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- The Annie (Ann Spencer Sports Connector Award)
Iowa
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Jake | Brend | WOI-TV, Des Moines |
| 2023 | Mark | Woodley | KWWL-TV, Waterloo |
| 2022 | John | Sears | WHO-TV, Des Moines |
| 2021 | Keith | Murphy | WHO-TV |
| 2020 | Mark | Woodley | KWWL-TV, Waterloo |
| 2019 | Gary | Dolphin | Hawkeye Sports Properties/Learfield IMG College, Iowa City |
| 2018 | Keith | Murphy | WHO-TV |
| 2017 | Keith | Murphy | WHO-TV, Des Moines |
| 2016 | Keith | Murphy | WHO-TV, Des Moines |
| 2015 | John | Walters | Iowa State Cyclones Radio Network/Learfield, Ames |
| 2014 | Andy | Garman | KCCI-TV, Des Moines |
| 2013 | Gary | Rima | KXEL Radio, Waterloo |
| 2012 | Chris | Hassel | WHO-TV, Des Moines |
| 2011 | John | Walters | HWOI-TV, Des Moines |
| 2010 | Gary | Dolphin | Hawkeye Sports Network, Iowa City |
| 2010 | Keith | Murphy | WHO-TV, Des Moines |
| 2009 | Larry | Morgan | Mediacom, Des Moines |
| 2008 | Gary | Rima | KXEL, Waterloo |
| 2007 | Larry | Morgan | ESPN Plus, Des Moines |
| 2006 | Larry | Cotlar | KXNO, Des Moines |
| 2005 | John | Walters | WOI-TV/Clear Channel Radio, Des Moines |
| 2004 | John | Campbell | KCRG-TV, Cedar Rapids |
| 2003 | John | Walters | WOI-TV/Clear Channel Radio, Des Moines |
| 2002 | Larry | Morgan | ESPN-Plus, Des Moines |
| 2001 |
No Winner
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| 2000 | Gary | Dolphin | Hawkeye Radio Network, Jefferson City |
| 1999 | Mike | Grimm | WMT, Cedar Rapids |
| 1998 | Pete | Taylor | Iowa State University, Ames |
| 1997 | Ron | Gonder | WMT, Cedar Rapids |
| 1996 | Bob | Brooks | KHAK, Cedar Rapids |
| 1995 | Bob | Brooks | KHAK, Cedar Rapids |
| 1994 | Bob | Brooks | KHAK, Cedar Rapids |
| 1993 | Larry | Morgan | KGGO, Des Moines |
| 1992 | Larry | Morgan | KGGO, Des Moines |
| 1991 | Larry | Morgan | KGGO, Des Moines |
| 1990 | Larry | Morgan | KGGO, Des Moines |
| 1989 | Bob | Brooks | KHAK, Cedar Rapids |
| 1988 | Pete | Taylor | KCCI-TV, Des Moines |
| 1987 | Thom | Cornelis | KWOC-TV, Davenport |
| 1987 | Tim | Fleming | KGLO, Mason City |
| 1986 | Ron | Gonder | WMT, Cedar Rapids |
| 1985 | Tom | Cornelis | WOC, Davenport |
| 1984 | Ron | Gonder | WMT, Cedar Rapids |
| 1983 | Ron | Gonder | WMT, Cedar Rapids |
| 1982 | John | Kuhens | KILJ, Mt. Pleasant |
| 1981 | Hank | Dihlmann | KROS, Clinton |
| 1980 | Gene | Sherman | KCAU, Sioux City |
| 1979 | Warren | Swain | KMA, Shenandoah |
| 1978 | Pete | Taylor | KCCI-TV, Des Moines |
| 1977 | Ron | Gonder | WMT, Cedar Rapids |
| 1976 | Blean | Calkins | KWPC, Muscatine |
| 1975 | Blean | Calkins | KWPC, Muscatine |
| 1974 | Blean | Calkins | KWPC, Muscatine |
| 1973 | Ron | Gonder | WMT, Cedar Rapids |
| 1972 | Bob | Brooks | KCRG, Cedar Rapids |
| 1971 | Ron | Gonder | WMT, Cedar Rapids |
| 1970 | Ron | Gonder | WMT, Cedar Rapids |
| 1969 | Blean | Calkins | KWPC, Muscatine |
| 1968 | Frosty | Mitchell | KGRN, Grinnell |
| 1967 | Jim | Zabel | WHO, Des Moines |
| 1966 | Frosty | Mitchell | KGRN, Grinnell |
| 1965 | Bob | Brooks | KCRG, Cedar Rapids |
| 1964 | Bob | Brooks | KCRG, Cedar Rapids |
| 1963 | Ron | Shoop | KRNT, Des Moines |
| 1962 | Bob | Brooks | KCRG, Cedar Rapids |
| 1961 | Gene | Claussen | KXIC, Iowa City |
| 1960 | Gene | Claussen | KXIC, Iowa City |
| 1959 | Gene | Claussen | KXIC, Iowa City |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Jeff | Linder | Cedar Rapids Gazette, Cedar Rapids |
| 2023 | Tommy | Birch | Des Moines Register, Des Moines |
| Chad | Leistikow | Des Moines Register, Des Moines | |
| 2022 | Scott | Dochterman | The Athletic, Iowa City |
| 2021 | Travis | Hines | Ames Tribune, Ames |
| 2020 | Tommy | Birch | Des Moines Register |
| 2019 | Mike | Hlas | Cedar Rapids Gazette |
| 2018 | Tommy | Birch | Des Moines Register |
| 2017 | Mike | Hlas | The Gazette, Cedar Rapids |
| 2016 | Mike | Hlas | The Gazette, Cedar Rapids |
| 2015 | Rick | Brown | Des Moines Register |
| 2014 | Mike | Hlas | The Gazette, Cedar Rapids |
| 2013 | Steve | Batterson | Quad-City Times, Davenport |
| 2012 | John | Bohnenkamp | The Hawk Eye, Burlington |
| 2011 | Rick | Brown | The Des Moines Register |
| 2010 | Mike | Hlas | The Gazette, Cedar Rapids |
| 2009 | Rick | Brown | The Des Moines Register |
| 2009 | Mike | Hlas | The Gazette, Cedar Rapids |
| 2008 | Rick | Brown | The Des Moines Register |
| 2007 | Rick | Brown | The Des Moines Register |
| 2006 | Randy | Peterson | The Des Moines Register |
| 2005 | Andrew | Logue | The Des Moines Register |
| 2004 | Randy | Peterson | The Des Moines Register |
| 2003 | Rick | Brown | The Des Moines Register |
| 2002 | Steve | Batterson | Quad-City Times, Davenport |
| 2002 | Rick | Brown | The Des Moines Register |
| 2001 | Steve | Batterson | Quad-City Times, Davenport |
| 2000 | Pat | Harty | Iowa City Press-Citizen |
| 1999 | Rick | Brown | The Des Moines Register |
| 1998 | Chuck | Schoffner | Associated Press, Des Moines |
| 1997 | Marc | Hansen | The Des Moines Register |
| 1996 | Ron | Maly | The Des Moines Register |
| 1995 | Jim | Ecker | The Gazette, Cedar Rapids |
| 1994 | Ron | Maly | The Des Moines Register |
| 1993 | Rick | Brown | The Des Moines Register |
| 1992 | Rick | Brown | The Des Moines Register |
| 1991 | Rick | Brown | The Des Moines Register |
| 1990 | Marc | Hansen | The Des Moines Register |
| 1989 | Marc | Hansen | The Des Moines Register |
| 1988 | Marc | Hansen | The Des Moines Register |
| 1987 | Marc | Hansen | The Des Moines Register |
| 1986 | George | Kampling | Clinton Herald |
| 1986 | Maury | White | The Des Moines Register |
| 1985 | Marc | Hansen | The Des Moines Register |
| 1984 | Marc | Hansen | Des Moines Register |
| 1984 | Maury | White | Des Moines Register |
| 1983 | Buck | Turnbull | Des Moines Register |
| 1982 | George | Kampling | Clinton Herald |
| 1981 | Al | Grady | Press Citizen, Iowa City |
| 1980 | Buck | Turnbull | Des Moines Register |
| 1979 | Darrell | Bates | Quad City Times, Davenport |
| 1978 | Ron | Maly | Des Moines Register |
| 1977 | Ron | Maly | Des Moines Register |
| 1976 | Roger | Bates | The Journal, Muscatine |
| 1975 | Bob | Brown | Ft. Dodge Messenger |
| 1974 | Chuck | Burdick | Des Moines Register |
| 1973 | Bob | Brown | Ft. Dodge Messenger |
| 1972 | Maury | White | Des Moines Register |
| 1971 | Gus | Schrader | Cedar Rapids Gazette |
| 1970 | Gus | Schrader | Cedar Rapids Gazette |
| 1969 | Alan | Hoskins | The Courier, Ottumwa |
| 1968 | Bill | Bryson | Des Moines Register |
| 1967 | Maury | White | Des Moines Register |
| 1966 | Gus | Schrader | The Cedar Rapids Gazette |
| 1965 | Gus | Schrader | The Cedar Rapids Gazette |
| 1964 | Bob | Brown | Fort Dodge Messenger |
| 1963 | Gus | Schrader | Cedar Rapids Gazette |
| 1962 | Maury | White | Des Moines Register |
| 1961 | Gus | Schrader | Cedar Rapids Gazette |
| 1960 | Bert | McGrane | Register-Tribune, Des Moines |
| 1959 | Bert | McGrane | Register-Tribune, Des Moines |