Flora was a failed architecture student. He had to forego a scholarship to the Boston Architectural League in 1933 due to Depression-era financial constraints—he was too tired to attend classes after shifts as a busboy. ("I earned seven dollars a week plus meals and had to work the entire day—breakfast, lunch, and dinner. This meant that I could not attend classes. Late in October the school said they could no longer hold my scholarship open.")
Throughout his artistic life, many of Flora's iconic illustrations, paintings, and woodcuts displayed an idiosyncratic passion for structures. Above is a slightly edited frontage montage from his 1964 children's book My Friend Charlie.