
Karen Chesley
Senior Litigation Counsel, The New York Times
Karen is an experienced commercial litigator who serves as Senior Litigation Counsel at The New York Times, where she manages The Times’s litigation against Microsoft and OpenAI for copying millions of Times articles to train and operate their generative AI models and products. Prior to joining The Times, Karen was a partner at Boies Schiller Flexner, where she focused on high-stakes litigation, including contract disputes, trade secrets litigation, copyright matters, shareholder lawsuits, and cases involving international law. She is also an experienced appellate litigator, having worked on appeals before the Courts of Appeals for the Second, Third, Fifth, Tenth, and D.C. Circuits, and served as lead appellate counsel in a New York First Department appeal that led to the reversal of a substantial defamation judgment. She is a trustee of the Woodstock Public Library and has previously served as a board member for New York Lawyers for the Public Interest and Syracuse University School of Law, and as a law clerk for judges on the U.S. Court of Appeals for the Third Circuit and the U.S. District Court for the Eastern District of Pennsylvania.