Wainwright's career began in the late 1960s. He had played the guitar while in school but later sold it for yoga lessons while living in San Francisco. Later, in Rhode Island, Wainwright's grandmother got him a job working in a boatyard. An old lobsterman named Edgar inspired him to borrow a friend's guitar and write his first song, "Edgar". Wainwright soon bought his own guitar and in about a year wrote nearly twenty songs. He went to Boston and New York City to play in folk clubs and was eventually noticed by Milton Kramer, who became his manager. He signed a record deal with Atlantic Records, which released his self-tiled first album in 1970.