33-year-old has worn the special neck accessory on many a TV appearance, rally and the like, he’s also chosen it for a number of poignant events.

Through the years, he’s worn the tie to mom Caroline Kennedy’s nomination hearing for US Ambassador to Japan in 2013, a White House appearance in 2024, the “Today” show announcement of the JFK Profile in Courage Award in 2023 and more.

When it comes to his late uncle, the heirlooms are few and far between.

Democratic Congressional Candidate Jack Schlossberg proposing a monthly Child Tax Credit payment at a press conference with Caroline Kennedy and other moms.

Though Schlossberg might never have met his grandfather, his mom saved some pieces for him to grow into. Ron Adar / M10s / SplashNews.com

Paul Kelly as JFK Jr. filming on the "American Love Story" set.

While the tie was never documented as belonging to JFK Jr. himself, it was replicated for “Love Story,” nearly identically. GC Images

Schlossberg said, “I have like a watch that doesn’t work.”

“He lost most of his clothes apparently. He was given a lot of like JFK heirlooms, and I think he lost them all,” he added.

Page Six Style exclusively reported earlier this year that the location of John F. Kennedy Jr. and wife Carolyn Bessette Kennedy’s wardrobe is largely a mystery, though some items have been sold at auction posthumously or given away before their deaths.