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Trump Is Scared of CNN’s Kaitlan Collins, Says Jon Stewart

Jon Stewart praised Kaitlan Collins as uniquely effective at unsettling President Trump and his allies during press events, calling her the only reporter they struggle to handle.

  • Speaking on his The Weekly Show podcast, Jon Stewart singled out CNN chief White House correspondent Kaitlan Collins as the one reporter who unsettles President Donald Trump and his allies, calling her `the only one they aren’t quite sure what to do with`.
  • Collins's matter‑of‑fact approach explains her habit of citing recent statements to collect facts and present them live, which Stewart says unsettles Trump allies mocking her with `What are you doing, homework?`.
  • A listener asked on The Weekly Show whether reporters should fire back, and producer Brittany Mehmedovic said Collins `has it in her` to confront Trump directly.
  • Frequently appearing at White House press events, Collins gains repeated chances to challenge Trump and his allies, while her role at CNN amplifies her impact during live exchanges.
  • Stewart argued that modern political exchanges now look staged, noting Pam Bondi, Florida Attorney General's readiness with cutting comebacks during her Senate hearing last week.
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Grand Rapids Herald-ReviewGrand Rapids Herald-Review
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Lean Left

Trump Is Scared of CNN’s Kaitlan Collins, Says Jon Stewart

'She’s the only one they aren’t quite sure what to do with.'

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Mediaite broke the news in United States on Friday, October 17, 2025.
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