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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jim Halpert# | 9.8 | 2029-2038 | |
| 2 | Keith MacKey | 8.3 | 2021-2028 | |
| 3 | Carl Herbert | 6.6 | 2031-2038 | |
| 4 | Ruben Yim | 6.4 | 2027-2030 | |
| 5 | Dave Yates | 6.3 | 2030-2037 | |
| 6 | Scotty Glenn# | 6.1 | 2034-2038 | |
| 6 | Vicente Cruz | 6.1 | 2026-2035 | |
| 8 | Roy Childress | 5.9 | 2019-2021 | |
| 8 | Johnny Carter | 5.9 | 2035-2039 | |
| 10 | José Ruíz | 5.8 | 2026-2029 | |
| 10 | Andrew Crosby | 5.8 | 2030-2038 | |
| 12 | Noel King | 5.5 | 2025-2027 | |
| 13 | Tony Worley# | 5.3 | 2038-2040 | |
| 14 | Dallas Ihde# | 5.2 | 2031-2040 | |
| 14 | José Rodríguez | 5.2 | 2027-2039 | |
| 16 | Diego Bonilla | 5.1 | 2024-2028 | |
| 16 | Carlos Medellín | 5.1 | 2029-2038 | |
| 18 | Pat Ings | 4.9 | 2017-2029 | |
| 19 | Reggie Kahn | 4.8 | 2023-2030 | |
| 19 | Jay Parker | 4.8 | 2022-2031 | |
| 19 | Willie McGirt# | 4.8 | 2029-2029 | |
| 19 | Gene Ricks# | 4.8 | 2036-2038 | |
| 23 | Wes Shannon | 4.6 | 2023-2033 | |
| 23 | Fa-tang Wang | 4.6 | 2029-2034 | |
| 25 | Nathan Tanner | 4.3 | 2020-2039 | |
| 26 | Kenny Fleming | 4.1 | 2027-2033 | |
| 26 | Jorge Alou | 4.1 | 2032-2036 | |
| 26 | Luis Yander La O# | 4.1 | 2032-2033 | |
| 29 | Ed Berry | 4.0 | 2032-2035 | |
| 30 | Tevin McTevin | 3.9 | 2031-2036 | |
| 30 | Landon Harryman | 3.9 | 2034-2036 | |
| 32 | Edgar Balerio# | 3.7 | 2030-2030 | |
| 32 | Orlando Montejo | 3.7 | 2031-2034 | |
| 32 | Enrique Vásquez | 3.7 | 2029-2031 | |
| 32 | Joey Coco# | 3.7 | 2033-2033 | |
| 36 | Jeff Conklin | 3.6 | 2016-2026 | |
| 36 | Jud Regan | 3.6 | 2030-2035 | |
| 36 | Roberto Vázquez# | 3.6 | 2038-2039 | |
| 39 | Ron Stewart | 3.5 | 2031-2035 | |
| 39 | Glyn Bolasky# | 3.5 | 2028-2028 | |
| 41 | Leslie Small# | 3.3 | 2039-2040 | |
| 42 | Shahid Afridi | 3.2 | 2028-2028 | |
| 42 | Darrell Terwey | 3.2 | 2025-2034 | |
| 44 | Jorge Díaz# | 3.1 | 2031-2032 | |
| 44 | Jorge Salgado | 3.1 | 2026-2038 | |
| 44 | Tim O'Neal# | 3.1 | 2031-2035 | |
| 47 | Brad Lawrence | 3.0 | 2021-2025 | |
| 47 | Kolby Hay# | 3.0 | 2038-2038 | |
| 49 | Orlando Jiménez | 2.9 | 2020-2024 | |
| 49 | Jorge Díaz | 2.9 | 2023-2028 | |
| 49 | Loren Stallings | 2.9 | 2032-2036 | |
| 49 | Jorge Vélez | 2.9 | 2034-2037 | |
| 53 | José Alcalá | 2.8 | 2032-2033 | |
| 53 | Mike Howard | 2.8 | 2031-2039 | |
| 53 | Jay Hood# | 2.8 | 2026-2039 | |
| 56 | Francisco Reyes | 2.7 | 2024-2030 | |
| 56 | Javier De La Garza | 2.7 | 2035-2037 | |
| 56 | Yin-reng Hsueh | 2.7 | 2031-2040 | |
| 56 | Dave Sienna | 2.7 | 2033-2035 | |
| 56 | Robert La Caze | 2.7 | 2031-2031 | |
| 56 | Dudley Gardner | 2.7 | 2032-2032 | |
| 56 | Javier Vázquez | 2.7 | 2033-2039 | |
| 63 | Urs van Munster# | 2.6 | 2026-2040 | |
| 64 | Jerome Wilson | 2.5 | 2020-2023 | |
| 64 | Steve Grimes | 2.5 | 2019-2025 | |
| 64 | Jordan Westacott | 2.5 | 2034-2037 | |
| 67 | Arsenio Laurel# | 2.4 | 2028-2030 | |
| 67 | Cody Jaeckel | 2.4 | 2035-2039 | |
| 67 | José Valéncia | 2.4 | 2028-2038 | |
| 67 | Ji-e Loh# | 2.4 | 2040-2040 | |
| 67 | Pepe Castroneves | 2.4 | 2024-2026 | |
| 67 | Alfonso Enríquez | 2.4 | 2023-2024 | |
| 67 | Tim Hill | 2.4 | 2018-2025 | |
| 74 | Eric D'Angle | 2.3 | 2020-2034 | |
| 74 | Sixto Estrada | 2.3 | 2030-2039 | |
| 74 | Ángel Rivera | 2.3 | 2020-2035 | |
| 74 | Mike Gardner | 2.3 | 2030-2031 | |
| 78 | Clarence Therrien | 2.2 | 2024-2031 | |
| 78 | Amor Campos# | 2.2 | 2040-2040 | |
| 80 | Arnold England | 2.1 | 2031-2037 | |
| 80 | Iván Vega | 2.1 | 2022-2035 | |
| 80 | Francisco Ortega | 2.1 | 2020-2029 | |
| 80 | Tural Bishara# | 2.1 | 2029-2029 | |
| 84 | Dylan Carson# | 2.0 | 2040-2040 | |
| 84 | Rodrigo Lugo | 2.0 | 2024-2028 | |
| 84 | Owen Sharts# | 2.0 | 2033-2033 | |
| 87 | Tony Vega | 1.9 | 2024-2036 | |
| 87 | Esteban Piñeiro# | 1.9 | 2037-2039 | |
| 89 | Albert González | 1.8 | 2020-2022 | |
| 89 | Ruud van Ineveld# | 1.8 | 2027-2027 | |
| 89 | Manuel Vallejo# | 1.8 | 2039-2040 | |
| 89 | Logan Namajunas | 1.8 | 2025-2031 | |
| 93 | Craig Woods# | 1.7 | 2035-2037 | |
| 93 | Tommy Sullivan | 1.7 | 2026-2034 | |
| 95 | William Penn# | 1.6 | 2039-2040 | |
| 95 | Phil Ritchie | 1.6 | 2019-2023 | |
| 95 | Basava Puri# | 1.6 | 2038-2038 | |
| 95 | Gerald Mills | 1.6 | 2032-2039 | |
| 95 | Dean Bush# | 1.6 | 2037-2039 | |
| 95 | Roberto Escues | 1.6 | 2024-2032 |
