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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Will McMahon# | 9.07 | 2019 | |
| 2 | Eric Black | 9.06 | 2014 | |
| 3 | Oliver North# | 7.88 | 2017 | |
| 4 | Oliver North# | 7.44 | 2019 | |
| 5 | Bob Watkins# | 7.41 | 2012 | |
| 6 | Joe Herman# | 7.38 | 2013 | |
| 7 | Dave Carlisle# | 7.31 | 2013 | |
| 8 | Jesús González# | 7.07 | 2015 | |
| 9 | Tim Raines# | 6.71 | 2018 | |
| 10 | Ken Forryan# | 6.46 | 2018 | |
| 11 | Tim Raines# | 6.37 | 2015 | |
| 12 | Joe Herman# | 6.24 | 2016 | |
| 13 | Jesús González# | 6.10 | 2016 | |
| 13 | Dave Carlisle# | 6.10 | 2014 | |
| 15 | Joe Herman# | 5.96 | 2014 | |
| 16 | Jesús González# | 5.93 | 2014 | |
| 17 | Rafael Arreola# | 5.76 | 2019 | |
| 18 | Eric Black | 5.75 | 2013 | |
| 19 | Gordon Thornton | 5.73 | 2013 | |
| 20 | Takanibu Kobayashi# | 5.48 | 2016 | |
| 21 | Oliver North# | 5.47 | 2018 | |
| 22 | Tom Klein# | 5.43 | 2017 | |
| 23 | Francisco Alfonso | 5.33 | 2012 | |
| 24 | Bartolo Valentín# | 5.23 | 2019 | |
| 25 | Harley Fisher# | 5.14 | 2017 | |
| 26 | Tim Raines# | 4.93 | 2017 | |
| 27 | Joe Herman# | 4.92 | 2012 | |
| 28 | Edgar Johnson | 4.84 | 2013 | |
| 29 | Bernardo Cisneros# | 4.83 | 2018 | |
| 30 | Bruce Joyner# | 4.82 | 2018 | |
| 31 | Javier Ramón | 4.79 | 2015 | |
| 32 | Takanibu Kobayashi# | 4.77 | 2017 | |
| 33 | Anthony Lewis# | 4.73 | 2013 | |
| 34 | Kyle Reader# | 4.71 | 2019 | |
| 35 | Sergio Esquivel# | 4.64 | 2019 | |
| 36 | Edgar Johnson | 4.62 | 2012 | |
| 37 | Gary Hunter | 4.49 | 2012 | |
| 38 | Bruce Joyner# | 4.37 | 2017 | |
| 39 | Matt Smith# | 4.36 | 2013 | |
| 40 | Javier Ramón | 4.35 | 2012 | |
| 41 | Ken Forryan# | 4.31 | 2015 | |
| 42 | Joe Herman# | 4.27 | 2015 | |
| 43 | Sergio Esquivel# | 4.18 | 2017 | |
| 44 | Anthony Lewis# | 4.12 | 2012 | |
| 45 | Nick Holmes# | 4.11 | 2018 | |
| 46 | Neil Fullerton# | 4.04 | 2017 | |
| 47 | Jorge Martínez# | 4.01 | 2019 | |
| 48 | Stan Sanders | 3.99 | 2012 | |
| 49 | Sean Bowman# | 3.80 | 2014 | |
| 50 | Joe Herman# | 3.72 | 2018 | |
| 51 | Sean Bowman# | 3.71 | 2015 | |
| 52 | David Lewis# | 3.66 | 2019 | |
| 53 | Jesús Hernández# | 3.60 | 2018 | |
| 54 | Raymundo Gaias# | 3.58 | 2015 | |
| 55 | Javier Ramón | 3.54 | 2013 | |
| 56 | Tom Hughes# | 3.44 | 2019 | |
| 57 | Vincent Bordes# | 3.42 | 2016 | |
| 58 | Tim Raines# | 3.38 | 2014 | |
| 59 | Anthony Lewis# | 3.32 | 2014 | |
| 60 | Dave Lewis# | 3.31 | 2016 | |
| 60 | Sean Bowman# | 3.31 | 2017 | |
| 62 | Greg Gordon | 3.25 | 2012 | |
| 63 | Bill Turner# | 3.21 | 2016 | |
| 63 | Ryan Erickson | 3.21 | 2012 | |
| 65 | Bruce Joyner# | 3.11 | 2019 | |
| 66 | Will McMahon# | 3.10 | 2018 | |
| 66 | Takanibu Kobayashi# | 3.10 | 2015 | |
| 68 | Osamu Ito# | 3.08 | 2018 | |
| 69 | P.J. Baker# | 3.05 | 2016 | |
| 69 | Vincent Bordes# | 3.05 | 2018 | |
| 71 | Dave Lewis# | 3.03 | 2015 | |
| 72 | Austin McCabe# | 2.99 | 2015 | |
| 73 | Raymond Moor# | 2.97 | 2014 | |
| 74 | Merrill Harris | 2.96 | 2012 | |
| 75 | Matt Smith# | 2.92 | 2014 | |
| 76 | Takanibu Kobayashi# | 2.88 | 2018 | |
| 77 | Bill Turner# | 2.87 | 2015 | |
| 78 | Francisco García | 2.85 | 2012 | |
| 79 | Sean Bowman# | 2.84 | 2016 | |
| 80 | Ramón Guzmán# | 2.74 | 2014 | |
| 81 | Eric Keller | 2.71 | 2012 | |
| 81 | John Powers# | 2.71 | 2017 | |
| 83 | Colin St. John# | 2.70 | 2019 | |
| 84 | Ramón Guzmán# | 2.65 | 2016 | |
| 84 | P.J. Baker# | 2.65 | 2017 | |
| 86 | Sean Bowman# | 2.62 | 2013 | |
| 87 | Raymond Moor# | 2.58 | 2015 | |
| 87 | Jesús González# | 2.58 | 2017 | |
| 89 | Jesús Hernández# | 2.57 | 2016 | |
| 90 | Cory Brown# | 2.53 | 2016 | |
| 91 | Gary Hunter | 2.51 | 2013 | |
| 92 | Jesús González# | 2.48 | 2013 | |
| 93 | Jesús Vargas# | 2.45 | 2018 | |
| 93 | Dave Lewis# | 2.45 | 2014 | |
| 95 | Jorge Martínez# | 2.40 | 2018 | |
| 96 | Matt Smith# | 2.39 | 2016 | |
| 97 | Greg Forrest | 2.37 | 2012 | |
| 98 | Takanibu Kobayashi# | 2.36 | 2019 | |
| 99 | Claude Knight | 2.30 | 2012 | |
| 100 | Eric Black | 2.26 | 2012 |
