In 1890, he began working as a draftsman for architect John Gash, and by 1891, he produced an unusual design for the California Building for the World's Columbian Exposition to be held in Chicago in 1893.
In 1892, Ross produced plans for the Chapel at Cypress Lawn Memorial Park, for what appears to be the first building he designed as architect that was actually constructed.
Ross would be featured later in the West Coast architectural journal, The Architect and Engineer, in 1908 and 1912, and in both instances, the Cypress Lawn Chapel would be featured as “a splendid example of his early work.”[2] Ross worked for a few architects during the early portion of his career, including Louis S. Stone and Harry S. Munson (1892–1893) and for John J. Clark (1894), before entering into a partnership with Edward A. Hatherton in 1895.
In 1919, Ross received local publicity for his design of the Islam Temple of the San Francisco Shriners at 650 Geary (presently named the Alcazar Theater).
During an inspection of building progress at the Union League Club (at 555 Post St.), while on an open freight lift, a wheelbarrow load of bricks fell on top of his head from the sixth floor,[5] fracturing his skull.