The shift towards Product-Service Systems (PSS) stresses the need to embed new and unique capabilities in Decision Support Systems, with the aim of helping the engineering team in handling the pool of information and knowledge available during decision events. Emerging from a multiple case study in the Swedish manufacturing industry, this paper describes the development of the Model-Driven Decision Arena (MDDA), an environment for collaborative decision-making that focuses on the early design phases of PSS. Based on the findings from multiple case studies, this paper illustrates the main goals of the MDDA, detailing its main functions, its physical environment, and its software architecture and models. This paper demonstrates the use of the MDDA in a case study related to the development of an asphalt compactor, presenting and discussing the results of verification activities conducted with industrial practitioners on the current MDDA prototype.