This paper provides an analysis of contrary-to-duty reasoning from the proof-theoretical perspective of category theory. While Chisholm’s paradox hints at the need of dyadic deontic logic by showing that monadic deontic logics are not able to adequately model conditional obligations and contrary-to-duties, other arguments can be objected to dyadic approaches in favor of non-monotonic foundations. We show that all these objections can be answered at one fell swoop by modeling conditional obligations within a deductive system defined as an instance of (...) a symmetric monoidal closed category. Using category theory as a foundational framework for logic, we show that it is possible to model conditional normative reasoning and conflicting obligations within a monadic approach without adding further operators or considering deontic conditionals as primitive. (shrink)