Who was the most outstanding calligrapher in Song Dynasty?

The most outstanding calligrapher in Song Dynasty should be Mi Fei.

Su Shi, Mi Fei, Huang Tingjian and Cai Xiang are also called "the four great masters of Song Dynasty".

Mi Fei's calligraphy is in Song Sijia, after Su Dongpo and Huang Tingjian, and before Cai Xiang. However, regardless of Su Dongpo's position as a scholar or Huang Tingjian's influence as a leader of Jiangxi Poetry School, Mi Fei's traditional skill is the deepest in terms of calligraphy, especially his running script, which shows the correctness of both. Dong Qichang's Essay on Painting Zen Rooms in Ming Dynasty said: "I tasted the word rice and thought that the Song Dynasty was the first. After all, it was based on Dongpo. That is to say, Mi Dian (referring to Mi Fei) got the book from himself (Ou Yangxun), and it changed in his later years. It is strange that ice is colder than water. "