IT organizations in early growth stages, i.e. using ad-hoc approaches for management, usually face more challenges than the regular IT organizations. The introduction of more strategic approaches suitable to their organizational limitations may contribute to deal with this situation. Previously, a method for analysing IT service strategy was presented and tested; this aimed to enable a staged improvement of these IT organisation using IT service management and maturity models. In order to improve the suitability to the context of this method, this paper presents an “after the event” evaluation procedure and its use for the improvement of such method. This is an evaluation from the perspective of the implementer, and improvements are suggested by the designer. The results provide relevant insights about the influence of the analysed context on the artefact suitability, which are used to suggest improvements oriented to provide value to its users.