Simulation-based analyses of Cyber-Physical Systems are fundamental in industrial design and testing approaches. The utility of analyses relies on the correct configuration of the simulation tools, which can be highly complicated. System engineers can normally judge the results, and either evaluate multiple simulation algorithms, or change the models. However, this is not possible in a co-simulation approach. Co-simulation is a technique to perform full-system simulation, by combining multiple black-box simulators, each responsible for a part of the system. In this paper, we demonstrate the difficulty of correctly configuring a co-simulation scenario using an industrial case study. We propose an approach to tackle this challenge by allowing multiple engineers, specialized in different domains, to encode some of their experience in the form of hints. These hints, together with state-of-the-art best practices, are then used to semi-automatically guide the configuration process of the co-simulation. We report the application of this approach to a use case proposed by our industrial partners, and discuss some of the lessons learned.