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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jay Strouse | 10.61 | 2026-2028 | |
| 2 | Peanut Jackson | 9.28 | 2035-2036 | |
| 3 | Mickey Flowers | 8.80 | 2031-2035 | |
| 4 | Justin Floyd | 8.66 | 2007-2009 | |
| 5 | Norris Kontz | 8.33 | 2034-2035 | |
| 6 | Ryan Weathersbee | 7.86 | 2029-2030 | |
| 7 | Mark Allen | 7.79 | 2044-2045 | |
| 8 | Bill Sheppard# | 7.62 | 2047-2048 | |
| 9 | Lee Thomas | 7.57 | 2031-2033 | |
| 10 | Joaquin Mendoza | 7.34 | 2029-2030 | |
| 11 | Xavier Cummins | 7.30 | 2030-2031 | |
| 12 | Flavio Grancagnola | 7.22 | 2013-2014 | |
| 13 | Mike Luebbe | 7.12 | 2023-2025 | |
| 14 | Harrison Thompson# | 7.05 | 2042-2044 | |
| 15 | Jerold Vidrio | 6.94 | 2033-2034 | |
| 16 | Estevan Cordoba | 6.67 | 2029-2032 | |
| 17 | Nestor Mays | 6.27 | 2039-2041 | |
| 18 | Ray Stokes | 6.22 | 2026-2028 | |
| 19 | Brian Salminen | 6.20 | 2007-2008 | |
| 20 | Berkly Schreider | 6.19 | 2034-2035 | |
| 21 | Ben Callegari | 6.12 | 2010-2012 | |
| 22 | Camilo Novo | 6.11 | 2041-2042 | |
| 23 | D.J. Spencer# | 6.10 | 2046-2048 | |
| 24 | John Vieira | 6.09 | 2011-2012 | |
| 25 | Sergio Lopez | 6.02 | 2020-2022 | |
| 26 | Tomas Pacheco | 5.96 | 2029-2030 | |
| 26 | Sylvester Cotter# | 5.96 | 2044-2047 | |
| 28 | J.C. Madrigal | 5.92 | 2032-2033 | |
| 29 | Stephen Glover | 5.90 | 2032-2034 | |
| 30 | Charlie Goldstein# | 5.88 | 2048-2049 | |
| 30 | Jimmy Jay Lenander# | 5.88 | 2048-2048 | |
| 32 | Levi Gilbert | 5.86 | 2030-2031 | |
| 33 | Cullen Nichols | 5.84 | 2043-2046 | |
| 34 | Bruce Pietri | 5.82 | 2013-2016 | |
| 35 | Felix Gloria | 5.80 | 2009-2011 | |
| 36 | Jonathan Morrow | 5.78 | 2029-2033 | |
| 37 | Myles Pick# | 5.77 | 2046-2047 | |
| 38 | Jeremain de Boer | 5.74 | 2042-2042 | |
| 38 | Bob Brown | 5.74 | 2039-2040 | |
| 40 | Rich Casas | 5.73 | 2009-2011 | |
| 41 | Nolan Reid# | 5.72 | 2046-2047 | |
| 42 | Hector Roa | 5.68 | 2031-2032 | |
| 43 | Luis Galdames | 5.66 | 2022-2022 | |
| 43 | Benito Fierros | 5.66 | 2009-2011 | |
| 45 | Monty Paz | 5.65 | 2034-2038 | |
| 45 | Juan Marquez | 5.65 | 2022-2025 | |
| 47 | Eddie Chamorro | 5.63 | 2019-2020 | |
| 48 | Ramon Olvera | 5.52 | 2028-2032 | |
| 49 | Ian Clark# | 5.50 | 2049-2050 | |
| 49 | Kal Ross | 5.50 | 2043-2044 | |
| 49 | Luis Maduro | 5.50 | 2004-2006 | |
| 52 | Ha'im Kostner | 5.47 | 2034-2038 | |
| 53 | Santiago Botello | 5.46 | 2033-2035 | |
| 53 | Fred Wade | 5.46 | 2022-2023 | |
| 55 | Craig Wilkins | 5.45 | 2027-2029 | |
| 56 | Roberto Covarrubias | 5.44 | 2026-2027 | |
| 57 | David Perez | 5.42 | 2020-2022 | |
| 57 | Jimmy Dean | 5.42 | 2037-2038 | |
| 59 | Pablo Varela | 5.41 | 2029-2030 | |
| 59 | Poison Coral | 5.41 | 2035-2035 | |
| 61 | Marty Londono# | 5.39 | 2036-2038 | |
| 61 | Felipe Morales# | 5.39 | 2048-2049 | |
| 63 | Fernando Portal# | 5.36 | 2048-2049 | |
| 64 | Sergio Salaz | 5.35 | 2006-2007 | |
| 65 | Harrison Timmis# | 5.32 | 2046-2048 | |
| 66 | Vincent Villanueva | 5.27 | 2022-2023 | |
| 67 | Aniston Marks# | 5.26 | 2047-2050 | |
| 67 | Nate Sarles | 5.26 | 2026-2027 | |
| 69 | Alastair Pate | 5.22 | 2033-2034 | |
| 69 | Rio Matlock# | 5.22 | 2047-2050 | |
| 69 | Jerry Velez | 5.22 | 2004-2007 | |
| 69 | Gaudencio Tabares# | 5.22 | 2048-2049 | |
| 73 | Major Brown | 5.21 | 2034-2038 | |
| 74 | Branden Jaskolka | 5.19 | 2019-2021 | |
| 74 | Eduardo V. Judd | 5.19 | 2004-2005 | |
| 76 | Norman Visser# | 5.18 | 2041-2042 | |
| 77 | Tony Tovar | 5.16 | 2029-2033 | |
| 78 | Ray Cronk | 5.15 | 2023-2024 | |
| 79 | Asok Abhijata# | 5.12 | 2044-2046 | |
| 80 | Javier Luna | 5.09 | 2028-2029 | |
| 81 | Vismel Valdez | 5.06 | 2033-2035 | |
| 82 | Carl Thomas# | 5.05 | 2044-2046 | |
| 83 | Diego Rodríguez | 5.02 | 2034-2034 | |
| 83 | Zach Stewart | 5.02 | 2016-2018 | |
| 85 | Guillermo Pinon | 4.99 | 2008-2010 | |
| 85 | Ken Fulco | 4.99 | 2004-2004 | |
| 87 | Liam Stark | 4.98 | 2037-2038 | |
| 88 | Erik Nuñez | 4.97 | 2031-2033 | |
| 88 | Chiron Gigliotti | 4.97 | 2042-2045 | |
| 90 | Ryan Roeder | 4.96 | 2037-2039 | |
| 91 | Andry Castillo | 4.95 | 2034-2035 | |
| 92 | Bernardo Jiménez# | 4.94 | 2048-2049 | |
| 92 | Jason Jarman# | 4.94 | 2048-2049 | |
| 94 | Donnie McKinney | 4.93 | 2028-2032 | |
| 95 | Jesus Perez | 4.91 | 2029-2029 | |
| 96 | Dan Harbin | 4.90 | 2004-2005 | |
| 97 | Clemente Simpson# | 4.88 | 2046-2046 | |
| 98 | Sebastian Garrido | 4.87 | 2032-2034 | |
| 98 | Alex Arias | 4.87 | 2015-2015 | |
| 100 | Manny Cruz | 4.86 | 2022-2023 |
