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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | John Osterman# | 4.46 | 2020 | |
| 2 | Eric Hunter# | 2.66 | 2020 | |
| 3 | Alfonso Sanchez# | 2.52 | 2020 | |
| 4 | Josh Meeker# | 2.15 | 2020 | |
| 5 | Tim Santoro# | 1.96 | 2020 | |
| 6 | Mike Johnson# | 1.59 | 2020 | |
| 6 | Andy Driver# | 1.59 | 2020 | |
| 8 | Victor Cutino# | 1.45 | 2020 | |
| 9 | Robby Westbrook# | 1.33 | 2020 | |
| 10 | Brian Hendrix# | 1.11 | 2020 | |
| 11 | Sam Woodall# | .44 | 2020 | |
| 12 | Andy Curran# | .09 | 2020 | |
| 13 | Grant Murphy# | -0.83 | 2020 | |
| 14 | Steve Ross# | -1.12 | 2020 | |
| 15 | Miguel Martinez# | -1.44 | 2020 | |
| 16 | Yoneo Yamamoto# | -2.68 | 2020 |
