The dynamic nature of warfare nearly guarantees the actual operational situation deviation from the assumed operational situation utilized in planning. Consequently, recommended Course of Action (COA) needs dynamic adjustments as new data becomes available during mission execution. Securboration’s technology will facilitate automatically assessing incoming situational awareness data and enable Command & Control (C2) operators to evaluate operational situations with respect to the selected COA and stated operational goals/objectives. This technology can be integrated into a system such as DCGS-N. The prototype system successfully demonstrated feasibility in COA selection. Securboration specializes in applying machine learning and natural language processing research such as to meet the warfighter’s mission critical needs. Our goal is to integrate and transition this technology into government and prime contractor systems for facilitating COA analysis.