Business solutions and security solutions are designed by different authorities at different coordinates of space and time. This engineering approach not only makes the lives of security and the business solution developers easy but also provide a proof of concept that the concerned business solution will have all the security features as expected.But it doesn’t provide a proof that the integration process will not lead to conflicts between the security features in the security solution and also between security features and the functional features of the business solution. For providing a conflict-free secured business solution, both the developers of security solution as well as of the secure business solution need a mechanism to identify all possible cases of conflicts, so that the developers can redesign the corresponding solutions and thus resolve the conflicts if any. Conflict arises due to different authorities and configuration and other resource sharing among the solutions under integration. In this chapter, we discuss conflicts during integration of security solutions with business solutions covering the wide spectrum of social, socio-technical and purely technical perspectives. The investigated recent approaches for automated detection of conflicts are also discussed in brief. The ultimate objective of the chapter is to discover the best suited approaches for detecting conflicts by software developers. It spans over approaches from cryptographic level to policy level weaving over the feature interaction problem typically suited for software systems. The assessment of these approaches is demonstrated by a remote healthcare application.