As times pass by, new technologies have been invented, and new approaches have been applied to the spread of information in this age of globalization—and they are obvious specifically in music. While the transformation of how musicians produce music and make themselves heard differ from the early days, the process of the transformation is often overlooked and viewed as inevitable. In fact, the users of these new, modern tools need time for adaption. The most noticeable change in musical production is how it shifts from analog to digital. This includes change of ways to create, quickly, and almost simultaneously the musical works in terms of content, length, how they are marketed and presented, and so on. Thus, the change actually goes deep—technology has changed the ways artists create, and the artists who adapt to these new approaches have changed music. In this paper, I will choose hip hop as the musical genre to elaborate on how it grows and develops in Taiwan in relation to the external factors.