Automotive tires must be maintained to ensure vehicle performance, efficiency, and safety. Though vehicle owners know to monitor tread depth and air pressure, most are unaware that degrading rubber poses a safety risk. This paper explores the need for tire surface condition monitoring and considers the development of a densely connected convolutional neural network to identify cracking based on smartphone images. This model attains an accuracy of 78.5% on cropped outsample images, besting inexperienced humans' 55% performance. Using this model, we develop a web service allowing mobile devices to upload images captured by their internal cameras for online classification, as the basis of an AI-backed "Diagnostics-as-a-Service" platform for vehicle condition assessment. By encoding knowledge of visual risk indicators into a neural network model operable from a user's trusted smartphone, vehicle safety may be improved without requiring specialized operator training.