Taylor also began experimenting with oils at this time. He took up portraiture and his repertoire includes, among others, portraits of Stephen Leacock and R.E. Powell. Taylor soon became captivated by the Canadian war effort in the 1940s and became engaged with portraying industrialism and the war effort in Canada in accomplished works such as High Rivet, Talking Union and his steel works series. Taylor quickly moved into landscape painting and produced a great body of work in this vein from a great range of locales, from Peggy's Cove, Nova Scotia, to Quebec rooftops and Montreal's streets, to the community of San Miguel de Allende in Mexico.