Western Swing Past Winners
Academy Of Western Artists
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Western Swing
| Year | Male | Female | Duo/Group | Album | Song | Instrumentalist |
|---|---|---|---|---|---|---|
| 2010 | John England | Carolyn Martin | Saddle Cats | Les Gilliam - Oklahoma 1955 | Saddle Cats - Herdin' Cats | Buddy Spicher |
| 2009 | John England | Kelli Grant | Brady Bowen Swing Country | Billy Mata - This Is Tommy Duncan | Mary Allen - Let's Make Music In The Country | Buddy Hrabel |
| 2008 | Reid Wells | Carolyn Martin | Texas Gypsies | Quebe Sisters Band - Timeless | Tommy Hooker - Texas In My Soul | Jim Loessberg |
| 2007 | Billy Mata | Liz Talley | Light Crust Doughboys | Dan T. Chambers - Alive And Swinging | Starla Queen - Show Me | Bobby Koeffer |
| 2006 | Leon Rausch | Jean Stafford | The Texas Playboys | Segovia - So In Love With You | Joe Paul Nichols - Eleven Eighteen Nadine Lane | Johnny Gimble |
| 2005 | Billy Mata | Melissa Collard | River Road Boys | Dave Alexander - Western Boogie | Curtis Potter - Every Time I Hear A Fiddle Play | Tommy Nash |
| 2004 | Dave Alexander | Christine Mims | Desperadoes | Ginny Mac - Sweet Sentimental Dreams | Cindy Walker/Shelly Lee Alley, Jr. - We're Proud Du Ya's from Texas | Bobby Flores |
| 2003 | Craig Chambers | Ginny Mac | Dave Alexander Legends Of Western Swing | Time Jumpers - Live at the Station Inn | Hugh Cardenas/Harold Hill - San Antonio Sweetheart | Cindy Cashdollar |
| 2002 | Curtis Potter | Robin Deeter | Time Jumpers | Tommy Morrell - Jugglin' Cats | Dugg Collins - Each Time I Hear That Song | Floyd Domino |
| 2001 | Craig Chambers | Trudy Fair | Texas Mud | Craig Chambers - West by Southwest | Joe Merrick - New Mexico | Leon Chambers |
| 2000 | Billy Mata | Peggy Rains | Ray Price Cherokee Cowboys | Cowjazz - Playing with a Stacked Deck | Dayna Wills/Norma Lee - Faded Love | Rich O'Brian |
| 1999 | Buck Reams | Trudy Fair | Cowjazz | Leon Rausch - Close to You | Cindy Walker - Ruidoso | Bob Boatright |
| 1998 | Leon Rausch | Dayna Wills | Legends Of Western Swing | Trudy Fair - On the Texas Side | Cindy Walker - Old Town Taos, NM | Tommy Morrell |
| 1997 | Leon Rausch | Trudy Fair | Time Warp Tophands | Rausch/Allsup - A Tribute to the Music of Bob Wills | Michael Fleming - This Old Cowboy Gets the Blues | Tommy Allsup |
| 1996 | Craig Chambers | Trudy Fair | Time Warp Tophands | Asleep at the Wheel - Tribute to Bob Wills | Luke Reed/Caswell - Too Many Irons | Rich O'Brian |