Inter-organizational cooperations are complex in terms of coordination, agreements, and value creation for involved partners. When managing complex cooperations, it is vital to maintain models describing them. Changing one model to regain consistency with the running system might result in new inconsistencies. As a consequence, this maintenance phase grows in complexity with increasing number of models. In this paper, challenges are to ensure consistency at design time and to monitor the system at runtime, i.e., at design time, consistency between different models describing the cooperation needs to be ensured. At runtime, behavior of the software system needs to be compared with its underlying models.