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Software architecture evaluation is an effective means of addressing quality related issues quite early in the software development lifecycle. Scenario-based approaches to evaluate architecture usually involve a large number of stakeholders, who need to be collocated for evaluation sessions. Collocating a large number of stakeholders is an expensive and time-consuming exercise, which may prove to be a hurdle in the wide-spread adoption of architectural evaluation practices. Drawing upon the successful introduction of groupware applications to support geographically distributed teams in software inspection, and requirements engineering disciplines, we propose the concept of distributed architectural evaluation using Internet-based collaborative technologies. This paper illustrates the methodology of a pilot study to assess the viability of a larger experiment intended to investigate the feasibility of groupware support for distributed software architecture evaluation. In addition, the results of the pilot study provide some interesting findings on the viability of groupware-supported software architectural evaluation process.