| Dr. T. D. Jacobs | 1920 |
| R.W. Schiele | 1921 |
| Dr. I.W. Moranville | 1922 |
| R.H. Lamp | 1923 |
| C.J. Mays | 1924 |
| Henry Horn | 1925 |
| H.G. Davis | 1926 |
| Harry Diedrich | 1927 |
| A.R. Lamp | 1928 |
| Waldo Horn | 1929 |
| W.J. Meinert | 1930 |
| Leonard Dittmer | 1931 |
| E.W. Peterson | 1932 |
| H.E. Reimers | 1933 |
| Dr. I.W. Moranville | 1934 |
| Lloyd Reinbrecht | 1935 |
| Emil W. Petersen | 1936 |
| Waldo Horn | 1937 |
| Harry Diedrich | 1938 |
| Huxley A. Miller | 1939 |
| W.J. Meinert | 1940 |
| Chas Knudsen | 1941 |
| Art Roehl | 1942 |
| Art Roehl | 1943 |
| E.W. Peterson | 1944 |
| Lester Turner | 1945 |
| George Denton | 1946 |
| Louis F. Schafer | 1947 |
| A.H. Heistermann | 1948 |
| Roy Lammers | 1949 |
| Robert Ewall | 1950 |
| Charles Rahn | 1951 |
| Ralph Erps | 1952 |
| Walter Gawer | 1953 |
| Dave Bieler | 1954 |
| Eugene Compton | 1955 |
| Billy D. Paulsen | 1956 |
| Harlan Bland | 1957 |
| Raymond Meinert | 1958 |
| Robert Riggle | 1959 |
| Wayne Tank | 1960 |
| Ronald Paustian | 1961 |
| Henry Hagge | 1962 |
| Howard Kahl | 1963 |
| Victor Sparbel | 1964 |
| Dale Langmann | 1965 |
| Roy Lammers | 1966 |
| Hunnas First | 1967 |
| Laverne Fisher | 1968 |
| Jack Henderson | 1969 |
| Art Petersen | 1970 |
| Robert Marolf | 1971 |
| Reid Schlapkohl | 1972 |
| Robert Doran | 1973 |
| Robert Doran | 1974 |
| Art Petersen | 1975 |
| Robert Marolf | 1976 |
| Howard Kahl | 1977 |
| Howard Kahl | 1978 |
| Robert Doran | 1979 |
| Robert Doran | 1980 |
| Ronald Paustian | 1981 |
| Ronald Paustian | 1982 |
| Robert Marolf | 1983 |
| Dennis Peckenschneider | 1984 |
| Dennis Peckenschneider | 1985 |
| Mike Hogan | 1986 |
| Mike Hogan | 1987 |
| Mike Hogan | 1988 |
| Mike Hogan | 1989 |
| Gerald Lage | 1990 |
| Gerald Lage | 1991 |
| Jim Walker | 1992 |
| Jim Walker | 1993 |
| Jim Walker | 1994 |
| Jim Walker | 1995 |
| Jim Keppy | 1996 |
| Jim Keppy | 1997 |
| Jim Keppy | 1998 |
| Jim Keppy | 1999 |
| Jim Keppy | 2000 |
| Jim Keppy | 2001 |
| Derek Grant | 2002 |
| Derek Grant | 2003 |
| Dennis Weih | 2004 |
| Dennis Weih | 2005 |
| Kenneth Rochholz | 2006 |
| Kenneth Rochholz | 2007 |
| Darwin Paulsen | 2008 |
| Darwin Paulsen | 2009 |
| Darwin Paulsen | 2010 |
| Darwin Paulsen | 2011 |
| Darwin Paulsen | 2012 |
| Richard Stoltenberg | 2013 |
| Richard Stoltenberg | 2014 |
| Richard Stoltenberg | 2015 |
| Richard Frick | 2016 |
| Richard Frick | 2017 |
| Richard Stoltenberg | 2018 |
| Kenneth Rochholz | 2019 |
| Kenneth Rochholz | 2020 |
| Kenneth Rochholz | 2021 |
| Kenneth Rochholz | 2022 |
| Kenneth Rochholz | 2023 |
| Ray Arp | 2024 |
| Ray Arp | 2025 |