We analyzed historical and literary documents in Chinese to gain insights into research issues, and overview1 our studies which utilized four different sources of text materials in this paper. We investigated the history of concepts and transliterated words in China with the Database for the Study of Modern China Thought and Literature, which contains historical documents about China between 1830 and 1930. We also attempted to disambiguate names that were shared by multiple government officers who served between 618 and 1912 and were recorded in Chinese local gazetteers (/di4 fang1 zhi4/). To showcase the potentials and challenges of computer-assisted analysis of Chinese literatures, we explored some interesting yet non-trivial questions about two of the Four Great Classical Novels of China: (1) Which monsters attempted to consume the Buddhist monk Xuanzang in the Journey to the West (/xi1 you2 ji4/, JTTW), which was published in the 16th century, (2) Which was the most powerful monster in JTTW, and (3) Which major role smiled the most in the Dream of the Red Chamber (/hong2 lou2 meng4/), which was published in the 18th century. Similar approaches can be applied to the analysis and study of modern documents, such as the newspaper articles published about the 228 incident that occurred in 1947 in Taiwan. Copyright is held by the owner/author(s). Publication rights licensed to ACM.