The Trail Boss Award is the highest award presented to give recognition to those individuals, partners or formal groups for outstanding work or activities contributing to better understanding, use, or development of range resources of the Pacific Northwest. The Trail Boss Award typically recognizes sustained or long-term accomplishments and/or contributions to range or achievements of a very substantive nature.
- 1998 Chuck Perry, WA
- 1997 Chad Bacon, OR
- 1996 Lee Eddleman, OR
- 1995 None
- 1994 McCormack & Sons Ranch, OR
- 1993 William C. Krueger, OR
- 1992 Alfred N. Bawtree, BC
- 1991 Tom Bedell, OR
- 1990 Doc and Connie Hatfield, OR
- 1989 Wayne Elmore, OR
- 1988 Norman McClure, WA
- 1987 Donald Baldwin, OR
- 1986 Dillard H. Gates, OR
- 1985 E. William Anderson, OR
- 1984 Bill Stewart, BC
- 1983 Ray Van Steinburg, BC
- 1982 W.C. (Wilf) Pendray, BC
- 1981 Howard Borgerding, OR
- 1980 Tom Wallace, BC
- 1979 Bob Steward, OR
- 1978 Shirley Rugg, OR
- 1977 Alastair McLean, BC
- 1976 John L. Schwendiman, WA
- 1975 Claude Dillon, WA
- 1974 Charles Colton, OR
- 1973 Joe Gjertson, WA
- 1972 Ben Roche, WA
- 1971 Jim and Paul DuPratt, OR
- 1970 Laurence Mellergaard, WA
- 1969 Art Foss, OR
- 1968 Robert W. Harris, OR
- 1967 Grant Harris, WA
