Ross has taken part in several USO tours and has performed stand-up comedy at US Military bases in Afghanistan, Guantanamo Bay and Iraq. Ross first traveled to Iraq in 2003 as part of a comedy tour hosted by Drew Carey.
Ross's comedic performances have been shared with US troops at bases in Afghanistan, Guantanamo Bay, and Iraq. He made his initial visit to Iraq in 2003 during a comedy tour led by Drew Carey.