This study analyzes recognition and preference tendency for Su Shi(蘇軾) and embracement of his calligraphic style during the late Joseon Dynasty from 17th to 18th century, through three aspects including appearance of confucian scholars, factional ideologies, and art theory. Su Shi had been admired since the late Goryeo Dynasty, while artworks regarding him had been still attracted and produced during the Joseon era. A difference existed, however, depending on the period. The 15th century and early 16th century has seen a similar trend with the late Goryeo on the whole. In the late 16th century, meritorious elites who were the dominant group around the king, headed for downfall as neo-Confucian literati emerged. Based on neo-Confucianism, the literati used to derogate Su Shi in view of the fact that Su Shi favored Buddhism and Taoism and politically confronted with Cheng Yi(程頤), the founder of neo-Confucianism, which continued for the rest of the Joseon Dynasty. Meanwhile, Bugin(Northerners’ faction), one of the four political parties of Korea, had a penchant for Su Shi, while accepting philosophy of Northern Song Dynasty such as Xiangshu xue(象數學) and caring for Buddhism, Taoism, and Yangmingism(陽明學). They later transferred to Namin(Southerners’) and Seoin(Westerners’) even after dismantlement of factions and managed to keep their ideology and artistic disposition, which played a pivotal role to maintain a favor for Su Shi and related artworks. This tendency was once withdrawn due to dominance of Seoin faction since King Injo’s restoration of 1623. However, it appeared to expand with a wide variation since ideologies were firmly established in the middle of factional division and reorganization in the late 17th century. In particular, both Namin inclined to Bugin who belonged to Gyeonggi Namin and scholars setting foot in Noron as well as Soron manufactured statue of Su Shi and employed Su Shi calligraphy, extending tendency to yearn for Su Shi. In the early 18th century, Soron took the lead in prevalence of Dongpo ti(東坡體), while they placed emphasis on a mind and heart learning(心學) and acknowledged Yangmingism. The late 18th century witnessed part of Nangnon(洛論) scholars from Noron who imposed the argument of the sameness between human nature and material nature(人物性同論) to maintain the tendency for Learning of the Way(道學) Bugin were the first confucian scholars to adore Su Shi, which extended to other factions except Horon(湖論) scholars from Noron, resulting from open-minded learning attitude and ideological flexibility. This current continued to the end of the 18th century as Korea and China established a tie based on eclecticism between Han and Song school, followed by association with Weng Fang-gang. Then, new Su Shi’s calligraphic trace was introduced to Joseon. In the end, Dongpo syndrome(東坡熱) was formed in the 19th century.