Jack Schlossberg Reveals How Trump Could Get the Kennedy Award

Kennedy is the heir Jack Schlossberg The President revealed one way Donald Trump he could win an esteemed profile of his family in the Courage Award.
“To be honest, I don’t think he’s going to work anytime soon,” Schlossberg, 33, joked during an appearance on MS Now on Sunday, March 22.
Schlossberg appeared on the cable network to promote the 2026 Profile in Courage Award ceremony, which will be held at the John F. Kennedy Presidential Library and Museum in Boston, Massachusetts, on May 31. The Kenney family’s private award — named after JFK’s 1956 letter — will be presented this year to the Federal Reserve Chair, Jerome Powell“to protect the independence of the Federal Reserve.” (The Kennedy family will also honor the people of Minneapolis for “putting their lives on the line to protect their neighbors and members of the immigrant community in an unprecedented operation by law enforcement.”)
As the grandson of JFK, Schlossberg was asked during an interview with MS Now what Trump had to do to become a recipient of the Profile in Courage Award.
Schlossberg offered a seemingly sarcastic response, saying, “If President Trump admitted to the many crimes and atrocities he committed while he was president; he stepped down and gave the power of the presidency to someone responsible, not someone in his Cabinet; if he came up with all the real reasons for his choice of RFK Jr. as health secretary and RFK Jr.’s mouth — maybe that would be some kind of courage we can consider.”
Us Weekly He has reached out to the White House for an answer.
The Kennedy family has a history of choosing bipartisan recipients of the Profile in Courage Award, having given the award to former Vice President Trump, Mike Pencein 2025 again Liz Cheneyformer Republican member of Congress, 2022.

Caroline Kennedy and son Jack Schlossberg in 2020.
Handout/DNCC via Getty ImagesIn recent months, the Kennedys have clashed publicly with Trump over his decision to declare himself chairman of the Kennedy Center in Washington DC and rename it the “Donald J. Trump and John F. Kennedy Memorial Center for the Performing Arts.” (Trump announced that the Kennedy Center will close in July for a two-year restoration project.)
“Adding your name to a monument that has been named after a great person does not make you a great person. On the contrary,” Maria Shriver – JFK’s niece Eunice Kennedy Shriver — complained on Instagram in December 2025. “Putting your name over someone else’s doesn’t mean people are going to talk about you in the same breath as someone else. Putting your name over someone else’s memorial… What’s that about? Really? What’s that about?”
Until now, Robert F. Kennedy Jr. refused to join his family in criticizing Trump’s reforms at the Kennedy Center. (RFK Jr. serves as the US Secretary of Health and Human Services in the second Trump administration.)
Asked by CBS News in January if he understood why his family might be “upset,” RFK Jr., 72, replied, “Yes. I understand, but I have bigger fish to fry.”
Meanwhile, Schlossberg became the latest member of the Kennedy family to enter politics in November 2025 by announcing a convention in New York. (He is running for a seat in New York’s 12th Congressional District, which is being filled by a retiring congressman, Jerry Nadler.)




