Abstract: A motor vehicle usage tracking system for monitoring, evaluating, and reporting on operations of motor vehicles each having a modular connected headrest with an imaging device for imaging in a viewpoint from a driver's seating position and communicating with a data bus in the motor vehicle for the operational data correlated with the imaging and communicated to the servicer having an analyzer configure for evaluating and reporting on motor vehicle operations. An aftermarket sleeve is disclosed for retro-fit installation of the motor vehicle tracking device.