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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mark Tucker | .355 | 2017-2021 | |
| 2 | Pedro Romero | .359 | 2020-2026 | |
| 3 | Scott Mildren# | .362 | 2024-2027 | |
| 4 | Shawn Arnold | .368 | 2015-2022 | |
| 5 | Woo-suk Cho# | .374 | 2026-2032 | |
| 6 | Louis McDowell | .376 | 2015-2030 | |
| 7 | Mike Barrett | .383 | 2022-2027 | |
| 8 | António Fabián# | .384 | 2020-2028 | |
| 9 | R.J. Anderson | .387 | 2020-2027 | |
| 9 | Rob Smith | .387 | 2018-2027 | |
| 11 | David Davis# | .388 | 2019-2030 | |
| 12 | Jeff Moore | .393 | 2020-2022 | |
| 13 | Steve Bryan | .397 | 2019-2031 | |
| 14 | Júlio Vázquez# | .398 | 2027-2032 | |
| 15 | Homer O'Lannigan | .409 | 2018-2021 | |
| 16 | Bob McGhee | .413 | 2015-2028 | |
| 17 | Travis Nelson | .415 | 2024-2029 | |
| 18 | Jesús López | .420 | 2016-2023 | |
| 19 | Eric Patnode | .431 | 2016-2025 | |
| 20 | Josh Gardner | .439 | 2017-2021 |
