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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WAR | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cash Masters | 7.5 | 2027-2029 | |
| 2 | Juan Montés | 6.7 | 2022-2023 | |
| 3 | Ramón Soto | 5.8 | 2028-2029 | |
| 4 | Jackson Curry# | 5.2 | 2030-2032 | |
| 4 | Domingo Colón | 5.2 | 2027-2029 | |
| 6 | Miguel Rodríguez | 4.6 | 2020-2023 | |
| 7 | Stanley Belote# | 4.5 | 2025-2025 | |
| 8 | Thierry Honoré# | 4.4 | 2032-2033 | |
| 8 | Rafael Sánchez# | 4.4 | 2023-2023 | |
| 10 | Andre Fezzik# | 4.2 | 2035-2035 | |
| 11 | Bennett Whitford | 4.0 | 2028-2028 | |
| 12 | Tom Burton# | 3.9 | 2034-2035 | |
| 13 | Luis Jelarde | 3.7 | 2021-2023 | |
| 13 | Steve Koch | 3.7 | 2024-2026 | |
| 15 | Mike Pate# | 3.6 | 2029-2030 | |
| 16 | Dan Lewis# | 3.5 | 2031-2037 | |
| 17 | Kyle Vandenbrink | 3.4 | 2026-2026 | |
| 18 | Jesús Guzmán# | 3.1 | 2029-2032 | |
| 18 | Ed Jozwiak | 3.1 | 2025-2025 | |
| 20 | Jurg Ursin | 3.0 | 2032-2033 | |
| 21 | Jorge Castillo# | 2.9 | 2031-2036 | |
| 21 | Tomas van Noord# | 2.9 | 2033-2035 | |
| 23 | Pat Hopkins# | 2.8 | 2035-2035 | |
| 23 | Arvi Sutinen# | 2.8 | 2031-2035 | |
| 25 | Jérôme Masson# | 2.7 | 2028-2028 | |
| 25 | John O'Neil | 2.7 | 2028-2028 | |
| 27 | Ryan Marken | 2.6 | 2027-2027 | |
| 27 | Duane Davis# | 2.6 | 2035-2036 | |
| 27 | Louis Teague | 2.6 | 2030-2033 | |
| 30 | Renato Zuvic | 2.5 | 2028-2032 | |
| 30 | Mo Meaker# | 2.5 | 2034-2037 | |
| 30 | Jesús Leoz# | 2.5 | 2037-2037 | |
| 30 | Danny Penn | 2.5 | 2022-2022 | |
| 34 | Pat Pending# | 2.4 | 2036-2036 | |
| 34 | José Ríos | 2.4 | 2020-2021 | |
| 36 | Ludovico Trezza | 2.3 | 2020-2020 | |
| 36 | Mariano Sánchez | 2.3 | 2023-2024 | |
| 38 | Juan Fuentes# | 2.2 | 2036-2036 | |
| 38 | Akihito Nishiyama | 2.2 | 2021-2021 | |
| 38 | Dave Watts# | 2.2 | 2033-2036 | |
| 41 | Jesús Herrera | 2.1 | 2029-2030 | |
| 41 | Enoch Reinhardt | 2.1 | 2026-2026 | |
| 41 | Govaart Pleijt | 2.1 | 2030-2031 | |
| 44 | Ernesto Trevino# | 2.0 | 2028-2028 | |
| 44 | Tony Martínez | 2.0 | 2023-2023 | |
| 44 | Robby Arnold# | 2.0 | 2030-2030 | |
| 47 | Silas Givens# | 1.9 | 2032-2033 | |
| 48 | Manny Álvarez | 1.8 | 2025-2025 | |
| 48 | Carlos De Jesús# | 1.8 | 2023-2024 | |
| 48 | Emmanuele Lucchetti | 1.8 | 2024-2026 | |
| 48 | Carel Oskamp# | 1.8 | 2034-2034 | |
| 48 | José Mercado | 1.8 | 2027-2027 | |
| 48 | Geoff Rivers | 1.8 | 2021-2021 | |
| 54 | Tsuginori Kobayashi | 1.7 | 2027-2030 | |
| 54 | Rim Hong-Do | 1.7 | 2027-2028 | |
| 54 | Edgar Balerio# | 1.7 | 2027-2030 | |
| 54 | Eddie Neef# | 1.7 | 2037-2037 | |
| 54 | Roy Burns# | 1.7 | 2032-2032 | |
| 54 | Xuan-ling Liao# | 1.7 | 2029-2032 | |
| 60 | Alan McLennan | 1.6 | 2027-2027 | |
| 60 | Preston Hernández | 1.6 | 2022-2022 | |
| 60 | Glen Allen Mixon# | 1.6 | 2030-2030 | |
| 60 | António Muńóz# | 1.6 | 2035-2037 | |
| 60 | Michael Landry | 1.6 | 2021-2021 | |
| 60 | Michael Hughes# | 1.6 | 2033-2037 | |
| 66 | Christian Patriarche# | 1.5 | 2037-2037 | |
| 66 | Damian Delaney | 1.5 | 2024-2024 | |
| 66 | Donald Brown# | 1.5 | 2032-2033 | |
| 66 | Owen Cannon | 1.5 | 2027-2027 | |
| 66 | Cristo Cuervo# | 1.5 | 2034-2034 | |
| 66 | Rafael Longoria# | 1.5 | 2031-2031 | |
| 66 | Levi Tess | 1.5 | 2024-2025 | |
| 66 | Melvin Daniels | 1.5 | 2030-2032 | |
| 66 | Joe Mueller# | 1.5 | 2034-2035 | |
| 75 | Miguel Román | 1.4 | 2031-2035 | |
| 75 | Orlando Villa | 1.4 | 2023-2024 | |
| 75 | José Chávez | 1.4 | 2025-2028 | |
| 75 | José Hernández | 1.4 | 2026-2026 | |
| 75 | Yushua Harith# | 1.4 | 2031-2031 | |
| 75 | David Rivas | 1.4 | 2020-2020 | |
| 81 | Braxton Mosley | 1.3 | 2023-2023 | |
| 81 | Alex Ford | 1.3 | 2020-2020 | |
| 81 | Aquiles Marmelo | 1.3 | 2024-2024 | |
| 81 | Jack Burton | 1.3 | 2024-2024 | |
| 81 | Del Truscott | 1.3 | 2033-2035 | |
| 81 | Phil MacNamara | 1.3 | 2026-2027 | |
| 81 | Sisto Pagnamenta | 1.3 | 2024-2029 | |
| 81 | Gong Mao# | 1.3 | 2033-2035 | |
| 81 | Jorge Ayala | 1.3 | 2027-2030 | |
| 81 | Jesús Aguilar | 1.3 | 2025-2025 | |
| 81 | Júlio Vargas | 1.3 | 2025-2026 | |
| 92 | Héctor Rivera | 1.2 | 2021-2021 | |
| 92 | Nelson Rivera# | 1.2 | 2030-2031 | |
| 92 | Pablo Morales | 1.2 | 2025-2030 | |
| 95 | Ricardo Bruno | 1.1 | 2027-2029 | |
| 95 | Jerrel Woestenberg | 1.1 | 2021-2022 | |
| 95 | Orlando Miranda | 1.1 | 2023-2023 | |
| 95 | Joseph Wallace# | 1.1 | 2036-2036 | |
| 95 | Danijel van Aalten | 1.1 | 2026-2026 | |
| 95 | Cornelius Taitt | 1.1 | 2024-2025 |
