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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Amos Swallows# | 2.86 | 2039-2041 | |
| 2 | Juan Méndez# | 2.75 | 2051-2053 | |
| 3 | Álex Colomo# | 2.71 | 2055-2057 | |
| 4 | John Jensen# | 2.53 | 2050-2052 | |
| 5 | Dylan Harmon# | 2.39 | 2052-2054 | |
| 6 | Mark Lolololo# | 2.33 | 2050-2052 | |
| 7 | Stephen Clulow, Jr.# | 2.25 | 2050-2052 | |
| 8 | Enzo Bouton# | 2.14 | 2050-2050 | |
| 9 | Dave Hill# | 2.13 | 2048-2050 | |
| 10 | Dave Cain# | 2.08 | 2047-2049 | |
| 11 | Perry Wallace# | 2.07 | 2047-2049 | |
| 11 | Pedro González# | 2.07 | 2051-2053 | |
| 13 | Bill Lomas | 2.00 | 2049-2051 | |
| 14 | William Mejía# | 1.99 | 2048-2050 | |
| 15 | Liam Thorpe | 1.97 | 2037-2039 | |
| 16 | Ralph Norman# | 1.96 | 2052-2054 | |
| 16 | Fernando Rangel | 1.96 | 2036-2038 | |
| 18 | Javier Duarte# | 1.95 | 2053-2055 | |
| 19 | Andy Bauer# | 1.92 | 2055-2057 | |
| 20 | Scott Davis# | 1.83 | 2040-2043 | |
| 21 | Edgar King | 1.80 | 2044-2047 | |
| 21 | Adam Hines# | 1.80 | 2048-2050 | |
| 23 | Ragnar Lothbrok | 1.79 | 2027-2029 | |
| 23 | Luis González# | 1.79 | 2046-2048 | |
| 25 | Dewitt Cofield# | 1.78 | 2054-2056 | |
| 26 | Sam MacPherson# | 1.74 | 2050-2052 | |
| 26 | Santiago Chávez# | 1.74 | 2052-2054 | |
| 26 | Ricardo Nystrom# | 1.74 | 2057-2058 | |
| 29 | Damon Tipping | 1.73 | 2036-2038 | |
| 29 | Earl Cox# | 1.73 | 2049-2051 | |
| 29 | Luis Germán | 1.73 | 2035-2036 | |
| 32 | Fernando Smith# | 1.71 | 2056-2058 | |
| 33 | Flynn Venegas | 1.70 | 2035-2036 | |
| 34 | Martin Román# | 1.69 | 2036-2039 | |
| 35 | Jason Nelson# | 1.63 | 2047-2049 | |
| 35 | Vanya Elliott# | 1.63 | 2049-2050 | |
| 37 | Harry King# | 1.61 | 2050-2052 | |
| 37 | Anthony Moore# | 1.61 | 2049-2051 | |
| 39 | Jorge Ramírez# | 1.60 | 2052-2054 | |
| 39 | Joe Roberts | 1.60 | 2049-2051 | |
| 41 | Jack Abrams# | 1.59 | 2048-2050 | |
| 42 | Cecil Williams | 1.56 | 2045-2046 | |
| 43 | Steve Harrison | 1.54 | 2032-2036 | |
| 44 | Eric Franklin | 1.52 | 2027-2029 | |
| 44 | Clint Thomas# | 1.52 | 2046-2048 | |
| 46 | Oscar O'Halloran# | 1.51 | 2050-2052 | |
| 47 | Brian Hood# | 1.50 | 2050-2052 | |
| 48 | Pete Hulett# | 1.49 | 2053-2055 | |
| 48 | Ángelo Rodríguez# | 1.49 | 2047-2049 | |
| 50 | Orlando Vega# | 1.48 | 2047-2049 | |
| 51 | Danny Dodds# | 1.46 | 2043-2045 | |
| 51 | Jorge Vega# | 1.46 | 2051-2053 | |
| 51 | Miguel Días# | 1.46 | 2047-2049 | |
| 54 | James Heath | 1.42 | 2027-2029 | |
| 55 | Phil Thompson# | 1.41 | 2046-2048 | |
| 56 | Peter Grady | 1.40 | 2025-2027 | |
| 57 | Darren Thompson | 1.39 | 2038-2040 | |
| 58 | Ken Bates | 1.38 | 2026-2028 | |
| 59 | Benoît Bélanger | 1.37 | 2034-2037 | |
| 59 | Ángel Villanueva# | 1.37 | 2047-2049 | |
| 59 | Jeffery Workman# | 1.37 | 2049-2051 | |
| 62 | Armando Figueroa | 1.36 | 2022-2024 | |
| 63 | Oscar Falcone# | 1.34 | 2050-2052 | |
| 64 | Harry Walker# | 1.32 | 2054-2056 | |
| 64 | Héctor Herrera# | 1.32 | 2054-2056 | |
| 64 | James Clayton | 1.32 | 2036-2038 | |
| 64 | Dave Lee# | 1.32 | 2036-2039 | |
| 64 | Elmer Boyd | 1.32 | 2034-2038 | |
| 69 | Joe Adams | 1.29 | 2034-2038 | |
| 70 | Jimmy Greenwood | 1.28 | 2023-2023 | |
| 70 | John Raikes# | 1.28 | 2049-2051 | |
| 72 | Mark Bandy# | 1.27 | 2046-2048 | |
| 73 | Brian Lewis | 1.26 | 2039-2041 | |
| 73 | Francisco Rosário# | 1.26 | 2049-2051 | |
| 75 | Dewey McKim# | 1.24 | 2051-2053 | |
| 75 | Tony Radtke# | 1.24 | 2054-2056 | |
| 75 | Armando Ortíz# | 1.24 | 2053-2055 | |
| 78 | Robert Carlson# | 1.23 | 2049-2051 | |
| 78 | Bryce Moody | 1.23 | 2049-2050 | |
| 80 | Dwight Owens | 1.22 | 2037-2039 | |
| 81 | Brian Ioneki# | 1.21 | 2042-2045 | |
| 82 | Alfredo Morán# | 1.20 | 2055-2057 | |
| 82 | Tom Henderson# | 1.20 | 2049-2051 | |
| 82 | Bill Keil# | 1.20 | 2037-2039 | |
| 85 | Larry Good | 1.19 | 2031-2033 | |
| 85 | Chester Groulx | 1.19 | 2022-2024 | |
| 85 | Steve Howard | 1.19 | 2040-2042 | |
| 88 | Juan Molina | 1.17 | 2035-2037 | |
| 89 | Ryan Monger | 1.16 | 2039-2041 | |
| 89 | Patrick Hawkins# | 1.16 | 2046-2048 | |
| 89 | Júlio Velásquez# | 1.16 | 2052-2054 | |
| 92 | Byron Connolly | 1.15 | 2049-2050 | |
| 92 | Leland Shelton# | 1.15 | 2049-2051 | |
| 94 | Tokugawa Yamashita# | 1.14 | 2042-2045 | |
| 94 | Victor Vincent# | 1.14 | 2049-2051 | |
| 94 | Daniel Thornton# | 1.14 | 2048-2050 | |
| 97 | Ken Bautista# | 1.13 | 2049-2051 | |
| 97 | Jorge Nava# | 1.13 | 2055-2057 | |
| 99 | Chris Duncan# | 1.12 | 2044-2047 | |
| 100 | Dane Beckham# | 1.11 | 2052-2054 |
