With the advances in artificial intelligence and the digital transformation of education, it is becoming essential to harness these technologies to enhance student learning. Today, education faces several major challenges, especially adapting the learning pace to each student’s needs. It is also essential to consider individual preferences and personalities, as these factors directly influence the process of knowledge acquisition. Furthermore, disparities in academic levels often lead to learning gaps, leaving some students struggling. To address these challenges, we recognized the significance of implementing a solution that can support and enhance learning, whether for students with academic difficulties or those facing psychological barriers. This paper proposes the design of an adaptive learning platform for the first-year students at Esprit (Private Higher School of Engineering and Technology), to help them reinforce their knowledge. The platform provides an intelligent environment that assesses students’ academic skills and their personal features through an interactive conversational agent powered by generative AI that provides personalised real-time support, from initial skills assessment to customised learning recommendations. The proposed model lays the groundwork for future pilot studies and integration with advanced business intelligence tools to enhance academic engagement and improve first-year student retention. The solution is currently under development and integrates several modules for visualization and tracking, course management, and the recommendation system. In this article, we present the chatbot part of the solution, designed to evaluate student skills using quizzes, answer their questions, and recommend personalized support to reinforce their skills.