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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luis Escobar | 36.44 | 2010-2024 | |
| 2 | Sean Bergman | 33.73 | 1995-2008 | |
| 3 | Roger Boyd | 33.33 | 1995-2006 | |
| 4 | Finley Stabb | 27.86 | 2013-2026 | |
| 5 | Luis Valenzuela | 27.39 | 2022-2036 | |
| 6 | Tyrell Davis | 26.15 | 2001-2009 | |
| 7 | Alfredo Contreras | 25.52 | 2044-2059 | |
| 8 | Pedro Tapia | 25.42 | 2017-2030 | |
| 9 | Mitch Cain | 25.14 | 2002-2013 | |
| 10 | Albie Lopez | 24.86 | 1997-2008 | |
| 11 | Jim Pollock | 24.53 | 2044-2061 | |
| 12 | Sherman Clubb | 24.48 | 1996-2007 | |
| 13 | Gill O'Puddin | 23.71 | 2011-2022 | |
| 14 | Nelson Williams | 23.33 | 1998-2009 | |
| 15 | Sean Jones | 23.29 | 1996-2010 | |
| 16 | Bob Ramírez | 23.28 | 2037-2049 | |
| 17 | Domingo Anaya | 23.04 | 2023-2030 | |
| 18 | Douglas Simmons | 22.92 | 2051-2062 | |
| 19 | Vernon Lewis | 22.63 | 2016-2028 | |
| 20 | Kevin Brodeur | 22.50 | 1995-2006 | |
| 21 | César Ramos | 22.22 | 2021-2031 | |
| 22 | Ben Pyrmont | 22.20 | 2036-2047 | |
| 23 | Mike Griffin# | 22.12 | 2049-2062 | |
| 24 | Iván Ruíz# | 21.65 | 2044-2062 | |
| 25 | Domingo Campa | 21.56 | 2025-2032 | |
| 26 | Justin Lovern | 21.49 | 1997-2008 | |
| 27 | José Olvera | 21.42 | 2023-2038 | |
| 28 | Juan Gonzáles | 21.34 | 2006-2016 | |
| 29 | António García# | 21.11 | 2045-2062 | |
| 30 | Rick Clarijs# | 21.10 | 2053-2060 | |
| 31 | Dave Woolford# | 20.91 | 2050-2060 | |
| 32 | Marcos Medina | 20.52 | 2025-2037 | |
| 33 | Tony Canales | 20.51 | 2023-2040 | |
| 34 | William Smith | 20.35 | 1998-2007 | |
| 35 | Gaspar Garcia | 20.34 | 1997-2006 | |
| 36 | José Bray | 20.31 | 2048-2060 | |
| 37 | Berhane Omondi | 20.28 | 2038-2050 | |
| 38 | Cliff Sweeny | 20.10 | 2004-2012 | |
| 39 | Cody Lee | 19.94 | 2029-2037 | |
| 40 | Tommy Lacey | 19.86 | 1995-2002 | |
| 41 | Mu'tazz bin Akram# | 19.75 | 2050-2062 | |
| 42 | Quentin Mullins | 19.63 | 2042-2055 | |
| 43 | Cleo Blanco | 19.56 | 1995-2011 | |
| 44 | John Leary | 19.35 | 1998-2010 | |
| 45 | Adam Spurle | 19.33 | 1995-2010 | |
| 46 | Francisco Lueras | 19.10 | 1998-2007 | |
| 47 | Robert LaLoosh | 19.07 | 2002-2011 | |
| 48 | Alberto Bejinez | 19.06 | 1997-2005 | |
| 49 | Hubert Rogers | 19.03 | 2015-2025 | |
| 50 | Mathew Krieger | 18.99 | 1999-2018 | |
| 51 | Reid Jensen | 18.97 | 2042-2052 | |
| 52 | Gerardo Arroyo | 18.81 | 2009-2015 | |
| 53 | Andrew Bogan | 18.77 | 1995-2005 | |
| 54 | Jon Heard | 18.72 | 2019-2028 | |
| 55 | Stacy Bashir | 18.57 | 1995-2006 | |
| 55 | Will Ritter# | 18.57 | 2048-2058 | |
| 57 | Bill Keefe# | 18.46 | 2050-2062 | |
| 58 | Chico Ramirez | 18.33 | 1995-2006 | |
| 59 | David Hoskins | 18.32 | 2018-2026 | |
| 60 | Nick Mobley | 18.27 | 2040-2055 | |
| 61 | Arturo Rodríguez | 18.16 | 2021-2030 | |
| 62 | Brad Peckford# | 18.13 | 2049-2061 | |
| 63 | Darryl Otterson | 18.11 | 1997-2005 | |
| 64 | Charles Calhoun# | 18.07 | 2050-2061 | |
| 65 | Héctor Méndez | 17.94 | 2016-2031 | |
| 66 | Jimmy Fisher# | 17.92 | 2052-2060 | |
| 67 | Faustino Flores | 17.88 | 1998-2005 | |
| 67 | Juan Ortíz | 17.88 | 2014-2021 | |
| 69 | Nelson Thompson | 17.85 | 2046-2061 | |
| 70 | Esteban Rivera | 17.79 | 2017-2021 | |
| 71 | Webster Ward | 17.75 | 1996-2007 | |
| 72 | Maurice Jeffes# | 17.73 | 2051-2062 | |
| 73 | Lance Carter | 17.68 | 2037-2049 | |
| 74 | Todd Jones# | 17.64 | 2048-2058 | |
| 75 | Jorge Soto | 17.47 | 2016-2019 | |
| 76 | John Cochrane# | 17.44 | 2054-2062 | |
| 77 | Diego García | 17.36 | 2026-2036 | |
| 78 | Luis Pérez | 17.34 | 2018-2028 | |
| 79 | Rafael Rodríguez | 17.33 | 2042-2059 | |
| 80 | Michel Girard | 17.31 | 2030-2041 | |
| 81 | Eladio Morales | 17.25 | 1995-2002 | |
| 82 | Juan Pagán | 17.18 | 2027-2037 | |
| 83 | Christopher Robinson | 17.11 | 2017-2027 | |
| 84 | Shawn O'Neill | 17.09 | 2016-2022 | |
| 85 | Guy Shroyer | 17.06 | 2042-2059 | |
| 86 | Felipe Alcazar | 17.05 | 1996-2001 | |
| 87 | Kevin McAdam | 17.02 | 1995-2004 | |
| 88 | Mike Rivet# | 16.98 | 2047-2059 | |
| 89 | Ricardo Ortíz | 16.96 | 2027-2041 | |
| 89 | Boyd Milicent | 16.96 | 2012-2019 | |
| 91 | Derrek Terry | 16.89 | 2034-2047 | |
| 92 | Campbell Honshorst | 16.86 | 2047-2060 | |
| 92 | Callum Maybury | 16.86 | 2035-2044 | |
| 94 | Louis Eggleston | 16.83 | 1998-2010 | |
| 95 | Luis López | 16.78 | 2013-2027 | |
| 96 | Peter Roop# | 16.69 | 2046-2060 | |
| 97 | Roberto Martínez | 16.64 | 2022-2035 | |
| 98 | Javier Bautista | 16.62 | 2024-2032 | |
| 99 | Rodrigo Rojas | 16.57 | 1996-2008 | |
| 100 | Armando Alvarado | 16.54 | 2013-2021 |
