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By a combination of legal analysis and economic analysis of Law, this paper assesses that simpler legislation is a goal hard to achieve due to objective factors: the development of the Rule of Law; the regulation incompleteness and some specificities of French Law. Often considered as neoliberal, any simpler legislation initiative is actually transverse to the ideological and political spectrum since regulatory complexity puts its weight on households as well as businesses whereas large economic interests may use complexity as a strategic tool. Therefore, simpler legislation implies, ex post, to better enforce existing regulatory impact assessment schemes. Ex ante, to reach “quality at entry” in the realm of regulation implies, in France, to invest into the theory of regulation, to consider Law as one among other available governing instruments and to reconstruct the link between political will and Law.