This chapter aims to identify critical success factors and examines the best use of Web 2.0 technologies to improve the effectiveness and transparency of electronic government (e-government) provision. To this end, the chapter presents the use of e-Portals for connected government (c-government), e-government, and mobile government. Since the connected government practices rely not only on the technologies used but also on the culture, regime, and structure of the population, a number of other relevant factors are also discussed to further determine the impact of latest technologies on c-government practices. This study has resulted in the identification of six basic critical success factors affecting the success of c-government. At the same time, it is suggested that Web 2.0 technologies may be used to make e-government applications more human-centred, transparent, social, dynamic, and applicable. New concepts such as Industry 4.0 and Society 5.0 are also examined.