From January 1926 Upward took up various teaching jobs in a number of locations, such as
Carbis Bay,
Worcester,
Lockerbie,
Loretto,
Scarborough and
Stowe. In 1932 he became an English master at
Alleyn's School, Dulwich, having been recommended by a friend of his brother, Mer, who was also a schoolmaster and became headmaster of
Port Regis School the following year. He remained at Alleyn's until his retirement in 1961. In 1931 he began attending meetings of a branch of the
Communist Party of Great Britain in
Bethnal Green, and
canvassed for
Joe Vaughan, the CPGB candidate for
Bethnal Green South West in
that year's general election. In 1932 he joined the party on a probationary basis, which was partly self-imposed, and travelled to the
Soviet Union as part of a delegation that also included
Barbara Wootton. He also visited Isherwood and Spender in
Berlin. He became a full member of the party in 1934. In 1936 he married Hilda Percival (1909–1995), a fellow teacher and CPGB member, with whom he had a son and a daughter (their son,
Christopher Upward, became a linguist). During the
Second World War the family was
evacuated with Upward's school to
Cleveleys in
Lancashire, where Alleyn's temporarily merged with the nearby
Rossall School. Starting in 1942 Upward and his wife began to be investigated by
MI5 in relation to their communist activities. Upward remained committed to
internationalism and
socialism for the rest of his life, although he and Hilda left the CPGB in 1948, believing that it was no longer revolutionary and that its leadership was trying to appease the
Labour government. Upward's first novel,
Journey to the Border, was published by the
Hogarth Press in 1938. It describes in poetic prose the rebellion of a private tutor against his employer and the menacing world of the 1930s, inducing a nightmarish state, and concluding with the recognition that he must join the workers' movement. After this, Upward found it increasingly difficult to write anything, and so in 1952–53 he took a sabbatical year from teaching in order to focus more intently on his writing, but this backfired and resulted in a
nervous breakdown. During this time he destroyed most of his Mortmere stories from his Cambridge days, having concluded that such grotesque and fantastical fiction was inappropriate in a post-
Holocaust world. In 1954 Upward began to overcome his creative block and started work on an autobiographical trilogy titled
The Spiral Ascent, dealing with the struggle of a poet, Alan Sebrill, to combine his creative endeavours with political commitment to the CPGB. The trilogy was published in the years following Upward's early retirement in 1961 to the house where his parents used to live in
Sandown, Isle of Wight.
In the Thirties (1962), the first volume, describes Sebrill's early involvement with the CPGB and the struggle against the
British Union of Fascists in the 1930s.
The Rotten Elements (1969) involves Sebrill and his wife's clash with the party leadership, and their decision to leave the party. The final volume,
No Home but the Struggle (1977), sees Sebrill find new meaning by joining the
Campaign for Nuclear Disarmament, which helps him to write again. It also includes largely autobiographical recollections of Upward's family and childhood, inspired by
Marcel Proust, whom Upward greatly admired. ==Later years==