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Kentucky
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Maggie | Davis | WLEX-TV, Lexington |
| 2023 | Greg | Stotelmyer | EKU Network, Richmond |
| 2022 | Mike | Pratt | UK Radio Network, Lexington |
| 2021 | Fred | Cowgill | WLKY-TV, Louisville |
| Kendrick | Haskins | WAVE-TV, Louisville | |
| 2020 | Keith | Farmer | WLEX-TV |
| 2019 | Tom | Leach | UK Sports Network, Lexington |
| 2018 | Kent | Spencer | WHAS-TV |
| 2018 | Kent | Taylor | WAVE-TV |
| 2017 | Tom | Lane | WDRB-TV, Louisville |
| 2016 | Rob | Bromley | WKYT-TV, Louisville |
| 2016 | Bob | Valvano | ESPN Radio, Louisville |
| 2015 | Fred | Cowgill | WLKY-TV, Louisville |
| 2014 | Kent | Spencer | WHAS-TV, Louisville |
| 2013 | Kent | Taylor | WAVE-TV, Louisville |
| 2012 | Tom | Leach | Big Blue/IMG Sports Network, Lexington |
| 2012 | Paul | Rogers | Cardinals Radio Network, Louisville |
| 2011 | Drew | Deener | WKRD Radio, WHAS-TV, Louisville |
| 2010 | Mary Jo | Perino | WLEX-TV, Lexington |
| 2009 | Mary Jo | Perino | WLEX-TV, Lexington |
| 2008 | Larry | Glover | WVLK, Lexington |
| 2007 | Dick | Gabriel | Host Communications, Lexington |
| 2006 | Tom | Leach | WLAP, Lexington |
| 2005 | Tom | Leach | WLAP, Lexington |
| 2004 | Tom | Leach | WLAP, Lexington |
| 2003 | Tony | Cruise | WHAS, Louisville |
| 2002 | Paul | Rogers | WHAS, Louisville |
| 2001 | Tony | Cruise | WHAS, Louisville |
| 2000 | Dick | Gabriel | WKYT-TV, Lexington |
| 1999 | Doug | Ormay | Kentucky News Network, Louisville |
| 1998 | Paul | Rogers | WHAS, Louisville |
| 1997 | Tom | Leach | WVLK, Lexington |
| 1996 | Dick | Gabriel | WKYT-TV, Lexington |
| 1995 | Paul | Rogers | WHAS, Louisville |
| 1994 | Charlie | McAlexander | Host Communications, Lexington |
| 1993 | Charlie | McAlexander | Host Communications, Lexington |
| 1992 | Charlie | McAlexander | Host Communications, Lexington |
| 1991 | Cawood | Ledford | Free Lance, Lexington |
| 1990 | Van | Vance | WHAS, Louisville |
| 1989 | Cawood | Ledford | Free Lance, Lexington |
| 1988 | Cawood | Ledford | Free Lance, Lexington |
| 1987 | Cawood | Ledford | Free Lance, Lexington |
| 1986 | Cawood | Ledford | Free Lance, Lexington |
| 1985 | Cawood | Ledford | Free Lance, Lexington |
| 1984 | Cawood | Ledford | Free Lance, Lexington |
| 1983 | Cawood | Ledford | Free Lance, Lexington |
| 1982 | Cawood | Ledford | Free Lance, Lexington |
| 1981 | Cawood | Ledford | Free Lance, Lexington |
| 1980 | Cawood | Ledford | Free Lance, Lexington |
| 1979 | Cawood | Ledford | Free Lance, Lexington |
| 1978 | Cawood | Ledford | WHAS, Louisville |
| 1977 | Cawood | Ledford | WLAS, Louisville |
| 1976 | Cawood | Ledford | WHAS, Louisville |
| 1975 | Van | Vance | WHAS, Louisville |
| 1974 | Van | Vance | WHAS, Louisville |
| 1973 | Cawood | Ledford | WHAS, Louisville |
| 1972 | Cawood | Ledford | WHAS, Louisville |
| 1971 | Cawood | Ledford | WHAS, Louisville |
| 1970 | Cawood | Ledford | WHAS, Louisville |
| 1969 | Cawood | Ledford | WHAS, Louisville |
| 1968 | Cawood | Ledford | WHAS, Louisville |
| 1967 | Cawood | Ledford | WHAS, Louisville |
| 1966 | Claude | Sullivan | WVLK, Lexington |
| 1965 | Claude | Sullivan | WVLK, Lexington |
| 1964 | Claude | Sullivan | WINN, Louisville |
| 1963 | Claude | Sullivan | WINN, Louisville |
| 1962 | Claude | Sullivan | WVLK, Lexington |
| 1961 | Claude | Sullivan | WVLK, Lexington |
| 1960 | Claude | Sullivan | WVLK, Lexington |
| 1959 | Claude | Sullivan | WVLK, Lexington |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | John | Clay | Lexington Herald Leader, Lexington |
| 2023 | Mark | Story | Lexington Herald-Leader, Lexington |
| Kyle | Tucker | The Athletic, Lexington | |
| 2022 | Jerry | Tipton | Lexington Herald-Leader, Lexington |
| 2021 | Jon | Hale | Courier-Journal, Louisville |
| 2020 | Kyle | Tucker | The Athletic, Lexington |
| 2019 | Mark | Story | Lexington Herald-Leader |
| 2018 | John | Clay | Lexington Herald-Leader |
| 2017 | Jen | Smith | Lexington Herald-Leader |
| 2016 | Jen | Smith | Lexington Herald-Leader |
| 2015 | Mark | Story | Lexington Herald-Leader |
| 2014 | Eric | Crawford | WDRB 41 Louisville News |
| 2013 | Jennie | Rees | Courier-Journal, Louisville |
| 2012 | John | Clay | Lexington Herald-Leader |
| 2011 | Larry | Vaught | The Advocate Messenger, Danville |
| 2010 | Larry | Vaught | The Advocate Messenger, Danville |
| 2009 | Larry | Vaught | The Advocate Messenger, Danville |
| 2008 | Larry | Vaught | The Advocate Messenger, Danville |
| 2007 | Larry | Vaught | The Advocate Messenger, Danville |
| 2006 | Larry | Vaught | The Advocate Messenger, Danville |
| 2005 | Jerry | Brewer | The Courier-Journal, Louisville |
| 2004 | Jody | Demling | The Courier-Journal, Louisville |
| 2003 | Larry | Vaught | The Advocate Messenger, Danville |
| 2002 | Jennie | Rees | The Courier-Journal, Louisville |
| 2001 | John | Clay | Lexington Herald-Leader |
| 2000 | Rick | Bozich | The Courier-Journal, Louisville |
| 1999 | Bob | White | The Courier-Journal, Louisville |
| 1998 | Mike | Fields | Lexington Herald-Leader |
| 1997 | Chuck | Culpepper | Lexington Herald-Leader |
| 1996 | John | Clay | The Lexington Herald-Leader |
| 1995 | Pat | Forde | The Courier-Journal, Louisville |
| 1994 | Pat | Forde | The Courier-Journal, Louisville |
| 1993 | Jerry | Tipton | Lexington Herald-Leader |
| 1992 | John | Clay | Lexington Herald-Leader |
| 1991 | John | Clay | Lexington Herald-Leader |
| 1990 | Rick | Bozich | The Courier-Journal, Louisville |
| 1989 | John | McGill | Lexington Herald-Leader |
| 1988 | Billy | Reed | Lexington Herald-Leader |
| 1987 | Billy | Reed | Lexington Herald-Leader |
| 1986 | Billy | Reed | The Courier Journal, Louisville |
| 1985 | Gene | McLean | Lexington Herald-Leader |
| 1984 | Billy | Reed | The Courier Journal, Louisville |
| 1983 | D.G. | Fitzmaurice | Lexington Herald-Leader |
| 1982 | John | McGill | Louisville Courier-Journal |
| 1981 | Billy | Reed | Louisville Courier-Journal |
| 1980 | Billy | Reed | Louisville Courier-Journal |
| 1979 | John | McGill | Lexington Leader |
| 1978 | Billy | Reed | Louisville Courier-Journal |
| 1977 | Billy | Reed | Louisville Courier-Journal |
| 1976 | Dave | Kindred | The Louisville Times |
| 1975 | Dave | Kindred | Louisville Courier-Journal |
| 1974 | Dave | Kindred | Louisville Courier-Journal |
| 1973 | Dave | Kindred | Louisville Courier-Journal |
| 1972 | Dick | Beardsley | Louisville Courier-Journal |
| 1971 | Dick | Fenlon | Louisville Courier-Journal |
| 1970 | Dick | Fenlon | Louisville Courier-Journal |
| 1969 | John | McGill | The Lexington Herald |
| 1968 | Dave | Kindred | Louisville Courier-Journal |
| 1967 | John | McGill | The Lexington Herald |
| 1966 | John | McGill | The Lexington Herald |
| 1965 | Earl | Ruby | Louisville Courier-Journal |
| 1964 | Billy | Thompson | The Lexington Herald |
| 1963 | Ed | Ashford | The Lexington Herald |
| 1962 | Ed | Ashford | The Lexington Herald |
| 1961 | Earl | Cox | Louisville Courier-Journal |
| 1960 | Earl | Cox | Louisville Courier-Journal |
| 1959 | Earl | Cox | Louisville Courier-Journal |