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In 1959, he won The Chosun Ilbo annual spring literary contest with "The Talking Ploughman's Earth", and he made his debut as a writer under his pen name, Seok Lim. He recovered from tuberculosis and started working at Education Criticism Publisher in Seoul. He wrote "Student Revolution collection of poems" and protested in the April Revolution. This is why Shin Dong-yup is often referenced as the "April Revolution poet" by many writers. He was able to write "Who Said Who Looked Up At The Sky" and "Husk, Be Gone" based on his experiences in the April Revolution. In 1961, he was hired as a teacher for an evening section at the Myung-Sung Girls' High School, where he immersed himself in writing poems. He graduated from Konkuk University's graduate school with a master's degree in Korean Literature in 1964. In 1963, he published a poetry collection, "Asanyeo", and an epic poem, "Keumkang".