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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Clancy Taylor# | 3.28 | 2047-2050 | |
| 2 | John Hiter# | 1.71 | 2049-2050 | |
| 3 | Denis DiCaprio# | 1.48 | 2049-2050 | |
| 4 | Vicente Hernandez# | 1.06 | 2049-2050 | |
| 5 | Ramon Marin# | .98 | 2048-2050 | |
| 6 | Patrick Robertson# | .89 | 2047-2050 | |
| 6 | Bobby Gingerich# | .89 | 2048-2050 | |
| 8 | Willie Uribe# | .73 | 2050-2050 | |
| 9 | Andy Backman# | .69 | 2050-2050 | |
| 10 | Francisco Cruz# | .62 | 2050-2050 | |
| 11 | Brian Vespa# | .39 | 2048-2050 | |
| 12 | Alberto Salinas# | .37 | 2048-2050 | |
| 13 | Darius Morman# | .36 | 2048-2050 | |
| 14 | Yaremka Vaschenko# | .31 | 2050-2050 | |
| 15 | Jim Toman# | .26 | 2050-2050 | |
| 16 | Nikolai Cashion# | .19 | 2049-2050 | |
| 17 | Aaron Jeffers# | .12 | 2045-2050 | |
| 18 | Matt Cullinane# | .05 | 2049-2050 | |
| 19 | Terry Chase# | -0.01 | 2050-2050 | |
| 20 | Doug Monthie# | -0.07 | 2048-2050 | |
| 21 | Alejandro Rodriguez# | -0.18 | 2050-2050 | |
| 22 | Mike Robertson# | -0.19 | 2046-2050 | |
| 23 | Dave Pascual# | -0.37 | 2049-2050 | |
| 24 | Travis Bolton# | -0.47 | 2050-2050 | |
| 25 | Jon Brito# | -0.58 | 2049-2050 | |
| 26 | J.J. Price# | -0.61 | 2048-2050 | |
| 27 | Silvério Camarinho# | -0.64 | 2050-2050 | |
| 28 | Ken Decker# | -0.74 | 2049-2050 | |
| 29 | Itzik Lewinsohn# | -0.79 | 2050-2050 | |
| 30 | Matt Hinton# | -0.89 | 2047-2050 | |
| 31 | Jamie Burge# | -0.97 | 2049-2050 |
