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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeremy Hunter* | 71.66 | 1996-2011 | |
| 2 | Cisco Arreola* | 70.98 | 2025-2041 | |
| 3 | Jason Dunn* | 70.01 | 2011-2029 | |
| 4 | Elroy Hinson* | 69.93 | 2020-2039 | |
| 5 | Hank Brewer* | 69.01 | 2027-2044 | |
| 6 | Dexter Sheehan* | 63.65 | 2003-2017 | |
| 7 | Rafael Ávila | 59.57 | 1999-2015 | |
| 8 | Lewis Stephens | 59.51 | 2014-2029 | |
| 9 | Ernest Watts* | 57.34 | 2010-2025 | |
| 10 | Tobias Kelly | 56.46 | 2001-2017 | |
| 11 | Hsin Mei | 56.33 | 2031-2050 | |
| 12 | Juan Castillo | 56.03 | 2019-2035 | |
| 13 | Pedro Berrios | 54.83 | 2002-2017 | |
| 14 | Sam Brewington | 54.81 | 2001-2017 | |
| 15 | Maxwell Weiss, Jr. | 53.03 | 2010-2028 | |
| 16 | Hurley Reyes | 51.51 | 1990-2008 | |
| 17 | Francisco Flores | 51.16 | 2033-2051 | |
| 18 | Luis Barrera | 48.73 | 2030-2046 | |
| 19 | Peter McClure | 47.79 | 2014-2025 | |
| 20 | Octávio Moreno | 46.16 | 2040-2056 | |
| 21 | Jesús Rodríguez# | 46.02 | 2041-2058 | |
| 22 | Chuck Bowers | 45.85 | 2006-2020 | |
| 23 | Calvin Johnson# | 45.32 | 2041-2058 | |
| 24 | Roelof Klooster# | 44.86 | 2041-2058 | |
| 25 | Eric Melton | 44.75 | 2010-2020 | |
| 26 | Ron Shiplack# | 42.98 | 2041-2058 | |
| 27 | Bob Burke | 42.64 | 2015-2031 | |
| 28 | Kirk Burkett | 42.29 | 2016-2031 | |
| 29 | Paul Barfoot* | 40.78 | 1994-2015 | |
| 30 | Paul Scholes | 39.93 | 2018-2037 | |
| 30 | Ralph Butt | 39.93 | 2001-2014 | |
| 32 | Ron Lipp | 39.90 | 2007-2024 | |
| 33 | Wesley Brummett | 39.88 | 1999-2011 | |
| 34 | Aaron Stone | 38.68 | 2032-2045 | |
| 35 | Desi Stanley | 37.71 | 1999-2014 | |
| 36 | Gustavo Maldonado | 36.17 | 1996-2009 | |
| 37 | Conner Keely | 35.75 | 1998-2007 | |
| 38 | Roark Dempsey | 34.97 | 2002-2014 | |
| 39 | Chad Lawrence | 34.48 | 2018-2030 | |
| 40 | Quinton Lara | 34.35 | 2040-2053 | |
| 41 | Hank Sharp | 33.59 | 2010-2025 | |
| 42 | Ichizo Sugiyama | 33.44 | 2046-2056 | |
| 43 | John Behnke | 32.07 | 1995-2012 | |
| 43 | Doug Byrd | 32.07 | 2003-2014 | |
| 45 | Shag Hopkins | 31.57 | 2029-2041 | |
| 46 | Gabriel Bonilla | 31.43 | 2016-2026 | |
| 47 | Alberto Rodríguez | 30.78 | 2040-2053 | |
| 48 | Cam Adams | 30.48 | 2010-2024 | |
| 49 | Kelly Finley | 30.28 | 2013-2023 | |
| 50 | Joe Bradshaw# | 29.12 | 2041-2057 | |
| 50 | Washu Hakubi | 29.12 | 1990-2002 | |
| 52 | Pedro Gómez | 28.79 | 2040-2055 | |
| 53 | Rande Sorbo | 28.62 | 1992-2007 | |
| 54 | Don Logan | 28.40 | 2029-2040 | |
| 55 | Davenport Hinkle# | 28.38 | 2049-2058 | |
| 56 | Matias Ferrero | 28.36 | 1996-2004 | |
| 57 | Pat Larkin Jr. | 28.32 | 1997-2010 | |
| 58 | Sam Adams | 27.86 | 2024-2035 | |
| 59 | Jeremy Carter | 27.09 | 2022-2037 | |
| 60 | Carlos García | 25.88 | 2022-2032 | |
| 61 | Jorge Díaz | 25.84 | 2008-2018 | |
| 62 | Jim Miranda | 25.34 | 2029-2039 | |
| 63 | Joaquín Camacho | 25.11 | 2030-2041 | |
| 64 | António Tobías | 24.34 | 2031-2041 | |
| 65 | Eliazar Osorno | 23.69 | 1994-2009 | |
| 66 | Timmy Tim | 23.05 | 2014-2024 | |
| 67 | Taylor Michaels# | 22.67 | 2050-2058 | |
| 68 | Ippolito Basaglia | 22.63 | 2027-2038 | |
| 69 | Luis Miguel Carrillo | 22.61 | 2029-2038 | |
| 70 | Ignacio Rúbio | 22.41 | 2015-2024 | |
| 71 | John Kinsella# | 21.96 | 2049-2058 | |
| 72 | Todd Tatlock# | 21.74 | 2049-2058 | |
| 73 | Oliver Carmona | 19.63 | 2020-2032 | |
| 74 | José Gamboa | 19.49 | 2030-2038 | |
| 75 | Tokimasa Yano# | 19.40 | 2054-2058 | |
| 76 | Theo Epstein | 19.24 | 1991-2009 | |
| 77 | Sang-duk Sim | 18.94 | 2035-2045 | |
| 78 | Oscar Mazzarella | 18.87 | 1991-2001 | |
| 79 | Dennis Smart | 18.69 | 2013-2024 | |
| 80 | Pedro Cruz | 18.67 | 1986-2000 | |
| 81 | Robert Bloomquist | 18.64 | 1998-2009 | |
| 82 | John Baldwin | 18.54 | 1998-2005 | |
| 83 | Gerardo Eremitani | 18.46 | 2046-2058 | |
| 84 | Andrés Martínez | 18.30 | 2029-2041 | |
| 85 | Robin Larker | 18.25 | 1986-2003 | |
| 86 | Elwood Hope | 17.79 | 1999-2010 | |
| 87 | Andy Elmer# | 16.98 | 2047-2058 | |
| 88 | Rainer Scheffer | 16.80 | 2041-2055 | |
| 89 | Randy Bader | 16.73 | 2041-2056 | |
| 90 | Champ Kind | 16.71 | 1992-2006 | |
| 91 | Mario Cascio | 16.66 | 1991-2000 | |
| 92 | Kazuki Saito | 16.38 | 2040-2057 | |
| 93 | Riley Hinson* | 16.18 | 1984-2002 | |
| 94 | Bruce McKinley | 16.14 | 2042-2054 | |
| 95 | Larry Jenkins | 16.13 | 1984-1998 | |
| 96 | Juan Castaneda | 15.98 | 2001-2011 | |
| 97 | Philitis Tsafento | 15.96 | 2044-2056 | |
| 98 | Sloth Fratelli# | 15.94 | 2049-2058 | |
| 99 | Hotha Popo | 15.76 | 2031-2043 | |
| 100 | Sean Smith | 15.72 | 2031-2041 |
