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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Matt Winters* | 65.02 | 2019-2035 | |
| 2 | Cecil Sauls# | 55.16 | 2042-2057 | |
| 3 | Roger Barrett* | 53.91 | 2032-2050 | |
| 4 | Joe Tucci# | 45.39 | 2045-2057 | |
| 5 | Francois Latulippe# | 42.10 | 2048-2057 | |
| 6 | Leslie Whitney | 39.08 | 2012-2029 | |
| 7 | Sergey Galperin | 38.66 | 2040-2051 | |
| 8 | Will Emery# | 37.95 | 2048-2057 | |
| 9 | Steve McGowan* | 33.29 | 2019-2032 | |
| 10 | Omar McKoy | 32.62 | 2032-2045 | |
| 11 | Eric Kilpatrick | 32.20 | 2037-2048 | |
| 12 | Steve Carlton Jr.# | 31.03 | 2042-2057 | |
| 13 | Chandler Lennie* | 29.82 | 2033-2051 | |
| 14 | Nick Holmes* | 28.46 | 2018-2029 | |
| 15 | Jeffrey Henderson | 25.97 | 2021-2033 | |
| 16 | Tommy Buford | 25.69 | 2036-2048 | |
| 17 | Bill Nelson | 24.58 | 2015-2029 | |
| 18 | Garth Brooks | 23.64 | 2022-2032 | |
| 19 | Jerry de Leon# | 22.72 | 2047-2057 | |
| 20 | Dan Parise | 21.49 | 2044-2053 | |
| 21 | Lorenzo Rodríguez* | 20.67 | 2012-2025 | |
| 22 | Greg Maddux Jr.# | 20.33 | 2043-2057 | |
| 23 | Tadataka Yoshino | 20.03 | 2028-2044 | |
| 24 | Aidan Turgoose | 19.75 | 2031-2045 | |
| 25 | Tim Moore# | 19.36 | 2046-2057 | |
| 26 | Andrew Weber | 18.91 | 2021-2029 | |
| 27 | Jorge Mora* | 18.63 | 2012-2031 | |
| 28 | David Anders | 18.60 | 2045-2055 | |
| 29 | Kajal Ghandi | 18.57 | 2024-2036 | |
| 30 | Katsuhiko Yamamoto | 18.29 | 2016-2029 | |
| 31 | Oscar Hunt | 17.69 | 2017-2034 | |
| 32 | Chris Collins | 17.62 | 2012-2020 | |
| 33 | Fernando Germán | 17.52 | 2021-2036 | |
| 34 | Pablo Moreno | 17.41 | 2033-2047 | |
| 35 | Barry Wirfel | 17.04 | 2035-2047 | |
| 36 | Lorenzo Romero | 16.85 | 2039-2046 | |
| 37 | Mark O'Neil | 16.83 | 2021-2029 | |
| 38 | Brent Driggs | 16.50 | 2035-2044 | |
| 39 | Larry Hewitt | 15.97 | 2043-2054 | |
| 40 | Anthony Cadenhead | 15.92 | 2025-2037 | |
| 41 | Skip Clayton | 15.69 | 2019-2033 | |
| 42 | Manny de la Cruz* | 15.43 | 2036-2048 | |
| 43 | Rickey Moses | 15.41 | 2035-2055 | |
| 44 | Eddy Jacobse | 15.08 | 2026-2037 | |
| 45 | Tom Cassidy | 15.00 | 2022-2033 | |
| 46 | Dani Sáenz | 14.71 | 2017-2028 | |
| 47 | Sandy Adon# | 14.21 | 2051-2057 | |
| 48 | Steven Furse | 14.04 | 2042-2050 | |
| 49 | Yoshiro Allen | 13.78 | 2033-2042 | |
| 50 | Dan Peckford# | 13.64 | 2050-2055 | |
| 51 | Oscar Costales | 13.58 | 2031-2042 | |
| 52 | Luis Gallardo# | 13.35 | 2055-2057 | |
| 53 | Stephen Jackson | 13.21 | 2012-2021 | |
| 54 | Gideon Vaillancourt | 13.12 | 2039-2050 | |
| 55 | Alberto Reyes | 13.00 | 2017-2022 | |
| 56 | Masayoshi Sai | 12.79 | 2027-2034 | |
| 57 | Sal Ostendorff | 12.66 | 2021-2031 | |
| 58 | Ramon Tapia# | 12.58 | 2054-2057 | |
| 59 | Al Vallejo# | 12.47 | 2048-2056 | |
| 60 | Tim Duncan | 12.45 | 2013-2021 | |
| 61 | Nate Donoghue# | 12.04 | 2050-2056 | |
| 62 | Eddie Villegas | 12.01 | 2035-2046 | |
| 63 | Walt Muller | 11.62 | 2038-2043 | |
| 64 | Pablo López | 11.36 | 2018-2033 | |
| 65 | Vinny Solorzano | 11.31 | 2043-2052 | |
| 66 | Steve Frend* | 11.03 | 2012-2027 | |
| 67 | Juan González | 10.91 | 2030-2045 | |
| 68 | Leo Sotolongo# | 10.89 | 2041-2056 | |
| 69 | Li-chi Au | 10.70 | 2016-2029 | |
| 70 | Dave Amaya# | 10.21 | 2053-2057 | |
| 70 | Denzel Kemsley | 10.21 | 2030-2041 | |
| 72 | Kevin Tolbert | 10.15 | 2014-2021 | |
| 73 | Mathieu Bodin | 10.12 | 2017-2027 | |
| 74 | David Lewis | 10.05 | 2018-2030 | |
| 75 | Jon Pittman | 9.89 | 2023-2037 | |
| 76 | Soetsu Fukunaga# | 9.78 | 2051-2057 | |
| 77 | Sean Clark | 9.74 | 2031-2038 | |
| 78 | Kiyonobu Yamasaki* | 9.71 | 2020-2039 | |
| 79 | Angel Barajas | 9.66 | 2029-2036 | |
| 80 | Luis Galindo | 9.60 | 2020-2033 | |
| 81 | Justin Nance | 9.56 | 2034-2049 | |
| 82 | Tatsuhito Suzuki | 9.30 | 2036-2047 | |
| 83 | Dave Moore | 9.09 | 2020-2031 | |
| 84 | Gilberto Germán | 8.84 | 2019-2023 | |
| 85 | Mike Neill | 8.81 | 2041-2047 | |
| 86 | Austin Thompson# | 8.59 | 2054-2057 | |
| 87 | Chris Jutras# | 8.54 | 2048-2057 | |
| 88 | Badry Makaev | 8.44 | 2018-2024 | |
| 89 | Chris Barrett | 8.31 | 2012-2020 | |
| 90 | Bernardo Cisneros | 8.26 | 2016-2027 | |
| 91 | Claude Morin | 8.22 | 2015-2027 | |
| 92 | Jose Madrigal | 8.21 | 2036-2040 | |
| 93 | Fernando Murillo | 8.12 | 2019-2035 | |
| 94 | P.J. Baker | 8.10 | 2013-2023 | |
| 95 | Henry Wrottesley | 8.06 | 2024-2029 | |
| 96 | Marcos Cazarez# | 7.92 | 2049-2055 | |
| 97 | Wei-qiang Ju | 7.85 | 2030-2036 | |
| 98 | Aaron McGlin# | 7.84 | 2049-2055 | |
| 99 | Roberto Gomez# | 7.80 | 2054-2057 | |
| 100 | Kevin Sample# | 7.77 | 2052-2057 |
