Managed by Ashlee and Jessica's father Joe Simpson, Ryan Cabrera has undergone quite a transformation since he hit the music scene in 2004 with his hit "On the Way Down," which peaked at number 15 on the Billboard Hot 100.

In 2006, Cabrera released a single "I Will Remember You," which was featured in a promotion for Will and Grace's series finale and as the elimination song for the 2007 season of So You Think You Can Dance.