As a multi-institutional effort between CU Boulder, Georgia Tech, and Texas A&M, this research serves to utilize developments in cognitive engineering, autonomy, and decision-making in the context of modern astrodynamics to improve multi-target tracking and dim object detection. While CU Boulder & Texas A&M will be focusing on sensor exploitation, placement, and processing, the CEC will tackle the issue of human-in-the-loop autonomous systems. Specifically, we aim to develop decision-support interfaces and algorithms for question-based sensor tasking. As a two-year project in its initial stages, the current focus is to perform ethnographic studies and produce cognitive models to ultimately derive design requirements for a testing interface.