In 2008, the Department of Defense placed the mission of Irregular Warfare (IW) on an equal footing with conventional warfare in future military planning and operations. IW objectives are to provide a continuum of capabilities for dealing with complex and increasingly asymmetrical challenges to US military and geo-political interests, including new approaches for dealing with counter-terrorism, counter-insurgency, stabilization, and reconstruction / rehabilitation of adversary states. The focus on the human terrain and the nature of the adversaries has led to greater demand for small infantry units operating in a distributed manner throughout large operational areas. A significant challenge is that each individual in a squad must become an expert in "acting as a sensor" to develop an accurate, and actionable, common operational picture. Past research has demonstrated that to enable a team of experts to become an expert team an integrated set of training tools, methods, and strategies must be provided (Salas & Cannon-Bowers, 2000). Consequently, the Joint Forces Command (JFCOM) has collaborated with the services to increase IW training capability, availability and trainee throughput. In this paper we report on findings from a JFCOM-sponsored workshop and three field studies to provide recommendations for delivering tactical behavior profiling training to a broader audience employing a learning environment that prepares, solidifies and reinforces critical skills for IW.