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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chip Bishop | .677 | 2015-2030 | |
| 2 | Carlos Sánchez | .673 | 2021-2028 | |
| 3 | Michael Machen# | .656 | 2029-2036 | |
| 4 | Tim Powell | .638 | 2015-2020 | |
| 5 | Shigemasa Horiuchi | .625 | 2017-2031 | |
| 6 | George Frazier# | .622 | 2017-2037 | |
| 7 | Walt Coffman# | .608 | 2026-2035 | |
| 8 | José Alaniz | .604 | 2016-2030 | |
| 8 | Lou Meadows | .604 | 2016-2029 | |
| 10 | Shunen Takahashi | .597 | 2023-2035 | |
| 11 | Greg White | .585 | 2015-2028 | |
| 12 | Art Adams | .581 | 2021-2030 | |
| 13 | Ryan Peterson# | .578 | 2026-2036 | |
| 13 | Alfonso Zapata | .578 | 2022-2033 | |
| 15 | Alexis Zambaco# | .573 | 2028-2037 | |
| 16 | William MacKnight | .566 | 2022-2028 | |
| 17 | Cris Herrera | .565 | 2024-2034 | |
| 18 | Mal Houser# | .564 | 2029-2036 | |
| 19 | Gary Bailey | .561 | 2015-2032 | |
| 20 | John Brown | .547 | 2017-2031 | |
| 21 | Panda Montana# | .545 | 2029-2035 | |
| 22 | Armando Romano# | .544 | 2033-2037 | |
| 23 | Jeff Territt | .541 | 2020-2035 | |
| 24 | Adrián Fierro | .539 | 2020-2034 | |
| 24 | Will Hunting# | .539 | 2030-2037 | |
| 26 | Myles Wilkerson | .535 | 2026-2033 | |
| 27 | Sexto Rodríguez | .528 | 2015-2025 | |
| 28 | Quintiliano Seixal | .525 | 2025-2036 | |
| 29 | Edison Larson# | .513 | 2020-2036 | |
| 30 | Leroy Moody | .504 | 2025-2032 | |
| 31 | Rusty Swanson# | .500 | 2026-2035 | |
| 32 | Jon Briddon | .494 | 2022-2032 | |
| 33 | Gunner Hardy | .491 | 2016-2028 | |
| 34 | Zalontae Hillary# | .488 | 2031-2037 | |
| 34 | Matt Harris | .488 | 2020-2031 | |
| 36 | Merlin Bassett# | .487 | 2029-2036 | |
| 37 | Melvin Haney | .468 | 2023-2030 | |
| 38 | Jared Cox | .461 | 2016-2022 | |
| 39 | Juan Montoya | .451 | 2025-2036 | |
| 39 | Doug Green | .451 | 2022-2032 | |
| 41 | Manny Castro# | .449 | 2030-2037 | |
| 42 | Woody Carlson | .444 | 2020-2033 | |
| 43 | Yusuke Chikafuji | .429 | 2024-2032 | |
| 43 | Kenshin Koike | .429 | 2018-2032 | |
| 45 | Collin Hill | .427 | 2020-2028 | |
| 46 | David Collingwood | .424 | 2018-2031 | |
| 47 | Roderick Rhodes | .422 | 2015-2030 | |
| 48 | Bob Compton | .420 | 2015-2023 | |
| 49 | Alfonso Miranda | .416 | 2022-2031 | |
| 50 | Paul Lowery | .398 | 2015-2020 | |
| 51 | Benny York | .394 | 2015-2029 | |
| 52 | Mark Collingwood# | .388 | 2031-2037 | |
| 52 | António Castillo# | .388 | 2027-2036 | |
| 54 | Christian Patrick | .336 | 2019-2028 |
