A system and method of hierarchical monitoring for subordinate assessment is described. Generally, the system receives remotely sensed data about a user's physiology and contextual state, and extracts features that are related to the workload currently being experienced by a single subordinate and/or group of subordinates. The system builds workload indices based on levels of these features. The system uses statistical process control techniques in conjunction with the workload indices to identify suboptimal user states. Information regarding a particular subordinate or the group of subordinates may be presented in a variety of different ways. As a result, a superior can easily determine the condition of the one or more subordinates and make task adjustments to influence workload levels.