He is known for co-writing the songs "Don't" by Billy Currington, "Watching Airplanes" by Gary Allan, "A Guy Walks Into a Bar" by Tyler Farr, "Red Light" and "Let It Rain" by David Nail, "Why Don't We Just Dance" by Josh Turner, "Diamond Rings and Old Barstools" by Tim McGraw, and "Beer Never Broke My Heart" by Luke Combs.

More recently, Singleton co-wrote the number one hits "Die from a Broken Heart" by Maddie & Tae, "I Hope You're Happy Now" by Carly Pearce and Lee Brice (also co-written by Combs), and "In Between" by Scotty McCreery.

In 2009, the American Society of Composers, Publishers and Authors (ASCAP) awarded Singleton for "Don't," which was one of the most-played country music songs of that year.

They signed to Universal South Records (now Show Dog-Universal Music) in March 2009 and released the single "Livin' in Paradise" that month.

The band's song "I'm Afraid of Storms" is included in soundtrack to the 2012 video game Silent Hill: Downpour.