After Rompkey returned from his studies in London, he started his career as an educator. Rompkey taught school at Upper Island Cove and in St. John's. In 1963, he married fellow Memorial University graduate Carolyn Pike, and then, lured by
Tony Paddon, Rompkey took an appointment as principal of the Yale Amalgamated School in North West River. Rompkey later became the first Superintendent of Education with the Labrador East Integrated School Board, a position he held until 1971. In January 1972, Rompkey was studying for his Ph.D. in Adult Education at the University of Toronto when he won the nomination to represent the Grand Falls-White Bay-Labrador riding for the
Liberal Party. ==Parliamentary career==