Abstract The recent European legislation emphasizes the importance of enabling people with disabilities to have access to online information and services of public sector bodies. To this regard, automatic evaluation and monitoring of Web accessibility can play a key role for various stakeholders involved in creating and maintaining over time accessible products. In this paper we present the results of elicitation activities that we carried out in a European project to collect experience and feedback from Web commissioners, developers and content authors of websites and web applications. The purpose was to understand their current practices in addressing accessibility issues, identify the barriers they encounter when exploiting automatic support in ensuring the accessibility of Web resources, and receive indications about what functionalities they would like to exploit in order to better manage accessibility evaluation and monitoring.