This case asks the Supreme Court to decide whether a motion to reopen the window to file a notice of appeal can itself constitute a premature, yet permissible notice of appeal filed within the reopened window should that motion be granted. If yes, a litigant who, for good reason, fails to file a notice of appeal within the standard 30–day deadline will often only have to make one filing in order to successfully appeal nonetheless. If no, that litigant will have to first seek leave to appeal and then, if that leave is granted, file a notice of appeal within 14 days. Donte Parrish argues that the forgiving purpose of late-appeal provisions and common sense plainly dictate that because a motion to reopen that puts the opposing party on notice of appeal functions as a notice of appeal, such a motion should later be treated as a notice of appeal filed if that motion is granted. The United States — the opposing party in this case — agrees. But the Court of Appeals for the Fourth Circuit disagreed, and Michael Huston, an attorney appointed by the Supreme Court to defend that ruling, argues that regardless of whether Parrish’s position is reasonable or not, caselaw and statute reject it. The outcome of this case will resolve a split between the Courts of Appeals and determine the proper to balance to be struck between protecting pro se litigants and ensuring that procedural law functions predictably.