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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Fernando Asencio | .778 | 1978-1991 | |
| 2 | R.J. Hill | .707 | 1987-1994 | |
| 2 | Raphaël Beaupré | .707 | 2001-2012 | |
| 4 | Dusty Riddleberger | .700 | 2009-2016 | |
| 5 | Eli Howard | .678 | 2037-2050 | |
| 6 | Tommy Klingenberg | .671 | 2018-2025 | |
| 7 | Chandler Clough# | .667 | 2049-2059 | |
| 8 | Joey Dunagan | .663 | 2018-2029 | |
| 9 | Donnie Lewis | .656 | 1995-2003 | |
| 10 | Pat Daniels | .654 | 1988-1998 | |
| 11 | Casey Luder# | .651 | 2048-2059 | |
| 12 | Dave Tyler | .641 | 2020-2034 | |
| 13 | Loïc Chouinard | .639 | 1994-2004 | |
| 13 | Erik DeRossi | .639 | 2020-2036 | |
| 13 | Eliazar Hernadios | .639 | 1979-1988 | |
| 16 | Bobby Godinez | .638 | 2012-2021 | |
| 17 | Alex Vejar | .633 | 2000-2011 | |
| 17 | Parker Patrick | .633 | 2049-2056 | |
| 19 | Tom Courville | .632 | 2028-2040 | |
| 20 | Pat Fahey | .631 | 2031-2041 | |
| 20 | Jayden Howell | .631 | 2027-2038 | |
| 22 | Antonio Perez | .630 | 2013-2025 | |
| 22 | Efrain Serrano | .630 | 2007-2012 | |
| 24 | Willie Trent | .629 | 1994-2001 | |
| 25 | Shi-kai Wu | .627 | 1994-2001 | |
| 26 | Tom LaJoie | .626 | 2024-2039 | |
| 27 | Tommy Hunt | .625 | 1996-2007 | |
| 27 | Jaden Madere | .625 | 2028-2038 | |
| 27 | Neron Rosado | .625 | 1994-2001 | |
| 30 | Johnny McKinnon | .624 | 2006-2016 | |
| 30 | Zachary Beechy | .624 | 2024-2034 | |
| 32 | Tom Person | .623 | 2009-2018 | |
| 33 | Yoshiharu Nakasone | .621 | 2000-2012 | |
| 34 | Tom Richards | .619 | 2016-2030 | |
| 35 | Ernie Fields | .618 | 2011-2017 | |
| 36 | D.J. Johnson | .616 | 2025-2040 | |
| 37 | David Castaneda | .615 | 1997-2012 | |
| 38 | Manny Chávez | .614 | 1995-2005 | |
| 39 | Franklin Schwartz# | .611 | 2054-2059 | |
| 39 | Todd Baker | .611 | 2002-2008 | |
| 41 | Melvin Fernandez | .610 | 2009-2015 | |
| 42 | Joey Nunamaker | .609 | 2014-2027 | |
| 42 | B.J. Smith | .609 | 2024-2038 | |
| 42 | Jimmy Walker | .609 | 2024-2039 | |
| 42 | Jalen Duell | .609 | 2020-2034 | |
| 46 | Roberto Villazuerte | .608 | 1978-1985 | |
| 47 | Fulass Runihura | .607 | 1980-1991 | |
| 47 | Rich Rodriguez | .607 | 2004-2017 | |
| 49 | Adelaide Sarafana | .606 | 1994-2006 | |
| 50 | Todd Harper | .605 | 2043-2049 | |
| 50 | Ed Longoria | .605 | 2003-2010 | |
| 50 | Jon Jones | .605 | 2013-2029 | |
| 53 | Cisco Herrera | .603 | 1993-2006 | |
| 54 | Tom Hillebrand | .600 | 2020-2027 | |
| 54 | Diego Moore | .600 | 2022-2041 | |
| 54 | Ricky Rangel | .600 | 1994-2006 | |
| 54 | Jaden Steen | .600 | 2010-2022 | |
| 58 | Héctor Martínez | .598 | 1986-1997 | |
| 58 | Colt Wade | .598 | 1992-2000 | |
| 58 | Choong-suk Choi | .598 | 2015-2026 | |
| 61 | Shaun Modglin | .596 | 2021-2033 | |
| 61 | Geoff Price | .596 | 2022-2039 | |
| 61 | Willis Guardian | .596 | 2009-2018 | |
| 64 | Pepe Cháves | .595 | 1989-2002 | |
| 65 | Jerry Wilson | .594 | 1990-2005 | |
| 66 | Reno López | .593 | 1993-1998 | |
| 66 | Ian Prentice | .593 | 1999-2007 | |
| 66 | Bill Waller | .593 | 1979-1987 | |
| 66 | Ian Whitton | .593 | 2029-2042 | |
| 70 | Quince Mejia | .592 | 2038-2048 | |
| 71 | Victoro Díaz | .591 | 1985-1992 | |
| 71 | Jamie Langdale | .591 | 2025-2040 | |
| 73 | John Hansen | .590 | 1978-1986 | |
| 74 | Josh Benjamin | .589 | 2026-2039 | |
| 74 | Dave Gibson | .589 | 2009-2024 | |
| 76 | Jim Bunch | .588 | 2028-2038 | |
| 77 | Vic MacGregor | .586 | 1988-1997 | |
| 78 | J.J. Ray | .584 | 2025-2037 | |
| 78 | C.J. Parsons | .584 | 2020-2028 | |
| 80 | Jin-soo Baik | .582 | 1995-2008 | |
| 80 | Victor Brousseau | .582 | 1987-1999 | |
| 82 | DeAndre Mitchell | .580 | 2013-2027 | |
| 82 | Fred Dashner | .580 | 2006-2017 | |
| 82 | Francis Duarte | .580 | 2024-2033 | |
| 85 | Frank Tucker | .579 | 1991-2000 | |
| 85 | Lonnie Bird | .579 | 1990-2003 | |
| 87 | Loren Hayes | .578 | 1992-1998 | |
| 87 | Victor Vasquez | .578 | 2014-2024 | |
| 87 | Pat Adams | .578 | 2016-2021 | |
| 87 | Danny Medrano | .578 | 1999-2004 | |
| 87 | Cristián Ruíz | .578 | 1987-1998 | |
| 87 | Bill Shoffner | .578 | 1978-1984 | |
| 87 | Emmanuel Rossito | .578 | 1987-1997 | |
| 87 | Jim Head | .578 | 1979-1984 | |
| 95 | Kareem Tillery# | .576 | 2053-2060 | |
| 95 | Joe Poso | .576 | 1978-1986 | |
| 97 | Ricky Alvarez | .575 | 2003-2012 | |
| 97 | Max Richardson# | .575 | 2053-2060 | |
| 99 | Tanner Richardson | .573 | 2037-2043 | |
| 99 | Jonathon Arnholt | .573 | 2011-2021 |
