Jack Schlossberg, the grandson of former President John F. Kennedy and son of Caroline Kennedy, has recently made headlines not only for his political ambitions but also for an unusual memento he keeps in his home—a skeleton dressed in John F. Kennedy’s signature robe and hat. At just 33 years old, Schlossberg is currently a candidate for Congress, seeking to represent New York’s 12th District.
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In a recent interview on CBS Sunday Morning, Schlossberg elaborated on the unique connection he feels with the skeleton, which he affectionately refers to as a tool for self-reflection. The candidate explained that a back injury forced him to relearn proper posture, leading him to study human bones. It was during this phase of recovery that he received his grandfather’s robe and hat, which prompted a light-hearted yet profound realisation.
“I realised I could ask him questions and we could talk,” he said, sharing the whimsical way he engages with the skeletal figure. This quirky anecdote showcases Schlossberg’s blend of humour and a desire for introspection. He also noted that the hat, which was not commonly worn by JFK, adds a playful touch to the display, referencing the myth that JFK’s inauguration in 1961, devoid of a hat, led to a decline in the men’s hat industry.

Schlossberg, whose relationship with the Kennedy legacy is complex, acknowledged that the family name carries both honour and burden. “For me, when you talk about the Kennedy family, it’s a lot of people I don’t know,” he explained. The reflection emphasised how the famous lineage often overshadows personal experiences and relationships. He spoke warmly about his immediate family, highlighting the close-knit bond he shares with his parents and sisters.
Tragically, Schlossberg’s sister, Tatiana, passed away in December after a battle with acute myeloid leukaemia. Schlossberg fondly recalled their relationship during the interview, stating that she had urged him to win his congressional bid. “No one knew me better, and I knew no one better than her,” he expressed, revealing the profound influence she had on his aspirations.

The political landscape Schlossberg is entering is both competitive and fraught with complexities, especially given the high-profile nature of his family. He has not shied away from publicly criticising some family members for their silence regarding cousin Robert F. Kennedy Jr.’s shift towards extremist politics, particularly his association with former President Donald Trump and the MAGA movement. This stance reflects Schlossberg’s desire to create a distinct identity within the broader Kennedy narrative.
Despite the challenges, Schlossberg remains focused on his platform and hopes to bring a fresh perspective to Congress. He is keen on addressing issues important to his constituency while navigating the legacy of the Kennedy name, which looms large in American politics.
As he rallies support for his campaign, Schlossberg’s unique combination of personal history and the enduring Kennedy legacy may play a significant role in shaping his political identity. His journey serves as a reminder that even within celebrated political families, individual experiences and aspirations can lead to varied paths.
With the election ahead, Schlossberg is not just competing for a seat but also striving to honour his family’s legacy while carving out his own. He seems determined to forge a new narrative that resonates with both the historical significance of his surname and the modern challenges facing constituents in New York. Whether he can balance these two worlds remains to be seen, but the quirky elements of his personality, such as the skeleton dressed in his grandfather’s attire, could help endear him to voters looking for authenticity in a time of political disillusionment.
