Born in Winnipeg, Manitoba, Pitblado graduated from the University of Manitoba in 1920. His father, prominent lawyer Isaac Pitblado, was the chairman of the board of governors at the universityh from 1917-24. After working briefly for his father's law firm, Pitblado went to Oxford University in 1922 on a Rhodes Scholarship. After being part of the 1924 British ice hockey team, he returned to Manitoba and received a law degree from the University of Manitoba in 1926.
Pitblado had a long and distinguished legal career, serving as president of the Law Society of Manitoba (1965-6). He was one of the incorporators of the University of Manitoba Alumni Association and served as president from 1929 to 31. He was president of the Manitoba Fish and Game Association in 1935, and helped found the Canadian branch of Ducks Unlimited, serving as secretary of the organization from 1938 to 1974.