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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Pancho Herrera | 34 | 1987-2002 | |
| 2 | Reid Rothstein# | 27 | 2044-2060 | |
| 3 | Cordarius Gomez | 22 | 2039-2054 | |
| 4 | Kevin Alston | 21 | 2029-2046 | |
| 5 | Pat Arballo* | 17 | 2026-2050 | |
| 6 | Brock Bumbarger# | 15 | 2043-2059 | |
| 6 | Troy Hanback | 15 | 1996-2011 | |
| 6 | Martin Hoffman# | 15 | 2044-2060 | |
| 6 | Gus Jenkins | 15 | 1992-2002 | |
| 6 | Johnny McDade* | 15 | 2011-2028 | |
| 6 | Jerry Morgan | 15 | 1987-2003 | |
| 6 | Ron Robertson | 15 | 2009-2029 | |
| 6 | Jaime Stone* | 15 | 2018-2032 | |
| 14 | Travis DuFour | 14 | 1998-2011 | |
| 14 | Kelani Encinia | 14 | 2039-2055 | |
| 14 | Barton Mejia* | 14 | 2034-2045 | |
| 14 | J.J. Plumley* | 14 | 2029-2045 | |
| 14 | Pat Yahn* | 14 | 2007-2021 | |
| 19 | Maynor Franco | 13 | 2039-2049 | |
| 19 | Nathan McKelvey | 13 | 2043-2057 | |
| 19 | Cayden Wittmeyer# | 13 | 2048-2060 | |
| 22 | Norm Aouita | 12 | 2042-2058 | |
| 22 | Pat Cinelli* | 12 | 2015-2031 | |
| 22 | Tom Driggs* | 12 | 2016-2027 | |
| 22 | Fernando Hernandez* | 12 | 1999-2021 | |
| 22 | Ian Johnston | 12 | 2034-2049 | |
| 22 | Edgar Mejia* | 12 | 2002-2016 | |
| 22 | Jarrod Peacock | 12 | 2025-2039 | |
| 22 | Hector Ruiz | 12 | 2032-2043 | |
| 22 | King Sadiraj | 12 | 2038-2051 | |
| 31 | Robby Aten | 11 | 2002-2016 | |
| 31 | Alex Dominguez* | 11 | 2020-2032 | |
| 31 | Pat Evans* | 11 | 2008-2024 | |
| 31 | Manabu Hamada* | 11 | 2024-2039 | |
| 31 | Jamie Herberholz* | 11 | 1998-2014 | |
| 31 | Sheng Jong* | 11 | 2031-2048 | |
| 31 | Miles McIntyre | 11 | 2038-2050 | |
| 31 | Dusty Orbon | 11 | 2015-2031 | |
| 31 | Micah Scott | 11 | 2027-2044 | |
| 31 | Dave Short | 11 | 2027-2041 | |
| 31 | Porter Snyder | 11 | 2035-2052 | |
| 31 | Dave Teel* | 11 | 2015-2035 | |
| 43 | Jamie Allen | 10 | 2030-2044 | |
| 43 | Donny Brunke | 10 | 2028-2042 | |
| 43 | Ron Burton | 10 | 2004-2017 | |
| 43 | R.J. Curtis* | 10 | 1992-2008 | |
| 43 | Dave Harmony* | 10 | 2013-2032 | |
| 43 | Isaac King# | 10 | 2048-2057 | |
| 43 | Dave Lippert* | 10 | 2006-2021 | |
| 43 | Adrián Martínez | 10 | 1994-2006 | |
| 43 | Pat Schick | 10 | 2027-2043 | |
| 43 | Cole Socia | 10 | 2044-2059 | |
| 43 | Derrek Tucker | 10 | 1989-2004 | |
| 54 | Alan Allen | 9 | 2037-2052 | |
| 54 | Ian Ammons | 9 | 2029-2041 | |
| 54 | Enrique Bernardi | 9 | 2021-2036 | |
| 54 | Theodore Blume# | 9 | 2048-2060 | |
| 54 | Ian Borchert | 9 | 2031-2041 | |
| 54 | Jonathon Burns | 9 | 1999-2013 | |
| 54 | Cyril Castellon# | 9 | 2047-2060 | |
| 54 | Pat Dimmick* | 9 | 1991-2005 | |
| 54 | Stephen Gibbs# | 9 | 2052-2060 | |
| 54 | Pat Goldsmith* | 9 | 2014-2031 | |
| 54 | Raulo Gutiérrez* | 9 | 1990-2007 | |
| 54 | Raúl Guzmán | 9 | 1989-2003 | |
| 54 | Cade Hogan# | 9 | 2042-2060 | |
| 54 | A.J. Ingle* | 9 | 2018-2040 | |
| 54 | Ben Irvin | 9 | 1979-1995 | |
| 54 | Kaleb Mannino# | 9 | 2050-2060 | |
| 54 | Johnny Martin | 9 | 2021-2037 | |
| 54 | Russ McEvoy* | 9 | 1978-1994 | |
| 54 | Rayburn Michel | 9 | 2041-2055 | |
| 54 | Daniel Romero | 9 | 1996-2013 | |
| 54 | JaQuan Wamugunda# | 9 | 2048-2060 | |
| 75 | Twymond Atif | 8 | 2043-2056 | |
| 75 | Derek Bell | 8 | 2038-2051 | |
| 75 | Paycen Bemis# | 8 | 2046-2057 | |
| 75 | Sal Bermudez | 8 | 2005-2015 | |
| 75 | Ed Carroll* | 8 | 2016-2032 | |
| 75 | Dave Finney | 8 | 2026-2039 | |
| 75 | Travis Fisher | 8 | 1998-2012 | |
| 75 | Raúl González | 8 | 1990-2005 | |
| 75 | Dawson Lamb# | 8 | 2041-2060 | |
| 75 | Gene Legere | 8 | 1995-2005 | |
| 75 | Jayson McQueen | 8 | 1986-2002 | |
| 75 | Jaylen Mitchell | 8 | 2013-2026 | |
| 75 | Jarrod Nygaard | 8 | 2009-2023 | |
| 75 | Manny Ocampo | 8 | 1991-2004 | |
| 75 | Spence Perry | 8 | 2032-2045 | |
| 75 | Benjamin Racek# | 8 | 2052-2060 | |
| 75 | Jimmy Razza | 8 | 2011-2023 | |
| 75 | Zack Reeves* | 8 | 2005-2025 | |
| 75 | Sterling Satterfield | 8 | 2039-2055 | |
| 75 | Joey Seymour | 8 | 2026-2036 | |
| 75 | C.J. Skinner | 8 | 1999-2014 | |
| 75 | Johnathan Sook | 8 | 2047-2057 | |
| 75 | Johnny Talley* | 8 | 2010-2024 | |
| 98 | Tom Benjamin | 7 | 2033-2046 | |
| 98 | Lorenzo Campos | 7 | 2002-2012 | |
| 98 | Marco Carrasco | 7 | 2020-2036 |
