This practice-led research project aims to explore how a systematic analysis of design practice can inform the creation of machine learning design models that incorporate both architectural and structural engineering design approaches and how these have an impact on the different stages of the life of a building. The research also asks whether it is possible to incorporate functional and environmental changes over time within the original design and what are the specific requirements for the integration of these projected changes. In the first part, the research focuses on housing as primary research typology, while in the second part aims to expanding these findings to a study towards places of public assembly.