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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Clancy Taylor# | 3.19 | 2047-2050 | |
| 2 | Denis DiCaprio# | 2.83 | 2049-2050 | |
| 3 | John Hiter# | 1.93 | 2049-2050 | |
| 4 | Phil Georgi# | 1.42 | 2043-2050 | |
| 5 | Bobby Gingerich# | 1.22 | 2048-2050 | |
| 6 | Patrick Robertson# | .75 | 2047-2050 | |
| 7 | Darius Morman# | .72 | 2048-2050 | |
| 8 | Dan Cowart# | .65 | 2050-2050 | |
| 9 | Francisco Cruz# | .64 | 2050-2050 | |
| 10 | Jim Toman# | .62 | 2050-2050 | |
| 11 | Travis Bolton# | .56 | 2050-2050 | |
| 12 | Miguel Sanchez# | .54 | 2050-2050 | |
| 13 | Brian Vespa# | .46 | 2048-2050 | |
| 14 | Andy Backman# | .41 | 2050-2050 | |
| 15 | Alberto Salinas# | .38 | 2048-2050 | |
| 16 | Sergei Man'kov# | .35 | 2045-2050 | |
| 17 | Yaremka Vaschenko# | .21 | 2050-2050 | |
| 18 | Nikolai Cashion# | .19 | 2049-2050 | |
| 19 | Aaron Jeffers# | .12 | 2045-2050 | |
| 20 | Matt Tateosian# | .05 | 2050-2050 | |
| 21 | Dave LaFountain# | .00 | 2047-2050 | |
| 22 | Doug Monthie# | -0.01 | 2048-2050 | |
| 23 | Jamie Burge# | -0.13 | 2049-2050 | |
| 24 | Alejandro Rodriguez# | -0.14 | 2050-2050 | |
| 25 | Gabe Murphy# | -0.34 | 2050-2050 | |
| 25 | Dave Pascual# | -0.34 | 2049-2050 | |
| 27 | Lawson Keller# | -0.35 | 2048-2050 | |
| 28 | Adam Clifton# | -0.38 | 2050-2050 | |
| 29 | Jon Brito# | -0.39 | 2049-2050 | |
| 29 | Matt Hinton# | -0.39 | 2047-2050 | |
| 31 | Mike Robertson# | -0.77 | 2046-2050 | |
| 32 | Itzik Lewinsohn# | -0.80 | 2050-2050 | |
| 33 | Ken Decker# | -0.81 | 2049-2050 | |
| 34 | J.J. Price# | -0.83 | 2048-2050 | |
| 35 | Silvério Camarinho# | -1.09 | 2050-2050 |
