She first met her future husband Edward Hopper in art school, and then again in 1914 in Ogunquit, where they were staying in the same boarding house. However, their friendship apparently only began some years later. Their relationship became much closer during the summer of 1923, when they were both living in an art colony in Gloucester, Massachusetts. After a courtship that lasted for about a year, the couple married on July 9, 1924. They remained together until Edward Hopper died in 1967. Jo modeled for the figures in most of her husband's paintings after 1924. Edward Hopper only produced one oil painting of his wife ("Jo Painting" (1936)), but frequently made watercolors, drawings and caricatures of her. Throughout her married life Jo kept extensive diaries that recount her life with Edward and his creative process. These diaries also reveal that the marriage was troubled: the couple had frequent rows that sometimes escalated into actual fighting. Twenty-two of Josephine Hopper's diaries are in the collection of the Provincetown Art Association and Museum in Provincetown, MA.