"The press freedom fire is at our door step now," said one Washington Post journalist on Thursday night after news broke that two months before President-elect Donald Trump is set to take office, he has already begun to wage legal warfare against on the news media. The Columbia Journalism Review (CJR) reported that days before the election, a lawyer for Trump , Edward Andrew Paltzik, sent a letter to The New York Times and Penguin Random House demanding $10 billion in damages for publishing articles and a book that were critical of the president-elect, who was convicted of 34 felony counts earlier this year. Trump's legal team took issue with a book by Times journalists Susanne Craig and Russ Buettner titled Lucky Loser: How Donald Trump Squandered His Father’s Fortune and Created the Illusion of Success .

They also said they were demanding damages over "false and defamatory statements" in the October 20 article "For Trump, a Lifetime of Scandals Heads Toward a Moment of Judgment" by Peter Baker and the October 22 piece "As Election Nears, Kelly Warns Trump Would Rule Like a Dictator" by Michael Schmidt. The former article covered numerous wrongdoings by the president-elect and accusations against him, pointing out that he "is the only president in American history impeached twice for high crimes and misdemeanors, the only president ever indicted on criminal charges, and the only president to be convicted of a felony (34, in fact)," and that he has also boasted about sexual.