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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Matt Winters* | 64.22 | 2019-2035 | |
| 2 | Cecil Sauls# | 57.09 | 2042-2061 | |
| 3 | Roger Barrett* | 53.14 | 2032-2050 | |
| 4 | Francois Latulippe# | 51.12 | 2048-2061 | |
| 5 | Will Emery# | 46.70 | 2048-2061 | |
| 6 | Joe Tucci | 45.85 | 2045-2058 | |
| 7 | Leslie Whitney | 38.85 | 2012-2029 | |
| 8 | Sergey Galperin | 37.98 | 2040-2051 | |
| 9 | Steve Carlton Jr. | 32.90 | 2042-2057 | |
| 10 | Steve McGowan* | 32.71 | 2019-2032 | |
| 11 | Omar McKoy | 32.31 | 2032-2045 | |
| 12 | Eric Kilpatrick | 32.04 | 2037-2048 | |
| 13 | Chandler Lennie* | 30.24 | 2033-2051 | |
| 14 | Nick Holmes* | 28.17 | 2018-2029 | |
| 15 | Luis Gallardo# | 27.80 | 2055-2061 | |
| 16 | Jeffrey Henderson | 25.50 | 2021-2033 | |
| 17 | Tommy Buford | 25.38 | 2036-2048 | |
| 18 | Bill Nelson | 24.46 | 2015-2029 | |
| 19 | Garth Brooks | 24.11 | 2022-2032 | |
| 20 | Jerry de Leon | 24.07 | 2047-2057 | |
| 21 | Tim Moore | 22.81 | 2046-2059 | |
| 22 | Dan Parise | 21.10 | 2044-2053 | |
| 23 | Lorenzo Rodríguez* | 20.48 | 2012-2025 | |
| 24 | Greg Maddux Jr. | 20.08 | 2043-2058 | |
| 25 | Aidan Turgoose | 19.64 | 2031-2045 | |
| 26 | Tadataka Yoshino | 19.47 | 2028-2044 | |
| 27 | Kajal Ghandi | 19.46 | 2024-2036 | |
| 28 | Jorge Mora* | 18.53 | 2012-2031 | |
| 29 | Andrew Weber | 18.41 | 2021-2029 | |
| 30 | David Anders | 18.31 | 2045-2055 | |
| 31 | Ramon Tapia# | 18.09 | 2054-2061 | |
| 32 | Katsuhiko Yamamoto | 17.94 | 2016-2029 | |
| 33 | Pablo Moreno | 17.74 | 2033-2047 | |
| 34 | Chris Collins | 17.65 | 2012-2020 | |
| 35 | Oscar Hunt | 17.25 | 2017-2034 | |
| 36 | Fernando Germán | 17.15 | 2021-2036 | |
| 37 | Lorenzo Romero | 16.82 | 2039-2046 | |
| 38 | Mark O'Neil | 16.78 | 2021-2029 | |
| 39 | Barry Wirfel | 16.68 | 2035-2047 | |
| 40 | Dean Hrusovsky# | 16.55 | 2057-2061 | |
| 41 | Brent Driggs | 16.34 | 2035-2044 | |
| 42 | Skip Clayton | 15.85 | 2019-2033 | |
| 43 | Eddy Jacobse | 15.75 | 2026-2037 | |
| 44 | Larry Hewitt | 15.66 | 2043-2054 | |
| 45 | Anthony Cadenhead | 15.64 | 2025-2037 | |
| 46 | Manny de la Cruz* | 15.20 | 2036-2048 | |
| 47 | Rickey Moses* | 15.10 | 2035-2055 | |
| 48 | Dani Sáenz | 15.00 | 2017-2028 | |
| 49 | Steven Furse | 14.91 | 2042-2050 | |
| 50 | Tom Cassidy | 14.71 | 2022-2033 | |
| 51 | Dan Peckford | 14.29 | 2050-2058 | |
| 52 | Sandy Adon# | 14.28 | 2051-2058 | |
| 53 | Oscar Costales | 14.02 | 2031-2042 | |
| 54 | Yoshiro Allen | 13.41 | 2033-2042 | |
| 55 | Austin Thompson# | 13.33 | 2054-2061 | |
| 56 | Stephen Jackson | 13.31 | 2012-2021 | |
| 57 | Alberto Reyes | 13.14 | 2017-2022 | |
| 58 | Gideon Vaillancourt | 12.82 | 2039-2050 | |
| 59 | Masayoshi Sai | 12.76 | 2027-2034 | |
| 60 | John Capanna# | 12.65 | 2055-2061 | |
| 61 | Dave Ojeda# | 12.63 | 2052-2061 | |
| 62 | Tim Duncan | 12.33 | 2013-2021 | |
| 63 | Al Vallejo | 12.24 | 2048-2056 | |
| 64 | Sal Ostendorff | 12.09 | 2021-2031 | |
| 65 | Walt Muller | 11.81 | 2038-2043 | |
| 66 | Nate Donoghue | 11.79 | 2050-2056 | |
| 67 | Eddie Villegas | 11.78 | 2035-2046 | |
| 68 | Miguel Ruiz# | 11.62 | 2057-2061 | |
| 69 | Steve Frend* | 11.08 | 2012-2027 | |
| 70 | Vinny Solorzano | 11.06 | 2043-2052 | |
| 71 | Pablo López | 11.03 | 2018-2033 | |
| 72 | Leo Sotolongo | 10.74 | 2041-2056 | |
| 73 | Li-chi Au | 10.71 | 2016-2029 | |
| 74 | Justin Tilley# | 10.44 | 2054-2060 | |
| 75 | Juan González | 10.22 | 2030-2045 | |
| 76 | Dave Amaya# | 10.20 | 2053-2058 | |
| 77 | Soetsu Fukunaga# | 10.18 | 2051-2060 | |
| 78 | Sean Clark | 10.17 | 2031-2038 | |
| 78 | Lateef Zitouna# | 10.17 | 2058-2061 | |
| 80 | Denzel Kemsley | 10.08 | 2030-2041 | |
| 81 | Kevin Tolbert | 10.00 | 2014-2021 | |
| 81 | David Lewis | 10.00 | 2018-2030 | |
| 83 | Mathieu Bodin | 9.97 | 2017-2027 | |
| 84 | Jon Pittman | 9.82 | 2023-2037 | |
| 85 | Luis Galindo | 9.59 | 2020-2033 | |
| 86 | Kiyonobu Yamasaki* | 9.53 | 2020-2039 | |
| 87 | Justin Nance | 9.47 | 2034-2049 | |
| 88 | Angel Barajas | 9.35 | 2029-2036 | |
| 89 | Tatsuhito Suzuki | 9.10 | 2036-2047 | |
| 90 | Chris Jutras | 8.91 | 2048-2059 | |
| 91 | Gilberto Germán | 8.88 | 2019-2023 | |
| 92 | Kevin Sample# | 8.82 | 2052-2060 | |
| 93 | Dave Moore | 8.62 | 2020-2031 | |
| 94 | Mike Neill | 8.60 | 2041-2047 | |
| 95 | Edwin Timmermans# | 8.51 | 2054-2061 | |
| 96 | Badry Makaev | 8.29 | 2018-2024 | |
| 97 | Chris Barrett | 8.22 | 2012-2020 | |
| 98 | Fernando Murillo | 8.13 | 2019-2035 | |
| 98 | Bernardo Cisneros | 8.13 | 2016-2027 | |
| 98 | Wei-qiang Ju | 8.13 | 2030-2036 |
