1. A system for remotely tracking vehicle and driver behavior, the system comprising: an on-board vehicle monitoring device of a vehicle, comprising an interface device, a proximity sensor communicatively coupled with the on-board vehicle monitoring device, and a gateway device, wherein the interface device collects information from a diagnostic system of the vehicle, the gateway device collects a set of vehicle operating data corresponding to a driver or vehicle behavior, the set of vehicle operating data comprising at least some of the information from the diagnostic system of the vehicle, and transmits at least a portion of the set of vehicle operating data to a host-computer system via a wireless network; and the proximity sensor detects a presence of a physical object within a specified distance in front and to a side of the vehicle, provides the on-board vehicle monitoring device information regarding the physical object within the predetermined distance of the vehicle to determine a direction from which the physical object enters a path of the vehicle, and provides the on-board vehicle monitoring device an instruction to transmit a particular window of operating data of the vehicle based on movement of the physical object detected by the proximity sensor; and the host-computer system, comprising a processor and a computer-readable storage medium, the computer-readable storage medium having encoded thereon a set of instructions to control operation of the host computer system, the set of instructions comprising: instructions for receiving the at least a portion of the set of vehicle operating data; instructions for compiling driver behavior data, based at least in part on analysis of the received vehicle operating data; instructions for providing a user interface; and instructions for causing the user interface to display, for a user, information corresponding to the compiled driver behavior data.