For modern enterprises, compliance to regulations has become increasingly important. Yet, substantial manual interventions and lack of interoperable models of various compliance aspects contribute to an ineffective implementation and rising costs of compliance. We propose a (semi-) automated end-to-end compliance framework that has the potential to address these challenges. Our contributions are twofold. We first describe how reliance on domain experts and non-holistic treatment of compliance poses severe problems. We then propose a framework on top of our prior work to address the same. Ongoing explorations suggest that such a framework can better equip enterprises for efficient and effective compliance. CCS Concepts •Computing methodologies → Information extraction; •Applied computing → IT governance; Keywords Regulatory Compliance; Enterprise Modeling; Natural Language Processing; Simulation