Birthday: May 28, 1985

Hometown: Malibu, California

Where You've Seen Her: Gorgeous singer-songwriter Colbie Caillat first came onto the music scene with her album Coco and singles "Bubbly" and "Realize" in 2007. In 2009, she released her second album, the Grammy-nominated Breakthrough. In 2010, she won a Grammy for her duet with Jason Mraz, "Lucky," as well for as Taylor Swift's album Fearless, on which she's a featured artist. This week, check out her brand new album, All of You, and her performance on Jay Leno tonight at 11:35/10:35c.

Random Fact: She was once rejected from American Idol pre-auditions.