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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Thom Wilcox | 6.70 | 2014 | |
| 2 | Bill Chambers# | 6.21 | 2020 | |
| 3 | Thom Wilcox | 5.86 | 2015 | |
| 4 | Bill Chambers# | 5.65 | 2018 | |
| 5 | Bill Chambers# | 5.55 | 2022 | |
| 6 | John Hill | 5.50 | 2014 | |
| 7 | Gonzalo López | 5.41 | 2015 | |
| 8 | Bill Chambers# | 5.33 | 2019 | |
| 9 | Gonzalo López | 5.28 | 2013 | |
| 10 | Gonzalo López | 4.74 | 2014 | |
| 11 | Gonzalo López | 4.47 | 2018 | |
| 12 | Mitch Qualtrough# | 4.33 | 2028 | |
| 13 | Juan Jose Ayala# | 4.30 | 2028 | |
| 14 | Sean Davis# | 4.19 | 2019 | |
| 15 | Bill Chambers# | 4.10 | 2021 | |
| 15 | Thom Wilcox | 4.10 | 2016 | |
| 17 | Juan Jose Ayala# | 3.96 | 2029 | |
| 18 | Kyle Bywaters# | 3.92 | 2029 | |
| 19 | Mitch Qualtrough# | 3.78 | 2025 | |
| 20 | Ed Anderson | 3.76 | 2015 | |
| 21 | Mitch Qualtrough# | 3.66 | 2029 | |
| 22 | Armando Alvarado# | 3.61 | 2025 | |
| 23 | José Corona# | 3.56 | 2029 | |
| 24 | Juan Cabrera# | 3.55 | 2022 | |
| 25 | Sean Davis# | 3.51 | 2018 | |
| 26 | Dave King# | 3.44 | 2023 | |
| 27 | Tyrone Scott | 3.37 | 2020 | |
| 28 | Juan Jose Ayala# | 3.31 | 2027 | |
| 29 | Henry Potts | 3.21 | 2014 | |
| 30 | Jason Nicholson | 3.20 | 2015 | |
| 31 | John Hill | 3.13 | 2013 | |
| 32 | Ed Anderson | 3.07 | 2014 | |
| 33 | Bill Chambers# | 3.00 | 2025 | |
| 34 | Eduardo Alvarado | 2.97 | 2014 | |
| 35 | Kyle Bywaters# | 2.95 | 2026 | |
| 36 | Bartolo Morales# | 2.93 | 2028 | |
| 37 | Bill Chambers# | 2.79 | 2029 | |
| 37 | Sean Davis# | 2.79 | 2020 | |
| 39 | José Corona# | 2.78 | 2028 | |
| 40 | Juan Cabrera# | 2.75 | 2019 | |
| 40 | Todd Schenkel | 2.75 | 2017 | |
| 42 | John Hill | 2.73 | 2015 | |
| 42 | Blaine Bell | 2.73 | 2013 | |
| 44 | Bill Chambers# | 2.65 | 2017 | |
| 44 | Mitch Qualtrough# | 2.65 | 2027 | |
| 46 | Bill Chambers# | 2.64 | 2016 | |
| 47 | Bill Chambers# | 2.50 | 2024 | |
| 48 | Dong-min Cho# | 2.48 | 2027 | |
| 49 | Sean Davis# | 2.45 | 2021 | |
| 50 | Bill Chambers# | 2.43 | 2023 | |
| 50 | Dave King# | 2.43 | 2018 | |
| 52 | Dave King# | 2.42 | 2021 | |
| 53 | Bill Chambers# | 2.39 | 2026 | |
| 54 | Danny Walsh# | 2.31 | 2023 | |
| 54 | Armando Alvarado# | 2.31 | 2026 | |
| 56 | José Corona# | 2.27 | 2027 | |
| 57 | Sean Davis# | 2.24 | 2017 | |
| 58 | David Martínez | 2.20 | 2020 | |
| 59 | Kumanosuke Abe# | 2.19 | 2023 | |
| 60 | Bill Chambers# | 2.16 | 2027 | |
| 61 | Anthony Johnston# | 2.12 | 2025 | |
| 62 | Danny Walsh# | 2.09 | 2024 | |
| 63 | Layton Templeman# | 2.03 | 2027 | |
| 64 | Tyrone Scott | 1.97 | 2021 | |
| 65 | Ramón Gómez# | 1.94 | 2027 | |
| 66 | Eduardo Alvarado | 1.86 | 2013 | |
| 67 | Dave King# | 1.85 | 2022 | |
| 68 | Rod Jones# | 1.78 | 2024 | |
| 69 | Anthony Johnston# | 1.77 | 2021 | |
| 69 | Tyrone Scott | 1.77 | 2016 | |
| 71 | Raúl González | 1.75 | 2016 | |
| 72 | Juan Cabrera# | 1.74 | 2023 | |
| 72 | Danny Walsh# | 1.74 | 2025 | |
| 74 | Dave King# | 1.72 | 2019 | |
| 75 | Micah Coffey# | 1.71 | 2026 | |
| 75 | Dong-min Cho# | 1.71 | 2028 | |
| 77 | Tyrone Scott | 1.69 | 2022 | |
| 78 | Luis Luquín# | 1.65 | 2027 | |
| 78 | Ed Anderson | 1.65 | 2013 | |
| 80 | Mitch Qualtrough# | 1.54 | 2026 | |
| 81 | Armando Alvarado# | 1.53 | 2024 | |
| 82 | Henry Potts | 1.52 | 2013 | |
| 83 | Juan Cabrera# | 1.51 | 2016 | |
| 84 | Bartolo Morales# | 1.49 | 2029 | |
| 85 | Lawrence Washington | 1.48 | 2020 | |
| 86 | Steve Brewer | 1.40 | 2013 | |
| 87 | Dave King# | 1.37 | 2020 | |
| 87 | Vincent Crane# | 1.37 | 2029 | |
| 87 | Arturo Guzmán | 1.37 | 2014 | |
| 90 | Brent Barlow | 1.34 | 2017 | |
| 91 | Eugene Parrish | 1.33 | 2021 | |
| 92 | Ricardo Cruz | 1.32 | 2017 | |
| 93 | Luis Luquín# | 1.24 | 2026 | |
| 94 | Bill Chambers# | 1.19 | 2028 | |
| 94 | Xavier Vásquez# | 1.19 | 2027 | |
| 96 | Manny Freitas | 1.18 | 2019 | |
| 97 | Rod Jones# | 1.13 | 2023 | |
| 98 | Bartolo Morales# | .98 | 2022 | |
| 99 | Lionel McCloud# | .97 | 2028 | |
| 100 | Marcus Wade | .96 | 2015 |
