Context has become a concept with practical applications in Computer Science. It is a complex concept which has been used often, however one which is not well understood, and its use is often superficial. This article highlights some considerations which may be important for our technical community to think more explicitly and to investigate in further depth. The contribution of this article is in highlighting the ramifications of system updates in the contexts being considered. The goal is to encourage future closer analysis and the development of much needed design and development tools that can provide support for developing systems which are more resilient to context updates.