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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chris Boening# | 4.31 | 2047-2051 | |
| 2 | Nick Kepler# | 4.21 | 2049-2051 | |
| 3 | Josh Bolton# | 3.47 | 2048-2051 | |
| 4 | Fernando Espinal# | 3.44 | 2049-2051 | |
| 5 | Oscar Herder# | 3.17 | 2051-2051 | |
| 6 | Jeff Cole# | 3.15 | 2051-2051 | |
| 7 | Bill Ludwig# | 3.00 | 2050-2051 | |
| 8 | Vann Davis# | 2.93 | 2045-2051 | |
| 9 | Jerry Catalano# | 2.80 | 2050-2051 | |
| 10 | Lane Wichert# | 2.58 | 2048-2051 | |
| 11 | Humberto Garcia# | 1.85 | 2051-2051 | |
| 12 | Mike Koester# | 1.83 | 2049-2051 | |
| 13 | Su-yeong Lee# | 1.65 | 2051-2051 | |
| 14 | Joe Kirshner# | 1.54 | 2051-2051 | |
| 15 | John Beaufort# | 1.09 | 2049-2051 | |
| 16 | John Loveland# | .83 | 2049-2051 | |
| 17 | Nate Horton# | .79 | 2041-2051 | |
| 18 | Rob Mata# | .78 | 2050-2051 | |
| 19 | Paul Frey# | .71 | 2050-2051 | |
| 20 | Hector Perez# | .67 | 2050-2051 | |
| 21 | Matt Kohlhepp# | .50 | 2047-2051 | |
| 22 | Steve Fink# | .17 | 2049-2051 | |
| 23 | Efrain Ramos# | .10 | 2049-2051 | |
| 24 | Willie Martinez# | .02 | 2048-2051 | |
| 25 | Julio Rodriguez# | -0.01 | 2047-2051 | |
| 26 | Mike Deaner# | -0.04 | 2045-2051 | |
| 27 | Colin Baxter# | -0.20 | 2051-2051 | |
| 28 | Alejandro Aceves# | -0.22 | 2051-2051 | |
| 29 | Hisamitsu Wakabayashi# | -1.16 | 2051-2051 |
