Derrick was born in Bristol in 1885 and was educated at Sidcot School. He trained as an artist at the Royal College of Art, later spending five years there as an instructor on the decorative arts.He married Margaret Clausen, the daughter of the painter George Clausen.
His oil painting of the Judgment of Paris, painted in 1914 as a design for a mural, was given to the Brooklyn Museum of Art by Adolph Lewisohn in 1923, and exhibited there in 1925.
In 1924 Derrick co-designed three posters for the Underground Electric Railways Company of London, and was the sole artist of a fourth in 1927. From 1931 he was active as a cartoonist, contributing to Punch, among other publications.
He moved in broadly "traditionalist" artistic and intellectual circles, numbering among his friends Hilaire Belloc, G. K. Chesterton, Ananda Coomaraswamy, Ernest William Tristram, and Vincent McNabb, the last-named being the priest who received him into the Roman Catholic Church. His work also appeared in G. K.'s Weekly.
The Rumour: design for a "careless talk" public information poster
Derrick lived for some years at Cold Ash, Berkshire, and his sons, Michael and Christopher, attended the nearby Douai School.
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