4X Vermont State Wrestling Champions| Jim Burns | Essex Junction | 1990 | 1991 | 1992 | 1993 |
| Jeremiah Rogers | Mt. Anthony | 1994 | 1995 | 1996 | 1997 |
| Phil Kerin | Spaulding | 1996 | 1997 | 1998 | 1999 |
| Jerimiah Gingras |
Spaulding |
1998 |
1999 |
2000 |
2001 |
4X Vermont State Finalist| Keith Lamell | Essex Junction | 1985 | 1986 | 1987 | 1988 |
| Chris Hammond | Spaulding | 1992 | 1993 | 1994 | 1995 |
| Rafael Vega | Mt. Anthony | 1992 | 1993 | 1994 | 1995 |
| Jacob Gray |
Essex |
1997 |
1998 |
1999 |
2000 |
| Steve Forrest |
Mt. Anthony |
1997 |
1998 |
1999 |
2000 |
3X Vermont State Wrestling Champions| Frank Trebilcock | St. Johnsbury | 1970 | 1971 | 1972 |
| Jerry Chaloux | Spaulding | 1977 | 1978 | 1979 |
| Scott Legacy | Mt. Anthony | 1979 | 1980 | 1981 |
| Andy Appleby | Mt. Anthony | 1979 | 1980 | 1981 |
| Randy LaPlante | North Country | 1981 | 1982 | 1983 |
| Dick Blair | Middlebury | 1983 | 1984 | 1985 |
| Shawn Colbeth | Spaulding | 1984 | 1985 | 1986 |
| Keith Lamell | Essex Junction | 1985 | 1986 | 1987 |
| Joe Russell | Middlebury | 1988 | 1989 | 1990 |
| Andy Donehower | Essex Junction | 1991 | 1992 | 1993 |
| Rafael Vega | Mt. Anthony | 1993 | 1994 | 1995 |
| Eric Genau | Burlington | 1997 | 1998 | 1999 |
| Steve Forrest |
Mt. Anthony |
1997 |
1999 |
2000 |
| Sam Gray |
Essex |
1999 |
2000 |
2001 |
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