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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ricardo Pérez | .2753 | 2022-2039 | |
| 2 | Bill Gallagher | .3012 | 2017-2033 | |
| 3 | Matt Brown# | .3077 | 2025-2040 | |
| 4 | Conan McCullough* | .3080 | 2007-2018 | |
| 5 | Gustavo Hernández# | .3136 | 2029-2040 | |
| 6 | Bob Burns# | .3185 | 2023-2040 | |
| 7 | José Gómez | .3196 | 2024-2039 | |
| 8 | Enrique Vázquez* | .3227 | 2024-2037 | |
| 9 | Chris York* | .3285 | 2012-2028 | |
| 10 | Eric Elliott | .3295 | 2025-2038 | |
| 11 | Alfredo Aranda | .3302 | 2016-2036 | |
| 12 | Bryant Burris | .3311 | 2011-2025 | |
| 13 | Eijiro Nakagawa | .3316 | 2021-2030 | |
| 14 | Edgardo Trevino# | .3320 | 2033-2040 | |
| 15 | Adrian Peterson | .3328 | 2015-2027 | |
| 16 | Julián Thomas | .3335 | 2017-2028 | |
| 17 | Junior Cook | .3344 | 2017-2025 | |
| 18 | Raúl Cruz | .3355 | 2016-2032 | |
| 19 | Motoyuki Hatsutori | .3379 | 2024-2033 | |
| 20 | José Ojeda# | .3402 | 2035-2040 | |
| 21 | Francisco Sútrez | .3407 | 2026-2035 | |
| 22 | José Díaz | .3409 | 2021-2032 | |
| 23 | Glenn Thomas | .3411 | 2024-2037 | |
| 24 | Owen Barse# | .3413 | 2030-2040 | |
| 25 | Luppe van Dam# | .3431 | 2029-2040 | |
| 26 | Markus Hancock* | .3443 | 2008-2026 | |
| 27 | Carl Ford# | .3444 | 2030-2040 | |
| 28 | Manuel Pacheco | .3452 | 2021-2034 | |
| 29 | Arturo Jiménez | .3454 | 2020-2027 | |
| 30 | Víctor Matos | .3457 | 2007-2016 | |
| 31 | Kensaku Gato | .3460 | 2021-2037 | |
| 32 | George Thompson | .3466 | 2007-2014 | |
| 33 | Seon-chin Pak | .3475 | 2019-2028 | |
| 34 | Dan Boorman | .3480 | 2023-2038 | |
| 35 | Randy Smith* | .3486 | 2016-2032 | |
| 36 | Brian Clark# | .3489 | 2032-2040 | |
| 37 | Neil Maes | .3492 | 2019-2032 | |
| 38 | Barney Sharp | .3497 | 2010-2018 | |
| 39 | Bang-xao Niu# | .3501 | 2031-2040 | |
| 40 | José Fernández | .3509 | 2027-2036 | |
| 40 | Ernesto Molina | .3509 | 2021-2035 | |
| 42 | Jorge Castillo# | .3515 | 2026-2040 | |
| 43 | Manuel Gonzáles# | .3520 | 2029-2039 | |
| 44 | Melvin McNeal | .3521 | 2024-2035 | |
| 45 | Ramón Gonzáles# | .3524 | 2029-2040 | |
| 46 | Manuel Corona* | .3529 | 2012-2028 | |
| 47 | Gunner MacGruder* | .3531 | 2014-2029 | |
| 48 | Kirby Gibson | .3537 | 2007-2015 | |
| 49 | Marcos González | .3538 | 2015-2028 | |
| 50 | Bill Lewis | .3540 | 2012-2027 | |
| 51 | Jeffrey Mendoza# | .3542 | 2028-2040 | |
| 52 | Bryan Stewart | .3544 | 2007-2015 | |
| 53 | Volmer Buscher# | .3545 | 2030-2040 | |
| 54 | Javier Encarnación | .3546 | 2007-2017 | |
| 54 | Félix Maese | .3546 | 2014-2027 | |
| 56 | Bill Bradley | .3551 | 2011-2017 | |
| 57 | Bartolo García | .3557 | 2025-2035 | |
| 58 | John Roach | .3563 | 2007-2014 | |
| 59 | Bryant Duncan | .3567 | 2009-2024 | |
| 60 | Fred Womack | .3569 | 2025-2035 | |
| 61 | Daniel Hernández# | .3573 | 2032-2040 | |
| 61 | Bill Knight# | .3573 | 2032-2040 | |
| 63 | Jorge Medina | .3579 | 2027-2038 | |
| 64 | Michel Provost* | .3598 | 2016-2030 | |
| 65 | Mito Nomura | .3602 | 2025-2035 | |
| 65 | Manuel Ávila# | .3602 | 2031-2039 | |
| 67 | Rubén Hernández | .3607 | 2020-2030 | |
| 68 | Tadamasa Hashimoto | .3611 | 2021-2028 | |
| 69 | César Fuentes | .3616 | 2022-2037 | |
| 70 | Yakamochi Suitani* | .3618 | 2021-2034 | |
| 70 | Roberto Cisneros# | .3618 | 2030-2039 | |
| 72 | Dean McNeil | .3623 | 2023-2038 | |
| 73 | Kijuro Kojima | .3627 | 2007-2015 | |
| 73 | Dean O'Monahan* | .3627 | 2007-2022 | |
| 75 | Juan Acosta# | .3635 | 2029-2040 | |
| 76 | Xavier González | .3637 | 2023-2033 | |
| 76 | Roberto Rivera# | .3637 | 2032-2040 | |
| 78 | Miguel Heredia | .3641 | 2031-2038 | |
| 79 | José Trejo | .3643 | 2026-2036 | |
| 80 | Armando Batista# | .3645 | 2032-2040 | |
| 81 | John Turner | .3647 | 2021-2037 | |
| 82 | Edgardo Guerra | .3649 | 2026-2036 | |
| 83 | Miguel Cantú | .3654 | 2015-2028 | |
| 84 | Jesús Antonio | .3657 | 2024-2033 | |
| 84 | Iwao Maruyama# | .3657 | 2027-2038 | |
| 86 | Yuji Yamashita# | .3665 | 2034-2040 | |
| 86 | Alberto Flores# | .3665 | 2033-2040 | |
| 88 | Manuel Hernández | .3668 | 2023-2034 | |
| 89 | Kokei Yamashita | .3673 | 2021-2035 | |
| 90 | Alfredo Velázquez | .3675 | 2014-2026 | |
| 91 | Rory Soutar# | .3676 | 2031-2040 | |
| 91 | José Campos | .3676 | 2018-2032 | |
| 93 | Chris Pate# | .3683 | 2035-2040 | |
| 94 | Allen Cook | .3684 | 2026-2035 | |
| 95 | Juan Guerrero# | .3685 | 2031-2040 | |
| 96 | Kata Nakamura | .3695 | 2020-2031 | |
| 97 | Erik Watson | .3696 | 2026-2038 | |
| 97 | Tony Cuellar | .3696 | 2019-2035 | |
| 99 | Raúl Cruz# | .3699 | 2035-2040 | |
| 100 | Masaru Kouki | .3700 | 2026-2034 |
