The modelling, simulation, and analysis of engineering design processes is non-trivial and understanding the behaviour of such systems is particularly challenging both for the research community and for practitioners. In order to respond to these needs, Cambridge Advanced Modeller (CAM) has been in development at Cambridge Engineering Design Centre (EDC) since 2007. Over the time, it has been well recognised as an effective software tool for modelling and analysing the project tasks and dependencies in such complex systems and been used in so many worldwide applications in both academic and commercial contexts. However, as of its first release in 2007, and after around a decade, there has not been a generic investigation on how previously developed models in Cambridge EDC came up with challenges raising from design complexity and uncertainty, and to what extent, the CAM software has been capable to address these challenges, with regards to its multiple toolboxes.