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Huffington Post
HuffPost
19 May 2025


NextImg:‘Pretty Humiliating’: John Oliver Cringes At 4 Words Trump Won’t Stop Saying
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“Last Week Tonight” host John Oliver on Sunday slammed the increasingly sycophantic tone of questions being directed at Donald Trump during his press briefings.

The president is “managing to get the sycophantic questions he prefers,” Oliver said during a deep dive into Trump’s attacks on critical media and attempts to reshape coverage of his presidency

“And even if you haven’t noticed that, he definitely has,” Oliver added.

Oliver aired a montage of Trump repeatedly responding to over-the-top, praising questions with the same four words: “I love this guy.”

The trend, Oliver said, is “pretty humiliating.”

But it’s no accident, he continued, with far-right news outlets and influencers being increasingly turned to at White House press events, citing a Media Matters investigation which found that four out of the five reporters most frequently called on by Trump’s press secretary, Karoline Leavitt, are from right-wing outlets.

One particularly eyebrow-raising question came from Cara Castronuova of Lindell TV — an online outlet bankrolled by MyPillow CEO and loyal Trump supporter Mike Lindell, said Oliver.

“Will you guys also consider releasing the president’s fitness plan?” Castronuova asked. “He actually looks healthier than ever before, healthier than he did eight years ago and I’m sure everybody in this room could agree. Is he working out with Bobby Kennedy? And is he eating less McDonald’s?”

“That is an actual question a White House reporter asked,” Oliver said. “And everything about that is unsettling.”

Watch from the 8:45-minute point here: