This study delves into the influence of intelligent compaction (IC) systems on the perceptions and actions of roller operators in road pavement practices. These operators occasionally tend to ignore these IC systems or even turn them off while performing their tasks. A major question is why the operators don’t always use IC systems. By using the technological mediation approach, operators’ reasons for ignoring or even turning IC systems off in road pavement practice are explored. In the technological mediation approach, users and technologies co-shape each other. Based on semi-structured interviews with roller operators, experiences with these systems are investigated. Physical, cognitive, and contextual mediation through IC systems is related to behavior-changing strategies encompassing coercive and persuasive interventions, as well as decisive designs. These interventions are now experienced as conflicting with the individual autonomy and responsibility of the operators for the quality of work. Because IC systems amplify certain facets of reality while reducing others, roller operators must ensure that the output of an IC system is judged in the light of the specific project context. Given their “thrownness” in such a specific context, operators’ experience and tacit knowledge remain important for taking action.