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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Luis Miguel Toledo | .1912 | 2018 | |
| 2 | Quincy Moss | .2203 | 2025 | |
| 3 | Joe Wamboldt# | .2321 | 2027 | |
| 4 | Austin Covey | .2373 | 2026 | |
| 5 | Pedro Salas | .2537 | 2022 | |
| 6 | Duane Lummis# | .2714 | 2026 | |
| 7 | Rick Hill | .2747 | 2019 | |
| 8 | Rick MacLellan# | .2759 | 2023 | |
| 9 | Ross Batstone# | .2857 | 2027 | |
| 10 | Tomás Quiñonez | .2877 | 2021 | |
| 11 | Dave Conboy# | .2951 | 2025 | |
| 12 | Ju-ao Ru# | .2967 | 2027 | |
| 13 | Haden Nunn | .3036 | 2026 | |
| 14 | Adrien Clément | .3039 | 2012 | |
| 15 | Carl Beck | .3188 | 2020 | |
| 16 | Hugh Bowness | .3284 | 2023 | |
| 17 | Dallas Savage | .3300 | 2018 | |
| 18 | Randy Owry | .3390 | 2025 | |
| 19 | Paco Ortega | .3431 | 2022 | |
| 20 | Jacob Willard# | .3600 | 2021 | |
| 21 | Iván Vázquez# | .3607 | 2022 | |
| 22 | Hideyori Ohayashi | .3710 | 2019 | |
| 23 | Brian Lapointe# | .3714 | 2023 | |
| 24 | Tim St.george | .3735 | 2028 | |
| 25 | Chris Stone | .3820 | 2018 | |
| 26 | Alain Laporte | .3838 | 2017 | |
| 27 | Enrique López | .3944 | 2019 | |
| 28 | James Thompson# | .3976 | 2021 | |
| 29 | Clement Bowden# | .4058 | 2029 | |
| 30 | Bruce Easton# | .4231 | 2028 | |
| 31 | Arnaud Durand | .4382 | 2023 | |
| 32 | Henry McGaughey | .4409 | 2024 | |
| 33 | Bryan Roland | .4483 | 2025 | |
| 34 | Francisco Rolón | .4545 | 2021 | |
| 35 | Yannis Legrand | .4627 | 2015 | |
| 36 | Gabin Dubourg | .4667 | 2026 | |
| 37 | Tim Stady# | .4688 | 2027 | |
| 38 | Hervé Muller# | .4706 | 2023 | |
| 39 | Walker Hoekstra# | .4805 | 2029 | |
| 40 | Jason Walker# | .4861 | 2021 | |
| 41 | Elliott Rogers# | .4938 | 2021 | |
| 42 | Scott Weatherby | .5000 | 2016 | |
| 43 | Armando Hernández | .5068 | 2019 | |
| 44 | Artie Harris | .5152 | 2020 | |
| 45 | Tim Conway | .5165 | 2020 | |
| 46 | Joshua Goldberg | .5278 | 2012 | |
| 47 | Claude Fraysse | .5417 | 2024 | |
| 48 | Javier Ortíz | .5441 | 2022 | |
| 49 | Matis Barrier# | .5465 | 2025 | |
| 50 | Joël Meyer# | .6986 | 2028 |
