Jack Schlossberg Discusses How Trump Could Secure the Kennedy Award
Kennedy heir Jack Schlossberg has disclosed the sole way President Donald Trump could earn his family’s esteemed Profile in Courage Award.
“Honestly, I don’t think he’s vying for it anytime soon,” Schlossberg, 33, quipped during an appearance on MS Now on Sunday, March 22.
On the cable network, Schlossberg was there to promote the 2026 Profile in Courage Award ceremony, set to take place at the John F. Kennedy Presidential Library and Museum in Boston, Massachusetts, on May 31. This private award from the Kennedy family — inspired by JFK’s 1956 book — will be awarded this year to Federal Reserve Chair Jerome Powell for “protecting the independence of the Federal Reserve.” (The Kennedy family will also recognize the people of Minneapolis for “risking their lives to safeguard 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 need to do to become a recipient of the Profile in Courage Award.
Schlossberg provided a seemingly sarcastic response, stating, “If President Trump acknowledged the numerous crimes and the grift he committed while in office; resigned and handed over the presidency to someone responsible, and not someone from his own cabinet; if he disclosed the true motivations behind his selection of RFK Jr. as secretary of health and human services — and who is funding RFK Jr.’s statements — then perhaps that could be considered some form of courage that we might take into account.”
Us Weekly has reached out to the White House for comment.
The Kennedy family has a tradition of selecting bipartisan recipients for the Profile in Courage Award, having previously honored Trump’s former vice president, Mike Pence, in 2025 and Liz Cheney, a former Republican congresswoman, in 2022.
Recently, the Kennedys have publicly clashed with Trump over his choice to declare himself chairman of Washington, D.C.’s Kennedy Center and rename it “The Donald J. Trump and the John F. Kennedy Memorial Center for the Performing Arts.” (Trump has revealed that the Kennedy Center will close in July for a two-year renovation.)
“Adding your name to a memorial already dedicated to a great man doesn’t make you a great man. Quite the opposite,” Maria Shriver — daughter of JFK’s sister Eunice Kennedy Shriver — expressed on Instagram in December 2025. “Putting your name atop someone else’s doesn’t imply that people will speak of you in the same breath as that individual. What is that about? Truly? What’s that about?”
So far, Robert F. Kennedy Jr. has declined to join his family in rebuking Trump’s alterations to the Kennedy Center. (RFK Jr. is currently serving as U.S. Secretary of Health and Human Services in Trump’s second administration.)
When asked by CBS News in January whether he understood his family’s potential “upset,” RFK Jr., 72, replied, “Of course. I understand it, but I have bigger priorities.”
Meanwhile, Schlossberg recently became the latest member of the Kennedy family to enter politics, announcing a congressional run in New York in November 2025. (He is competing for a seat in New York’s 12th congressional district, which will be vacated by the retiring congressman Jerry Nadler.)
