The digital content industry requires the integration of specialized information and communications technology (ICT) capabilities to support collaborative work for planning and executing its business processes. In particular, this knowledge-intensive industry lacks for adequate control on product documentation, inter and intra organizational resources management, and process monitoring which is required for supporting the high demand of projects typically constrained in time, costs, and quality. This paper presents a defined maturity model named DigiCoMM to assess collaboration and interoperability capabilities that are specific to pre-production, production, and post-production processes within the digital content industry. It also presents MONO, a computer-supported collaborative work (CSCW) software for supporting the incremental transition of companies through the different levels of the maturity model. MONO was developed in the context of the DAVID research project (Strategic Programme for the Research and Development of the Colombian Animation and Video Games Industry), during the period of 2012–2015. This model and software were used to assess and support the collaborative capabilities of several animation and video game companies in Colombia.