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In 2001, Phillips signed with Nonesuch Records and released a stripped-down acoustic album called Fan Dance, which featured some of the her most critically acclaimed songwriting.

Phillips also began writing music for and scoring the television series Gilmore Girls, and appeared in the final episode of season six, performing " Taking Pictures " from her Fan Dance album.

In 2004, she released A Boot and a Shoe, another collection of acoustic cabaret songs.