Randy White succeeds Archibald Thorndike as the headmaster of Gravesend Academy. He was previously the headmaster of a small private school in Lake Forest, Illinois, a wealthy community that has historically excluded people of color or Jews from moving in. Before working in education, he was a businessman in the Chicago meat industry. An authoritarian headmaster and a Republican, White frequently butts heads with Owen Meany. He is more concerned with fundraising and financial liability than the wellbeing of his students. When Owen pranks the school by moving Dr. Dolder’s car onto the stage of the auditorium, White refuses to ask for professional help to remove the car and becomes trapped while trying to get it out. He ignores the students’ rights by going through their wallets when Larry Lish is caught with one of Owen’s fake draft cards, and tries to get Owen’s college acceptances rescinded. He is dismissed from the school after Owen’s class graduates.