A portable wireless data transfer and display device comprises a user interface, a communication module, a display, and a short-range wireless communication module configured to wirelessly receive vehicle data from a data acquisition device mounted inside a vehicle when in close proximity to the data acquisition device. The device is configured to accept inputs of driver information from a user via the user interface. The device is configured to associate the inputs of driver information with the vehicle data, and further includes a long-range wireless communication module configured to send the vehicle data and the driver information, and the association of the vehicle data and the driver information through the communication module to a remote network device via a long-range wireless network. The device is further configured to present at least one of: the vehicle data, the driver information, processed data, driver communications to a user via the display.