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Can a one-party-dominant authoritarian regime survive in a modernized society? Why is it that some survive while others fail? Singapore and Taiwan provide comparable cases to partially explain this puzzle. Both countries share many similar cultural and developmental backgrounds. One-party dominance in Taiwan failed in the 1980s when Taiwan became modern. But in Singapore, the one-party regime survived the opposition’s challenges in the 1960s and has remained stable since then. There are few comparative studies of these two countries. Through empirical studies of the two cases, I conclude that regime structure, i.e., clientelistic versus professional structure, affects the chances of authoritarian survival after the society becomes modern. This conclusion is derived from a two-country comparative study. Further research is necessary to test if the same conclusion can be applied to other cases. This research contributes to the understanding of one-party-dominant regimes in modernizing societies.