Based on ethnographic fieldwork, and the modelling of work processes at a medical department, this paper considers some of the opportunities and challenges involved in working with models in a complex work setting. The paper introduces a flexible modelling tool to CSCW, called the DCR Portal, and considers how it may be used to model complex work settings collaboratively. Further, the paper discusses how models created with the DCR portal may potentially play a key role in making a cooperative work ensemble appreciate, discuss and coordinate key interdependencies inherent to their cooperative work practices.