In this article, we explore the potential and challenges of applying transformer-based pre-trained language models (PLMs) and statistical methods to a particularly challenging, yet highly important and largely uncharted domain: normative discussions in tax law research. On our conviction, the role of NLP in this essentially contested territory is to make explicit implicit normative assumptions, and to foster debates across ideological divides. To this goal, we propose the first steps towards a method that automatically labels normative statements in tax law research, and that suggests the normative background of these statements. Our results are encouraging, but it is clear that there is still room for improvement.