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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 | |
| 6 | Juan Núńez# | 4.6 | 2038-2039 | |
| 8 | Stanley Belote | 4.5 | 2025-2025 | |
| 9 | Eddie Neef# | 4.4 | 2037-2038 | |
| 9 | Thierry Honoré# | 4.4 | 2032-2033 | |
| 9 | Rafael Sánchez# | 4.4 | 2023-2023 | |
| 12 | Andre Fezzik# | 4.2 | 2035-2035 | |
| 13 | Bennett Whitford | 4.0 | 2028-2028 | |
| 14 | Tom Burton# | 3.9 | 2034-2035 | |
| 15 | Todd Strachota# | 3.8 | 2039-2039 | |
| 16 | Luis Jelarde | 3.7 | 2021-2023 | |
| 16 | Steve Koch | 3.7 | 2024-2026 | |
| 18 | Mike Pate | 3.6 | 2029-2030 | |
| 19 | Dan Lewis# | 3.5 | 2031-2037 | |
| 20 | Kyle Vandenbrink | 3.4 | 2026-2026 | |
| 21 | Yong-hong Ren# | 3.3 | 2039-2039 | |
| 22 | Jesús Guzmán | 3.1 | 2029-2032 | |
| 22 | Ed Jozwiak | 3.1 | 2025-2025 | |
| 24 | Daniel Page# | 3.0 | 2039-2039 | |
| 24 | Jurg Ursin | 3.0 | 2032-2033 | |
| 26 | Jorge Castillo# | 2.9 | 2031-2036 | |
| 26 | Tomas van Noord | 2.9 | 2033-2035 | |
| 28 | Pat Hopkins# | 2.8 | 2035-2035 | |
| 28 | Arvi Sutinen# | 2.8 | 2031-2035 | |
| 30 | Jérôme Masson | 2.7 | 2028-2028 | |
| 30 | John O'Neil | 2.7 | 2028-2028 | |
| 32 | Ryan Marken | 2.6 | 2027-2027 | |
| 32 | Duane Davis# | 2.6 | 2035-2036 | |
| 32 | Allan Colston# | 2.6 | 2039-2039 | |
| 32 | Louis Teague | 2.6 | 2030-2033 | |
| 36 | Renato Zuvic | 2.5 | 2028-2032 | |
| 36 | Mo Meaker# | 2.5 | 2034-2037 | |
| 36 | Jesús Leoz# | 2.5 | 2037-2037 | |
| 36 | Ding-bong Wang# | 2.5 | 2038-2038 | |
| 36 | Danny Penn | 2.5 | 2022-2022 | |
| 41 | Pat Pending# | 2.4 | 2036-2036 | |
| 41 | José Ríos | 2.4 | 2020-2021 | |
| 43 | Ludovico Trezza | 2.3 | 2020-2020 | |
| 43 | Frank Tatum# | 2.3 | 2038-2038 | |
| 43 | Mariano Sánchez | 2.3 | 2023-2024 | |
| 46 | Juan Fuentes# | 2.2 | 2036-2039 | |
| 46 | Akihito Nishiyama | 2.2 | 2021-2021 | |
| 46 | John Billings# | 2.2 | 2036-2039 | |
| 46 | Dave Watts# | 2.2 | 2033-2036 | |
| 50 | Jesús Herrera | 2.1 | 2029-2030 | |
| 50 | Enoch Reinhardt | 2.1 | 2026-2026 | |
| 50 | Rafael Urrutiz# | 2.1 | 2038-2038 | |
| 50 | Govaart Pleijt | 2.1 | 2030-2031 | |
| 54 | Rick Crockett# | 2.0 | 2039-2039 | |
| 54 | Ernesto Trevino | 2.0 | 2028-2028 | |
| 54 | Tony Martínez | 2.0 | 2023-2023 | |
| 54 | Robby Arnold | 2.0 | 2030-2030 | |
| 58 | Silas Givens# | 1.9 | 2032-2033 | |
| 59 | Manny Álvarez | 1.8 | 2025-2025 | |
| 59 | Carlos De Jesús | 1.8 | 2023-2024 | |
| 59 | Emmanuele Lucchetti | 1.8 | 2024-2026 | |
| 59 | Carel Oskamp# | 1.8 | 2034-2034 | |
| 59 | José Mercado | 1.8 | 2027-2027 | |
| 59 | Geoff Rivers | 1.8 | 2021-2021 | |
| 65 | Tsuginori Kobayashi | 1.7 | 2027-2030 | |
| 65 | Rim Hong-Do | 1.7 | 2027-2028 | |
| 65 | Edgar Balerio# | 1.7 | 2027-2030 | |
| 65 | Roy Burns | 1.7 | 2032-2032 | |
| 65 | Xuan-ling Liao | 1.7 | 2029-2032 | |
| 70 | Keith Lynn# | 1.6 | 2038-2039 | |
| 70 | Alan McLennan | 1.6 | 2027-2027 | |
| 70 | Preston Hernández | 1.6 | 2022-2022 | |
| 70 | Glen Allen Mixon# | 1.6 | 2030-2030 | |
| 70 | António Muńóz# | 1.6 | 2035-2037 | |
| 70 | Michael Landry | 1.6 | 2021-2021 | |
| 70 | Quitério Ruah# | 1.6 | 2039-2039 | |
| 70 | Michael Hughes# | 1.6 | 2033-2037 | |
| 78 | Christian Patriarche# | 1.5 | 2037-2037 | |
| 78 | Damian Delaney | 1.5 | 2024-2024 | |
| 78 | Donald Brown# | 1.5 | 2032-2033 | |
| 78 | Owen Cannon | 1.5 | 2027-2027 | |
| 78 | Cristo Cuervo# | 1.5 | 2034-2034 | |
| 78 | Rafael Longoria | 1.5 | 2031-2031 | |
| 78 | Levi Tess | 1.5 | 2024-2025 | |
| 78 | Melvin Daniels | 1.5 | 2030-2032 | |
| 78 | Joe Mueller# | 1.5 | 2034-2035 | |
| 87 | Miguel Román | 1.4 | 2031-2035 | |
| 87 | Orlando Villa | 1.4 | 2023-2024 | |
| 87 | José Chávez | 1.4 | 2025-2028 | |
| 87 | José Hernández | 1.4 | 2026-2026 | |
| 87 | Yushua Harith | 1.4 | 2031-2031 | |
| 87 | David Rivas | 1.4 | 2020-2020 | |
| 93 | Gabriel Méndez# | 1.3 | 2037-2038 | |
| 93 | Braxton Mosley | 1.3 | 2023-2023 | |
| 93 | Alex Ford | 1.3 | 2020-2020 | |
| 93 | Tuputahi Cani# | 1.3 | 2039-2039 | |
| 93 | Aquiles Marmelo | 1.3 | 2024-2024 | |
| 93 | Jack Burton | 1.3 | 2024-2024 | |
| 93 | Del Truscott | 1.3 | 2033-2035 | |
| 93 | Phil MacNamara | 1.3 | 2026-2027 |
