In a driver training program, a manager conducts an observation drive with a program participant. During the observation drive, the manager observes the participant's driving without commenting on the driving. The manager discusses the observations with the participant during the conference, and provides reports to appropriate departments of the company, e.g., human resources, benefits, and fleet maintenance departments. Based on the manager's observations during the observation drive and other information regarding driving skills of the participant, a driver training curriculum is designed for the participant. The information regarding driving skills may include: the participant's driving record; actual driving information obtained by monitoring driving of the participant with a global positioning system and/or acceleration, braking, and cornering forces sensors; the participant's psychological profile; the participant's health-related information; and information regarding the participant's previous driver training. Future observation drive may be scheduled responsive to the information regarding the participant's driving skills.