The Army has a rich store of highly immersive flight simulations/simulators. Due to the expense of deploying multiple flight simulators, they are often used in experimental scenarios that only represent a single aircraft at a time. However, this is unrealistic because modern tactical Army aviation rarely flies solo, rather flying at a minimum in pairs. To enable more realistic simulation while reducing costs, applications often use constructive simulation of entities. However, the standard implementations of constructive entities sacrifices simulation fidelity by using low-cost desktop simulations that do not provide the precision and accuracy necessary in modern simulated warfighting exercises. A desirable solution would decrease cost while also retaining realism by providing autonomous, tactically correct, high-fidelity behaviors for the constructive simulated entities. This is the goal being addressed by the Automated Wingman project. This project integrates a state-of-the-art simulation architecture with the most advanced current technology for building knowledge-intensive intelligent agents. In addition to the most immediate application, providing automated wingmen for Army experimentation with rotary-wing aircraft, this project provides a more general opportunity to broaden the use of Intelligent Synthetic Force (ISF) models in DoD applications. The industrial-strength integration of the Soar architecture for intelligence and the VR-Forces simulation environment creates a robust platform for future applications both in the DoD and the commercial arena. This integration relies upon a clean design that includes independent but interacting components. As a consequence, the resulting system contains individual parts that can be reused or upgraded as future demand and development dictate.