During the Second World War, young undergraduate Stanley Windrush, is conscripted into the British Army. Unlike his friend Egan, Windrush is a most reluctant soldier and struggles through basic training at Gravestone Barracks under Sgt. Sutton . Failing his officer selection board, he is posted to a holding unit, under the command of Major Hitchcock. Most of the soldiers there are malingerers and drop-outs, with one of them Private Cox becoming his mentor in escaping work details and riding the railways without a ticket. Windrush is finally posted to train as a Japanese interpreter, where he becomes the prize pupil. He is then contacted by his uncle, Brigadier Tracepurcel, who rapidly rose from the rank of Major for facilitating profitable business deals for his superior officers and is now a senior officer in the War Office, to join a secret operation known only as Hatrack. He is quickly commissioned and the operation is launched, Windrush becoming an unwitting participant in a scheme ostensibly to recover looted artworks from the Germans but really to steal them and sell them to two crooked art dealers. All are astounded that Windrush was trained in Japanese, rather than German that initially made him desirable to the operation. Windrush survives the operation where he is captured by British forces whilst in German uniform. No one believes he is British until he comes across Major Hitchcock who is commanding the prisoner of war camp Windrush is at. After being hospitalised for alleged mental illness he is discharged from the army. Tracepurcel and his associate, Private Cox, fake their deaths. Windrush returns to university after the war and is surprised to receive a visit from Cox, who brings him an attaché case. Cox is arrested as he leaves by Sergeant Sutton, now a Royal Military Policeman; Windrush and Tracepurcel having been tracked as the source of a counterfeit copy of one of the artworks. Windrush innocently reveals to the military police the contents of the case—a large sum of money—and is also arrested, assumed to be complicit in the fraud. The closing epilogue and dedication states: "To all those who got away, this film is most respectfully dedicated."
The film was primarily filmed at Shepperton Studios but some scenes were filmed at Wantage Hall, a hall of residence for the University of Reading. It was the first in a series of successful satirical comedies made by the Boulting brothers for their production company Charter Films. Their 1959 comedy, I'm All Right Jack, featured many of the same actors and characters. A number of references are made to the events of Private's Progress.
Reception
The film was the second most popular movie at the British box office in 1956. The New York Times wrote, "the Boultings have come up with an ingenious story and injected hilarious moments. But the whole thing sparkles and fizzles."