Chen Ding-Qi, an exemplary calligrapher in Taiwan, dedicated his life to the artistic creation, theoretical research, and education of calligraphy. Passing down principles of calligraphy was his calling in life, and his influence on the promotion of Taiwan's calligraphy education was profound. Aware of the fact that apprenticeship had become passé in modern calligraphy education, Chen developed a systematic theory for calligraphy education that is student-focused and devised pragmatic teaching materials and methods accordingly. The aim of Chen's calligraphy education is to guide students along the journey that moves from ”writing skills” and ”artistic expression” of calligraphy to ”spiritual principles (Dao)” of calligraphy. Chen employed objective and scientific ways to help students build a solid foundation for calligraphic creation. With his ultimate goal lying in the establishment of holistic characters, Chen encouraged students to adopt an expressionist and innovative attitude toward calligraphy. Chen Ding-Qi's educational philosophy and teaching methods will be invaluable reference points for the policy making and teaching of today's calligraphy education. Indeed, his selfless dedication to calligraphy education and constant pursuit of educational improvements merit consideration and emulation.