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- The Annie (Ann Spencer Sports Connector Award)
North Dakota
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Tim | Hennessy | UND Sports Network, Grand Forks |
| 2023 | Alex | Heinert | Midco Sports, Grand Forks |
| 2022 | Luke | Gamble | KXMB-TV, Bismarck |
| 2021 | Brian | Shawn | Midco Sports Network, Fargo |
| 2020 | Jody | Norstedt | Midco Sports Network, Fargo |
| 2019 | Dom | Izzo | WDAY-TV, Fargo |
| 2018 | Jack | Michaels | KFGO-AM, Fargo |
| 2017 | Brad | Anderson | 740 The Fan, Fargo |
| 2016 | Steve | Linzmeier | KQDJ Radio, Jamestown |
| 2015 | Jake | Kulland | KDNK Radio, Langdon |
| 2014 | Rod | Kleinjan | KDIX, Dickinson |
| 2013 | Craig | Keating | KMAV/KMSR Radio, Mayville |
| 2012 | Lee | Timmerman | KFYR-TV, Bismarck |
| 2011 | Dan | Keating | KMAV/KMSR Radio, Mayville |
| 2010 | Scott | Miller | KFGO Radio, Fargo |
| 2009 | Rod | Kleinjan | KDIX, Dickinson |
| 2008 | Dan | Keating | KMAV, Mayville |
| 2007 | Jon | Cole | KUMV-TV, Williston |
| 2006 | Jon | Cole | KUMV-TV, Williston |
| 2005 | Pat | Sweeney | WDAZ-TV, Grand Forks |
| 2004 | Rod | Kleinjan | KDIX, Dickinson |
| 2003 | Jon | Cole | KUMV-TV, Williston |
| 2002 | Mark | Beighley | KZZY, Devils Lake |
| 2001 | Nolan | Dix | KNDC, Hettinger |
| 2000 | Lee | Timmerman | KFYR-TV, Bismarck |
| 1999 | Dan | Keating | KMAV, Mayville |
| 1998 | Jonathan | Cole | KUMV, Williston |
| 1997 | Lee | Timmerman | KFYR-TV, Bismarck |
| 1996 | Lee | Halvorson | KEYZ, Williston |
| 1995 | Dan | Keating | KMAV, Mayville |
| 1994 | Mark | Beighley | KZZY, Devils Lake |
| 1993 | Dan | Hammer | KTHI, Fargo |
| 1992 | Rod | Kleinjan | KDIX, Dickinson |
| 1991 | Lee | Halvorson | KEYZ, Williston |
| 1990 | Lee | Timmerman | KFYR-TV, Bismarck |
| 1989 | Pat | Sweeney | WDAZ-TV, Grand Forks |
| 1988 | Dan | Keating | KDLR, Devils Lake |
| 1987 | Tom | Coyne | KXJB TV, Fargo |
| 1986 | Les | Halvorson | KBTO, Bottineau |
| 1985 | Pat | Sweeney | WDAZ, Grand Forks |
| 1984 | Lee | Halvorson | KEYZ, Williston |
| 1983 | Jonathan | Cole | KUMV, Williston |
| 1982 | Lee | Halvorson | KEYZ, Williston |
| 1981 | Phil | Willman | KMOT, Minot |
| 1980 | Lee | Halvorson | KDLR, Devils Lake |
| 1979 | Tim | Hennessy | KNOX, Grand Forks |
| 1978 | Gus | Becker | KBMR, Bismarck |
| 1977 | Lee | Halvorson | KDLR, Devils Lake |
| 1976 | Russ | Smith | KCJB, Minot |
| 1975 | Roger | Higgins | KFYR, Bismarck |
| 1974 | Gary | Rogers | KEMW, Wahpeton |
| 1973 | Boyd | Christenson | WDAY, Fargo |
| 1972 | Terry | Dean | KCJB, Minot |
| 1971 | Roger | Higgins | KFYR, Bismarck |
| 1970 | Doug | Tegtmeier | KNOX, Grand Forks |
| 1969 | Terry | Dean | KCJB, Minot |
| 1968 | Boyd | Christenson | WDAY, Fargo |
| 1967 | Boyd | Christenson | WDAY, Fargo |
| 1966 | Doug | Tegtmeier | KNOX, Grand Forks |
| 1965 | Doug | Tegtmeier | KNOX, Grand Forks |
| 1964 | Doug | Tegtmeier | KNOX, Grand Forks |
| 1963 | Doug | Tegtmeier | KNOX, Grand Forks |
| 1962 | Russ | Smith | KLPM, Minot |
| 1961 | E.J. | Anderson | KYFR, Bismarck |
| 1960 | Russ | Smith | KLPM, Minot |
| 1959 | Russ | Smith | KLPM, Minot |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Mike | McFeely | The Forum, Fargo |
| 2023 | Brad | Schlossman | Grand Forks Herald, Grand Forks |
| 2022 | Tom | Miller | Grand Forks Herald, Grand Forks |
| 2021 | Carissa | Wigginton | The Forum, Fargo |
| 2020 | Greg | DeVillers | Grand Forks Herald |
| 2019 | Tom | Miller | Grand Forks Herald |
| 2018 | Chris | Murphy | The Forum, Fargo |
| 2017 | Eric | Peterson | The Forum, Fargo |
| 2016 | Brad | Schlossman | Grand Forks Herald, Grand Forks |
| 2015 | Jeff | Kolpack | The Forum, Fargo |
| 2014 | Chris | Aarhus | The Jamestown Sun |
| 2013 | Tom | Mix | Fargo Forum |
| 2012 | Steve | Thomas | Bismarck Tribune |
| 2011 | Lou | Babiarz | Bismarck Tribune |
| 2010 | Greg | DeVillers | Grand Forks Herald |
| 2009 | Wayne | Nelson | Grand Forks Herald |
| 2008 | Greg | DeVillers | Grand Forks Herald |
| 2007 | Cindy | Peterson | Bismarck Tribune |
| 2006 | Greg | DeVillers | Grand Forks Herald |
| 2005 | Scott | Throlson | The Jamestown Sun |
| 2004 | Lou | Babiarz | Bismarck Tribune |
| 2003 | Eric | Peterson | Fargo Forum |
| 2002 | Greg | DeVillers | Grand Forks Herald |
| 2001 | Wayne | Nelson | Grand Forks Herald |
| 2000 | Greg | DeVillers | Grand Forks Herald |
| 1999 | Scooter | Pursley | The Bismarck Tribune |
| 1998 | Wayne | Nelson | Grand Forks Herald |
| 1997 | Mike | Scherting | Minot Daily News |
| 1996 | Abe | Winter | The Bismarck Tribune |
| 1995 | Ryan | Bakken | Grand Forks Herald |
| 1994 | Dave | Kolpack | Fargo Forum |
| 1993 | Dave | Kolpack | Fargo Forum |
| 1992 | Scooter | Pursley | The Bismarck Tribune |
| 1991 | Dave | Kolpack | Fargo Forum |
| 1990 | Greg | DeVillers | Grand Forks Herald |
| 1989 | Dave | Kolpack | Fargo Forum |
| 1988 | Wayne | Nelson | The Jamestown Sun |
| 1987 | Dave | Kolpack | The Bismarck Tribune |
| 1986 | Mike | Bellmore | Devils Lake Journal |
| 1986 | Wayne | Nelson | The Jamestown Sun |
| 1985 | Ryan | Bakken | Grand Forks Herald |
| 1984 | Ryan | Bakken | Grand Forks Herald |
| 1983 | Matt | Gerszewski | Minot Daily News |
| 1982 | Dennis | Doeden | Fargo Forum |
| 1981 | Abe | Winter | Bismarck Tribune |
| 1980 | Matt | Gerszewski | Minot Daily News |
| 1979 | Abe | Winter | Grand Forks Herald |
| 1978 | Curt | Monson | Fargo Forum |
| 1977 | Dick | Seal | Fargo Forum |
| 1976 | Karen | Hoffman | Minot Daily News |
| 1975 | Jim | Nelson | The Jamestown Sun |
| 1974 | Abe | Winter | Grand Forks Herald |
| 1973 | Dick | Seal | Fargo Forum |
| 1972 | Merrill | Schalow | Minot Daily News |
| 1971 | Jim | Nelson | The Daily Sun, Jamestown |
| 1970 | Virg | Foss | The Herald, Grand Forks |
| 1969 | Virg | Foss | The Herald, Grand Forks |
| 1968 | Merrill | Schalow | Minot Daily News |
| 1967 | Ed | Kolpack | Fargo Forum |
| 1966 | Merrill | Schalow | Minot Daily News |
| 1965 | Del | Johnson | Fargo Forum |
| 1964 | Del | Johnson | Fargo Forum |
| 1963 | Merrill | Schalow | Minot Daily News |
| 1962 | John | Peterson | Bismarck Tribune |
| 1961 | Sam | Lowe | Jamestown Sun |
| 1960 | Jim | Sullivan | Daily News, Minot |
| 1959 | Eugene | Fitzgerald | Fargo Forum |