This chapter discusses the implementation of information and communication technology (ICT) and transmedia storytelling in Alexey Navalny’s political campaign during the 2013 Moscow mayoral election in Russia. The aim is to analyze how the use of ICT across multiple media platforms contributed to the development of democratic practices in the Russian political landscape. Navalny’s westernized, bottom-up political campaign was innovative in the country because it involved novel manners of engaging the public via online fundraising, door-to-door canvassing, engagement of volunteers, digital projects, and meetings with voters, for instance, which were not common practices at the time in Russia. Although Navalny lost the election, his candidacy represented advancement in terms of the use of ICT and transmedia storytelling to promote democratic development in the midst of autocratic Russia. If the democratic progress in the country will be maintained, it remains to be seen. The methodological approach is based on the transmedia analytical model developed by Gambarato (2013).