A method for automatically updating software of a computing device of a transportation device is provided herein. The method includes performing, by a server device, machine learning on run count performance data of the transportation device to determine a next idle time. The method includes publishing, by the server device, software availability information to the computing device of the transportation device with the next idle time. The method includes causing, by the server device, an automatic upgrade of the software of the computing device of the transportation device at the next idle time.