This article explores the impact of the Singapore Court of Appeal's landmark decision in BOM v BOK, where a full panel of five Supreme Court judges re-examined the status and scope of several closely-related doctrines of “unfairness" recognised under Singapore's contract law. The apex court formally articulated a three-pronged test for an unconscionability doctrine, taking pains to emphasise that Singapore should only recognise a “narrow doctrine" of unconscionability, while dismissing the possibility of an “umbrella doctrine" that merges the doctrines of duress, undue influence and unconscionability despite the court's view that there were “close linkages" between them. The breadth_x000D_ of the obiter dicta found in the decision, along with its 22-paragraph coda, agitated the doctrinal waters surrounding these vitiating factors and triggered a spirited riposte from a contributor to the March 2019 edition of this journal in which a detailed critique of the decision was canvassed. This article seeks to do three things. Firstly, it explains why the Court of Appeal's decision to adopt a narrow formulation of the doctrine of unconscionability for Singapore was the sensible thing to do. Secondly, it examines some of the conceptual difficulties associated with the equivocal statements made by the Court of Appeal in relation to the doctrinal overlaps between these adjacent vitiating factors. Thirdly, it proposes an organisational framework, consistent with BOM v BOK's rejection of an all-encompassing umbrella doctrine of unconscionability, for the Singapore courts to visualise the relationship between these vitiating factors so that future judicial developments of these doctrines_x000D_ bring greater clarity and coherence to this dynamic frontier of contract law.