He was then invited to perform with a band known as Yellowcard, and the group went on to release multiple successful albums. They toured and recorded together from 2000 to 2008. They then went on hiatus to focus on their personal lives, before regrouping in 2010. The group has had multiple Top 20 hits, and two of their albums have achieved Gold and Platinum status. In addition to recording with Yellowcard, Ryan Key also performs with the side project, Big If.