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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeremy Shipley# | 2.38 | 2039-2041 | |
| 2 | Mike Osburn# | 2.28 | 2037-2041 | |
| 3 | Noel Graeve# | 2.05 | 2041-2041 | |
| 4 | Tim Wood# | 1.70 | 2036-2041 | |
| 5 | Aleksi Wadovsky# | 1.58 | 2038-2041 | |
| 6 | Luca Strambi# | 1.15 | 2034-2041 | |
| 7 | Criostóir Owen# | 1.06 | 2038-2041 | |
| 8 | Dave Anderson# | 1.01 | 2040-2041 | |
| 9 | Eduardo Rico# | .92 | 2025-2041 | |
| 10 | Justin Shaw# | .76 | 2039-2041 | |
| 11 | David Childress# | .75 | 2033-2041 | |
| 12 | Ben Howell# | .71 | 2039-2041 | |
| 13 | Kuniyuki Arai# | .70 | 2038-2041 | |
| 14 | Omar Cruz# | .66 | 2041-2041 | |
| 15 | Nobutaka Hayashi# | .60 | 2040-2041 | |
| 16 | Ramon Medina# | .53 | 2039-2041 | |
| 17 | Santiago Tapia# | .46 | 2035-2041 | |
| 17 | Vinny Guillen# | .46 | 2041-2041 | |
| 19 | Izzy Cotto# | .45 | 2038-2041 | |
| 19 | Seriozha Elnitsky# | .45 | 2041-2041 | |
| 21 | Mike Schuett# | .38 | 2040-2041 | |
| 22 | Travis Horton# | .34 | 2039-2041 | |
| 23 | Erick Martinez# | .25 | 2035-2041 | |
| 24 | Cory Blake# | .24 | 2041-2041 | |
| 25 | Greg Gilroy# | .16 | 2041-2041 | |
| 26 | Bill Kressin# | .14 | 2035-2041 | |
| 27 | Chris Ford# | .05 | 2033-2041 | |
| 28 | David Vicuna# | -0.03 | 2031-2041 | |
| 29 | Joe Thompson# | -0.05 | 2040-2041 | |
| 29 | Willie Cavazos# | -0.05 | 2041-2041 | |
| 31 | Marcos Olivas# | -0.06 | 2033-2041 | |
| 32 | Gabe Beasley# | -0.07 | 2034-2041 | |
| 33 | Alex Fuentes# | -0.09 | 2039-2041 | |
| 34 | Andrey Lenyushkin# | -0.10 | 2040-2041 | |
| 35 | Chris Baker# | -0.11 | 2041-2041 | |
| 36 | Leon Oosterhof# | -0.12 | 2041-2041 | |
| 37 | Jake Duggan# | -0.13 | 2040-2041 | |
| 38 | Jon Brown# | -0.14 | 2040-2041 | |
| 39 | Jonathan Quijas# | -0.15 | 2041-2041 | |
| 40 | Henry Quintal# | -0.18 | 2037-2041 | |
| 41 | Ron DeVore# | -0.19 | 2038-2041 | |
| 42 | Danny Juarez# | -0.24 | 2040-2041 | |
| 43 | Rodrigo Ocampo# | -0.31 | 2038-2041 | |
| 44 | Victor Lozano# | -0.36 | 2041-2041 | |
| 45 | Ron Willie# | -0.47 | 2033-2041 | |
| 46 | Duhan Callahan# | -0.57 | 2041-2041 | |
| 47 | Allen McDowell# | -0.62 | 2038-2041 | |
| 48 | Juan Martinez# | -0.82 | 2040-2041 | |
| 49 | Bobby Cox# | -0.92 | 2040-2041 |
