Put one laptop in your rollaboard and the other one in your briefcase (or send it through separately). Some x-ray screeners will pull aside your bag in the PreCheck line if there is more than one laptop inside. Yes, I know the rules technically say to keep "everything inside the bag," but I've been told in the past that if there is "too much clutter of electronics," the bag will be held for a secondary inspection, even in PreCheck lines.