Widely regarded as one of the earliest examples of Asian American literature, Younghill Kang’s 1937 novel East Goes West wields many of the signifiers of the immigrant novel, including an incisive critique of American racism and capitalism. However, East Goes West is only a part of his body of work, the majority of which goes ignored by Asian American scholarship. It is an understandable neglect, for Kang’s biography and writing resists conforming to the neat contours of existing paradigms. In one period, he traveled among New York’s literati as a writer, genial native informant, and advocate for Korean liberation from Japanese colonialism, and in another period toiled in obscurity as a journeyman intellectual. Yet even as he did so, glimpses of his ambivalence – veiled criticism of the US literary scene, open admiration of Japanese poetry, and increasing alarm regarding the US empire – complicate the narrative. This chapter frames the entirety of Kang’s work and life through a transpacific lens to fully comprehend his multivalent writerly projects.