The highly developed military skills of Subject Matter Experts (SMEs) are necessary for observing and assessing simulation training exercises, but may not be sufficient to ensure that unit mistakes made during exercises can be turned into positive learning experiences. A few resident Observer/Controller (O/C) training programs exist to train SMEs in appropriate skills. However, existing courses are generally site-specific and heavily dependent on "right-seat" O/C experience gained under one-to-one guidance of experienced O/Cs. Other O/C training courses focus primarily on military strategy topics without emphasizing facilitator training. Further, existing resources do not address simulation environment needs. Finally, existing O/C training courses may not be designed to prepare enough O/Cs for the increasing number of simulation training exercises at the large number of distributed sites. Consequently, STRICOM tasked CSERIAC to identify essential elements for inclusion in a comprehensive "Train-the-Trainer" course for simulation O/Cs working at distributed sites. Special emphasis was placed on identifying existing and needed resources. After conducting an O/C task/skill analysis to guide the investigation, CSERIAC developed the O/C Task/Skill/Information Resource Matrix delineating needed expertise and available O/C training resources to construct a comprehensive course. This paper discusses required skills taught in existing courses and makes recommendations regarding the need to extend course coverage to include the following areas: teaching/training, coaching, and group facilitation techniques; conducting or providing input to After Action Reviews (AARs); and providing tailored feedback to different users of exercise evaluation data.