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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Reginald Dyer* | .2500 | 2016-2031 | |
| 2 | José Vargas | .2581 | 2036-2049 | |
| 3 | Jorge Mendoza | .2857 | 2038-2044 | |
| 4 | Woodrow McKay | .3037 | 2042-2049 | |
| 5 | Clive Smedley | .3080 | 2026-2039 | |
| 6 | Felipe González# | .3115 | 2048-2049 | |
| 7 | James Martin | .3235 | 2038-2046 | |
| 8 | Huang-di Ning# | .3306 | 2042-2044 | |
| 9 | Robert Collard | .3313 | 2030-2046 | |
| 10 | Ernesto Garza | .3411 | 2044-2049 | |
| 11 | Desi Bradley | .3413 | 2021-2026 | |
| 12 | Clark Crawford | .3632 | 2030-2038 | |
| 13 | Matt Carter | .3684 | 2013-2019 | |
| 14 | Tom Bancroft# | .3692 | 2044-2050 | |
| 15 | Ernest Nelson | .3772 | 2019-2034 | |
| 16 | Mark Clark | .3824 | 2030-2048 | |
| 17 | Ricardo Tobías | .4015 | 2014-2018 | |
| 18 | Kian Hayward# | .4016 | 2047-2049 | |
| 19 | Mauro Olivas | .4050 | 2013-2017 | |
| 20 | Stan Long | .4074 | 2025-2030 | |
| 21 | Chandler Burns | .4103 | 2024-2036 | |
| 22 | Toshikazu Higashi | .4380 | 2021-2029 | |
| 23 | Bobby Sanders | .4487 | 2028-2042 | |
| 24 | Henry Valentine | .4590 | 2021-2031 | |
| 25 | Willis Hines | .4759 | 2029-2037 | |
| 26 | Joe Hunt | .5000 | 2026-2034 |
