Regulation in high risk industry is not considered as a characteristic for resilience. This article identifies issues surrounding the introduction of a new regulation in an ultra safe system that is designed to build more resilience into the system. The development and implementation of Pilots’ Crew Resource Management regulation within the French Civil Aviation Authority is reviewed. Interviews and questionnaires form the basis for the analysis of the intent and practices of those in charge of high level decisions; those having the knowledge of human factors discipline; and those whose job it is to implement this regulation. However the gap between the regulation as imagined; and the regulation as implemented; illustrates the resistance of the system towards this approach to regulation and the potential drifts. The article presents the findings as characteristics of the regulatory process concerning the introduction of resilience. The lack of internal expertise and lack of implementation monitoring explain the present shortcomings of regulatory authorities and ultimately questions the role of regulation regarding the engineering of resilience. At a time when high profile regulations are enacted that aim for adaptive solutions in aviation; the presented retrospective offers insights into present and future issues.