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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jesús López | .635 | 2016-2023 | |
| 2 | R.J. Anderson | .585 | 2020-2027 | |
| 3 | Bob McGhee | .569 | 2015-2028 | |
| 4 | Shawn Arnold | .566 | 2015-2022 | |
| 5 | Rob Smith | .553 | 2018-2027 | |
| 6 | Josh Gardner | .547 | 2017-2021 | |
| 7 | Scott Mildren# | .536 | 2024-2027 | |
| 8 | Mark Tucker | .490 | 2017-2021 | |
| 9 | Woo-suk Cho# | .474 | 2026-2032 | |
| 10 | David Davis# | .422 | 2019-2030 | |
| 11 | Pedro Romero | .419 | 2020-2026 | |
| 12 | Mike Barrett | .411 | 2022-2027 | |
| 12 | Homer O'Lannigan | .411 | 2018-2021 | |
| 14 | Júlio Vázquez# | .392 | 2027-2032 | |
| 15 | Eric Patnode | .381 | 2016-2025 | |
| 16 | Louis McDowell | .370 | 2015-2030 | |
| 17 | Jeff Moore | .368 | 2020-2022 | |
| 18 | Steve Bryan | .353 | 2019-2031 | |
| 19 | António Fabián# | .333 | 2020-2028 | |
| 20 | Travis Nelson | .283 | 2024-2029 |
