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- Bear Bryant Awards
- The Annie (Ann Spencer Sports Connector Award)
Minnesota
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Michael | Grady | Timberwolves/FanDuel Sports, Minneapolis |
| 2023 | Dick | Bremer | Twins/Bally Sports North, Minneapolis |
| 2022 | Cory | Provus | Twins Radio Network Minneapolis |
| 2021 | Marney | Gellner | Bally Sports North, KFXN-FM, Minneapolis |
| 2020 | Cory | Provus | Minnesota Twins Radio Network |
| 2019 | Mike | Grimm | Gopher Radio Network/Learfield IMG College, Minneapolis |
| 2018 | Mark | Rosen | WCCO-TV |
| 2017 | John | Focke | Minnesota Lynx/T'wolves, FOX Sports North |
| 2016 | Mark | Rosen | WCCO-TV, Minneapolis |
| 2015 | Cory | Provus | Minnesota Twins Radio Network |
| 2014 | Dawn | Mitchell | KMSP-TV, Minneapolis |
| 2013 | Mike | Grimm | Gopher Radio Network |
| 2012 | Phil | Mackey | 1500 ESPN, Minneapolis |
| 2011 | Bob | Kurtz | Minnesota Wild Radio Network |
| 2010 | Mike | Max | WCCO-TV/Radio, Minneapolis |
| 2010 | Mike | Grimm | Gopher Radio Network |
| 2009 | Mike | Grimm | Gopher Radio Network |
| 2008 | Dave | Lee | WCCO, Minneapolis |
| 2007 | Dave | Lee | WCCO, Minneapolis |
| 2006 | Dave | Lee | WCCO, Minneapolis |
| 2005 | David | Lee | WCCO, Minneapolis |
| 2004 | David | Lee | WCCO, Minneapolis |
| 2003 |
No Winner
|
||
| 2002 | Herb | Carneal | WCCO, Minneapolis |
| 2001 | Herb | Carneal | WCCO, Minneapolis |
| 2000 | Herb | Carneal | WCCO, Minneapolis |
| 1999 |
No Winner
|
||
| 1998 |
No Winner
|
||
| 1997 | Herb | Carneal | WCCO, Minneapolis |
| 1996 | Kevin | Harlan | Minnesota Timberwolves, Minneapolis |
| 1995 | Herb | Carneal | WCCO, Mineapolis |
| 1994 | Herb | Carneal | WCCO, Minneapolis |
| 1993 | Herb | Carneal | WCCO, Minneapolis |
| 1992 | Al | Shaver | Minnesota North Stars, Bloomington |
| 1991 | Herb | Carneal | WCCO, Minneapolis |
| 1990 | Herb | Carneal | WCCO, Minneapolis |
| 1989 | Herb | Carneal | WCCO, Minneapolis |
| 1988 | Herb | Carneal | WCCO, Minneapolis |
| 1987 | Herb | Carneal | WCCO, Minneapolis |
| 1986 | Al | Shaver | KSTP, St. Paul |
| 1985 | Paul | Carey | WJR. Detroit |
| 1984 | Herb | Carneal | WCCO, Minneapolis |
| 1983 | Al | Shaver | KSTP, St. Paul |
| 1982 | Al | Shaver | KSTP, St. Paul |
| 1981 | Thomas | Capistrant | KATE, Albert Lea |
| 1980 | Thomas | Capistrant | KATE, Albert Lea |
| 1979 | Herb | Carneal | WCCO, Minneapolis |
| 1978 | Herb | Carneal | WCCO, Minneapolis |
| 1977 | Al | Shaver | WCCO, Minneapolis |
| 1976 | Al | Shaver | WCCO, Minneapolis |
| 1975 | Al | Shaver | WCCO, Minneapolis |
| 1974 | Al | Shaver | WCCO, Minneapolis |
| 1973 | Al | Shaver | WCCO, Minneapolis |
| 1972 | Al | Shaver | WCCO, Minneapolis |
| 1971 | Herb | Carneal | WCCO, Minneapolis |
| 1970 | Herb | Carneal | WCCO, Minneapolis |
| 1969 | Herb | Carneal | WCCO, Minneapolis |
| 1968 | Herb | Carneal | WCCO, Minneapolis |
| 1967 | Herb | Carneal | Twins Network, Minneapolis |
| 1966 | Ray | Scott | Minn. Twins. Minneapolis |
| 1965 | Ray | Scott | WCCO, Minneapolic |
| 1964 | Ray | Scott | WCCO, Minneapolis |
| 1963 | Ray | Scott | WCCO, Minneapolis |
| 1962 | Ray | Scott | Minn. Twins. Minneapolis |
| 1961 | Ray | Scott | Minn. Twins. Minneapolis |
| 1960 | Frank | Buetel | WTCN, Minneapolis |
| 1959 | Halsey | Hall | WCCO, Minneapolis |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Michael | Russo | The Athletic, St. Paul |
| 2023 | Chip | Scoggins | Minneapolis Star Tribune, Minneapolis |
| 2022 | Andy | Greder | Pioneer Press, St. Paul |
| Patrick | Reusse | Minneapolis Star Tribune, Minneapolis | |
| 2021 | Aaron | Gleeman | The Athletic, Minneapolis |
| 2020 | Sid | Hartman | Minneapolis Star Tribune |
| 2019 | LaVelle E. | Neal III | Minneapolis Star Tribune |
| 2019 | Michael | Russo | The Athletic, Minneapolis |
| 2018 | Jon | Krawczynski | The Athletic |
| 2017 | Chip | Scoggins | Minneapolis Star Tribune |
| 2016 | Chip | Scoggins | Minneapolis Star Tribune |
| 2015 | Michael | Russo | Minneapolis Star Tribune |
| 2014 | Joe | Christensen | Minneapolis Star Tribune |
| 2013 | Chip | Scoggins | Minneapolis Star Tribune |
| 2012 | Michael | Russo | Minneapolis Star Tribune |
| 2011 | Michael | Russo | Minneapolis Star Tribune |
| 2010 | Charley | Walters | St. Paul Pioneer Press |
| 2009 | Charley | Walters | St. Paul Pioneer Press |
| 2008 | Charley | Walters | St. Paul Pioneer Press |
| 2007 | Charley | Walters | St. Paul Pioneer Press |
| 2006 | Charley | Walters | St. Paul Pioneer Press |
| 2005 | Charley | Walters | St. Paul Pioneer Press |
| 2004 | Charley | Walters | St. Paul Pioneer Press |
| 2003 | Charley | Walters | St. Paul Pioneer Press |
| 2002 | Charley | Walters | St. Paul Pioneer Press |
| 2001 | Charley | Walters | St. Paul Pioneer Press |
| 2000 | Charley | Walters | St. Paul Pioneer Press |
| 1999 | No Winner | ||
| 1998 | No Winner | ||
| 1997 | Bruce | Bennett | Duluth News-Tribune |
| 1996 | Charley | Walters | St. Paul Pioneer Press |
| 1995 | Charley | Walters | St. Paul Pioneer Press |
| 1994 | Charley | Walters | St. Paul Pioneer Press |
| 1993 | Charley | Walters | St. Paul Pioneer Press |
| 1992 | Charley | Walters | St. Paul Pioneer Press-Dispatch |
| 1991 | Charley | Walters | St. Paul Pioneer Press-Dispatch |
| 1990 | Charley | Walters | St. Paul Pioneer Press-Dispatch |
| 1989 | Charley | Walters | St. Paul Pioneer Press-Dispatch |
| 1988 | Charley | Walters | St. Paul Pioneer Press |
| 1987 | Charley | Walters | St. Paul Pioneer Press |
| 1986 | Pat | Reusse | St. Paul Pioneer Press |
| 1986 | Charley | Walters | St. Paul Pioneer Press |
| 1985 | Charley | Walters | St. Paul Pioneer Press |
| 1984 | Doug | Grow | Detroit Free Press |
| 1983 | Charley | Walters | St. Paul Pioneer Press |
| 1982 | Charley | Walters | St. Paul Pioneer Press |
| 1981 | Joe | Soucheray | The Minneapolis Tribune |
| 1980 | Ralph | Reeve | St. Paul Pioneer Press |
| 1979 | Joe | Soucheray | The Minneapolis Tribune |
| 1978 | Bob | Fowler | The Minneapolis Star |
| 1977 | Dan | Stoneking | The Minneapolis Star |
| 1976 | Ralph | Reeve | St. Paul Pioneer Press |
| 1975 | Ralph | Reeve | St. Paul Pioneer Press |
| 1974 | Dick | Gordon | Minneapolis Star |
| 1973 | John | Roe | The Tribune, Minneapolis |
| 1972 | Ralph | Reeve | St. Paul Pioneer Press |
| 1971 | Arno | Goethel | St. Paul Pioneer Press |
| 1970 | Arno | Goethel | St. Paul Pioneer Press |
| 1969 | Arno | Goethel | St. Paul Pioneer Press |
| 1968 | Arno | Goethel | St. Paul Pioneer Press |
| 1967 | Arno | Goethel | St. Paul Pioneer Press |
| 1966 | Ted | Peterson | Minneapolis Tribune |
| 1965 | Bruce | Bennett | The Duluth News-Tribune |
| 1964 | Arno | Goethel | St. Paul Pioneer Press |
| 1963 | Jim | Klobuchar | The Tribune, Minneapolis |
| 1962 | Dick | Cullum | The Tribune, Minneapolis |
| 1961 | Dick | Cullum | The Tribune, Minneapolis |
| 1960 | Dick | Cullum | The Tribune, Minneapolis |
| 1959 | Dick | Cullum | The Tribune, Minneapolis |