A system and method for monitoring fleets of vehicles and vehicle operators is disclosed. A vehicle is installed with device(s) collecting positional data such as vehicle movement and orientation with respect to other vehicles and road hazards. In addition, the vehicle operator is fitted with wearable device(s) collecting biometric data (e.g., heart rate). These devices are in communication with each other, as well as a hard drive on the vehicle (e.g., a black-box) and a wireless monitoring station located at a distance. In an embodiment, the device(s) are connected to the braking system of the truck to allow emergency braking in the event of a loss of control on the part of the vehicle or consciousness on the part of the driver. In a further embodiment, this control may also be asserted by the land-based monitoring system.