Trump Reportedly Admires Young Democratic Scion Jack Schlossberg

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According to journalist Michael Wolff, former President Donald Trump is surprisingly fond of Jack Schlossberg, the grandson of the late President John F. Kennedy, even though Schlossberg is a vocal critic of Trump. Wolff claims Trump sees political potential in the young Democrat and is 'tickled' by him, in contrast to his souring views on Schlossberg's cousin, Robert F. Kennedy Jr.

Why it matters

This revelation about Trump's admiration for a prominent young Democrat highlights the complex and sometimes contradictory nature of the former president's political relationships and alliances. It also underscores the enduring influence and appeal of the Kennedy political dynasty, even across party lines.

The details

Wolff reported that his inside sources have indicated Trump is 'enamored' with Schlossberg, who is currently running for Congress in New York, despite Schlossberg's outspoken criticism of the former president. Schlossberg has accused Trump of trying to politicize the assassination of his grandfather, JFK, and has vowed to 'remove Donald Trump' and 'bring him to justice.' However, Wolff says Trump sees political potential in the younger Kennedy and is impressed by him, even as the president has soured on Schlossberg's cousin, Robert F. Kennedy Jr., whom he helped confirm as Secretary of Health and Human Services.

• In November 2022, Schlossberg's sister Tatiana expressed fear over RFK Jr.'s appointment to the cabinet position.
• Schlossberg denounced Trump last month for adding his own name to the Kennedy Center for the Performing Arts.

What’s next

Schlossberg is expected to continue his criticism of Trump as he runs for Congress in New York, while the former president's reported fondness for the young Democrat may become a political liability.