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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Blaine Delgado# | .1176 | 2051 | |
| 2 | António Patino | .1273 | 2019 | |
| 3 | Matt Wooten | .1333 | 2020 | |
| 4 | Felipe González# | .1636 | 2049 | |
| 5 | Harry Salazar# | .1846 | 2047 | |
| 6 | Michael Russell# | .1923 | 2045 | |
| 7 | Matt King | .2000 | 2043 | |
| 7 | Julián Fernández | .2000 | 2042 | |
| 7 | Ed Lewis | .2000 | 2046 | |
| 10 | Nick Boyd# | .2069 | 2047 | |
| 11 | Ernesto Garza | .2121 | 2048 | |
| 12 | José Vargas | .2154 | 2049 | |
| 13 | Esequiel Rivera | .2195 | 2018 | |
| 14 | Clive Smedley | .2222 | 2037 | |
| 15 | Robert Collard | .2241 | 2037 | |
| 16 | Mark Graham# | .2267 | 2042 | |
| 17 | Reginald Dyer* | .2278 | 2018 | |
| 18 | Jorge Mendoza | .2286 | 2043 | |
| 19 | Pedro Guardado | .2364 | 2017 | |
| 20 | Phil Jackson | .2391 | 2038 | |
| 21 | Manny Flores | .2429 | 2033 | |
| 22 | Bob Buckley# | .2500 | 2051 | |
| 22 | Santiago Alonso | .2500 | 2014 | |
| 22 | Rodrigo Hernández | .2500 | 2045 | |
| 25 | Tim Haggar# | .2549 | 2048 | |
| 26 | Steve Black | .2614 | 2038 | |
| 27 | Roberto Romano | .2632 | 2036 | |
| 28 | David Ramón# | .2642 | 2047 | |
| 29 | José Batalona | .2656 | 2047 | |
| 30 | Rodger Kramer# | .2692 | 2050 | |
| 31 | Ángel Robles | .2727 | 2035 | |
| 32 | Jesús Luna | .2870 | 2035 | |
| 33 | Woodrow McKay | .2872 | 2042 | |
| 34 | James Martin | .2941 | 2040 | |
| 35 | Desi Bradley | .2958 | 2021 | |
| 36 | Wesley Parlo# | .2969 | 2039 | |
| 37 | Robert Braun# | .2982 | 2045 | |
| 38 | Melvin Young | .2987 | 2021 | |
| 39 | Tom Bancroft# | .3023 | 2045 | |
| 40 | Joo-young Yon | .3036 | 2016 | |
| 41 | Clark Crawford | .3056 | 2030 | |
| 42 | Hugh Fleury | .3143 | 2032 | |
| 43 | Jesse Wilcox | .3148 | 2030 | |
| 44 | Clive Smedley | .3205 | 2034 | |
| 45 | José Luna | .3220 | 2024 | |
| 46 | Mike Lynch | .3247 | 2036 | |
| 46 | Victor Vinson | .3247 | 2022 | |
| 48 | Will Lester | .3273 | 2024 | |
| 49 | Jon Carter# | .3281 | 2047 | |
| 49 | Eugene Woods | .3281 | 2040 | |
| 51 | Ernest Nelson | .3293 | 2022 | |
| 52 | Vittorio Montuluo | .3333 | 2014 | |
| 52 | Manuel Sánchez | .3333 | 2036 | |
| 52 | Cesar Della Vedova | .3333 | 2037 | |
| 55 | Jean-François Massicotte | .3387 | 2038 | |
| 56 | Juan Flores | .3404 | 2023 | |
| 57 | Fred Moore | .3448 | 2044 | |
| 58 | Clive Smedley | .3452 | 2029 | |
| 59 | Howard Garrett | .3506 | 2030 | |
| 60 | Mark Bryant | .3511 | 2031 | |
| 61 | Harry McCain | .3519 | 2041 | |
| 62 | Joe Wilkerson | .3521 | 2023 | |
| 63 | Chandler Burns | .3523 | 2027 | |
| 64 | Clark Crawford | .3538 | 2038 | |
| 65 | Matt Carter | .3563 | 2019 | |
| 66 | Donald Melchor | .3596 | 2013 | |
| 67 | Joaquín Cerda# | .3621 | 2049 | |
| 68 | Rafael Guardado | .3625 | 2020 | |
| 69 | Warren Shoemaker | .3651 | 2032 | |
| 70 | Ricardo Tobías | .3684 | 2015 | |
| 71 | Huang-di Ning# | .3699 | 2042 | |
| 72 | Benny Harridge# | .3704 | 2047 | |
| 73 | James Martin | .3731 | 2044 | |
| 74 | Martin Murphy | .3768 | 2026 | |
| 75 | Mark Clark | .3778 | 2036 | |
| 76 | Ignacio Rivera | .3820 | 2043 | |
| 77 | Kian Hayward# | .3846 | 2048 | |
| 78 | Henry Valentine | .3855 | 2026 | |
| 79 | Keith Gómez | .3867 | 2032 | |
| 80 | Nakamaro Abe# | .3947 | 2047 | |
| 81 | António Caraballo | .3951 | 2017 | |
| 82 | Stan Long | .3962 | 2025 | |
| 83 | Bartolo Souza | .4028 | 2035 | |
| 83 | Luis González | .4028 | 2024 | |
| 85 | Willis Hines | .4038 | 2029 | |
| 86 | Mark Clark | .4091 | 2033 | |
| 87 | Kian Hayward# | .4143 | 2047 | |
| 88 | Henry Valentine | .4146 | 2022 | |
| 89 | David Morton | .4156 | 2020 | |
| 90 | Chris Sinclair | .4167 | 2013 | |
| 91 | Jason Rame# | .4203 | 2047 | |
| 92 | Chandler Burns | .4206 | 2024 | |
| 93 | Glenn Weber | .4211 | 2035 | |
| 94 | Andrew Lovell | .4237 | 2018 | |
| 95 | Felipe González# | .4328 | 2048 | |
| 96 | Sergio Torres* | .4355 | 2014 | |
| 97 | José Fernández | .4405 | 2028 | |
| 98 | Adam Berry | .4407 | 2015 | |
| 99 | Toshikasu Ikeda | .4483 | 2013 | |
| 100 | Eric Bruce | .4535 | 2016 |
