Hugh Harold Calkins III was born in New York City on October 13, 1942. At a young age his family moved to Colorado. His parents were Hugh Harold II and Elizabeth Calkins. After college he joined the Peace Corps with his wife and later attended law school at the University of Colorado. He received the Reginald Heber Smith Fellowship, which enabled him to choose from a list of places to work and he chose to work in Maine. He and his wife first worked at Pine Tree Legal Assistance. After a couple of years he decided to go into private practice. When his wife was appointed to the judiciary, he returned to work with Pine Tree Legal Assistance part-time. He was one of the founding members of the board of directors of the Maine Bar Foundation. He was the director for two three-year terms. He now works mostly with legal services organizations around the country, and some national organizations that are involved with legal services. He has played a large role in the computerization of legal services. He worked with Senator Muskie on the Maine Commission on Legal Needs.
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L'Hommedieu, Andrea, "Calkins, Hugh H. oral history interview" (2003). Edmund S. Muskie Oral History Collection. 67.