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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ray Sears# | 6.37 | 2016 | |
| 2 | Ray Sears# | 6.30 | 2018 | |
| 2 | Ray Sears# | 6.30 | 2017 | |
| 4 | Ray Sears# | 5.64 | 2021 | |
| 5 | Ray Sears# | 5.58 | 2015 | |
| 6 | Ray Sears# | 5.39 | 2019 | |
| 7 | Bob Campbell# | 5.29 | 2018 | |
| 8 | Pedro Willis# | 5.11 | 2016 | |
| 9 | Rômulo Caho | 4.89 | 2014 | |
| 10 | Ray Sears# | 4.87 | 2020 | |
| 11 | David Edwards# | 4.62 | 2023 | |
| 12 | Ed Hopkins# | 4.42 | 2020 | |
| 13 | Brian O'Brian | 4.40 | 2013 | |
| 14 | Ray Sears# | 4.38 | 2014 | |
| 15 | Herman Hayes# | 4.14 | 2021 | |
| 16 | Nate Cates# | 3.97 | 2022 | |
| 17 | Ray Sears# | 3.92 | 2013 | |
| 18 | Pedro Willis# | 3.65 | 2013 | |
| 19 | Ed Hopkins# | 3.16 | 2019 | |
| 20 | Leonard O'Connor# | 3.03 | 2017 | |
| 21 | Domingo García# | 2.92 | 2018 | |
| 22 | Brian O'Brian | 2.88 | 2015 | |
| 23 | Bob Campbell# | 2.87 | 2022 | |
| 24 | Bob Campbell# | 2.71 | 2020 | |
| 24 | Alan Elder# | 2.71 | 2018 | |
| 26 | Mark Davis# | 2.66 | 2013 | |
| 27 | John Hill | 2.60 | 2016 | |
| 28 | Herman Hayes# | 2.59 | 2020 | |
| 29 | Nate Cates# | 2.55 | 2021 | |
| 30 | Iván Vargas# | 2.48 | 2020 | |
| 31 | Bob Campbell# | 2.46 | 2021 | |
| 32 | Gabriel Rodríguez# | 2.40 | 2020 | |
| 32 | Iván Vargas# | 2.40 | 2019 | |
| 34 | Ed Hopkins# | 2.20 | 2022 | |
| 35 | David Edwards# | 2.17 | 2022 | |
| 36 | Luis Gutiérrez | 2.08 | 2017 | |
| 37 | Bob Campbell# | 2.00 | 2019 | |
| 38 | Juan Ávila# | 1.99 | 2017 | |
| 39 | Norm Ortega# | 1.96 | 2016 | |
| 40 | Domingo García# | 1.93 | 2017 | |
| 41 | Luis Gutiérrez | 1.85 | 2015 | |
| 42 | Nate Cates# | 1.78 | 2023 | |
| 43 | Duncan Thomas# | 1.69 | 2013 | |
| 43 | Robert Shelby | 1.69 | 2015 | |
| 45 | Alan Elder# | 1.67 | 2022 | |
| 46 | Ed Hopkins# | 1.64 | 2018 | |
| 47 | Domingo García# | 1.63 | 2019 | |
| 48 | Stephen Fraven | 1.51 | 2016 | |
| 49 | Alfredo Méndez# | 1.49 | 2023 | |
| 50 | Pablo León# | 1.45 | 2021 | |
| 51 | Todd Schenkel | 1.42 | 2018 | |
| 51 | Carlos Vázquez | 1.42 | 2014 | |
| 53 | Jeremy Alexander | 1.33 | 2013 | |
| 53 | Eduardo Alvarado | 1.33 | 2017 | |
| 55 | John MacGregor# | 1.27 | 2020 | |
| 56 | Iván Vargas# | 1.13 | 2018 | |
| 57 | Paul Smith# | 1.12 | 2016 | |
| 58 | Mustapha Gonzales | 1.11 | 2017 | |
| 59 | Eduardo Alvarado | 1.08 | 2016 | |
| 60 | Mike Lewis | 1.00 | 2019 | |
| 61 | Luis Trujillo | .99 | 2013 | |
| 62 | Carlos Vázquez | .95 | 2016 | |
| 63 | Stephen Fraven | .93 | 2015 | |
| 63 | Félix Rodríguez# | .93 | 2017 | |
| 63 | Matt Sheppard# | .93 | 2023 | |
| 66 | Pedro Willis# | .92 | 2017 | |
| 66 | Tamasaburo Kato# | .92 | 2021 | |
| 68 | Robert Shelby | .91 | 2014 | |
| 69 | Alden Wiley# | .90 | 2022 | |
| 70 | Brian O'Brian | .82 | 2014 | |
| 71 | Bob Campbell# | .81 | 2023 | |
| 72 | Ricardo Salazar | .75 | 2013 | |
| 73 | Luis Gutiérrez | .74 | 2018 | |
| 74 | Chi-ju Zhang# | .68 | 2019 | |
| 75 | Jorge Gómez | .66 | 2016 | |
| 76 | Gabriel Rodríguez# | .63 | 2023 | |
| 77 | Luis Trujillo | .60 | 2015 | |
| 77 | Miguel Soto | .60 | 2014 | |
| 79 | Ed Hopkins# | .58 | 2023 | |
| 80 | Iván Gonzáles# | .57 | 2020 | |
| 80 | Ronald Shelton# | .57 | 2015 | |
| 82 | Casey Washington | .52 | 2019 | |
| 83 | Kurt Chappell# | .45 | 2018 | |
| 84 | Gabriel Rodríguez# | .37 | 2021 | |
| 85 | Iván Gonzáles# | .34 | 2021 | |
| 86 | Ricardo Cruz | .32 | 2019 | |
| 87 | David Gil | .29 | 2013 | |
| 87 | Rômulo Caho | .29 | 2013 | |
| 89 | Juan Canó | .23 | 2014 | |
| 90 | Ricardo Cruz | .22 | 2018 | |
| 91 | Bartolo Morales# | .21 | 2023 | |
| 92 | Ernesto Trujillo | .10 | 2013 | |
| 93 | José Bocanegra# | .09 | 2017 | |
| 94 | Gabriel Rodríguez# | .07 | 2022 | |
| 95 | Mustapha Gonzales | .05 | 2016 | |
| 95 | Gregory Johnson# | .05 | 2022 | |
| 97 | Gregory Johnson# | .04 | 2021 | |
| 98 | Gabriel Rodríguez# | .03 | 2019 | |
| 99 | John MacGregor# | -0.06 | 2023 | |
| 100 | Gregory Johnson# | -0.08 | 2020 |
