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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Stephen Allen# | 2.43 | 2049-2050 | |
| 2 | Ricardo Carachure# | 2.02 | 2049-2050 | |
| 3 | Mike Aversa# | 1.94 | 2048-2050 | |
| 4 | Bobby Perez# | 1.87 | 2049-2050 | |
| 5 | J.J. Price# | 1.71 | 2046-2050 | |
| 6 | Mike Kyte# | 1.56 | 2050-2050 | |
| 7 | Patrick Robertson# | 1.54 | 2045-2050 | |
| 8 | John Braden# | 1.27 | 2046-2050 | |
| 9 | Itzik Lewinsohn# | 1.26 | 2049-2050 | |
| 10 | Jov Matyushenok# | 1.07 | 2049-2050 | |
| 10 | Dave LaFountain# | 1.07 | 2046-2050 | |
| 12 | Justin Fye# | .98 | 2048-2050 | |
| 13 | Alexis de la Rosa# | .95 | 2046-2050 | |
| 14 | Miguel Barreiro# | .93 | 2043-2050 | |
| 15 | Mike Girling# | .89 | 2046-2050 | |
| 16 | Wilfredo Hall# | .65 | 2049-2050 | |
| 17 | Taj Jones# | .52 | 2048-2050 | |
| 18 | Jose Bacca# | .46 | 2050-2050 | |
| 19 | Phil Georgi# | .39 | 2043-2050 | |
| 20 | Gabriel Hernandez# | .38 | 2050-2050 | |
| 21 | Jose Saenz# | .33 | 2048-2050 | |
| 22 | Jose Gonzalez# | .26 | 2050-2050 | |
| 23 | Sal Ramirez# | .14 | 2049-2050 | |
| 24 | Danny Schneider# | .11 | 2050-2050 | |
| 25 | Gabe Murphy# | .04 | 2049-2050 | |
| 26 | Adam Clifton# | .01 | 2046-2050 | |
| 27 | Willie Olmos# | -0.05 | 2048-2050 | |
| 28 | Roger Zarazua# | -0.52 | 2045-2050 | |
| 29 | Donny Welch# | -0.59 | 2050-2050 | |
| 30 | Isaac Canavan# | -1.20 | 2049-2050 | |
| 31 | Bartolomeo Rosario# | -1.26 | 2048-2050 | |
| 32 | Marty Walley# | -1.46 | 2050-2050 | |
| 33 | Mark Douglas# | -2.22 | 2050-2050 |
