The paper describes the evolution of an enterprise engineering / architecture approach and solution through three case studies, emphasising the contributions of lessons learnt from each case study to this evolution, each presented with results used as input for refinement. The decade of experience with what could very much be dubbed ’enterprise modelling’, the extent of the effort combining frameworks and methods to model and capture the current state of the enterprise, and the apparent maturity (if only in practical terms) of the ’solution’ is well described and it is easy to follow the advancement throughout the entire process. Along the way the author has ran into a number of known, quite formidable challenges in the field of business analysis and enterprise engineering. The case studies focus on practical orientation and highlights lessons learnt for each step. The paper results in an interesting and detailed conclusion.