Throughout his boyhood, Douglas Pitassi was always eager to assist others. He was involved in the community and had close bonds with his family and friends. He went on to Portland State University after high school, where he was involved in a variety of student life organizations. He took classes in a variety of subjects until he worked out how to apply his abilities in a way that would both challenge him academically and put him in a position to assist others. He excelled at Portland State University, earning a bachelor's degree in 1985.