Drover was educated in Hodge's Cove and at Memorial University. He taught school from 1929 until 1938, when he joined the Royal Newfoundland Constabulary. Drover tried to enlist in the Royal Air Force in 1942 but was not accepted. He then joined the Newfoundland Ranger Force, serving until 1949.[1]
He crossed the floor to the CCF in 1955, becoming the first CCF member in Newfoundland. He helped form the new party and became its leader. The CCF fielded ten candidates in the 1956 election. The party won no seats, however, and he lost his own seat in the riding now known as Trinity North.[1] It would take three decades before the CCF's successor, the New Democratic Party, was able to win a seat in the legislature. Following his defeat, Drover started his own business in Hodge's Cove.[1]