After traveling around the world with his brother, a furniture dealer, he arrived in London in 1917, where he was commissioned to decorate furniture in the East Asian style. On his way back to Japan, he stopped in New York, fell in love with the area, and settled there.

Usui exhibited at the Society of Independent Artists from 1924 to 1931, and at the Salons of America from 1924 to 1926 and 1928 to 1932, and 1934. He also exhibited at the exhibition of the Gacho Kai in 1922, and at the exhibition of Japanese Art, sponsored by New York Shimpo in 1927, 1935 and 1936, and at Paintings by New York Chinese- Japanese Artists in 1937, He had a solo exhibition at the Rural Gallery in 1947.

In addition to his art activities, Usui also produced frames and was a reputed frame maker among artists including Kuniyoshi Yasuo. In later years, he was also known as a collector of swords. He died in New York in 1994.