Goos and Korthagen present a detailed analysis of the three case studies “Green Primary”, “Voting in Estonia” and “Voting in Switzerland”, which all describe different practices of online ballots. Relevant contextual factors of the digital tools with regard to the key dimensions input legitimacy, throughput legitimacy and output legitimacy are assessed in order to better understand the role these digital tools can play in the political decision-making process. The case studies are based on desk research and interviews with organizers and researchers of the e-participation processes and analyse the digital tool, the participants, participatory process and the results of the digital tool. The analysis shows that online voting tends to be more inclusive and that the process as such requires different steps to strengthen security and privacy of the online ballot. Furthermore, no clear indicators for an often-claimed increase of turnout exist, and, in general, scaling up online elections to a larger framework than the rather restricted ones analysed in this chapter requires major efforts with regard to legal, technical and social aspects.