In this work, we develop a novel reasoning approach to enhance the performance of large language models (LLMs) in future occupation prediction. In this approach, a reason generator first derives a “reason” for a user using his/her past education and career history. The reason summarizes the user’s preference and is used as the input of an occupation predictor to recommend the user’s next occupation. This two-step occupation prediction approach is, however, non-trivial as LLMs are not aligned with career paths or the unobserved reasons behind each occupation decision. We therefore propose to fine-tune LLMs improving their reasoning and occupation prediction performance. We first derive highquality oracle reasons, as measured by factuality, coherence and utility criteria, using a LLM-as-a-Judge. These oracle reasons are then used to fine-tune small LLMs to perform reason generation and next occupation prediction. Our extensive experiments show that: (a) our approach effectively enhances LLM’s accuracy in next occupation prediction making them comparable to fully supervised methods and outperforming unsupervised methods; (b) a single LLM fine-tuned to perform reason generation and occupation prediction outperforms two LLMs fine-tuned to perform the tasks separately; and (c) the next occupation prediction accuracy depends on the quality of generated reasons. Our code is available at https://github.com/Sarasarahhhhh/job_prediction.