SPORTSCASTERS
| YEAR | FIRST NAME | LAST NAME | AFFILIATION |
| 2025 | Travis | Demers | Trail Blazers Radio Network, Portland |
| 2024 | Nick | Krupke | KPTV-TV, Portland |
| 2023 | Brenna | Greene | KOIN-TV, Portland |
| 2022 | Brook | Olzendam | TrailBlazers/ROOT Sports NW, Portland |
| 2021 | A.J. | McCord | KOIN-TV & 1080 the Fan/ESPN Portland, Portland |
| 2020 | Adam | Bjaranson | KOIN-TV, Portland |
| 2020 | Orlando | Sanchez | KGW-TV, Portland |
| 2019 | John | Canzano | 750-AM The Game (Portland), 1050-AM (Eugene), 960-AM (Klamath Falls) |
| 2018 | Kevin | Calabro | Trailblazers/NBC Sports NW, Portland |
| 2017 | Jerry | Allen | Oregon IMG Sports Network, Eugene |
| 2016 | John | Canzano | KXTG/750/102.9 The Game Radio, Portland |
| 2015 | Dan | Sheldon | Comcast SportsNet Northwest, Portland |
| 2014 | Joe | Becker | KGW, Portland |
| 2013 | Craig | Birnbach | KATU, Portland |
| 2013 | Dwight | Jaynes | Comcast SportsNet Northwest, Portland |
| 2012 | John | Strong | Portland Timbers/750 The Game, Portland |
| 2011 | Mike | Parker | OSU/Learfield Radio Network Corvallis |
| 2010 | Katy | Brown | KATU, Portland |
| 2009 | Joe | Becker | KGW, Portland |
| 2009 | Katy | Brown | KATU, Portland |
| 2008 | Mike | Parker | Oregon State Radio Network, Corvallis |
| 2007 | Brian | Wheeler | Portland Trail Blazers |
| 2006 | Mike | Parker | Oregon State, Corvallis |
| 2005 | Mike | Parker | Oregon State, Corvallis |
| 2004 | Ron | Pivo | KEW-TV, Portland |
| 2003 | Bill | Schonely | Portland Trail Blazers |
| 2002 | Mike | Parker | Learfield Communications, Corvallis |
| 2001 | Bill | Schonely | Portland Trailblazers |
| 2000 | Todd | McKim | KYAL-TV, Eugene |
| 1999 | Mike | Parker | Oregon State University, Corvallis |
| 1998 | Darrell | Aune | Oregon State, Corvallis |
| 1997 | Bill | Schonely | Portland Trailblazers |
| 1996 | Dean | Vrooman | Portland Winter Hawks |
| 1995 | Scott | Lynn | KEX, Portland |
| 1994 | Scott | Lynn | KEX, Portland |
| 1993 | Scott | Lynn | KEX, Portland |
| 1992 | Scott | Lynn | KEX, Portland |
| 1991 | Michael | O’Brien | KPTV, Portland |
| 1990 | Michael | O’Brien | KPTV, Portland |
| 1989 | Darrell | Aune | KEX, Portland |
| 1988 | Michael | O’Brien | KPTV, Portland |
| 1987 | Scott | Lynn | KGW, Portland |
| 1986 | Scott | Lynn | KGW, Portland |
| 1985 | Scott | Lynn | KGW, Portland |
| 1984 | Darrell | Aune | KEX, Portland |
| 1983 | Darrell | Aune | KEX, Portland |
| 1982 | Darrell | Aune | KEX, Portland |
| 1981 | Warren | Swain | KUGN, Eugene |
| 1980 | Darrell | Aune | KEX, Portland |
| 1979 | Darrell | Aune | KEX, Portland |
| 1978 | Darrell | Aune | KEX, Portland |
| 1977 | Darrell | Aune | KEX, Portland |
| 1976 | Jimmy | Jones | KPTV, Portland |
| 1975 | Darrell | Aune | KEX, Portland |
| 1974 | Jimmy | Jones | KPTV, Portland |
| 1973 | Darrell | Aune | KEX, Portland |
| 1972 | Darrell | Aune | KEX, Portland |
| 1971 | Jimmy | Jones | KPTV, Portland |
| 1970 | Jimmy | Jones | KPTV, Portland |
| 1969 | Art | Eckman | KEX, Portland |
| 1968 | Jimmy | Jones | KPTV, Portland |
| 1967 | Bob | Blackburn | KEX, Portland |
| 1966 | Art | Eckman | KATU, Portland |
| 1965 | Wendy | Ray | KUGN, Eugene |
| 1964 | Jimmy | Jones | KPTV, Portland |
| 1963 | Doug | LaMear | KGW, Portland |
| 1962 | Bob | Blackburn | KOIN, Portland |
| 1961 | Bob | Blackburn | KPOJ, Portland |
| 1960 | Bob | Blackburn | KPOJ, Portland |
| 1959 | Bob | Blackburn | KOIM, Portland |
SPORTSWRITERS
| YEAR | FIRST NAME | LAST NAME | AFFILIATION |
| 2025 | John | Canzano | JohnCanzano.com, Portland |
| 2024 | Bill | Oram | The Oregonian, Portland |
| 2023 | Demi | Lawrence | Portland Business Journal, Portland |
| 2022 | Anne | Peterson | Associated Press, Portland |
| 2021 | John | Canzano | The Oregonian, Portland |
| 2020 | Ken | Goe | The Oregonian, Portland |
| 2019 | Jason | Quick | The Athletic, Portland |
| 2018 | Kerry | Eggers | Portland Tribune, Portland |
| 2017 | Andrew | Greif | The Oregonian, Portland |
| 2016 | Gina | Mizell | The Oregonian, Portland |
| 2015 | Jason | Quick | The Oregonian/Comcast SportsNet Northwest, Portland |
| 2014 | John | Canzano | The Oregonian, Portland |
| 2013 | John | Canzano | The Oregonian, Portland |
| 2012 | John | Canzano | The Oregonian, Portland |
| 2011 | Kerry | Eggers | The Portland Tribune |
| 2010 | Ron | Bellamy | The Register-Guard, Eugene |
| 2009 | Rachel | Bachman | The Oregonian, Portland |
| 2008 | Jason | Quick | The Oregonian, Portland |
| 2007 | Bill | Monroe | The Oregonian, Portland |
| 2006 | John | Canzano | The Oregonian, Portland |
| 2005 | John | Canzano | The Oregonian, Portland |
| 2004 | Dwight | Jaynes | The Portland Tribune |
| 2003 | Kerry | Eggers | The Portland Tribune |
| 2002 | Jason | Quick | The Oregonian, Portland |
| 2001 | Steve | Brandon | The Portland Tribune |
| 2000 | Kerry | Eggers | The Oregonian, Portland |
| 1999 | Dwight | Jaynes | The Oregonian, Portland |
| 1998 | Ron | Bellamy | The Register-Guard, Eugene |
| 1997 | Kerry | Eggers | The Oregonian, Portland |
| 1996 | Dwight | Jaynes | The Oregonian, Portland |
| 1995 | Dwight | Jaynes | The Oregonian, Portland |
| 1994 | Paul | Buker | The Oregonian, Portland |
| 1993 | Paul | Buker | The Oregonian, Portland |
| 1992 | Paul | Buker | The Oregonian, Portland |
| 1991 | Paul | Buker | The Oregonian, Portland |
| 1990 | Paul | Buker | The Oregonian, Portland |
| 1989 | Terry | Frei | The Oregonian, Portland |
| 1988 | Terry | Frei | The Oregonian, Portland |
| 1987 | Terry | Frei | The Oregonian, Portland |
| 1986 | Bud | Withers | The Register-Guard, Eugene |
| 1985 | Steve | Duin | The Oregonian, Portland |
| 1984 | Steve | Duin | The Oregonian, Portland |
| 1983 | Steve | Duin | The Oregonian, Portland |
| 1982 | John | Conrad | Register-Guard, Eugene |
| 1981 | Kerry | Eggers | Oregon Journal, Portland |
| 1980 | Bud | Withers | Register-Guard, Eugene |
| 1979 | Steve | Kelley | The Oregonian, Portland |
| 1978 | George | Pasero | Oregon Journal, Portland |
| 1977 | Bob | Robinson | The Oregonian, Portland |
| 1976 | Dwight | Jaynes | Oregon Journal, Portland |
| 1975 | George | Pasero | Portland Journal |
| 1974 | Blaine | Newham | Eugene Register Guard |
| 1973 | Leo | Davis | The Oregonian, Portland |
| 1972 | Leo | Davis | The Oregonian, Portland |
| 1971 | Leo | Davis | The Oregonian, Portland |
| 1970 | Leo | Davis | The Oregonian, Portland |
| 1969 | Leo | Davis | The Oregonian, Portland |
| 1968 | Leo | Davis | The Oregonian, Portland |
| 1967 | Don | Fair | The Oregonian, Portland |
| 1966 | George | Pasero | Oregon Journal, Portland |
| 1965 | Joe | Much | The Salem Capital-Journal |
| 1964 | Leo | Davis | The Oregonian, Portland |
| 1963 | Don | Fair | The Oregonian, Portland |
| 1962 | George | Pasero | Portland Journal |
| 1961 | George | Pasero | Oregon Journal, Portland |
| 1960 | George | Pasero | The Portland Journal |
| 1959 | George | Pasero | Oregon Journal, Portland |