Simon experienced a political transformation in which he felt alienated from what he saw as the excesses of the Left after the realities of the September 11 attacks affected him. He jokes, "I may be the first American writer who was profiled both by "Mother Jones" and "National Review"." He supports same-sex marriage and the War on Terror, and contends that those issues are linked. He also edits a weblog. In 2005 he founded, with jazz guitarist Charles Johnson, webmaster of the Little Green Footballs weblog, a startup company called Pajamas Media. Pajamas Media, now known as PJ Media, expanded in 2008 into Internet television with Pajamas TV, now known as PJTV. Simon, with screenwriter Lionel Chetwynd, hosts PJTV's "Poliwood" show, covering the intersection of politics and Hollywood.