| Year |
Name and City |
W/L |
Average |
| 1921 |
T. P. Storey |
Unk. |
Unk. |
| 1922 |
E. M. Merchant | Unk |
Unk. |
| 1923 |
J. W. Netherton | Unk |
Unk. |
| 1924 |
L. P. Soete |
Unk. |
Unk. |
| 1925 |
Leonard Miller- Louisville |
Unk. |
Unk. |
| 1926 |
Ed Beckman- Louisville |
4-1 |
Unk. |
| 1927 |
Sam Mattingly- Louisville |
14-2 |
38.0% |
| 1928 |
Ed Beckman- Louisville |
9-0 |
48.9% |
| 1929 |
Lee Akers- Nolin |
14-1 |
Unk. |
| 1930 |
Sam Mattingly- Louisville |
Unk. |
Unk. |
| 1931 |
Lee Akers- Nolin |
8-1 |
46.0% |
| 1932 |
William Nuttall- Louisville |
15-0 |
52.0% |
| 1933 |
Lee-Akers- Nolin |
14-1 |
50.0% |
| 1933 |
George Moore- Dayton |
Unk. |
Unk. |
| 1934 |
Lee Akers- Nolin |
10-3 |
Unk. |
| 1934 |
Harry Henn- Cold Springs |
Unk. |
Unk. |
| 1935 |
Van L. Young- Shelbyville |
9-0 |
58.5% |
| 1935 |
Harry Henn- Cold Springs |
Unk. |
Unk. |
| 1936 |
Van L. Young- Shelbyville |
Unk. |
Unk. |
| 1936 |
Harry Henn- Cold Springs |
Unk. |
Unk. |
| 1937 |
Van L. Young- Shelbyville |
Unk. |
65.1% |
| 1937 |
George Moore- Dayton |
12-1 |
56.0% |
| 1938 |
Elmer McCoy- Louisville |
Unk. |
67.0% |
| 1938 |
George Moore- Dayton |
14-1 |
61.4% |
| 1939 |
Elmer McCoy- Louisville |
9-0 |
62.0% |
| 1940 |
Elmer McCoy- Louisville |
9-0 |
64.0% |
| 1941 |
Elmer McCoy- Louisville |
9-1 |
59.1% |
| 1942 |
Robert M. Cartwright- Louisville |
5-2 |
48.0% |
| 1944 |
Alvey Keene- Louisville |
Unk. |
55.0% |
| 1945 |
Alvey Keene- Louisville |
7-0 |
52.7% |
| 1946 |
Earl Morris- Fern Creek |
Unk. |
62.0% |
| 1947 |
Jim Johnson- Ludlow | Unk |
Unk |
| 1948 |
Jim Johnson- Ludlow | Unk |
Unk |
| 1949 |
Jim Johnson- Ludlow | 5-0 |
82.5% |
| 1950 |
Jim Johnson- Ludlow | 5-0 |
67.8% |
| 1965 |
George Fraley- Ashland |
Unk. |
Unk. |
| 1967 |
Howard Hamilton- Georgetown |
9-1 |
53.4% |
| 1968 |
Vern Hawkins- Burlington |
10-1 |
52.8% |
| 1969 |
Bill Henn- Bellevue | 15-1 |
65.4% |
| 1970 |
Howard Hamilton- Georgetown |
9-1 |
64.3% |
| 1971 |
Bill Henn- Bellevue | 9-1 |
70.2% |
| 1972 |
Bill Henn- Bellevue | 15-0 |
72.0% |
| 1973 |
Bill Henn- Bellevue | 14-1 |
69.5% |
| 1974 |
Bill Henn- Bellevue | 9-0 |
69.3% |
| 1975 |
Bill Henn- Bellevue | 10-1 |
68.7% |
| 1976 |
Jack Fahey- Lexington |
10-1 |
70.4% |
| 1977 |
Jack Fahey- Lexington |
10-1 |
73.3% |
| 1978 |
Jack Fahey- Lexington |
10-1 |
74.7% |
| 1979 |
Jack Fahey-Lexington | 11-0 |
70.4% |
| 1980 |
Jack Fahey- Lexington |
11-0 |
76.9% |
| 1981 |
Rube Blevins- Preston | 9-2 |
60.6% |
| 1982 |
Rube Blevins- Preston | 7-0 |
67.1% |
| 1983 |
Ed Henry- Lexington | 6-1 |
59.7% |
| 1984 |
Bill Henn- Bellevue | 6-1 |
65.9% |
| 1985 |
Ed Curran- Paris | 6-1 |
58.8% |
| 1986 |
Ron Powell- Henderson |
9-0 |
71.9% |
| 1987 |
Ron Powell- Henderson |
8-1 |
71.7% |
| 1988 |
Ron Powell- Reed | 15-0 |
72.1% |
| 1989 |
Ron Powell- Reed | 11-0 |
77.8% |
| 1990 |
Charlie Meredith- Bowling Green |
9-0 |
73.1% |
| 1991 |
Ron Powell- Reed | 9-0 |
79.7% |
| 1992 |
Charlie Meredith- Bowling Green |
8-1 |
78.8% |
| 1993 |
Don Titcomb- Winchester |
9-1 |
76.0% |
| 1994 |
Don Titcomb- Winchester |
8-1 |
74.0% |
| 1995 |
Charlie Meredith- Bowling Green |
9-0 |
75.7% |
| 1996 |
Charlie Meredith- Bowling Green |
6-1 |
79.2% |
| 1997 |
Charlie Meredith- Bowling Green |
7-0 |
76.5% |
| 1998 |
Charlie Meredith- Bowling Green |
6-2 |
69.2% |
| 1999 |
Greg Nalley- Bardstown |
7-1 |
70.3% |
|
| 2000 |
Bill Garrett- Finley |
6-1 |
60.3% |
|
| 2001 |
Tony Hankins- Louisville |
5-1 |
70.9% |
|
| 2002 |
Tony Hankins- Louisville |
7-0 |
67.4% |
|
| 2003 |
Tony Hankins- Louisville |
7-0 |
68.8% |
|
| 2004 |
Walter Mullins- Middlesboro |
8-2 |
63.1% |
|
| 2005 |
Tony Hankins- Louisville |
9-1 |
62.6% |
|
| 2006 |
Walter Mullins- Middlesboro |
8-1 |
66.3% |
|
| 2007 |
Tony Hankins- Louisville |
9-0 |
63.5% |
|
| 2008 |
Jim Culver- Henderson |
8-1 |
54.2% |
|
| 2009 |
Tony Hankins- Louisville |
9-0 |
70.8% |
|