| Joe Lamb, Champaign Asphalt |
2022-23 |
| Anne Bigane Wilson, Ogden Avenue Materials |
2020-21 |
| Beck Simonds, E.T. Simonds |
2018-19 |
| John Healy, Arrow Road Construction |
2016-17 |
| John Lynch, Iroquois Paving Corporation |
2015 |
| Woodie Griffin, James Fiala Paving |
2014 |
| Steve Nelson, Advanced Asphalt |
2013 |
| Robert Krug, K-5 Construction |
2012 |
| Jim Bruner, United Contractors Midwest |
2011 |
| Dan Curran, Curran Contracting |
2010 |
| Hugh Gallivan, Open Road Paving |
2009 |
| Dan Gallagher, Gallagher Asphalt |
2008 |
| Ric Neubert, Southern IL Asphalt |
2007 |
| John Bryan, Geneva Construction |
2006 |
| Tim Docter, Maclair Asphalt |
2005 |
| Ken Wilhelmi, P.T. Ferro Construction |
2004 |
| John Kovach, Gunther Construction |
2003 |
| Jim Fiala, James Fiala Paving |
2002 |
| Mike Cullinan, R.A. Cullinan & Sons |
2001 |
| John Healy, Arrow Road Construction |
2000 |
| Joe Lamb, Champaign Asphalt |
1999 |
| Ken Newton, Sankey Construction |
1998 |
| Dave Leifheit, Aurora Blacktop |
1997 |
| Charlie Adams, Howell Asphalt |
1996 |
| Myron Rafferty, Rockford Blacktop |
1995 |
| Mike Cullinan, R.A. Cullinan & Sons |
1994 |
| Sam Palumbo, Palumbo Bros. |
1993 |
| Chuck Merrill, Merrill Contracting |
1992 |
| Jack Lynch, Iroquois Paving |
1991 |
| Dan Curran, Curran Contracting |
1990 |
| Jim Bruner, IL Valley Paving |
1989 |
| Don Gallagher, Gallagher Asphalt |
1988 |
| Jack Haydon, Reese Construction |
1987 |
| Tim Docter, Maclair Asphalt |
1986 |
| Ken Ozier, Howell Asphalt |
1985 |
| Howard Reeves, Crown-Trygg |
1984 |
| Steve Decker, Rein, Schultz & Dahl |
1983 |
| Dempsey Keene, Keene Constructors |
1982 |
| Edward Monoscalco, Monarch Asphalt |
1981 |
| Roger Yarbrough, University Asphalt |
1980 |
| George Krug, Jr., K-5 Construction |
1979 |
| Don Gallagher, Gallagher Asphalt |
1978 |
| Bill Regenhardt, Southern IL Asphalt |
1977 |
| Jack Curran, Curran Construction Co. |
1976 |
| Dick Nelson, Advanced Asphalt |
1975 |
| Joe Azzarelli, Azzarelli Construction |
1974 |
| Ken Shaw, Wabash Asphalt |
1973 |
| D.E. Lynch, Iroquois Paving |
1971-72 |
| John Bryan, Geneva Construction |
1970 |
| Gene Lamb, Champaign Asphalt |
1968-69 |
| Ernest L. Docter, Maclair Asphalt |
1967 |
| Wayne Healey, Arrow Petroleum |
1965-66 |
| Virgil Howell, Howell Asphalt |
1964 |
| |
1963 |
| Don McLean, Allied Asphalt |
1962 |
| Sam Matz, Seneca Petroleum |
1961 |
| Don White, American Asphalt |
1960 |
| |
1959 |
| Jack Sankey, Jr., Sankey Brothers |
1958 |
| Leo O’Neill, Champaign Asphalt |
1957 |
| Jas. F. Gallagher, Gallagher Asphalt |
1956 |
| William Meek, Stahl Construction |
1955 |
| Clay Hoskins, Jefferson Asphalt Co. |
1954 |
| John O’Brien, Chas. O’Brien & Son |
1953 |
| Bill Howard, Rockford Blacktop |
1952 |
| Elton A. Wagner, Elton A. Wagner Co. |
1951 |
| Sam Love, Skokie Valley Asphalt |
1950 |
| R.A. Cullinan, R.A. Cullinan & Sons |
1948-49 |
| Truman Flatt Sr., T. Flatt & Sons |
1946-47 |
| Robert J. Hummel, Hummel Const. |
1945 |
| Henry Berens, Berens Const. |
1944 |
| Robert Scales, C.F. Settles Co. |
1943 |
| Ray Ellison, Carthage |
1941-42 |
| J.P. Weatherby |
1939-41 |
| D.E. Lynch |
1937-39 |
