This paper reflects on the integration of artificial intelligence (AI) to enhance the analysis of students’ assessments. Modern Learning Management Systems (LMS) possess optimal functionalities for administering assessments and analyzing the resulting data. However, technological advancements require augmentation of these basic LMS capabilities with AI. AI in this case can assist students in improving their performance after course completion and testing by offering detailed feedback on the list of mistakes and providing concise suggestions to avoid similar issues in the future. Furthermore, if a student struggles to answer a test’s question, the AI assistant can offer brief advice without directly providing the answer to it, which alongside improves assessment outcomes without student’s attention and engagement being diminished. The implementation of AI in such systems requires the development of templates to guide for creation of such systems, ensuring they operate effectively and aid other developers in planning assessment-related systems. This research focuses on an application specifically developed for the Lyubotynsky Professional Lyceum of Rail Transport, specifically designed to test students and assist teachers in the assessment process. The application, accessible via the internet, is a web-based platform that has a server for assessment logic and a database for data storage. This paper focuses on the integration of artificial intelligence (AI) tools into the educational process, deliberately omitting the technical implementation details of specific features, as they are deemed irrelevant to the current research. The author provides a comprehensive overview of potential future directions for further scientific investigation in this domain.