Systems and methods for automatically generating a commercial driver logbook based on vehicular data is disclosed herein. An example system includes a processor; and memory, the processor being configured to execute instructions stored in memory to perform a first type of authentication of a user based on an identifier received from a mobile device, unlock a door of a vehicle when the first type of authentication is complete, perform a second type of authentication of the user that is based on verification of a code transmitted to the user in response to completion of the first type of authentication, allow a key on event for the vehicle when both the first type of authentication and the second type of authentication are complete, and automatically generating a commercial driver logbook based on real-time drive time data collected from the vehicle.