Nicholas Sandmann’s $250 million defamation lawsuit against the Washington Post may not be a slam dunk for the Covington Catholic High School student, despite having garnered headlines and the attention of the president of the United States.

“This is going to get into the realm of opinion and hyperbole and general commentary on a political event, a public political event, and I think it’s going to be a very difficult row for him to hoe,” Jon Fleischaker, a Kentucky attorney who specializes in media law, told the Washington Examiner.