Context modeling has been long acknowledged as a key aspect in a wide variety of problem domains. In this paper we focus on the combination of contextualization and personalization methods to improve the performance of personalized information retrieval. The key aspects in our proposed approach are a) the explicit distinction between historic user context and live user context, b) the use of ontology-driven representations of the domain of discourse, as a common, enriched representational ground for content meaning, user interests, and contextual conditions, enabling the definition of effective means to relate the