When it comes to explain the occurrence of Taiwan’s democratization, previous studies are able to well elucidate the progress and categorize several key actors. Strange as it seems to these researches, the deeper we review the theory, the more we find these researches opaque to answer one of fundamental democratization accounts: “Is economic development capable of catalyzing a country’s democratization forwards?” Moreover, a key player seems to be absent from these researches: an economic support group which funds opposition political elites. In the case of Taiwan, the economic support group was constituted by some small-to-medium-sized entrepreneurs. These small-medium enterprises have not only delivered the legend of making Taiwan an economic powerhouse, they have also shaped the path of Taiwan’s democratization progress. This research tries to lay out these hidden figures, small-to-medium business owners, and scrutinize their influence in politics. Therefore, their motivation, participation, and mobilization in politics is the main focus in the thesis. Accordingly, these business owners are capable of forming a coalition with the opposition political elites, mainly politicians from the Democratic Progressive Party. However, this research also aims at answering the intrinsic of this economic and political coalition. Interviewing 17 business owners, politicians and activists, the research demonstrates opposition politicians and business owners formed a type of “ideology-led” coalition, instead of “patron-client-led” coalition. That the research ameliorates the theory of economic growth account for eliciting democratization.