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- The Annie (Ann Spencer Sports Connector Award)
Florida
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Gene | Deckerhoff | Buccaneers Radio Network, Tampa |
| 2023 | Eric | Reid | Heat/Bally Sports, Miami |
| 2022 | Gene | Deckerhoff | FSU/TB Bucs Networks, Tallahassee/Tampa |
| 2021 | Jose | Paneda | Heat Spanish Radio Network, Miami |
| David | Steele | Magic TV/Bally Sports Florida, Orlando | |
| Shayne | Wright | WPBF-TV, West Palm Beach | |
| 2020 | Eric | Reid | Miami Heat/Fox Sports Sun |
| 2019 | Steve | Goldstein | Panthers/FOX Sports Florida, Miami |
| 2018 | Eric | Reid | Miami Heat/Fox Sports Sun |
| 2017 | Eric | Reid | Miami Heat/Fox Sports Sun |
| 2016 | Mick | Hubert | Gator IMG Sports Network, Gainesville |
| 2015 | Andy | Freed | WDAE 620/95.3 Rays Network, Tampa |
| 2014 | Gene | Deckerhoff | Florida State U./Tampa Bay Bucs |
| 2013 | Dewayne | Staats | Tampa Bay Rays/Sun Sports/Fox Sports Florida |
| 2012 | Gene | Deckerhoff | Florida State U./Tampa Bay Bucs |
| 2011 | Gene | Deckerhoff | Florida State U./Tampa Bay Bucs |
| 2010 | Gene | Deckerhoff | Florida State U./Tampa Bay Bucs |
| 2009 | David | Steele | Orlando Magic |
| 2008 | Gene | Deckerhoff | FSU, Tallahassee |
| 2007 | Gene | Deckerhoff | FSU, Tallahassee |
| 2006 | Gene | Deckerhoff | Florida State Seminole ISP Sports Network |
| 2005 | Jimmy | Cefalo | WPLG-TV, Miami |
| 2004 | Jimmy | Cefalo | WPLG-TV, Miami |
| 2003 | Jimmy | Cefalo | WPLG-TV, Miami |
| 2002 | Jimmy | Cefalo | WPLG-TV, Miami |
| 2001 | Jimmy | Cefalo | WPLG-TV, Miami |
| 2000 | Gene | Deckerhoff | Gene Deckerhoff Productions, Tallahassee |
| 1999 | Paul | Kennedy | Sunshine Network, Orlando |
| 1998 | Jimmy | Cefalo | WPLG-TV, Miami |
| 1997 | Gene | Deckerhoff | Tampa Bay Buccaneers/Florida State, Tallahassee |
| 1996 | Dick | Crippen | WFLA-TV, Tampa |
| 1995 | Dick | Crippen | WFLA-TV, Tampa |
| 1994 | Ned | Smith | WTVJ, Miami |
| 1993 | Rick | Weaver | WIOD, Miami |
| 1992 | Gene | Deckerhoff | Deckerhoff Productions, Tallahassee |
| 1991 | Dick | Crippen | WFLA-TV, Tampa |
| 1990 | Dick | Crippen | WFLA-TV, Tampa |
| 1989 | Gene | Deckerhoff | Seminole Sports Network, Tallahassee |
| 1988 | Jim | Gallagher | North Palm Beach |
| 1987 | Jim | Gallagher | WPEC, West Palm Beach |
| 1986 | Gene | Deckerhoff | Florida State, Tallahassee |
| 1985 | Gene | Deckerhoff | Fla. State Uni., Tallahassee |
| 1985 | Bob | Warren | WCTV, Tallahassee |
| 1984 | Gene | Deckerhoff | Fla. State Uni., Tallahassee |
| 1983 | Gene | Deckerhoff | Fla. State Uni., Tallahassee |
| 1982 | Randy | Scott | WTOG, St. Petersburg |
| 1981 | Randy | Scott | WFLA, TV, Tampa |
| 1980 | Jim | Gallagher | WPEC, West Palm Beach |
| 1979 | Jim | Gallagher | WPEC, West Palm Beach |
| 1978 | Jim | Gallagher | WPEC, West Palm Beach |
| 1977 | Ray | Scott | Tampa Buccanneers |
| 1976 | Ray | Scott | Tampa Buccanneers |
| 1975 | Milt | Spencer | WFLA, TV, Tampa |
| 1974 | Milt | Spencer | WFLA, TV, Tampa |
| 1973 | Milt | Spencer | WFLA, TV, Tampa |
| 1972 | Milt | Spencer | WFLA, TV, Tampa |
| 1971 | Milt | Spencer | WFLA, TV, Tampa |
| 1970 | Milt | Spencer | WFLA, TV, Tampa |
| 1969 | Milt | Spencer | WFLA, TV, Tampa |
| 1968 | Milt | Spencer | WFLA, TV, Tampa |
| 1967 | Milt | Spencer | WFLA, TV, Tampa |
| 1966 | Bo | Mitchell | WKIS, Orlando |
| 1965 | Milt | Spencer | WFLA, TV, Tampa |
| 1964 | Walt | Dunbar | WFGA, Jacksonville |
| 1963 | Clure | Mosher | WCKT, Miami |
| 1962 | Otis | Boggs | WRUF, Gainesville |
| 1961 | Walt | Dunbar | WFGA TV, Jacksonville |
| 1960 | Otis | Boggs | WRUF, Gainesville |
| 1959 | Otis | Boggs | WRUF, Gainesville |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Ira | Winderman | South Florida Sun Sentinel, Ft. Lauderdale |
| 2023 | Rick | Stroud | Tampa Bay Times, St. Petersburg |
| 2022 | Barry | Jackson | Miami Herald, Miami |
| 2021 | Omar | Kelly | Palm Beach Post, West Palm Beach |
| 2020 | Dave | Hyde | South Florida Sun Sentinel, Ft. Lauderdale |
| 2019 | Dave | Hyde | South Florida Sun Sentinel, Ft. Lauderdale |
| 2018 | Marc | Tompkin | Tampa Bay Times |
| 2017 | Barry | Jackson | Miami Herald |
| 2016 | David | Whitley | Orlando Sentinel |
| 2015 | Michelle | Kaufman | Miami Herald |
| 2014 | Gary | Shelton | Tampa Bay Times |
| 2013 | Marc | Topkin | Tampa Bay Times |
| 2012 | Mike | Bianchi | Orlando Sentinel |
| 2011 | Gary | Shelton | Tampa Bay Times |
| 2010 | Roy | Cummings | Tampa Tribune |
| 2010 | Jim | Lamar | Tallahassee Democrat |
| 2009 | Gary | Shelton | St. Petersburg Times |
| 2008 | Roy | Cummings | Tampa Tribune |
| 2007 | Sue | Cocking | Miami Herald |
| 2006 | Gary | Shelton | The St. Petersburg Times |
| 2005 | David | Hyde | Sun Sentinel, Fort Lauderdale |
| 2004 | Karen | Crouse | Palm Beach Post |
| 2003 | Edwin | Pope | The Miami Herald |
| 2002 | Edwin | Pope | The Miami Herald |
| 2001 | Gary | Shelton | The St. Petersburg Times |
| 2000 | David | Hyde | Sun Sentinel, Fort Lauderdale |
| 1999 | Edwin | Pope | The Miami Herald |
| 1998 | Hubert | Mizell | The St. Petersburg Times |
| 1997 | Gary | Shelton | The St. Petersburg Times |
| 1996 | Edwin | Pope | The Miami Herald |
| 1995 | Hubert | Mizell | The St. Petersburg Times |
| 1994 | Hubert | Mizell | The St. Petersburg Times |
| 1993 | Hubert | Mizell | The St. Petersburg Times |
| 1992 | Edwin | Pope | The Miami Herald |
| 1991 | Tom | McEwen | The Tampa Tribune |
| 1990 | Tom | McEwen | The Tampa Tribune |
| 1989 | Tom | McEwen | The Tampa Tribune |
| 1988 | Tom | McEwen | The Tampa Tribune |
| 1987 | Tom | McEwen | The Tampa Tribune |
| 1986 | Tom | McEwen | The Tampa Tribune |
| 1985 | Larry | Guest | The Orlando Sentinel |
| 1984 | Jerry | Greene | The Orlando Sentinel |
| 1983 | Larry | Guest | Sentinel Star, Orlando |
| 1982 | Larry | Guest | Sentinel Star, Orlando |
| 1981 | Hubert | Mizell | The St. Petersburg Times |
| 1980 | Edwin | Pope | The Miami Herald |
| 1979 | Hubert | Mizell | The St. Petersburg Times |
| 1978 | Hubert | Mizell | The St. Petersburg Times |
| 1977 | Hubert | Mizell | The St. Petersburg Times |
| 1976 | Tom | McEwen | The Tampa Tribune |
| 1975 | Tom | McEwen | The Tampa Tribune |
| 1974 | Tom | McEwen | The Tampa Tribune |
| 1973 | Tom | McEwen | The Tampa Tribune |
| 1972 | Tom | McEwen | The Tampa Tribune |
| 1971 | Tom | McEwen | The Tampa Tribune |
| 1970 | Tom | McEwen | The Tampa Tribune |
| 1969 | Edwin | Pope | The Miami Herald |
| 1968 | Edwin | Pope | The Miami Herald |
| 1967 | Tom | McEwen | The Tampa Tribune |
| 1966 | Tom | McEwen | The Tampa Tribune |
| 1965 | Tom | McEwen | The Tampa Tribune |
| 1964 | Tom | McEwen | The Tampa Tribune |
| 1963 | Tom | McEwen | The Tampa Tribune |
| 1962 | Tom | McEwen | The Tampa Tribune |
| 1961 | Edwin | Pope | The Miami Herald |
| 1960 | Bill | Kastelz | The Times-Journal, Jacksonville |
| 1959 | Bob | Hudson | Tampa Tribune |