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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lou Whitehead | 34.47 | 2002-2016 | |
| 2 | Chris Hanson | 34.07 | 2003-2011 | |
| 3 | Bryan Banks | 31.06 | 1998-2002 | |
| 4 | Juan Núñez | 30.10 | 2000-2007 | |
| 5 | Elwood Bruce# | 29.91 | 2062-2075 | |
| 6 | Miguel Hurtado | 29.48 | 2056-2073 | |
| 7 | Teodor Reyes | 29.34 | 1999-2008 | |
| 8 | Salvador Gutierrez | 29.14 | 2062-2074 | |
| 9 | Ken Palmer | 28.47 | 1990-2000 | |
| 10 | Duane Moore | 28.28 | 1993-2006 | |
| 11 | Vaughn Gibson | 27.55 | 1997-2007 | |
| 12 | Jorge Herrera | 26.92 | 1995-2002 | |
| 13 | Ramón Ramírez | 26.82 | 1995-2007 | |
| 14 | Ernie Christian | 26.37 | 1990-2004 | |
| 15 | Francisco Marés | 25.76 | 1994-2004 | |
| 16 | Lawrence Moran | 25.71 | 2002-2013 | |
| 17 | Kenny Bradley | 25.49 | 1998-2011 | |
| 18 | Thomas Barrett | 25.19 | 2009-2018 | |
| 19 | Craig Walker | 25.05 | 1991-1999 | |
| 20 | Hiroshige Uchida | 24.98 | 2000-2018 | |
| 21 | Josh Gesler | 24.82 | 2044-2057 | |
| 22 | Dino Talenti | 24.81 | 2039-2052 | |
| 23 | John Dixon | 24.50 | 1991-1998 | |
| 24 | Luis Delgado | 23.81 | 2020-2034 | |
| 25 | Warner Cavanagh | 23.72 | 2044-2062 | |
| 26 | Dennis Hartman | 23.59 | 2050-2064 | |
| 27 | Arthur Woodruff | 23.51 | 2034-2046 | |
| 28 | James Barry | 23.24 | 2000-2006 | |
| 29 | Danny Pichinte | 23.18 | 2057-2073 | |
| 30 | Eduardo Romano | 23.10 | 2059-2070 | |
| 31 | Brandon Benoit | 23.01 | 2035-2051 | |
| 31 | Larry Daig# | 23.01 | 2065-2075 | |
| 33 | Roman Mathias | 22.99 | 2025-2036 | |
| 34 | Miguel Vásquez | 22.85 | 2005-2018 | |
| 35 | Seth Slade | 22.46 | 2029-2044 | |
| 36 | Gerald Sullivan | 22.40 | 2024-2033 | |
| 37 | António Alvarado | 22.37 | 1990-1996 | |
| 38 | Alberto Solíz | 22.34 | 1991-1996 | |
| 39 | Les Saunders | 22.31 | 1990-1998 | |
| 40 | Rudens Delrosario | 21.99 | 2053-2069 | |
| 41 | Ricardo Díaz | 21.98 | 2000-2010 | |
| 42 | Danny Hill# | 21.92 | 2062-2075 | |
| 43 | Vidal Martínez | 21.85 | 2003-2014 | |
| 44 | Enrique Colón | 21.84 | 2028-2035 | |
| 44 | Joe Coffman | 21.84 | 2000-2017 | |
| 46 | Mitsuhiro Nishimura | 21.64 | 2059-2068 | |
| 47 | Robert Dorsey | 21.52 | 2012-2019 | |
| 48 | Terry Richardson | 21.37 | 2033-2044 | |
| 49 | Boyd Burnett | 21.23 | 1997-2001 | |
| 50 | Matsuo Ikarashi | 20.98 | 2030-2038 | |
| 51 | Dave Thomas | 20.38 | 2000-2004 | |
| 52 | Tony Rodríguez | 20.30 | 1998-2008 | |
| 53 | Arthur Day | 20.21 | 2000-2013 | |
| 53 | Willie Robison | 20.21 | 2004-2006 | |
| 55 | Aaron Lawson | 20.20 | 1993-1999 | |
| 56 | Henry Bader | 20.17 | 1999-2012 | |
| 57 | Eric Wright | 20.13 | 2024-2033 | |
| 58 | Jared Small | 20.01 | 2040-2050 | |
| 59 | José Aguirre | 19.99 | 1992-2001 | |
| 60 | Bartolo Téllez | 19.86 | 2020-2030 | |
| 61 | Juan Pérez | 19.85 | 1997-2005 | |
| 62 | Alberto García | 19.71 | 2034-2048 | |
| 62 | Mike Ashley | 19.71 | 2005-2012 | |
| 64 | Ángel Ramírez | 19.69 | 1993-2000 | |
| 65 | Claudio Mesa | 19.65 | 2041-2049 | |
| 66 | Ed Powell | 19.55 | 2055-2067 | |
| 67 | Ty Wilbourn | 19.48 | 1999-2007 | |
| 68 | Francisco Rincón | 19.45 | 2039-2052 | |
| 69 | Victor Pire | 19.33 | 2059-2072 | |
| 70 | Todd Graves | 19.15 | 1998-2007 | |
| 71 | Gerald Noordam | 19.12 | 2052-2067 | |
| 72 | Leonard Clark | 18.95 | 1993-2006 | |
| 72 | Andrew Cramer | 18.95 | 2033-2040 | |
| 74 | Marco Nieves# | 18.86 | 2067-2074 | |
| 75 | Jake Mika# | 18.84 | 2065-2075 | |
| 76 | Jorge Blanco | 18.77 | 2032-2045 | |
| 77 | Gianfranco Lamborghini | 18.76 | 2024-2039 | |
| 77 | Scott White | 18.76 | 1994-2000 | |
| 79 | Nate Anthony | 18.71 | 2024-2035 | |
| 80 | Aaron Carter | 18.65 | 2011-2021 | |
| 81 | Francisco Martínez | 18.60 | 2045-2054 | |
| 82 | Luis Marulnda | 18.54 | 1990-2000 | |
| 83 | Mushanokoji Kubo | 18.45 | 2049-2064 | |
| 84 | Sergio Ramírez | 18.43 | 1997-2006 | |
| 85 | Steve Owen | 18.34 | 2033-2041 | |
| 86 | José Morales | 18.18 | 2000-2015 | |
| 87 | Franky Santegoeds | 18.16 | 2053-2065 | |
| 88 | Naruhiko Abe | 18.09 | 2028-2039 | |
| 89 | Francisco Hernández | 18.03 | 2046-2056 | |
| 90 | Vicente Pacheco | 17.90 | 2017-2027 | |
| 90 | Roberto Martinez | 17.90 | 2067-2075 | |
| 92 | Bob Kearley | 17.78 | 2060-2071 | |
| 93 | Juan Núñez | 17.73 | 1990-1996 | |
| 94 | Jared Kozlowski | 17.71 | 2055-2068 | |
| 95 | Dan Johnston | 17.68 | 2049-2065 | |
| 96 | Simon-Pierre Gagnon | 17.67 | 2056-2069 | |
| 97 | Gabriel García | 17.63 | 2035-2049 | |
| 98 | Pepe Hernández | 17.62 | 2015-2019 | |
| 99 | Nolan Park | 17.45 | 2029-2038 | |
| 100 | D'Artagnan Raspberry | 17.41 | 2064-2075 |
