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Most Valuable Player
| Year | Player | School |
| 2025 | Dakota Chun | Sunset |
| 2024 | Declan Francis | Lake Oswego |
| 2023 | Eric Altmark | Mountainside |
| 2022 | Andy Miller | Mountainside |
| 2021 | Brandon Cabrera | Aloha |
| 2019 | Rowan Ramsay | Central Catholic |
| 2018 | Rowan Ramsay | Central Catholic |
| 2017 | Blake Crippen | Liberty |
| 2016 | Cody Rice | Liberty |
| 2015 | Tyler Parker | Liberty |
| 2014 | Jay Rogers | Reynolds |
| 2013 | Kevin Lave | Liberty |
| 2012 | Codi Scanlon | Central Catholic |
| 2011 | Vance Downey | Portland Christian |
| 2010 | Taylor Gibbs | Reynolds |
Gold Glove
| Year | Player | School |
| 2025 | Jayden Nakamura | Aloha |
| 2024 | Gunnar Pedersen | Westview |
| 2023 | Tristan Seber | Lakeridge |
| 2022 | Andy Miller | Mountainside |
| 2021 | Andy Miller | Mountainside |
| 2019 | Dakota Bunn | Banks |
| 2018 | Dillon McNeil | Central Catholic |
| 2017 | Alex Osoria | Reynolds |
| 2016 | Blake Crippen | Liberty |
| 2015 | Cody Gleason | Reynolds |
| 2014 | Mak Hutson | Madison |
| 2013 | Mitchell Rose | Reynolds |
| 2012 | Easton Bennett | Madison |
| 2011 | Cole Hamilton | Cleveland |
| 2010 | Kyle Shewmaker | Reynolds |
Outstanding Pitcher
| Year | Player | School |
| 2025 | Griffin Scott | Ida B. Wells |
| 2024 | Lucas Plenert | Mountainside |
| 2023 | Jackson Price | Hillsboro |
| 2022 | Jonah Hergert | Mountainside |
| 2021 | Spencer Haaland | Century |
| 2019 | Kane Kiaunis | Hillsboro |
| 2018 | Andrew Blair | Central Catholic |
| 2017 | Lucas Dehnert | Reynolds |
| 2016 | Alex Batke | Liberty |
| 2015 | Drew Martin-Cohn | Reynolds |
| 2014 | Cole Stringer | Central Catholic |
| 2013 | Cole Stringer | Central Catholic |
| 2012 | Jimmy Brakebush | Central Catholic |
| 2011 | Cody Pollack | Reynolds |
| 2010 | Vance Downey | Portland Christian |
Silver Slugger
| Year | Player | School |
| 2025 | Gabe Coltman | Sunset |
| 2024 | Griffin Scott | Ida B. Wells |
| 2023 | J.D. Cannon | Tigard |
| 2022 | Stanley Schoppe | Jesuit |
| 2021 | Kieran McCalpin | Aloha |
| 2019 | Rowan Ramsay | Central Catholic |
| 2018 | Ian Lawson | Century |
| 2017 | Blake Crippen | Liberty |
| 2016 | Cody Rice | Liberty |
| 2015 | Jay Rogers | Reynolds |
| 2014 | Jay Rogers | Reynolds |
| 2013 | Dakota Drake | Liberty |
| 2012 | Taylor Flores | West Linn |
| 2011 | Dillon Abate | Cleveland |
| 2010 | Taylor Gibbs | Reynolds |
Most Inspirational
| Year | Player | School |
| 2025 | Kiernan Kelly | LaSalle |
| 2010 | Jeff Wallberg | Benson |
| 2011 | Cody Pollack | Reynolds |
| 2012 | Jake Peterson | Cleveland |
| 2013 | Mitchell Rose | Reynolds |
| 2014 | Mak Hutson | Madison |
| 2015 | Tyler Parker | Liberty |
| 2016 | Jared Akin | Liberty |
| 2017 | Cody Stallsworth | Reynolds |
| 2018 | Michael Bennett | Madison |
| 2019 | Josh O’Neal | Hillsboro |
| 2021 | Max Lavey | Jesuit |
| 2022 | Sean Murphy | Jesuit |
| 2023 | Jason Noffsinger | Canby |
| 2024 | Landon Sigler | Mountainside |
Leadership
| Year | Player | School |
| 2025 | Logan Nakamura | Ridgeview |
| 2010 | Eric Lemieux | Portland Christian |
| 2011 | Cody Childs | Reynolds |
| 2012 | Dakota Farmer | Reynolds |
| 2013 | Alec Dehnert | Reynolds |
| 2014 | Alec Dehnert | Reynolds |
| 2015 | Eamon McNeil | Central Catholic |
| 2016 | Jared Akin | Liberty |
| 2017 | Micky Thompson | Century |
| 2018 | Dillon McNeil | Central Catholic |
| 2019 | Kevin Blair | Jesuit |
| 2021 | Tyler Bickford | Liberty |
| 2022 | Stanley Schoppe | Jesuit |
| 2023 | Austin Wolfe | Mountainside |
| 2024 | Declan Francis | Lake Oswego |
Golden Spikes
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