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Bill Maher Faces Criticism Following Soft Interview with Karoline Leavitt on ‘Real Time’

Host Bill Maher delivered a notably gentle interview with former White House press secretary Karoline Leavitt during the Friday night broadcast of his HBO program ‘Real Time’, continuing a recent pattern of softer engagement with figures connected to Donald Trump’s inner circle.

The appearance followed Maher’s attendance at a four-hour White House dinner earlier in the month alongside musician Kid Rock and sports commentator Stephen A. Smith. Addressing the gathering during his opening monologue, Maher defended the outing to his audience, stating, ‘Yeah, I did it again, bitches,’ and adding, ‘You know what? Fuck you. I like these dinners.’ Following the event, Trump had suggested to reporters that Maher’s on-air criticisms are largely performative and that the host holds a favorable view of him behind closed doors.

The pairing between Maher and Leavitt marked a notable shift from previous interactions. Maher had earlier criticized Leavitt on his program after she defended Trump for telling News reporter Catherine Lucey to ‘Quiet, piggy!’ aboard Air Force One when questioned about Jeffrey Epstein. At the time, Leavitt characterized the remarks as admirable and frank, which prompted Maher to fire back with a sarcastic retort.

However, the dynamic on Friday evening was notably cordial. Leavitt opened the segment by relaying a message from the former president, telling Maher, ‘The president sends his regards. I told him I was coming on the show and he said, “Tell him he loved that dinner and he knows it.”‘ Maher readily acknowledged his enjoyment of the event before shifting the conversation to Leavitt’s future plans following her departure from the press secretary role in August.

When Maher asked what was next for her, Leavitt explained that she left the demanding post to care for her two young children, aged two and six months, and announced that she would begin a new role as a pundit on November 1. Rather than pursuing a line of questioning regarding the transition of figures between government and media roles, Maher pivoted to a lighthearted exchange about a potential White House swimming pool and expressed support for constructing a presidential ballroom, remarking, ‘America does need a ballroom.’

Throughout the remainder of the interview, Maher offered compliments rather than rigorous challenges. When Leavitt praised Trump’s approach to Iran, the host did not press for follow-up details. Later in the discussion, after Leavitt asserted that Trump was ‘far more sane than the last president’ and characterized the previous administration in severe terms, Maher demurred slightly on the phrasing by replying, ‘He’s far more energetic,’ but offered no further pushback.

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