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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeremy Fritzinger# | .736 | 2049-2060 | |
| 2 | Grant Walker# | .677 | 2046-2060 | |
| 2 | Brice Daniels | .677 | 2039-2057 | |
| 4 | Shawn Matheson# | .667 | 2048-2060 | |
| 5 | Sean Jenkins# | .663 | 2050-2058 | |
| 6 | Dave Michno | .660 | 1997-2007 | |
| 7 | Levi Marinaccio | .657 | 2045-2058 | |
| 8 | Eros Cook | .651 | 1985-1998 | |
| 9 | Ed Steinbach | .646 | 2025-2039 | |
| 10 | Dave Neira | .636 | 2023-2035 | |
| 11 | Tokuyuki Migita | .631 | 1994-2003 | |
| 12 | Terry Gould | .628 | 1997-2006 | |
| 13 | Peyton Schwartz# | .615 | 2045-2057 | |
| 14 | Frank Tucker | .614 | 1988-2002 | |
| 15 | Quenton Wagner# | .607 | 2054-2060 | |
| 16 | Dave Behymer | .602 | 2027-2037 | |
| 17 | Jimmy Naughton | .574 | 2010-2022 | |
| 18 | Gene Ferguson | .567 | 1990-2000 | |
| 19 | Jack Blandine# | .556 | 2052-2060 | |
| 20 | Gary Hampton | .554 | 2045-2058 | |
| 21 | Morgan Butler# | .552 | 2051-2060 | |
| 22 | Héctor López | .549 | 1985-1998 | |
| 23 | Nate Bettis | .547 | 2024-2040 | |
| 24 | Nolan Hunter | .538 | 2047-2054 | |
| 24 | Abdel McElwee# | .538 | 2052-2059 | |
| 26 | Jordan Vidal | .535 | 2001-2010 | |
| 27 | Erik Crumb | .532 | 2027-2036 | |
| 27 | Tommy Fisher | .532 | 1993-2004 | |
| 29 | Cris Morán | .528 | 1989-2001 | |
| 29 | Tony Garrett | .528 | 2026-2039 | |
| 31 | Casey Luder# | .524 | 2046-2054 | |
| 32 | Joey Erickson | .521 | 2020-2029 | |
| 33 | Anastasio López | .518 | 1986-1997 | |
| 34 | Samuel Holroyd# | .517 | 2047-2056 | |
| 35 | Pepe Sánchez | .513 | 1989-1996 | |
| 36 | Jacob Dover# | .510 | 2048-2060 | |
| 37 | Clarence Lyon | .508 | 1992-2010 | |
| 38 | Frisco Cuellar | .500 | 1996-2006 | |
| 38 | T.J. Millington | .500 | 2026-2034 | |
| 40 | Frank McCarthy | .495 | 2045-2051 | |
| 41 | Larent Nielson# | .491 | 2047-2060 | |
| 42 | Adelaide Sarafana | .490 | 1993-2003 | |
| 43 | Pat Hall | .489 | 2012-2017 | |
| 44 | Ricky Alvarez | .488 | 2000-2015 | |
| 44 | Kong Li | .488 | 2005-2017 | |
| 44 | Lyndon Williams | .488 | 1991-2001 | |
| 47 | Tommy Stipe# | .477 | 2048-2059 | |
| 47 | Preston Parnell# | .477 | 2050-2060 | |
| 49 | Griffin Heustis | .472 | 2046-2058 | |
| 50 | Casey Fish# | .440 | 2054-2059 | |
| 51 | Tucker Keith# | .420 | 2043-2059 | |
| 52 | Judd Shankle# | .419 | 2055-2060 | |
| 53 | Oscar Howarth# | .405 | 2054-2060 | |
| 54 | Ralph Michelson# | .395 | 2053-2060 | |
| 55 | Joseph Battle# | .393 | 2055-2060 | |
| 56 | Joseph Starnes# | .386 | 2050-2060 | |
| 57 | Duran Murphy# | .368 | 2053-2059 | |
| 57 | Thomas Porter# | .368 | 2051-2060 | |
| 59 | Pancho García | .365 | 1986-2000 | |
| 60 | Jaden Chatman | .349 | 2045-2056 | |
| 61 | Derek Nabavi# | .348 | 2049-2058 | |
| 62 | Dan McInroy | .341 | 1982-1993 |
