SPORTSCASTERS
| YEAR | FIRST NAME | LAST NAME | AFFILIATION |
| 2025 | Melanie | Newman | Orioles/MASN |
| 2024 | Gerry | Sandusky | WBAL-TV/Ravens Radio Network, Baltimore |
| 2023 | Geoff | Arnold | Orioles Radio Network, Baltimore |
| 2022 | Morgan | Adsit | FOX 45/WBFF-TV, Baltimore |
| 2021 | Bruce | Cunningham | FOX 45/WBFF-TV, Baltimore |
| 2020 | Johnny | Holliday | Maryland Sports Network |
| 2019 | Pete | Gilbert | WBAL-TV, Baltimore |
| 2018 | Johnny | Holliday | Terrapin Sports Network, MASN |
| 2017 | Mark | Viviano | WJZ-TV, Baltimore |
| 2016 | Pete | Gilbert | WBAL-TV, Baltimore |
| 2015 | Brett | Hollander | WBAL Radio & TV, Baltimore |
| 2014 | Johnny | Holliday | Terrapin Sports Network, MASN |
| 2013 | Mark | Viviano | WJZ-TV, Baltimore |
| 2012 | Mark | Viviano | WJZ-TV, Baltimore |
| 2011 | Pete | Gilbert | WBAL-TV, Baltimore |
| 2010 | Keith | Mills | WBAL Radio, Baltimore |
| 2009 | Craig | Heist | WTOP, Baltimore |
| 2008 | Craig | Heist | WTOP, Baltimore |
| 2007 | Mark | Viviano | WJZ-TV, Baltimore |
| 2006 | Gerry | Sandusky | WBAL-TV, Baltimore |
| 2006 | Amber | Theoharris | WBFF-TV, |
| 2005 | Mark | Viviano | WJZ-TV, Baltimore |
| 2004 | Scott | Garceau | WMAR-TV, Baltimore |
| 2003 | Craig | Heist | ESPN, Laurel |
| 2002 | Jim | Hunter | WBAL, Baltimore |
| 2001 | Scott | Garceau | WMAR-TV, Baltimore |
| 2001 | Gerry | Sandusky | WBAL, Baltimore |
| 2000 | Steve | Melewski | WBAL, Baltimore |
| 1999 | John | Buren | WJZ-TV, Baltimore |
| 1998 | Joe | Platania | WCBM, Baltimore |
| 1997 | Gerry | Sandusky | WBAL-TV, Baltimore |
| 1996 | Scott | Garceau | WMAR-TV, Baltimore |
| 1995 | Scott | Garceau | WMAR-TV, Baltimore |
| 1994 | Mel | Proctor | Home Team Sports, Baltimore |
| 1993 | Mel | Proctor | Home Team Sports, Baltimore |
| 1992 | Mel | Proctor | Home Team Sports, Baltimore |
| 1991 | Max | Morgan | WBBF-TV, Baltimore |
| 1990 | Tom | Davis | WQSR, Baltimore |
| 1989 | Tom | Davis | WQSR, Baltimore |
| 1988 | Mel | Proctor | WQSR. Baltimore |
| 1987 | Phil | Wood | WCBM, Owings Mill |
| 1986 | Scott | Garceau | WMAR-TV, Baltimore |
| 1985 | Tom | Davis | WBAL, Baltimore |
| 1984 | Tom | Davis | WCBM, Baltimore |
| 1983 | Chris | Thomas | WBAL, Baltimore |
| 1982 | Vince | Bagli | WBAL, Baltimore |
| 1981 | Vince | Bagli | WBAL, Baltimore |
| 1980 | Vince | Bagli | WBAL, Baltimore |
| 1979 | Vince | Bagli | WBAL, Baltimore |
| 1978 | Tom | Davis | WCBM, Baltimore |
| 1977 | Vince | Bagli | WBAL, Baltimore |
| 1976 | Ted | Patterson | WBAL, Baltimore |
| 1975 | Ted | Patterson | WBAL, Baltimore |
| 1974 | Vince | Bagli | WBAL, Baltimore |
| 1973 | Ted | Patterson | WBAL, Baltimore |
| 1972 | Vince | Bagli | WBAL, Baltimore |
| 1971 | Vince | Bagli | WBAL, Baltimore |
| 1970 | Vince | Bagli | WBAL, Baltimore |
| 1969 | Jim | West | WBAL, Baltimore |
| 1968 | Jim | Karvellas | Free Lance, Lutherville |
| 1967 | Vince | Bagli | WWIN, Baltimore |
| 1966 | Chuck | Thompson | National Brewing Co., Baltimore |
| 1965 | Chuck | Thompson | National Brewing Co., Baltimore |
| 1964 | Chuck | Thompson | National Brewing Co., Baltimore |
| 1963 | Chuck | Thompson | National Brewing Co., Baltimore |
| 1962 | Chuck | Thompson | Baltimore Colts |
| 1961 | Chuck | Thompson | National Brewing Co., Baltimore |
| 1960 | Chuck | Thompson | Baltimore Colts |
| 1959 | Chuck | Thompson | Baltimore Colts |
SPORTSWRITERS
| YEAR | FIRST NAME | LAST NAME | AFFILIATION |
| 2025 | Jacob | Meyer | Baltimore Sun, Baltimore |
| 2024 | Bill | Wagner | Capital Gazette, Annapolis |
| 2023 | Jonas | Shaffer | Baltimore Banner, Baltimore |
| 2023 | Jamison | Hensley | ESPN.com, Baltimore |
| 2022 | Dan | Connolly | The Athletic, Baltimore |
| 2022 | Rich | Dubroff | baltimorebaseball.com |
| 2021 | Jeff | Zrebiec | The Athletic, Baltimore |
| 2020 | Peter | Schmuck | Balitmore Sun, Baltimore |
| 2019 | Pat | Stoetzer | Carroll County Times, Westminster |
| 2018 | Jamison | Hensley | ESPN, Baltimore |
| 2017 | Jeff | Zrebiec | Baltimore Sun, Baltimore |
| 2016 | Eduardo | Encina | Baltimore Sun, Baltimore |
| 2015 | Roch | Kubatko | MASNSports.com, Baltimore |
| 2015 | Peter | Schmuck | Baltimore Sun, Baltimore |
| 2014 | Jeff | Zrebiec | Baltimore Sun, Baltimore |
| 2013 | Dan | Connolly | Baltimore Sun, Baltimore |
| 2013 | Dave | Ginsburg | Associated Press, Baltimore |
| 2012 | Mike | Preston | Baltimore Sun, Baltimore |
| 2011 | Mike | Preston | Baltimore Sun, Baltimore |
| 2010 | Jeff | Zrebiec | Baltimore Sun, Baltimore |
| 2009 | Thom | Loverro | Washington Times, Columbia |
| 2008 | Peter | Schmuck | The Sun, Baltimore |
| 2007 | David | Ginsburg | Associated Press, Baltimore |
| 2006 | Joe | Gross | The Capital, Annapolis |
| 2006 | Peter | Schmuck | Baltimore Sun, Baltimore |
| 2005 | Peter | Schmuck | The Sun, Baltimore |
| 2004 | Roch | Kubatko | The Sun, Baltimore |
| 2003 | Joe | Christensen | The Sun, Baltimore |
| 2002 | Peter | Schmuck | The Sun, Baltimore |
| 2001 | Joe | Gross | Annapolis Capital |
| 2000 | Peter | Schmuck | The Sun, Baltimore |
| 1999 | John | Eisenberg | The Sun, Baltimore |
| 1998 | Joe | Gross | The Capital, Annapolis |
| 1997 | John | Steadman | The Sun, Baltimore |
| 1996 | Ken | Rosenthal | The Sun, Baltimore |
| 1995 | Ken | Rosenthal | The Sun, Baltimore |
| 1994 | Ken | Rosenthal | The Baltimore Sun |
| 1993 | Phil | Jackman | The Evening Sun, Baltimore |
| 1992 | Ken | Rosenthal | The Evening Sun, Baltimore |
| 1991 | Mike | Littwin | The Sun, Baltimore |
| 1990 | Ken | Rosenthal | The Evening Sun, Baltimore |
| 1989 | John | Steadman | The Evening Sun, Baltimore |
| 1988 | Phil | Jackman | The Evening Sun, Baltimore |
| 1987 | Phil | Jackman | The Evening Sun, Baltimore |
| 1986 | Phil | Jackman | The Evening Sun, Baltimore |
| 1985 | Phil | Jackman | Baltimore Evening Sun |
| 1984 | Phil | Jackman | Baltimore Evening Sun |
| 1984 | John | Steadman | |
| 1983 | Phil | Jackman | Baltimore Evening Sun |
| 1982 | Bob | Maisel | Baltimore Morning Sun |
| 1981 | Alan | Goldstein | Baltimore Sun (Morning) |
| 1980 | Pete | Pascarelli | Baltimore News American |
| 1979 | Phil | Jackman | Baltimore Evening Sun |
| 1978 | Phil | Jackman | Baltimore Evening Sun |
| 1977 | Phil | Jackman | Baltimore Evening Sun |
| 1976 | Phil | Jackman | Baltimore Evening Sun |
| 1975 | Phil | Jackman | Baltimore Evening Sun |
| 1974 | Bill | Burton | Baltimore Evening Sun |
| 1973 | Art | Janney | Baltimore News American |
| 1972 | Phil | Jackman | Baltimore Evening Sun |
| 1971 | Jack | Chevalier | The Evening Sun, Baltimore |
| 1970 | Phil | Jackman | Baltimore Evening Sun |
| 1969 | Jim | Hawkins | Baltimore Evening Sun |
| 1968 | Phil | Jackman | Baltimore Evening Sun |
| 1967 | Doug | Brown | Baltimore Evening Sun |
| 1966 | John | Steadman | Baltimore News American |
| 1965 | Bob | Maisel | Baltimore Sun (Morning) |
| 1964 | Bob | Maisel | Baltimore Sun (Morning) |
| 1963 | Gordon | Beard | Associated Press, Baltimore |
| 1962 | John | Steadman | The New-Post, Baltimore |
| 1961 | John | Steadman | The New-Post, Baltimore |
| 1960 | John | Steadman | The New-Post, Baltimore |
| 1959 | John | Steadman | The New-Post, Baltimore |