Regulators are under constant pressure to demonstrate if and how the regulations they administer, which impose many requirements on various systems and processes, achieve intended societal outcomes. Traditionally, regulators have relied on impact assessments, risk analysis, and cost–benefit analysis to assess compliance with regulations. These methods, however, are effort and time intensive and focus on the efficiency of regulatory processes rather than on the effectiveness of the regulatory initiatives meant to improve compliance to regulations and the latter’s impact on intended societal outcomes. Goal-oriented modelling and data analytics approaches provide the basis for the development of more sophisticated methods and tools to better address the needs of regulators. This paper introduces the goal-oriented regulatory intelligence method (GoRIM), which enables effective management of regulations through modelling and data analytics. Through continuous monitoring, assessing, and reporting on efficiency and effectiveness aspects, GoRIM is meant to facilitate the analysis of feedback loops between regulations, regulatory initiatives, and societal outcomes. To demonstrate the applicability and perceived usefulness of GoRIM in addressing the first feedback loop between regulations and initiatives, we evaluated it through three case studies involving regulators from different contexts, with positive results. GoRIM extends the concept of regulatory intelligence beyond the analysis of compliance. It also provides practical guidelines and tools to regulators for making, in a timely way, evidence-based decisions related to the addition, modification, or repeal of regulations and related regulatory initiatives. In addition, GoRIM helps better identify software and information needs for enabling such decisions.