Logic programming has long being advocated for legal reasoning, and several approaches have been put
forward relying upon explicit representation of the law in logic programming terms. In this position
paper we focus on the PROLEG logic-programming-based framework for formalizing and reasoning
with Japanese presupposed ultimate fact theory. Specifically, we examine challenges and opportunities
in leveraging deep learning techniques for improving legal reasoning using PROLEG, identifying four
distinct options ranging from enhancing fact extraction using deep learning to end-to-end solutions
for reasoning with textual legal descriptions. We assess advantages and limitations of each option,
considering their technical feasibility, interpretability, and alignment with the needs of legal practitioners
and decision-makers. We believe that our analysis can serve as a guideline for developers aiming to
build effective decision-support systems for the legal domain, while fostering a deeper understanding of
challenges and potential advancements by neuro-symbolic approaches in legal applications.