Ok I went through the records this is what I found.
My list is divided by schools.
I have 21 3X state champions and 6 4 time state champions.
Boone
3X Doug Steger
1968 (103), 1969 (112), 1970 (115
Caldwell County
3X David Richey,
1984 (105), 1985 (112), 1986 (112) (MVW)--1983 3RD (98) 1982 3RD (98)
Conner
4X Robbie Clarkston
1978 (112), 1979 (126), 1980 (138), 1981 (145) (MVW)—1977 2nd (98)
3XPat Martz
1988 (103), 1990 (119) 1991 (125)—1989 2nd (112)
Henry Clay
3X Matt Zarth
2007 (119), 2008 (119), 2009 (119)--- State qualifier 2005, 2006
Hopkinsville
3X Mike Givins
1966 (112), 1967 (120), 1968 (133)---State qualifier in 1965.
3X Willie Ennells
1989 (135), 1991 (152), 1992 (160)(MVW)---1988 5th (125), 1990 2nd (152)
3X Livingston Merritt
1995 (215),1996 (215), 1997 (Hwt)---1994 3rd (189) 1993 4th (152), 1992 5th (140) 6 time state placer
Kentucky School for the Blind
4X James Earl Hardin
1964 (154) (MVW), 1965 (165)(MWW), 1966 (165) (MVW), 1967 (165)
Lawrence County
3X Jacob Murton
2004 (125)(MVW), 2005 (135), 2006 (135)(MVW)
Martin County
3X Bruce Stepp
1992 (189), 1993 (189), 1994 (Hwt)(WVW)---1991 5th (189)
Newport Catholic
3X Rick Barker 1973 (112), 1974 (119), 1975 (119)
North Hardin
3X Jay Crawford
1966 (98), 1967 (112), 1968 (112)
3X Ed Brandon
1967 (145), 1968 (154)(MVW), 1969 (165)(MVW)
St X
3X Tendi Charasika
1994 (160), 1995 (172), 1996 (171)—1993 5th (160)
4X Isaac Knable
1999 (112), 2000 (130), 2001 (140)(MVW), 2002 (145)(MVW)
Simon Kenton
3X Brad Cooper
2001 (119), 2002 (130), 2003 (135) ---2000 2nd (112)
South Oldham
3X Tyler Schearer
2004 (215), 2005 (215), 2006 (215)----2003 6th (215)
Trinity (Lou)
4X John Jahy
2009 (103), 2010 (112), 2011 (125), 2012 (138)(MVW)
Union County
3X Caleb Ervin
2009 (130), 2010 (140), 2011 (152)(MVW)--2008 2nd (130)
Wayne County
3X Travis Sullivan
2005 (103), 2006 (103), 2007 (112)---2008 2nd (112)
Woodford County
3X Jeff Fitch
1972 (138), 1973 (145)(MVW), 1974 (155)(MWV)----1971 3rd (126)
4X Joe Carr
1993 (103), 1995 (126), 1996 (140), 1997 (145)(MVW)---1994 2nd (119)
3X Ian Horn
1996 (145), 1997 (152), 1998 (160) (MVW)---1995 6th (151), 1994 5th (140)
3X Chris Dunn
1997 (125), 1998 (135), 1999 (135)---1996 3rd (119)
3X Richard Starks
2004 (171), 2005 (189) 2006 (189), 2003 2nd (171)
4X Harrison Courtney
2006 (145), 2007, (145), 2008 (145)(MVW), 2009 (160)---2005 3rd (130), 2004 8th (119)