Design and development of e-commerce systems require high degree of business innovation & responsiveness. This work will focus on modelling value-added requirements beside typical business process modelling that cover workflow and data modelling. Modelling sessions will be scheduled throughout the project life cycle to reflect upon the introduced analytical tool with the aim to adjust product specification and outcomes to contextual necessities. In that way requirements and software evolve that were difficult to realise with more traditional modelling techniques. In order to define evolution processes in software development, the work will build on complex adaptive systems theory. This resulted in a framework that outlines and classifies software evolution elements to enable change and emergence in a controlled and sustainable way. This work has been presented in the doctoral consortium of the well known International Conference on Information Systems (ICIS). It is of interest to researchers and practitioners related to Web and e-commerce development, in particular adaptive development in Internet-based projects.