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Willy Mason (born November 21, 1984, New York) is an American singer-songwriter. He is the son of Jemima James and Michael Mason, both folk singers. When Mason was five, he and his family moved from New York to West Tisbury, Massachusetts on the island of Martha's Vineyard. He attended West Tisbury Elementary School and Martha's Vineyard Regional High School, where he participated in several local bands such as Keep Thinking, Cultivation, and Slow Leslie. He also was in the MVRHS Minnesingers. He is a direct descendant of the 19th century philosopher William James, the brother of novelist Henry James.