1985 All My Rowdy Friends Are Comin' Over Tonight/ Hank Williams, Jr. / Warner Bros. / Curb
1986 Who's Gonna Fill Their Shoes/ George Jones / Epic Records
1987 My Name Is Bocephus/ Hank Williams, Jr./ Warner Bros./Curb
1988 Not Awarded
1989 There's A Tear In My Beer/ Hank Williams, Jr., Hank Williams, Sr. / directed by Ethan Russell / Warner Bros. / Curb
1990 The Dance/ Garth Brooks / directed by John Lloyd Miller / Capitol Nashville
1991 The Thunder Rolls/ Garth Brooks / directed by Bud Schaetzle / Capitol Nashville
1992 Midnight In Montgomery/ Alan Jackson / directed by Jim Shea / Arista
1993 Chattahoochee/ Alan Jackson / directed by Martin Kahan / Arista
1994 Independence Day/ Martina McBride / directed by Robert Deaton and George J. Flanigen IV / RCA
1995 Baby Likes To Rock It/ The Tractors / directed by Micheal Salomon / Arista
1996 My Wife Thinks You're Dead/ Junior Brown / directed by Michael McNamara / Curb
1997 455 Rocket/ Kathy Mattea / directed by Steven Goldmann / Mercury
1998 This Kiss/ Faith Hill / directed by Steven Goldmann / Warner Bros.
1999 Wide Open Spaces/ Dixie Chicks / directed by Thom Oliphant / Monument Records
2000 Goodbye Earl/ Dixie Chicks / directed by Evan Bernard/ Monument Records
2001 "Born To Fly/ Sara Evans / directed by Peter Zavadil/ BNA
2002 "I'm Gonna Miss Her/ Brad Paisley / directed by Peter Zavadil/ Arista
2003 "Hurt"/ Johnny Cash/ directed by Mark Romanek/ American Recordings
2004 "Whiskey Lullaby" / Brad Paisley / Directed by Rick Schroeder
2005 "As Good As I Once Was" /Toby Keith / Directed by Michael Salomon
2006 "Believe" / Brooks & Dunn / Robert Deaton/George J. Flanigen IV
2007 "Online" / Brad Paisley / Directed by Jason Alexander
2008 "Waitin' on a Woman" / Brad Paisley / Directed by Jim Shea