A driver monitoring system according to an example of the present disclosure includes a camera configured to record images of a driver within a cabin of a vehicle. At least one vehicle sensor is configured to detect an anomalous driving event of the vehicle based on predefined criteria. A controller is in communication with the camera and the at least one vehicle sensor. The controller is configured to, based on the detection, obtain a particular image taken by the camera that depicts the driver during the anomalous event. The controller is configured to transmit the particular image to a fleet manager, store the particular image in a local repository of anomalous driving images, or both.