2011

Sheriff Bruce Peoples

Custer County

2010

Sheriff Scott Jay

Beckham County

2009

Sheriff Bill Winchester

Garfield County

2008

Sheriff Charlie Tucker

Alfalfa County

2007

Sheriff Jimmie Bruner

Stephens County

2006

Sheriff John Whetesel

Oklahoma County

2005

Sheriff Tom Shaffer

Major County

2004

Sheriff Frank Cantey

Mayes County

2003

Sheriff Steve Toliver

Creek County

No Photo

Available

2002

Sheriff Dwight Woodrell

 Pawnee County

2001

Sheriff Gary McCool

 Atoka County

2000

Sheriff Ivan "Doc" Evans

Dewey County

1996

Sheriff Kenny Stradley

 Comanche County

1995

Sheriff Stanley Glanz

 Tulsa County