The goal of the UsersAward programme is to develop and maintain a strategy for better workplace software through user-driven quality assessment. One of its key activities is the user-driven certification of workplace software using the USER CERTIFIED 2002 instrument. In this paper we present a preliminary analysis of the values that inform the criteria and procedure making up the USER CERTIFIED 2002 instrument, using the Value Sensitive Design methodology. We then propose a set of empirical investigations with the different UsersAward stakeholders, which should yield a deeper understanding of some of the critical issues concerning user-driven software assessment programmes. Keywords UsersAward programme, user-driven certification of software, workplace computing, Participatory Design, Value Sensitive Design