In the first interview session, conducted on October 31, 2019, Brown discusses her family background, including the experiences of her parents in Germany during World War II, and their experiences as German immigrants in Portland in the 1950s and 1960s. She talks about her early life in the Sellwood neighborhood of Portland, including taking care of her mother after she had a stroke in 1968, her experiences as a child of German immigrants, and her education at Catholic schools. She discusses her college experience at Lewis and Clark College and at Portland State University. She then speaks about her experiences studying law at Northwestern College of Law and working as a law clerk. She talks about getting a job as a lawyer for the Bullivant firm in Portland, about her first day in court, and about her strategies as an introvert for managing the responsibilities of a lawyer and judge.