This oral history interview with Windsor Calkins was conducted by Jim Strassmaier in Calkins’ office in Eugene, Oregon, from July 7 to August 1, 1986. In the interview, Calkins discusses his family background and early life in Eugene, including a 1922 trip on foot from Newport to Florence, Oregon, with his father. He also discusses his father’s career as a court reporter, as well as his own interest in the law. Calkins talks about studying law at the University of Oregon, including taking classes from Wayne Morse. Calkins talks about practicing law in Eugene and some of the cases he argued, including bootlegging and murder cases. He also discusses the effect the Depression had on his family. He then talks about his experiences in the U.S. Navy during World War II. Calkins also talks about notable people from Eugene, including William G. East and other judges. He then discusses his work as a lawyer for the Eugene Water and Electric Board and Sacred Heart Hospital, as well as his involvement with the Lane County Bar Association, the Eugene City Health Board, and other civic organizations. He closes the interview with a description of malpractice lawsuits, as well as his family life.