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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Reggie Raines# | 11.65 | 2030-2033 | |
| 2 | Armando Aragón# | 9.42 | 2031-2034 | |
| 3 | Danny Burton* | 9.00 | 2013-2016 | |
| 4 | Robby Lee | 8.73 | 2019-2022 | |
| 5 | Benton Hawkins | 8.23 | 2011-2014 | |
| 6 | Nick King | 7.57 | 2007-2010 | |
| 7 | Juan Álvarez# | 6.91 | 2034-2037 | |
| 8 | Mike Rose# | 6.90 | 2016-2019 | |
| 8 | José Arantes-Nascimento# | 6.90 | 2038-2041 | |
| 10 | Norm McDonald# | 6.78 | 2035-2038 | |
| 11 | Edgardo Estrada | 6.74 | 2011-2014 | |
| 12 | Richard Reynolds | 6.72 | 2012-2015 | |
| 13 | Michael Eubank# | 6.32 | 2032-2035 | |
| 14 | Ricky Curry# | 6.06 | 2039-2042 | |
| 15 | Alfredo Torres# | 5.99 | 2019-2021 | |
| 16 | John Reeves# | 5.98 | 2032-2035 | |
| 17 | Eric Terry# | 5.89 | 2040-2042 | |
| 18 | John Howe | 5.88 | 2014-2017 | |
| 19 | Dave Sawyer# | 5.87 | 2031-2034 | |
| 20 | Herman Hill# | 5.86 | 2034-2037 | |
| 21 | Jason Bentley# | 5.84 | 2034-2037 | |
| 22 | Charles Grodin# | 5.70 | 2035-2038 | |
| 23 | Arturo Vega | 5.61 | 2019-2022 | |
| 24 | Jim Gilbuena# | 5.51 | 2032-2035 | |
| 25 | Bartolo Urbina# | 5.32 | 2039-2042 | |
| 26 | Harry Hutchins | 5.17 | 2016-2019 | |
| 27 | Jesús Marrero# | 5.10 | 2038-2041 | |
| 28 | Sam Johnson# | 5.04 | 2034-2037 | |
| 29 | Tim Hunt | 5.03 | 2014-2017 | |
| 30 | Eric Moyer# | 4.85 | 2039-2042 | |
| 31 | Hitomaro Kan | 4.78 | 2007-2011 | |
| 32 | Brandon Meade | 4.71 | 2012-2015 | |
| 33 | Matt Buck | 4.63 | 2016-2019 | |
| 34 | Joe Wade# | 4.49 | 2034-2037 | |
| 35 | Lanny Stone# | 4.33 | 2041-2042 | |
| 36 | Tony Gutiérrez# | 4.32 | 2021-2024 | |
| 37 | Joseph Barry# | 4.31 | 2035-2038 | |
| 38 | Wallace Pope# | 4.29 | 2039-2042 | |
| 38 | Wes Carlson# | 4.29 | 2033-2036 | |
| 40 | Ed Murphy# | 4.23 | 2041-2042 | |
| 40 | Jorge Román# | 4.23 | 2035-2038 | |
| 42 | Michael Gibbs# | 4.12 | 2036-2039 | |
| 43 | Leonard Inman# | 4.05 | 2022-2023 | |
| 44 | Travis Mitchell | 4.04 | 2007-2010 | |
| 44 | Jim Madison# | 4.04 | 2035-2038 | |
| 46 | Graham Manning# | 3.95 | 2035-2038 | |
| 47 | Juan Santana# | 3.93 | 2039-2042 | |
| 48 | Jorge Cortés# | 3.89 | 2031-2034 | |
| 49 | José Pagán | 3.88 | 2012-2015 | |
| 50 | Joe Eaton# | 3.81 | 2037-2040 | |
| 51 | Kelly Colón# | 3.78 | 2038-2041 | |
| 52 | Domingo Bravo | 3.77 | 2011-2014 | |
| 53 | Bill Dilnot# | 3.58 | 2038-2041 | |
| 54 | Jesse Hubbard | 3.55 | 2010-2013 | |
| 55 | José Villarreal | 3.50 | 2019-2022 | |
| 56 | Pedro Gómez# | 3.42 | 2040-2042 | |
| 57 | Randall Perry# | 3.41 | 2028-2031 | |
| 58 | Corey Thompson# | 3.33 | 2031-2033 | |
| 59 | Juan Maldonado# | 3.23 | 2038-2041 | |
| 60 | Jed Berridge# | 3.17 | 2035-2038 | |
| 61 | Stanley Nation# | 3.16 | 2038-2041 | |
| 61 | Javier Torres# | 3.16 | 2035-2038 | |
| 63 | Harris Lynch# | 3.15 | 2037-2040 | |
| 64 | Ron Englert# | 3.08 | 2036-2039 | |
| 64 | Clinton Stillingfleet | 3.08 | 2017-2020 | |
| 66 | António Fernández# | 3.02 | 2032-2035 | |
| 67 | Ralph Aldridge# | 3.01 | 2040-2042 | |
| 68 | Scott Zimmerman# | 3.00 | 2032-2035 | |
| 69 | Ralph Woods | 2.99 | 2009-2012 | |
| 70 | Allen Dundee# | 2.97 | 2034-2036 | |
| 70 | Weldon Allen# | 2.97 | 2035-2038 | |
| 72 | Kyle Ferguson# | 2.95 | 2030-2033 | |
| 73 | Gabe Moran | 2.88 | 2017-2020 | |
| 74 | Leroy Hicks# | 2.82 | 2038-2041 | |
| 74 | Chase Wheeler# | 2.82 | 2034-2037 | |
| 76 | Pedro González# | 2.81 | 2034-2034 | |
| 77 | Joe Hahn# | 2.74 | 2034-2036 | |
| 78 | Truman Horsey# | 2.73 | 2041-2042 | |
| 79 | Chris Poe# | 2.72 | 2038-2041 | |
| 80 | Sancho Yánez | 2.70 | 2014-2017 | |
| 81 | Travis Colbert# | 2.69 | 2040-2042 | |
| 82 | Juan Márquez# | 2.68 | 2032-2035 | |
| 82 | Dennis Rodríguez# | 2.68 | 2039-2042 | |
| 84 | Lúcio Alicea# | 2.63 | 2025-2027 | |
| 85 | Trent Ladner# | 2.62 | 2041-2042 | |
| 86 | Pablo Martínez# | 2.58 | 2027-2030 | |
| 86 | Roberto Flores# | 2.58 | 2040-2042 | |
| 88 | David Donahue | 2.51 | 2010-2013 | |
| 89 | Juan González | 2.45 | 2039-2041 | |
| 90 | Rocky Nichols# | 2.42 | 2027-2030 | |
| 91 | Miguel Martínes | 2.39 | 2007-2010 | |
| 92 | Larry Quinn# | 2.37 | 2036-2039 | |
| 93 | Mark Trent | 2.35 | 2008-2011 | |
| 94 | Eugenio Zúñiga | 2.30 | 2016-2019 | |
| 95 | Scott Sherman# | 2.29 | 2035-2038 | |
| 95 | Luis Rodríguez | 2.29 | 2009-2012 | |
| 97 | Alex Robertson# | 2.26 | 2035-2038 | |
| 97 | Dan Perry | 2.26 | 2007-2010 | |
| 99 | Johnny Densmore# | 2.23 | 2030-2033 | |
| 100 | Matt Enríquez# | 2.19 | 2039-2039 |
