This paper focuses the important role that the world wide web can play in the process of stakeholder engagement. In particular, through making use of online interaction, i.e. the tools of web 1.0 and above all web 2.0, particularly social media and social networks, the process of stakeholder engagement could improve. In such background, the aim of this work is to assess the quality of the process of stakeholder engagement in all non financial companies listed on the Italian Stock Exchange and, consequently, demonstrate that, in these companies, social media can help improve the quality of the process of stakeholder engagement In order to achieve this aim, the work has been developed as follows. We have analysed the level and assess the quality of the process of stakeholder engagement for all companies belonging to the sample which have published on line a sustainability report. In particular, we have conducted this process of assessment on three level: documentary; website; social media. Every level has been investigated through matching quantitative and qualitative variables. The originality of this work derives from the following considerations: – Firstly, literature and empirical studies have largely focused the impact of the internet on the financial and sustainability reports, while works about the impact of web-based technologies on the process of stakeholder engagement are less common. – Secondly, differently from the past, in this work the quality of the process of stakeholder engagement in all non financial companies listed on the Italian Stock Exchange is assessed analysing not only the content of the information in sustainability report but also the website and the specific tools offered by web 2.0.. The results of this work show that web 2.0, particularly social media and social networks (Sibilio Parri & Mainetti, 2014), offers interesting perspectives for tackling three fundamental challenges (Unerman & Bennett, 2004) and thereby achieving full stakeholder engagement: identifying and reaching a broad range of interlocutors, reaching general agreement on their expectations, starting from a heterogeneous and potentially conflicting set of viewpoints, establishing an interactive and dialogic relationship with them.