An intelligent-adversary simulator can construct a graph of a virtualized instance of a network including devices connecting to the virtualized instance of the network as well as connections and pathways through the virtualized instance of the network. Running a simulated cyber-attack scenario on the virtualized instance of the network in order to identify one or more critical devices connecting to the virtualized instance of the network from a security standpoint, and then put this information into a generated report to help prioritize which devices should have a priority. During a simulation, the intelligent-adversary simulator calculates paths of least resistance for a cyber threat in the cyber-attack scenario to compromise a source device through to other components until reaching an end goal of the cyber-attack scenario in the virtualized network, all based on historic knowledge of connectivity and behaviour patterns of users and devices within the actual network under analysis.