This paper presents a cutting-edge method that harnesses contextualized language models (LMs) to significantly enhance the prediction of early academic performance in STEM fields. Our approach uniquely tackles the challenge of transfer learning with limited-domain data. Specifically, we overcome this challenge by contextualizing students’ cognitive trajectory data through the integration of both distal background factors (comprising academic information, demographic details, and socioeconomic indicators) and proximal non-cognitive factors (such as emotional engagement). By tapping into the rich prior knowledge encoded within pre-trained LMs, we effectively reframe academic performance forecasting as a task ideally suited for natural language processing.Our research rigorously examines three key aspects: the impact of data contextualization on prediction improvement, the effectiveness of our approach compared to traditional numeric-based models, and the influence of LM capacity on prediction accuracy. The results underscore the significant advantages of utilizing larger LMs with contextualized inputs, representing a notable advancement in the precision of early performance forecasts. These findings emphasize the importance of employing contextualized LMs to enhance artificial intelligence-driven educational support systems and overcome data scarcity challenges.