Wang Zhongsheng's theatre entrepreneurship has long been noticed in the history of modern Chinese theatre. This paper further analyses some of his most representative works by using materials from contemporary newspapers such as advertisements, announcements and reviews. The contextualization of Wang´s creative works helps to reveal the social network of the two organizations which he was vividly involved with: the Spring Sun Society and the Tongjian Drama School. On the basis of this network and the repertoire established during this period, Wang began his career as a new kind of dramatist in late Qing commercial theatre. The avant-garde style of Wang Zhongsheng´s New Drama preferred dialogues to singing, as it would be the case of traditional“operas."The other marks of his work were the scene changes with curtain and backdrops in the way of Western theatre. His pioneering works were temporarily attractive to normal theatergoers. During Wang´s search of appreciations for his untraditional form of plays, many innovations were carried out and milestones of modern Chinese theatre were laid.