A native of Philadelphia, Sharp studied theatre at New York University before releasing her first album A Cheap and Evil Girl in 1999, which contained the cult single "David Duchovny."
The album's first single, "David Duchovny," garnered a cult following both for its musical qualities and its comical references to the titular actor.
In September 2004, Sharp released Live at Fez, a recording of a May 2003 unplugged performance in New York City, which included the new song, “Waving Goodbye."
She also contributed the song "This Side of Paradise" to the dubbed English version of the Pokemon movie Pokémon: Destiny Deoxys and "Team Up!"
In July 2007, Sharp starred as Leila in Vassar College's Powerhouse Summer Theater workshop production of Pete Townshend's The Boy Who Heard Music.
Sharp ultimately opted to release the new material not as a solo album but under the name Beautiful Small Machines, a band comprising herself and longtime collaborator Don DiLego.
In 2012 Beautiful Small Machines released their version and music video for the song Paper Planes, a twangy cover of the M.I.A.
Sharp made her film debut in the role of Erica in the independent movie Bert and Arnie's Guide to Friendship, directed by Jeff Kaplan, which also starred Anna Chlumsky, Cristin Milioti and Adrian Martinez.
[10] In 2018, along with partners Don DiLego, Jesse Malin and Tom Baker, Sharp helped to open the east village bar and music venue, Coney Island Baby on Avenue A (formerly Hi-Fi).
She has upcoming scripted drama podcasts for Audible, Wondery and Apple Music set to be released in the fall of 2022.