The present invention provides a system and method for conducting a management session between a supervisor and an employee or other subordinate. The system utilizes a handheld personal computer that is programmed with multiple supervisory functions, which are displayed in an integrated format to reduce the number of supervisory sessions required for a given employee. The system also provides for the capture and storage of automatic work measurement data, which can be integrated with other work measurement data captured by one or more sensing devices within the employee's workspace, and performance to standards can be reviewed in real time via real-time alerts or at the end of the evaluation.