Michigan Daily. He strongly criticized the editorial staff of The Detroit Free Press after a controversial article by Michael Rosenberg that alleged systematic infractions of NCAA rules by the Michigan football program under former head coach Rich Rodriguez. Chait suggested Rosenberg's editor should "lose his job" and referred to the investigation's methodology as "journalistic malpractice." On February 22, 2010, following an investigation stemming from allegations raised in Rosenberg's article, the university announced that the NCAA has found probable cause that the school committed five major violations, corroborating some of the allegations in Rosenberg's article. On May 24, 2010, the University of Michigan responded to the NCAA Notice of Allegations, stating in part, "the University is satisfied that the initial media reports were greatly exaggerated if not flatly incorrect." Chait then claimed Rosenberg's allegations that Rodriguez "operated a football sweatshop has been totally debunked." On September 26, 2011, Chait, while admitting he had not read Gilad Atzmon's book The Wandering Who, in order to assess the context of a number of quotes, responded to John Mearsheimer's comment about Atzmon's book by citing passages which he regarded as characteristically anti-semitic. On January 27, 2015, Chait wrote an article for New York magazine on political correctness, which he labeled "a system of left-wing ideological repression" and cited examples from academia and social media. Chait's piece drew parallels between forms of political correctness popular in the 2010s with those popular in the 1990s. However, he also argued that the advent of social media had contributed to a form of political correctness that was more ubiquitous and less constrained to academia. In February 2016, Chait wrote a piece for New York magazine titled "Why Liberals Should Support a Trump Republican Nomination," in which he predicted that a Trump presidency would develop similarly to the governorship of Arnold Schwarzenegger in California (who, like Trump, was a celebrity who became a Republican politician without any public service experience). In 2019, The Outline selected this piece as one of the "worst takes of the 2010s", opining that "Chait's immensely confident take [...] is a humiliating crystallization of the wrongheaded thinking that propelled [Trump] to the White House." Chait has written extensively in support of charter schools. On January 14, 2019, he accused Senator Elizabeth Warren of selling out to "powerful interests" for her opposition to an initiative which would have expanded the number of charter schools in Massachusetts.