In 1927 Orage's first wife, Jean, granted him a divorce and in September he married Jessie Richards Dwight (1901–1985), the co-owner of the Sunwise Turn bookshop where Orage first lectured on the Gurdjieff System. Orage and Jessie had two children, Richard and Ann. While they were in New York Orage and Jessie often catered to celebrities such as Paul Robeson, fresh from his London tour. In 1930 Orage returned to England and in 1931 he began publishing the "New English Weekly". He remained in London until his death on 6 November 1934.