Vanessa Carlton

A popular pop singer who first came to prominence in 2002 with her runaway hit single, A Thousand Miles. The song was heard literally everywhere after that, becoming a theme for the early 2000s and the new emerging sound at the time. Three albums later, she's still a popular artist, if perhaps a little bland for some due to her lack of scandalous personal life.

Discography

 * Be Not Nobody (2002)
 * Harmonium (2004)
 * Heroes & Thieves (2007)
 * Rabbits on the Run (2011)

This singer provides examples of:

 * Bi the Way: She came out in 2010 at a Gay Pride concert
 * Doing It for The Art
 * Executive Meddling: A rare positive example as the president of A&M Records personally helped to record, produce and arrange A Thousand Miles after he heard her demo tape.
 * Matzo Fever: She's half Jewish.

Her music provides examples of:

 * Album Title Drop: "Rabbits On The Run" takes its name from a line in "Carousel."
 * Break Up Song: A few, including some interesting takes on it, like "Fools Like Me" (the singer giving out to herself for getting into a relationship with the subject), and "Carousel" (a song in third person, in the form of advice to people who've just broken up.)
 * Littlest Cancer Patient: The song "Annie".
 * Mad Love: "Rinse" tells the story of a girl with this.
 * Manic Pixie Dream Boy: "Ordinary Day".
 * Twist Ending: The ending of her "Pretty Baby" music video reveals that the boy that all the loving flashbacks were shown of throughout the video is.