He was cofounder (with Hagiwara Kyojiro) of the Dadaist-Anarchist poetry journal Aka tokuro (Red and Black, 1923–24) and Bungei Kaiho (Literary liberation, 1927).
[1] Tsuboi was born on the island of Shōdoshima and studied briefly at Waseda University in Tokyo, but he never graduated.
Later, Tsuboi returned from the country in despair, feeling as a traitor (he wrote about it in his poems Self-portrait, Mask, and Criminal).
In 1962, he joined a half dozen other left-wing writers to found the journal Shijin kaigi [Poets' Conference], dedicated to helping workers, male and female, express their dissatisfactions about the status quo.
Tsuboi's poetry includes influences from traditional Japanese forms like haiku to European movements such as anarchism, Marxism, dada and surrealism.