Walter Armwood was being trained to become a liaison pilot as part of the program at Tuskegee. Although he was unable finish his training before the end of World War II and the program was cancelled, Armwood pursued his desire to fly and in the early 1960s received further training from Gilbert Cargill, who was a neighbor and had been an instructor at Tuskegee during the War.
After his War service, Armwood returned to his career as an educator, eventually becoming a guidance counselor in the Cleveland school system. He came from a family of education professionals who also made a mark on their communities. Armwood High School, outside of Tampa, Florida, is named after Blanche Armwood, educator, activist and aunt of Walter Arwood. His father, Walter Armwood Sr., was appointed Director of Negro Economics for the state of Florida by the governor, traveling the state to help settle racial conflicts that might hinder the War effort.