Career
He received an education at the Melbourne Technical College from 1929 to 1935. In the year of 1936, he worked as a freelance illustrator and cartoonist. During the Second World War, Harold Freedman enlisted in the Royal Australian Air Force and ended up being a war artist that was attached to the Royal Australian Air Force Historical War Records Section, along with Eric Thake and Max Newton.
He was able to work as a war artist from the year of 1944 to 1945, in Borneo, Noemfoor and around Australia.
His work also featured on magazine covers like (The) New Idea magazine in the 1940s. include Ballarat Art Gallery, Australian War Memorial, Canberra, Royal Australian Air Force Museum, Point Cook.