C. Winston McQuillin was a prominent figure in Winnipeg’s amateur theatre scene in the 1920s. Following a stint of semi-pro baseball in Manitoba and Minnesota, McQuillin turned to acting, directing, and producing. The Little Theatre located on Main Street was host to the majority of his theatre career. On this stage he acted in plays such as <i>The Farmer’s Wife</i> and <i>Mr. Pim Passes By</i>. It is here that McQuillin met his wife Thelma LeCocq while producing <i>The Lampshade</i>. He received critical acclaim for his role as “Oswald” in Ibsen’s <i>Ghosts</i> alongside the Winnipeg Community Players. Amongst his directing credits is the University of Manitoba Menorah Theatre Society’s production of <i>Disraeli</i>. McQuillin’s contributions to Winnipeg theatre aided in the establishment of the Manitoba Theatre Centre. His professional career was spent as an advertising executive with Cockfield Brown where he rose to Vice-President, President, and Chairman. Following his retirement in 1966, further pursuits saw McQuillin build and run a golf course until ill health caused him to retire in the early-1970s. He died in 1976.