A system for evaluating a position of a target zone relative to a path of a material engaging work implement includes a rotatable implement system, an implement system pose sensor, and a target pose sensor. A controller determines a current pose of a portion of the implement system, determines a first pose of the target zone, determines a plurality of potential paths for moving the work implement to the first pose, and generates an alert command if a kinematic model and desired operating characteristics do not permit movement of the work implement to the first pose.