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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Donald Guegan | 13.16 | 2036-2040 | |
| 2 | Emílio Pueblo | 9.84 | 2042-2045 | |
| 3 | Iikka Karpinen | 9.75 | 2030-2036 | |
| 4 | Jorge Dorantes# | 9.00 | 2050-2058 | |
| 5 | Pancho Conaso# | 7.61 | 2054-2060 | |
| 6 | Chris Landry# | 7.38 | 2054-2056 | |
| 7 | Allen Valéncia | 7.33 | 2054-2058 | |
| 8 | Claudio Tappen | 7.19 | 2028-2029 | |
| 9 | Jakob Presser# | 7.06 | 2054-2057 | |
| 10 | Jorge Díaz | 6.93 | 2028-2036 | |
| 11 | Michael Young | 6.80 | 2050-2052 | |
| 12 | Ellis Oliver# | 6.73 | 2056-2057 | |
| 13 | Chris Tucker# | 6.48 | 2058-2060 | |
| 14 | Bill Gatacre | 6.39 | 2041-2042 | |
| 15 | Derrick MacComie | 6.08 | 2049-2054 | |
| 16 | Jorge Pérez | 6.07 | 2048-2049 | |
| 17 | Tony Vega | 5.81 | 2023-2023 | |
| 18 | Jay Parker | 5.64 | 2020-2029 | |
| 19 | Thomas Feliciano | 5.62 | 2033-2034 | |
| 20 | Erik Weinstein | 5.49 | 2045-2047 | |
| 21 | Raleigh Adams | 5.33 | 2042-2043 | |
| 22 | Clive Edney | 5.32 | 2045-2050 | |
| 23 | Martin Mullinger | 5.23 | 2042-2045 | |
| 24 | Michael Cochran | 5.09 | 2030-2037 | |
| 24 | Víctor Salazar | 5.09 | 2046-2049 | |
| 26 | Sergio Rodríguez | 4.96 | 2024-2026 | |
| 27 | Ken Link# | 4.93 | 2059-2061 | |
| 28 | Darrell Goldstein | 4.87 | 2022-2023 | |
| 29 | Luis Tañón | 4.85 | 2035-2036 | |
| 30 | Garth Morrison | 4.64 | 2048-2049 | |
| 31 | Blake Browning | 4.46 | 2037-2037 | |
| 32 | Kevin Bates | 4.40 | 2037-2038 | |
| 33 | José Rodríguez | 4.31 | 2026-2026 | |
| 34 | Bernard Alonso | 4.26 | 2044-2049 | |
| 35 | Jeffrey Encarnación | 4.25 | 2054-2059 | |
| 36 | Bo Nan# | 4.22 | 2054-2060 | |
| 37 | Tony Maldonado# | 4.18 | 2053-2057 | |
| 38 | Cristián Lima | 4.15 | 2023-2030 | |
| 39 | Tony Goodwin | 4.12 | 2037-2038 | |
| 40 | Vicente Cruz | 4.03 | 2024-2025 | |
| 41 | José Valéncia | 3.96 | 2027-2027 | |
| 41 | Austin Kirkpatrick# | 3.96 | 2049-2051 | |
| 43 | Artie Smith | 3.93 | 2047-2053 | |
| 43 | Ed Reilly | 3.93 | 2046-2047 | |
| 43 | Jorge Alou | 3.93 | 2030-2032 | |
| 46 | Soren Loen | 3.88 | 2033-2035 | |
| 46 | Tural Bishara | 3.88 | 2028-2028 | |
| 48 | Mo-ruo Teoh | 3.86 | 2031-2035 | |
| 49 | León Castillo | 3.82 | 2037-2038 | |
| 50 | Ánibal Lima | 3.75 | 2041-2041 | |
| 51 | Sigi Lang | 3.72 | 2028-2033 | |
| 52 | Joe Saunders# | 3.70 | 2053-2053 | |
| 53 | Wyatt Quick | 3.68 | 2041-2041 | |
| 54 | Jean-Paul Fleury# | 3.65 | 2054-2057 | |
| 54 | Ben Bullock | 3.65 | 2039-2040 | |
| 56 | Roberto Guerrero | 3.60 | 2043-2044 | |
| 57 | Nelson Rivera | 3.54 | 2033-2037 | |
| 57 | Arturo Annunziato | 3.54 | 2036-2036 | |
| 59 | Matt Dunlap | 3.49 | 2039-2039 | |
| 60 | Ron Whelan | 3.48 | 2050-2051 | |
| 61 | Tonito Gomez | 3.43 | 2044-2048 | |
| 62 | José Ruíz | 3.41 | 2025-2025 | |
| 63 | Wilson Sabadodíaz | 3.38 | 2036-2036 | |
| 64 | Homer Spence | 3.36 | 2025-2026 | |
| 65 | Greg Erwin | 3.28 | 2046-2049 | |
| 66 | Lionel Merlet | 3.24 | 2021-2024 | |
| 67 | Javier Caballero | 3.22 | 2050-2052 | |
| 68 | Banu Judham | 3.18 | 2043-2044 | |
| 69 | Flip van Campen# | 3.17 | 2058-2058 | |
| 70 | Richard Tanner# | 3.12 | 2053-2054 | |
| 71 | Ramón Galló# | 3.11 | 2055-2056 | |
| 72 | Callum Pender# | 3.10 | 2057-2057 | |
| 73 | Andrew King# | 3.09 | 2055-2057 | |
| 73 | Kamakakoa Kaponianani | 3.09 | 2035-2041 | |
| 73 | Eikki Kankaanperä | 3.09 | 2031-2032 | |
| 76 | Kevin Morris# | 3.04 | 2054-2054 | |
| 77 | Sheldon Deshotels | 3.02 | 2027-2029 | |
| 78 | Rob Shannon | 3.01 | 2040-2041 | |
| 79 | Xavier Gama | 3.00 | 2029-2031 | |
| 80 | José Pinto | 2.99 | 2033-2034 | |
| 81 | Victor Fleming# | 2.98 | 2051-2051 | |
| 82 | Rickey Warner | 2.96 | 2041-2043 | |
| 83 | Koryusai Ohayashi | 2.93 | 2039-2039 | |
| 83 | Leslie Small | 2.93 | 2038-2043 | |
| 85 | Allan Callejo | 2.91 | 2041-2042 | |
| 86 | Júlio Robles | 2.89 | 2031-2033 | |
| 87 | Gabrio Campoverde | 2.87 | 2026-2028 | |
| 87 | Yoshihiro Iwasaki | 2.87 | 2034-2037 | |
| 89 | Dudley Gardner | 2.86 | 2031-2031 | |
| 89 | William Gaines | 2.86 | 2020-2021 | |
| 91 | Bill MacGlasrich | 2.84 | 2049-2050 | |
| 92 | Andrew Bryant | 2.83 | 2035-2036 | |
| 92 | Ernest Franks | 2.83 | 2037-2039 | |
| 92 | Jerry Jaramillo# | 2.83 | 2056-2057 | |
| 95 | Hugo Mahé | 2.82 | 2052-2054 | |
| 96 | Lorenzo García | 2.81 | 2045-2045 | |
| 97 | Mike Howard | 2.79 | 2031-2035 | |
| 98 | Gavin Okel | 2.75 | 2042-2043 | |
| 99 | Lodd Felton | 2.69 | 2038-2038 | |
| 100 | Rodney Hanna | 2.68 | 2024-2024 |
