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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Miguel Herrera | 10.20 | 2031-2040 | |
| 2 | Júlio Mateo | 9.86 | 2023-2027 | |
| 3 | Tullu Amaad | 7.81 | 2030-2039 | |
| 4 | Jim Burch | 6.63 | 2025-2035 | |
| 5 | Eddy Baxter | 6.53 | 2021-2027 | |
| 6 | Manny Gonzáles | 6.47 | 2027-2039 | |
| 7 | Dennis Clifton | 6.15 | 2021-2028 | |
| 8 | Sébastien Cornu# | 6.00 | 2034-2034 | |
| 9 | Jorge Flores | 5.26 | 2026-2031 | |
| 10 | Sean Booth | 5.21 | 2022-2023 | |
| 11 | Gerald Clark | 4.93 | 2023-2024 | |
| 11 | David Elías | 4.93 | 2030-2037 | |
| 13 | Tony Farquharson | 4.77 | 2021-2029 | |
| 14 | Al Thomas | 4.48 | 2023-2026 | |
| 15 | Ryan French | 4.33 | 2031-2036 | |
| 16 | Kevin Malone | 4.32 | 2029-2040 | |
| 17 | Ramiro Gonzáles | 4.15 | 2024-2029 | |
| 18 | Scott Britt | 4.14 | 2020-2022 | |
| 19 | Kyle Fitzgerald# | 4.03 | 2043-2043 | |
| 20 | Matt Herman | 3.99 | 2030-2040 | |
| 21 | Keohi Iese# | 3.95 | 2036-2040 | |
| 22 | Brandon Cooper | 3.81 | 2020-2031 | |
| 23 | Robby Long# | 3.79 | 2040-2045 | |
| 24 | Juan Ibarra | 3.77 | 2038-2041 | |
| 25 | Senthamilselvi Manohoran# | 3.76 | 2041-2042 | |
| 26 | Gary Chalmers | 3.75 | 2027-2031 | |
| 27 | Meka Knight | 3.68 | 2025-2031 | |
| 28 | Vance Lee# | 3.64 | 2043-2045 | |
| 29 | Ieyoshi Yamamoto | 3.60 | 2027-2029 | |
| 30 | Daryl Yandell# | 3.59 | 2032-2045 | |
| 31 | Dominique Prost | 3.52 | 2021-2027 | |
| 32 | Carlos Padilla | 3.44 | 2023-2023 | |
| 32 | Alejandro Arizméndiz | 3.44 | 2037-2040 | |
| 34 | Hugo Rampley | 3.41 | 2025-2031 | |
| 35 | Shojiro Kimura | 3.21 | 2021-2021 | |
| 35 | Timmy Appeldoorn | 3.21 | 2020-2021 | |
| 37 | Peter Metellus | 3.16 | 2033-2042 | |
| 38 | Brian Moring | 3.08 | 2035-2037 | |
| 39 | Abdul-Fattah bin Najjar | 3.06 | 2026-2028 | |
| 39 | Artie Miller | 3.06 | 2026-2028 | |
| 41 | Quincy van Enk | 3.01 | 2022-2034 | |
| 42 | Joe Davidson | 2.97 | 2035-2038 | |
| 43 | Martín Méndez | 2.95 | 2020-2033 | |
| 43 | António Guzmán | 2.95 | 2025-2031 | |
| 45 | Jason Alexander | 2.90 | 2022-2022 | |
| 46 | Esteban Casillas | 2.82 | 2024-2027 | |
| 47 | Dae-ik Park | 2.73 | 2034-2041 | |
| 48 | Ignacio Páez# | 2.72 | 2043-2044 | |
| 49 | Raúl Moreno | 2.71 | 2033-2035 | |
| 50 | Steffen Taylor | 2.67 | 2019-2026 | |
| 50 | Blair Sweeny | 2.67 | 2025-2028 | |
| 52 | Carl Carlson | 2.66 | 2021-2022 | |
| 52 | Jerry Yates# | 2.66 | 2028-2030 | |
| 54 | Eduardo Lucciardi# | 2.63 | 2044-2045 | |
| 55 | Jimmy Scott | 2.58 | 2037-2041 | |
| 55 | Layton Arntsen# | 2.58 | 2038-2038 | |
| 57 | José Vargas | 2.56 | 2028-2037 | |
| 58 | Sean MacKnight | 2.54 | 2024-2024 | |
| 59 | Fortunato Rasquinha# | 2.44 | 2034-2035 | |
| 60 | Marços Mansilha# | 2.42 | 2042-2042 | |
| 61 | Nam-sup Yi | 2.39 | 2022-2023 | |
| 61 | Allen Williams | 2.39 | 2029-2031 | |
| 63 | Nick Bechtel# | 2.38 | 2035-2042 | |
| 64 | Johnny Jones# | 2.36 | 2039-2040 | |
| 65 | Barry Dempsey | 2.34 | 2022-2029 | |
| 66 | David Martínez | 2.31 | 2036-2037 | |
| 66 | Gustavo González | 2.31 | 2032-2033 | |
| 68 | Phil Sherman | 2.30 | 2028-2042 | |
| 68 | Raffaello Dichio# | 2.30 | 2041-2045 | |
| 70 | Vincent Klein | 2.25 | 2026-2032 | |
| 71 | Akihiko Fujii | 2.22 | 2032-2044 | |
| 71 | Luis Silva | 2.22 | 2023-2024 | |
| 73 | Berihun Tukufu | 2.21 | 2031-2036 | |
| 74 | Felipe Cisneros | 2.19 | 2023-2023 | |
| 75 | Raúl Andrade | 2.18 | 2021-2021 | |
| 76 | Mun-wah Law | 2.13 | 2044-2044 | |
| 77 | Juan Báez | 2.10 | 2028-2034 | |
| 78 | Gilberto Rodríguez | 2.09 | 2027-2029 | |
| 78 | Turner Coleman | 2.09 | 2025-2025 | |
| 80 | Aurelio Jiménez | 2.08 | 2031-2035 | |
| 81 | Austin Case | 2.06 | 2031-2039 | |
| 82 | Victor Schuur | 2.05 | 2033-2033 | |
| 83 | Edward Payne | 2.04 | 2025-2032 | |
| 84 | António Boccanegra | 2.03 | 2025-2038 | |
| 85 | Aurelius Estrada# | 2.02 | 2036-2045 | |
| 86 | Mike Goff | 1.98 | 2035-2037 | |
| 87 | Will Thomas | 1.95 | 2017-2025 | |
| 88 | Rodney Usry | 1.94 | 2031-2031 | |
| 89 | Dusty Crum# | 1.93 | 2041-2041 | |
| 90 | Justin Saginov | 1.91 | 2024-2024 | |
| 91 | Pablo Ledesma | 1.90 | 2031-2033 | |
| 92 | Kai-xi Choe | 1.89 | 2029-2029 | |
| 92 | Richard Sonntag | 1.89 | 2037-2040 | |
| 94 | Jack Tucker | 1.84 | 2020-2020 | |
| 95 | Álex Hernández | 1.80 | 2025-2030 | |
| 96 | Mike Clifton | 1.79 | 2034-2039 | |
| 97 | Adrian Smith | 1.74 | 2026-2028 | |
| 97 | Robby Patterson | 1.74 | 2036-2036 | |
| 97 | Ramiro Rico | 1.74 | 2023-2026 | |
| 100 | Jeremy Pollock# | 1.69 | 2040-2040 |
