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World Wide Web technologies create fundamentally new potentials for social interaction and decision-making among diverse social actors. A new generation of Web technologies, accompanied by new political cultures, portends an ushering of radical transformations in democratic decision-making. This chapter asks three critical questions: (1) How do emerging Web technologies deepen democratic participation? (2) How do we avoid or transform scenarios where Web technologies are employed to maintain political-economic oligarchies of power? and (3) What new political cultures or political contracts may emerge through the convergence of Web technology and political engagement? This chapter uses the recent precedent of Liquid Democracy online decision-making experiments in Germany, to answer these questions and peer into the futures of governance. The study came to the following …