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Jon Stewart Explains Why Trump's Correspondents' Dinner Set Bombed So Badly

Stewart said the annual dinner should not have happened while Trump was attacking the First Amendment and press freedom.

  • On Monday, comedian Jon Stewart used his 22-minute The Daily Show monologue to critique President Donald Trump's performance at Friday's White House Correspondents Dinner, roasting the president as the "ultimate snowflake" unable to tell jokes.
  • During the dinner, Trump struggled with his speech, spending nearly four minutes on tangents about the Indy 500 and Fourth of July celebrations before returning to his original premise.
  • Footage showed Trump laughing as Wolf Blitzer presented an award to The Wall Street Journal for reporting on Trump's relationship with Jeffrey Epstein, a story that led to a $20 billion lawsuit threatening reporter Khadeeja Safdar.
  • The Association faced criticism from the comedian for "memorializing the collegial and cozy relationship" between the press and the White House, while he argued the event should not have occurred amid Trump's attacks on the First Amendment.
  • He emphasized the contradiction of journalists attending with a president who has subpoenaed, arrested, and barred their access, quipping the "sad truth" was that if "Trump had known he could win an award for that Epstein story, well, he" would have disclosed the files.
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Raw Story broke the news in Washington, United States on Tuesday, July 28, 2026.
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