In 1899 he started to contribute to the Belfast weekly publication, The Magpie. Between 1900 and 1933, Wilson contributed 55 cartoons to Punch. He was the chief cartoonist for The Graphic from 1910 to 1916. He was also published in the London Opinion, The Sketch, The Star, Temple Magazine, Life, Tatler, The Passing Show, The World and Pan. He illustrated the cover of the first issue of Votes for Women in October 1907, a publication of the Women's Social and Political Union.
Wilson was also a landscape and flower painter, and from 1920 his reputation for painting developed. In 1921, the Burlington Gallery, London exhibited his caricatures.
Image: The Building of the Streatham Hill Theatre,1928-1929 by David Wilson.