Kennedy heir Jack Schlossberg has revealed the one way President Donald Trump could win his family’s prestigious Profile in Courage Award.
“To be honest, I don’t think he’s in the running 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 — which is named after JFK’s 1956 book — will be given out this year to Federal Reserve Chair, Jerome Powell, for “protecting the independence of the Federal Reserve.” (The Kennedy family will also honor the people of Minneapolis for “risking their lives to protect their neighbors and immigrant community members from an unprecedented federal law enforcement operation.”)
As JFK’s grandson, Schlossberg was asked during his MS Now interview what Trump would have to do in order to become a Profile in Courage Award recipient.
Schlossberg offered a seemingly sarcastic answer, saying, “If President Trump admitted to the many crimes and the grift that he has committed while president in office; stepped down and handed over the power of the presidency to somebody responsible, and not somebody in his own Cabinet; if he came forward with all the true reasons behind his pick for RFK Jr. as secretary of health and human services — and who is paying for the words that are coming out of RFK Jr.’s mouth — then maybe that would be some kind of courage that we would consider.”
Us Weekly has reached out to the White House for a response.
The Kennedy family has a history of selecting bipartisan recipients of the Profile in Courage Award, having given the prize to Trump’s former Vice President, Mike Pence, in 2025 and Liz Cheney, a Republican former member of Congress, in 2022.
Caroline Kennedy and son Jack Schlossberg in 2020. Handout/DNCC via Getty Images
In recent months, the Kennedys have openly clashed with Trump because of his decision to declare himself chairman of Washington DC’s Kennedy Center venue and rename it “The Donald J. Trump and the John F. Kennedy Memorial Center for the Performing Arts.” (Trump has announced that the Kennedy Center will close in July for a two-year restoration project.)
“Adding your name to a memorial already named in honor of a great man doesn’t make you a great man. Quite the contrary,” Maria Shriver — daughter of JFK’s sister Eunice Kennedy Shriver — complained via Instagram in December 2025. “Putting your name on top of someone else’s doesn’t mean that people will speak of you in the same breath as the other man. Putting your name above another man’s name on his existing memorial… What is that about? Truly? What’s that about?”
Thus far, Robert F. Kennedy Jr. has refused to join his family in criticizing Trump’s changes to the Kennedy Center. (RFK Jr. serves as U.S. Secretary of Health and Human Services in the second Trump administration.)
Asked by CBS News in January whether he understood why his family might be “upset,” RFK Jr., 72, replied, “Of course. I understand it, but I have bigger fish to fry.”
Meanwhile, Schlossberg became the latest Kennedy family member to enter politics in November 2025 by announcing a congressional run in New York. (He is vying for a seat in New York’s 12th congressional district, which will be vacated by the retiring congressman, Jerry Nadler.)
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