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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Lodewijk Kluin | .2643 | 2023-2033 | |
| 2 | Anastasio Quintana | .2832 | 2023-2035 | |
| 3 | Clay Bingham | .2931 | 2046-2052 | |
| 4 | Jeff Brantley | .3033 | 2018-2031 | |
| 5 | Félix García | .3071 | 2025-2032 | |
| 6 | Ramón Mendoza | .3091 | 2023-2026 | |
| 7 | Chris Drover | .3223 | 2024-2033 | |
| 8 | Brad Peckford# | .3310 | 2049-2058 | |
| 9 | Tony Nelson | .3333 | 2028-2040 | |
| 9 | Mark Reardon# | .3333 | 2051-2058 | |
| 9 | Rafael Salgado | .3333 | 2024-2028 | |
| 9 | Charles van Es | .3333 | 2025-2030 | |
| 13 | Octávio Gonzáles | .3363 | 2023-2034 | |
| 14 | Leonardo González# | .3380 | 2049-2057 | |
| 15 | Cristóbal Hernández | .3392 | 2027-2042 | |
| 16 | Gustavo Medina | .3413 | 2022-2031 | |
| 17 | Hyun-sik Chang | .3443 | 2030-2043 | |
| 18 | Javier Bautista | .3548 | 2024-2032 | |
| 19 | Tom Young | .3563 | 2018-2029 | |
| 20 | Todd Jones# | .3571 | 2048-2058 | |
| 21 | Stanley Benson | .3739 | 2024-2031 | |
| 22 | Román Sánchez | .3740 | 2037-2046 | |
| 23 | Jorge Cintrón | .3778 | 2027-2030 | |
| 24 | Salvador Romero | .3814 | 2028-2041 | |
| 25 | Abel Gibson | .3877 | 2029-2036 | |
| 26 | Garth Gunn# | .3913 | 2049-2056 | |
| 27 | Jesús Vargas | .3917 | 2026-2029 | |
| 28 | Carter Curtis | .3927 | 2027-2032 | |
| 29 | Bobby Wright# | .3952 | 2050-2058 | |
| 30 | José Morales | .4044 | 2026-2031 | |
| 31 | Tony Caraballo | .4145 | 2028-2037 | |
| 32 | Anastasio Vázquez | .4179 | 2025-2030 | |
| 33 | Domingo Anaya | .4224 | 2023-2030 | |
| 34 | Arturo Rodríguez | .4242 | 2021-2030 | |
| 35 | Domingo Campa | .4247 | 2025-2032 | |
| 36 | Mario López | .4328 | 2022-2037 | |
| 37 | Josh Taylor | .4403 | 2025-2031 | |
| 38 | Gord Downie | .4412 | 2029-2034 | |
| 39 | José Olvera | .4472 | 2023-2038 | |
| 40 | José Zúñiga | .4490 | 2026-2033 | |
| 41 | Marcos Medina | .4590 | 2025-2037 | |
| 42 | Jeff Doane# | .4595 | 2049-2053 | |
| 43 | Christopher Robinson | .4677 | 2017-2027 | |
| 44 | Jesús Ramos | .4767 | 2024-2042 | |
| 45 | Héctor Romero | .5037 | 2024-2029 | |
| 46 | Barrett Woods | .5079 | 2018-2031 | |
| 47 | Tim Humphrey | .5156 | 2026-2029 | |
| 48 | Luis Valenzuela | .5333 | 2022-2036 | |
| 49 | José Sánchez | .5476 | 2018-2030 | |
| 50 | Luis Reyes | .5477 | 2019-2026 | |
| 51 | Cody Lee | .5521 | 2029-2037 |
