A system provides an on-line educational course concerning operation of a computerized information system. The system includes an interface processor, a data processor, and an assessment processor. The interface processor receives user identification information and assigns a role specific learning plan to an identified user. The data processor supports user exercise of role specific functions of a particular computerized information system in a test environment to accomplish predetermined objectives. The data processor supports user exercise of corresponding role specific functions of the particular computerized information system in an operational environment to accomplish the predetermined objectives. The assessment processor assesses a user proficiency level in accomplishing the predetermined objectives.