Critical infrastructures for fuel, food, transport and the payment system become inceasingly entangled. Disruptions in the payment system can quickly lead to cascading effects and even the responses of actors in the various sectors are interrelated, which can cause escalation if the collaborative responses are not well-aligned. Our contribution to the track of Human Factors and simulation discusses how gaming-simulation can be used as a training environment where groups of practitioners can learn to develop in-depth understanding of system behaviour (i.e. cascading effects of disruptions) and learn how to develop collaborative resilience across many different critical infrastructures. More specifically, our paper focuses on the development and application of a mixed-methods assessment approach in the simulation-game. The assessment method captures qualitative as well as quantitative aspects of resilience and team-work. It can be used to assess the value of our simulation-game and to increase insight in what collective resilience actually implies.