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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ray Sears# | 6.81 | 2018 | |
| 2 | Ray Sears# | 6.46 | 2017 | |
| 3 | Ray Sears# | 6.14 | 2016 | |
| 4 | Ray Sears# | 5.93 | 2021 | |
| 5 | Ray Sears# | 5.88 | 2019 | |
| 6 | Bob Campbell# | 5.71 | 2018 | |
| 7 | Ray Sears# | 5.58 | 2015 | |
| 8 | Ray Sears# | 5.47 | 2020 | |
| 9 | Ed Hopkins# | 4.96 | 2020 | |
| 10 | David Edwards# | 4.93 | 2023 | |
| 11 | Pedro Willis | 4.92 | 2016 | |
| 12 | Rômulo Caho | 4.63 | 2014 | |
| 13 | Brian O'Brian | 4.52 | 2013 | |
| 14 | Nate Cates# | 4.40 | 2022 | |
| 15 | Herman Hayes# | 4.36 | 2021 | |
| 16 | David Edwards# | 4.17 | 2025 | |
| 17 | Ray Sears# | 4.15 | 2014 | |
| 18 | Ray Sears# | 4.04 | 2013 | |
| 19 | Ray Sears# | 4.02 | 2025 | |
| 20 | Pedro Willis | 3.76 | 2013 | |
| 21 | Tamasaburo Kato# | 3.68 | 2025 | |
| 22 | Ed Hopkins# | 3.45 | 2019 | |
| 23 | David Edwards# | 3.27 | 2024 | |
| 24 | Bob Campbell# | 3.17 | 2022 | |
| 25 | Herman Hayes# | 3.13 | 2025 | |
| 26 | Leonard O'Connor# | 3.11 | 2017 | |
| 27 | Domingo García# | 3.09 | 2018 | |
| 28 | Bob Campbell# | 3.05 | 2020 | |
| 29 | Bartolo Morales# | 2.95 | 2025 | |
| 30 | Alan Elder# | 2.93 | 2018 | |
| 31 | Herman Hayes# | 2.91 | 2020 | |
| 32 | Brian O'Brian | 2.89 | 2015 | |
| 33 | Iván Vargas | 2.79 | 2020 | |
| 34 | Mark Davis | 2.74 | 2013 | |
| 35 | Gabriel Rodríguez# | 2.70 | 2020 | |
| 36 | Nate Cates# | 2.68 | 2021 | |
| 37 | Iván Vargas | 2.62 | 2019 | |
| 38 | Jesús Quintanilla# | 2.60 | 2025 | |
| 39 | Bob Campbell# | 2.58 | 2021 | |
| 40 | John Hill | 2.51 | 2016 | |
| 41 | Ed Hopkins# | 2.43 | 2022 | |
| 42 | David Edwards# | 2.41 | 2022 | |
| 43 | Bob Campbell# | 2.18 | 2019 | |
| 44 | Luis Gutiérrez | 2.14 | 2017 | |
| 45 | Juan Ávila# | 2.04 | 2017 | |
| 46 | Emílio Barbán# | 1.96 | 2024 | |
| 47 | Domingo García# | 1.92 | 2017 | |
| 48 | Nate Cates# | 1.90 | 2023 | |
| 49 | Nate Cates# | 1.87 | 2024 | |
| 50 | Luis Gutiérrez | 1.85 | 2015 | |
| 51 | Alan Elder# | 1.84 | 2022 | |
| 52 | Norm Ortega | 1.83 | 2016 | |
| 53 | Domingo García# | 1.78 | 2019 | |
| 54 | Ed Hopkins# | 1.77 | 2018 | |
| 54 | Bob Heller# | 1.77 | 2024 | |
| 56 | Duncan Thomas# | 1.74 | 2013 | |
| 57 | Robert Shelby | 1.69 | 2015 | |
| 58 | Alfredo Méndez# | 1.59 | 2023 | |
| 59 | Todd Schenkel | 1.54 | 2018 | |
| 60 | Pablo León | 1.47 | 2021 | |
| 61 | Stephen Fraven | 1.45 | 2016 | |
| 62 | John MacGregor# | 1.43 | 2020 | |
| 63 | Jeremy Alexander | 1.37 | 2013 | |
| 63 | Eduardo Alvarado | 1.37 | 2017 | |
| 65 | Matt Sheppard# | 1.35 | 2024 | |
| 66 | Carlos Vázquez | 1.34 | 2014 | |
| 67 | Bartolo Morales# | 1.28 | 2024 | |
| 68 | Nate Cates# | 1.23 | 2025 | |
| 69 | Iván Vargas | 1.22 | 2018 | |
| 70 | Mustapha Gonzales | 1.14 | 2017 | |
| 71 | Paul Smith | 1.08 | 2016 | |
| 72 | Eduardo Alvarado | 1.04 | 2016 | |
| 72 | Mike Lewis | 1.04 | 2019 | |
| 74 | Luis Trujillo | 1.02 | 2013 | |
| 75 | Alden Wiley# | 1.00 | 2022 | |
| 76 | Matt Sheppard# | .99 | 2023 | |
| 77 | Tamasaburo Kato# | .97 | 2021 | |
| 78 | Félix Rodríguez | .95 | 2017 | |
| 78 | Pedro Willis | .95 | 2017 | |
| 80 | Stephen Fraven | .93 | 2015 | |
| 81 | Carlos Vázquez | .92 | 2016 | |
| 82 | Bob Campbell# | .87 | 2023 | |
| 83 | Robert Shelby | .86 | 2014 | |
| 84 | Luis Gutiérrez | .80 | 2018 | |
| 85 | Brian O'Brian | .78 | 2014 | |
| 86 | Chi-ju Zhang# | .74 | 2019 | |
| 87 | Ricardo Salazar | .71 | 2013 | |
| 88 | Gabriel Rodríguez# | .67 | 2023 | |
| 89 | Iván Gonzáles | .64 | 2020 | |
| 90 | Jorge Gómez | .63 | 2016 | |
| 91 | Ed Hopkins# | .62 | 2023 | |
| 92 | Luis Trujillo | .61 | 2015 | |
| 93 | Gabriel Rodríguez# | .58 | 2025 | |
| 94 | Casey Washington | .57 | 2019 | |
| 94 | Ronald Shelton | .57 | 2015 | |
| 96 | Miguel Soto | .54 | 2014 | |
| 97 | Brett Callison# | .50 | 2025 | |
| 98 | Kurt Chappell | .48 | 2018 | |
| 99 | Gabriel Rodríguez# | .39 | 2021 | |
| 100 | Iván Gonzáles | .36 | 2021 |
