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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ray Sears# | 6.66 | 2016 | |
| 2 | Ray Sears# | 6.50 | 2017 | |
| 3 | Ray Sears# | 6.27 | 2015 | |
| 4 | Ray Sears# | 6.26 | 2018 | |
| 5 | Ray Sears# | 5.22 | 2019 | |
| 6 | Ray Sears# | 5.13 | 2014 | |
| 7 | Bob Campbell# | 5.11 | 2018 | |
| 8 | Rômulo Caho | 4.74 | 2014 | |
| 9 | Brian O'Brian# | 4.15 | 2013 | |
| 10 | Ray Sears# | 3.98 | 2013 | |
| 11 | Pedro Willis# | 3.67 | 2016 | |
| 12 | Pedro Willis# | 3.40 | 2013 | |
| 13 | Ed Hopkins# | 2.88 | 2019 | |
| 14 | Leonard O'Connor# | 2.83 | 2017 | |
| 15 | Mark Davis# | 2.66 | 2013 | |
| 16 | Brian O'Brian# | 2.49 | 2015 | |
| 17 | Alan Elder# | 2.10 | 2018 | |
| 18 | Domingo García# | 2.02 | 2018 | |
| 19 | Luis Gutiérrez# | 1.91 | 2015 | |
| 20 | Iván Vargas# | 1.76 | 2019 | |
| 21 | Norm Ortega# | 1.74 | 2016 | |
| 22 | Bob Campbell# | 1.62 | 2019 | |
| 23 | Domingo García# | 1.47 | 2019 | |
| 24 | Luis Gutiérrez# | 1.42 | 2017 | |
| 25 | Ed Hopkins# | 1.37 | 2018 | |
| 26 | Robert Shelby | 1.29 | 2015 | |
| 27 | Domingo García# | 1.22 | 2017 | |
| 28 | John Hill | 1.21 | 2016 | |
| 28 | Carlos Vázquez# | 1.21 | 2014 | |
| 30 | Todd Schenkel# | 1.15 | 2018 | |
| 31 | Paul Smith# | 1.14 | 2016 | |
| 32 | Jeremy Alexander | 1.13 | 2013 | |
| 33 | Miguel Soto# | 1.09 | 2014 | |
| 34 | Juan Ávila# | 1.05 | 2017 | |
| 35 | Duncan Thomas# | 1.04 | 2013 | |
| 36 | Robert Shelby | .97 | 2014 | |
| 37 | Luis Trujillo# | .84 | 2013 | |
| 38 | Brian O'Brian# | .82 | 2014 | |
| 39 | Stephen Fraven# | .67 | 2016 | |
| 40 | Eduardo Alvarado# | .63 | 2017 | |
| 41 | Jorge Gómez# | .56 | 2016 | |
| 42 | Stephen Fraven# | .54 | 2015 | |
| 43 | Pedro Willis# | .40 | 2017 | |
| 44 | Iván Vargas# | .38 | 2018 | |
| 45 | Luis Trujillo# | .35 | 2015 | |
| 46 | Mustapha Gonzales# | .34 | 2017 | |
| 47 | Curt Bryant# | .26 | 2013 | |
| 47 | Chi-ju Zhang# | .26 | 2019 | |
| 49 | Ronald Shelton# | .23 | 2015 | |
| 50 | Juan Canó | .22 | 2014 | |
| 51 | Carlos Vázquez# | .17 | 2016 | |
| 52 | Mike Lewis# | .13 | 2019 | |
| 53 | Domingo Reyes | .12 | 2014 | |
| 54 | Ernesto Trujillo | .09 | 2013 | |
| 55 | Ricardo Cruz# | .08 | 2019 | |
| 56 | David Gil | .07 | 2013 | |
| 57 | Luis Gutiérrez# | .05 | 2018 | |
| 58 | Félix Rodríguez# | .04 | 2017 | |
| 59 | Casey Washington# | -0.00 | 2019 | |
| 60 | Ricardo Salazar | -0.05 | 2013 | |
| 61 | Kurt Chappell# | -0.12 | 2018 | |
| 62 | Ricardo Cruz# | -0.37 | 2018 | |
| 63 | Gabriel Rodríguez# | -0.51 | 2019 | |
| 64 | Carlos Vera# | -0.55 | 2013 | |
| 65 | José Bocanegra# | -0.59 | 2016 | |
| 66 | José Bocanegra# | -0.62 | 2017 | |
| 67 | Nick McKnight | -0.64 | 2015 | |
| 67 | Mustapha Gonzales# | -0.64 | 2016 | |
| 69 | Steve Brewer# | -0.72 | 2015 | |
| 70 | José Moreno# | -0.78 | 2017 | |
| 71 | Curt Bryant# | -0.80 | 2014 | |
| 72 | Tim Little# | -0.91 | 2014 | |
| 73 | Rômulo Caho | -1.06 | 2013 | |
| 74 | Eduardo Alvarado# | -1.08 | 2016 | |
| 75 | Duncan Thomas# | -1.68 | 2017 | |
| 76 | Tomás Gonzáles# | -2.99 | 2018 | |
| 77 | Tim Little# | -3.23 | 2013 |
