The ever-increasing complexity and interconnectivity of Army tactical networks and mission command systems, along with the requirement for mission assurance in the contested domain of cyberspace, present a unique challenge to operational testing and evaluation (T&E). The challenges in cyber (T&E) stem from several factors, first among them the sheer number of devices and the amount of data they exchange. These, when coupled with the growing size, evolution and complexity of software and the ever-present human factor risks, can make it seem nearly impossible to assess the true cybersecurity posture of our networks.