In recent comments, Jack Schlossberg, the grandson of former President John F. Kennedy, has dismissed speculation concerning a potential romantic connection with Congresswoman Alexandria Ocasio-Cortez. The 33-year-old Schlossberg acknowledged ongoing chatter about friends attempting to play matchmaker but maintained that Ocasio-Cortez “can do way better than me.”
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Speaking to the New York Post, Schlossberg expressed his respect for Ocasio-Cortez, who is 36 years old. His remarks followed reports from the New York Daily News, which stated that his friends had been concerned about his wellbeing after he lost a congressional race to Micah Lasher this past June. According to sources, they believed a meeting with Ocasio-Cortez might provide a boost, either socially or professionally.

“Those two would actually get along great together,” an insider told the New York Post, highlighting that both individuals share a belief that government should be a force for good. This perspective may foster not only a friendship but possibly a deeper connection, the source suggested.

Schlossberg himself has previously indicated that he is currently single and actively seeking a meaningful relationship. In an interview with PEOPLE earlier in June, he stated, “I wanna find her. I want to find her, I want to meet her. I wanna fall in love.” He further elaborated on his desire for a serious relationship, expressing a wish to engage in activities such as going on dates and having late-night conversations with his future partner.
However, Schlossberg’s recent congressional campaign appears to have complicated his search for love. He revealed that while he was not deactivating his account on Raya, an exclusive dating app popular among high-profile individuals, he had chosen to pause it during the intensity of his election efforts.
In the meanwhile, Ocasio-Cortez has experienced significant personal changes herself. Reports surfaced in August via The New York Times, detailing her quiet separation from fiancé Riley Roberts. After being engaged for approximately a year, the couple reportedly concluded their relationship some time ago, although details on the breakup remained somewhat vague amidst social media speculation.
The political landscape has prompted discussions about Ocasio-Cortez’s potential dating preferences moving forward. Earlier this month, a reporter from TMZ queried the congresswoman on whether she might consider dating someone with conservative views. Her response was unequivocal, indicating that ideological alignment holds substantial weight for her in relationships. “I have to say… probably not… values are tremendously important,” she stated.
Schlossberg’s light-hearted dismissal of the dating speculation contrasts sharply with Ocasio-Cortez’s serious approach to her personal life and values. Despite Schlossberg’s candidacy setback, he displayed optimism about future romantic possibilities during various interviews in the summer, illustrating a hopeful outlook as he navigates both his personal life and political ambitions.
As both political figures continue to attract attention for their respective journeys, the interest in their personal lives seems to persist. Their individual searches for companionship, amid career developments and personal changes, paint a portrait of two young politicians navigating the interplay of love and public life in the modern political arena.
As the conversations around these two unfold, it remains unclear whether any friendship or potential romantic connection will take shape. For now, Schlossberg and Ocasio-Cortez’s endeavours remind us of the challenges young politicians face, balancing their public personas with private aspirations.
