In 1899 Douglass moved to
Birmingham, working as an artist and art teacher. She supported herself in part by painting china and place cards. In 1920, Douglass went to China as an employee of the Board of Foreign Missions of the
Methodist Episcopal Church. She organized and supervised a workshop in
Shanghai, where Chinese women hand-colored photographic slides for the missionary society. Women were intentionally chosen as employees and were given opportunities to learn English and in some cases tuition to attend school. Douglass also became a writer and associate editor of
Shanghai Times, an English-language publication. For the rest of her life, Douglass lived primarily in New York, traveling to Europe and Birmingham. During the winter of 1928–1929, she was a faculty member on the
SS President Wilson, teaching art history, drawing and painting on a "floating university" that sailed around the world. In the
New York Evening Post of November 6, 1928, Douglass was referred to as "one of America's best known painters and etchers". ==References==