Following initial combat in Afghanistan and Iraq, Army support units, accustomed to neutral or friendly operating environments, were confronted with increasingly sophisticated enemy tactics. Senior leaders identified several gaps in their ability to train Soldiers for these threats: insufficient infrastructure to handle increased convoy live fire exercises; inability to replicate the Contemporary Operational Environment (COE); safety considerations; and insufficient resources such as time, equipment and ammunition. This paper discusses the spiral development process currently underway towards providing an effective convoy training experience.