architectural stability. We outline the requirements for evaluating architectural stability when need to be addressed from an economics-driven software engineering perspective. The bene- fit derived from having an evaluation approach, which addresses these requirements, is that it provides the analyst/architect with "insights" into architectural stability and investment decisions related to the evolution of software architectures. Such an ap- proach demonstrates that with value-based reasoning we can improve our ability to evaluate for architectural stability and develop software systems that need to adapt to the inevitable evolving requirements. We highlight our work in progress, which addresses the outlined requirements.