Jon Stewart returns to The Daily Show to roast Trump's CBS interview
The host mocked Ross Douthat's questioning style and Trump's inconsistent claims about his personal wealth during the Monday broadcast.
By Rebecca Foster ·
Jon Stewart returned to the desk of The Daily Show on Monday night to critique Donald Trump's recent appearance on 60 Minutes.
Stewart opened the episode by acknowledging his return to the program following the midterm elections, which he described as a Blue Wave. He then shifted focus to an interview Trump gave to Ross Douthat on CBS. Stewart characterized the broadcast as a session of self-soothing for the president at a network he called newly MAGA-fied. He noted that Douthat, a religious conservative, frequently pushed back against the former president during the conversation.
The host highlighted a specific exchange regarding Trump's net worth. Douthat told the president that his net worth did not increase by three billion dollars. Stewart reacted to this pushback with amusement, asking if the interviewer had delivered sass to the commander in chief. He suggested the correct response should have been yes and, rather than yes but. Stewart added that he did not expect to enjoy the segment but found himself doing so.
Stewart pointed out inconsistencies in Trump's statements about his finances. Earlier in the interview, the president claimed his best attribute was money and finance. Minutes later, he pretended not to know how much his wealth had risen, stating he guessed it went up but did not know for sure. Stewart compared this behavior to Keanu Reeves characters, noting that Trump acted like a skilled hacker in The Matrix when discussing global finance but like a clueless tourist in Bill and Ted when discussing his own post-election windfall.
The monologue continued with Stewart mocking the depth of questions asked by Douthat. He cited an inquiry about what happens when a person dies as an example. Stewart asked if the audience really wanted Trump to answer that philosophical question, arguing the president did not even know where money came from. He also praised 60 Minutes for an artistic choice to cut to commercial break immediately after Trump said he could not forgive enemies like James Comey and Nancy Pelosi, even if that was the only way to enter heaven.
Following the monologue, Stewart and comedian Jordan Klepper discussed Stephen Miller, Trump's new Chief of Staff. Rachel Maddow joined the host for a post-monologue segment. Stewart jokingly referred to her presence on the show as a liberal's wet dream. The episode aired on Monday, November 9, 2026.
The next step in the broadcast schedule involves viewers watching the full monologue, which the show encouraged audiences to check out online. No other segments were scheduled for discussion in the preview material.
