Since 2016, Chabon has been an outspoken critic of Donald Trump, both during his campaign for the presidency (signing a petition with over 400 other writers against his presidency in May 2016), and during his administration. During an interview with "The Guardian" before Trump's inauguration in January 2017, Chabon remarked of the incoming president, "I really have no idea what to expect. He’s so unpredictable. He’s so mercurial. You know, I would be no more surprised if he stood up there and declared amnesty for all illegal immigrants to the United States than if he said he was going to take them all out to be shot. He’s like a random impulse generator." In a 2017 radio interview, Chabon spoke of Trump: "Every morning I wake up and in the seconds before I turn my phone on to see what the latest news is, I have this boundless sense of optimism and hope that this is the day that he’s going to have a massive stroke, and, you know, be carted out of the White House on a gurney."