By the time he was 13, Chris Holcombe was published in "On The Road," an anthology showcasing lyrical excellence.  Later that year, he cowrote the song "One Too Many In Love" with Michael McDonald, which is featured on his first recording of songs "Settin' The Moon On Fire." He continued his music education at the esteemed Berklee College of Music, where he was listed in the top 12 of their annual Singer/Songwriter contest and performed in their annual Pop/Rock Live! show.

In the spring of 2006, he released "The Trouble With Loving Hurricanes," a 4-song EP that brought out his blues and soul influences. In 2008, he released the video "Dirty Blood."