Gary Allan worked in a variety of genres and built up a diverse and reputable career. Allan worked on a variety of projects during his early entertainment career, including "Black Magic Woman" (1991), "Pensacola: Wings of Gold," "TNN Music City News Country Awards" (The Nashville Network, 1998-99), "The Late Show With David Letterman" (CBS, 1993-2015) and "The Tonight Show With Jay Leno" (NBC, 1991-2014). He also appeared in the TV special "Mother's Day Diaries" (2000-01). He also landed a role in the miniseries "Shake, Rattle & Roll" (1999-2000). "35th Annual Academy of Country Music Awards" (1999-2000) and "The 35th Annual CMA Awards" (2001-02) were a few of the awards shows where Allan could be seen at the height of his career. In the early 2000s, Allan lent his talents to projects like "The 36th Annual Academy of Country Music Awards" (CBS, 2001-02), "Jimmy Kimmel Live" (ABC, 2002-), "The 37th Annual CMA Awards" (CBS, 2003-04) and "The 38th Annual CMA Awards" (CBS, 2004-05). Most recently, Allan appeared on "The 40th Annual CMA Awards" (2006-07).