A method may include obtaining input information that describes a driving operation of a vehicle and obtaining a rule that indicates an approved driving operation of the vehicle. The method may include parsing the rule using a domain-specific language to generate rule conditions in which the domain-specific language is a programming language that is specifically designed for analyzing driving operations of vehicles. The method may include representing the input information as observations relating to the vehicle in which each of the observations is comparable to one or more of the rules. The method may include comparing the observations to one or more respective comparable rule conditions and generating a grading summary that evaluates how well the observations satisfy the respective comparable rule conditions based on the comparison. A future driving operation of the vehicle may be adjusted based on the grading summary.