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Engineering design-decisions often involve many attributes which can differ in the levels of their importance to the decision maker (DM), while also exhibiting complex statistical relationships. Learning a decision-making policy which accurately represents the DM’s actions has long been the goal of decision analysts. To circumvent elicitation and modeling issues, this process is often oversimplified in how many factors are considered and how complicated the relationships considered between them are. Without these simplifications, the classical lottery-based preference elicitation is overly expensive, and the responses degrade rapidly in quality as the number of attributes increase. In this paper, we investigate the ability of deep preference machine learning to model high-dimensional decision-making policies utilizing rankings elicited from decision makers.