In the late-Ming era, Han-Shan Te-Ch’ing followed the Tang and Song-era aesthetic principle that temperament and art go hand in hand, combining the temperament theories from Confucianism, Buddhism, and Taoism to develop a fascinating calligraphy theory and dynamic calligraphy style. Research for this article revealed that Han-Shan Te-Ch’ing’s calligraphy followed the style of the Jin and Tang period. His work channeled the essence of famed calligraphers Wang Xizhi and Wang Xianzhi, projecting a sense of balance and harmony. His writings, including The Book of Profound Calligraphy, which is an interesting commentary on the art of calligraphy, and Six Poems, which emphasized transcending delusions with the mind, tap into the nature and value of life. He excelled at affirming life and encouraging emotions and care. His calligraphy works also promote a better understanding of how Zen principles and the art of calligraphy intertwine. Through the perspective of the Zen mind noumenon, this article will analyze the relationship between Han-Shan Te-Ch’ing’s calligraphy and Zen ideas while exploring the meaning of life by contrasting it to Zen calligraphy.