Despite the many challenges that the school, along with the world, faced during the 1940s, the Society remained resolute in their activities. During the wartime period, the Society tried to continue their longstanding production program of both a Fall and Spring performance. Yet, the loss of faculty members, students, and alumni weighed on the Society, eventually forcing the cancelation of one of the annual productions. In 1945 and 1946, the loss of director, Mr. S. Hurley, left the Society without a leader and all performances were canceled. The Society was revived in 1947 with the arrival of Mr. A. MacDougall S.J.. In April of that year, the Society staged an evening of one-act plays, featuring The Merchant of Venice, The Ghost of Jerry Bundler, and Miracle of the Danube. From that year, the Society continued to build up the program, trying to return to the earlier production program.
Shortly after the revival, Fr. John J. Murray S.J. arrived at St. Paul's. His arrival in 1952 and subsequent takeover of the St. Paul's Dramatic Society set the program on a new course. Under his guidance, productions became increasingly more elaborate and scripts shifted to reflect his interest in classical playwrights, particularly Shakespeare. His influence also encouraged casts to expand, stage designs to become more embellished, and the handmade costumes to feature intricate details.
This period set the stage for the future of the Society as Fr. Murray established many traditions that continue to be an important part of the productions.
1939 - 1940: Mrs. Castemaine's Christmas Dinner
1939 - 1940: Thank You For What, Stars Are Born, Jest of Hahalaba and The Late Arrivals
1940 - 1941: The Underdog, The Hiding Place and Oh Doctor
1941 - 1942: Ladies' First, Submerged and The Grand Cham's Diamond
1942 - 1943: By Special Request, The Merchant of Venice and The Belle of Skeedunk
1943 - 1944: Brother Orchid
1946 - 1947: The Merchant of Venice, The Ghost of Jerry Bundler and Miracle of the Danube
1947 - 1948: Cuckoos on the Hearth
1948 - 1949: The Valiant and The Boy Comes Home
1949 - 1950: The Road to Godshill and Count Albany
1950 - 1951: The King's Supper and The Beheading of Anne Boelyn
1952 - 1953: Career Angel
1953 - 1954: Arsenic and Old Lace
1955 - 1956: Young Man's Fancy and Monkey's Paw
1956 - 1957: Angel Street
1957 - 1958: Hasty Heart (not performed)
1958 - 1959: Caine Mutiny Court Martial