To date, Taylor has released five full-length studio albums, toured with notable international artists, and embarked on an acting career which has garnered positive attention from critics and bloggers.

I Feel Like A Fading Light was recorded in New York City alongside Jimi Zhivago, former guitarist for the roots music purveyors Ollabelle.

The music was performed almost entirely by Taylor and Zhivago, except for drums (which were provided by Mars Volta's Blake Fleming, Devon Ashley of The Lemonheads and Those Young Lions, and local musician Josh Seurkamp).

[4] After touring in support of the record, Taylor began work on a set of songs that would become the EP, The Greatest Story (2008).

She recorded the EP with producer Mike Deneen (known for his work with Fountains of Wayne, Howie Day, and Aimee Mann) "That project is part of a bigger picture that I'll finish and release as a full length."

She toured extensively with Over the Rhine, Grace Potter and the Nocturnals, Ron Sexsmith,[9] as well as with her friend, Lexington cellist Ben Sollee.

Taylor and Sollee had done occasional shows together since 2007, but this tour found them playing both solo material, and accompanying one another during each other's sets.

[14] Taylor's songs have been included in such shows as Smallville,[15][16] Justified,[17][18] Eli Stone,[19][20] One Tree Hill,[21][22][23][24][25][26][27] Ghost Whisperer,[28] Flashpoint,[29][30][31][32][33] Army Wives,[34] Hawthorne,[35][36] The Unit, All My Children, and Days of Our Lives.

[37] In 2019, "The Hard Way" from Taylor's "Songs of Instruction" was used in the Chinese thriller film Sheep Without A Shepherd directed by Sam Quah.

Taylor starred in director Matthew Porterfield's independent film, I Used to Be Darker, about a pregnant Northern Irish runaway who seeks refuge with family in Baltimore, MD, only to find her aunt on the verge of divorce.