Political families in transitional societies are often seen in the context of corruption, democratic regression, deterioration of socio-economic development, inequality, and deprivation. High levels of dynasticism, however, also exist in advanced democratic societies. Using the example of Taiwan, this article explores the factors behind the evolution of electoral dynasties and how the behavior of hereditary politicians has been conditioned by democratization. More specifically, the article argues that legacy politicians are not per se the Pandora’s box of low-quality politics. Rather, they act like other networks of personal relations. As such, self-imposed ethical standards and inherited cultural norms may substantially restrain the intrinsic particularistic potentials of such networks, but in the long run only political modernization can prevent them from cultivating political capitalism—the predatory use of public resources. That is, political modernization conditions the behavior of electoral dynasties. It transforms particularistic networks into more progressive and programmatic forms of dynasticism.