Anderson made his first stage appearance in June 1914 in a production of When Knights Were Bold at the Apollo Theatre. In the summer of 1915, Anderson appeared in a series of plays at the New Theatre Oxford with Sir John Martin-Harvey. In 1923, Anderson started his own repertory company in Gosport. From 1929 through 1939, Anderson toured with his company through India, Burma, Ceylon, China, Japan, Kashmir, Afghanistan, Java, and Sumatra.[1] In 1932, he founded the Indian National Theatre in Bombay, in which English and Indian classics would be presented by all-Indian casts.[1][2] While in Burma and what was then known as Siam, Anderson appeared as a clown in Hagenbeck's Circus. After serving in World War II, Anderson served as resident director at the Intimate Theatre from 1947 through 1950.[1]
Anderson wrote the play The Wisest Fool in 1946. He also wrote an autobiography titled Diamond Jubilee Hangover.[1]