Actor-musician Gary Allan made a career in Hollywood by performing both on and off-screen. Allan worked on a variety of projects during his early entertainment career, including "Black Magic Woman" with Apollonia Kotero (1991), "Pensacola: Wings of Gold" and "The Late Show With David Letterman" (CBS, 1993-2015). He also landed a role in the miniseries "Shake, Rattle & Roll" (1999-2000). He also appeared in the TV special "Mother's Day Diaries" (CMT, 2000-01). Most recently, Allan appeared on "The 40th Annual CMA Awards" (ABC, 2006-07).