The goal of this study is to increase understanding of information problems as they are revealed in interactions among users and search intermediaries during information retrieval. Specifically, this study seeks to investigate: (a) how interaction between users and search intermediaries reveals aspects of user information problems; (b) to explore the concept of representation with respect to information problems in interactive information retrieval; and (c) how user and search intermediaries focus on aspects of user information problems during the course of searches. This project extends research on interactive information retrieval, and presents a theoretical framework that synthesizes rational and non-rational questions concerning mental representation as it pertains to user's understanding of information problems.