From the pre-war 1930s through 1970, Chong served as Art Director for the Honolulu Advertiser supplying sketches on all aspect of daily life which opened other opportunities including landscape design of the Diamond Head Mansion, illustrating books, collaborating with architects on mid-century inspired homes, and serving as an instructor at The Academy of Art, now The Honolulu Museum of Art, where he could train and inspire Hawaii’s next generation.