In various research areas related to decision making, problems and their solutions frequently rely on certain functions being monotonic. In the case of non-monotonic functions, one would then wish to quantify their lack of monotonicity. In this paper we develop a method designed specifically for this task, including quantification of the lack of positivity, negativity, or sign-constancy in signed measures. We note relevant applications in Insurance, Finance, and Economics, and discuss some of them in detail.