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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Alberto Delgado | 56 | 1974-1977 | |
| 2 | Gerald Kerr | 52 | 1985-1990 | |
| 3 | Gabriel Espinoza | 51 | 1970-1973 | |
| 3 | José Flores | 51 | 1970-1974 | |
| 5 | Miguel Villalobos | 50 | 1970-1975 | |
| 6 | Thad Meyer | 49 | 1985-1991 | |
| 7 | Warner Moyer | 46 | 1971-1976 | |
| 8 | Chris Collins | 45 | 1978-1983 | |
| 8 | Nick Nance | 45 | 1974-1978 | |
| 10 | Carson Griffin | 44 | 1970-1975 | |
| 11 | Jorge Mendoza | 42 | 1982-1987 | |
| 11 | Miguel Rivera | 42 | 1978-1982 | |
| 13 | Ben Ward | 41 | 1978-1980 | |
| 14 | Brian Copeland | 40 | 1983-1988 | |
| 14 | Rafael Pinto | 40 | 1971-1976 | |
| 14 | Raúl Reyes | 40 | 1974-1979 | |
| 14 | Tom Sheffield | 40 | 1987-1992 | |
| 18 | Steffen Howell | 39 | 1984-1991 | |
| 18 | Martín Miranda | 39 | 2003-2009 | |
| 18 | Robert Perry | 39 | 1993-1998 | |
| 21 | Carmine Austin | 37 | 2001-2007 | |
| 21 | Willard Gamble | 37 | 1985-1989 | |
| 21 | Albert García | 37 | 1975-1977 | |
| 21 | Wyatt Hill | 37 | 1993-1999 | |
| 21 | Jonathan Parsons | 37 | 1976-1980 | |
| 21 | Esteban Rivas | 37 | 1974-1980 | |
| 21 | José Rodríguez | 37 | 1984-1991 | |
| 28 | José Árias | 36 | 1981-1985 | |
| 28 | Steven McKinney | 36 | 1984-1989 | |
| 28 | Kent Nixon | 36 | 1999-2002 | |
| 28 | Jim Reeves | 36 | 1986-1990 | |
| 28 | Javier Rosa | 36 | 1979-1982 | |
| 33 | Daniel Foley | 35 | 2005-2008 | |
| 33 | Bill Howe | 35 | 1984-1989 | |
| 33 | Marvin Scott | 35 | 1978-1981 | |
| 33 | John Smith | 35 | 1971-1976 | |
| 33 | Bill Wilson | 35 | 1987-1993 | |
| 38 | Jack Anderson | 34 | 1984-1987 | |
| 38 | Zach Cochran | 34 | 1970-1973 | |
| 38 | Ramón Domínguez | 34 | 1982-1985 | |
| 38 | Víctor Esquivel | 34 | 1970-1975 | |
| 38 | Dallas Franklin | 34 | 1979-1983 | |
| 38 | Brock Good | 34 | 1973-1976 | |
| 38 | José López | 34 | 1973-1977 | |
| 38 | Arturo Miranda | 34 | 1983-1985 | |
| 38 | Lorenzo Rodríguez | 34 | 1976-1979 | |
| 38 | Todd Shaw | 34 | 1973-1978 | |
| 38 | Matt Wilson | 34 | 1971-1976 | |
| 49 | Jonathan Gould | 33 | 2011-2015 | |
| 49 | Bob Peterson | 33 | 1978-1981 | |
| 49 | Dustin Phillips | 33 | 1991-1998 | |
| 52 | Culley Allen | 32 | 1997-2000 | |
| 52 | Leonardo González | 32 | 1979-1981 | |
| 52 | Eric Grimes | 32 | 1970-1975 | |
| 52 | Orlando Guzmán | 32 | 1993-1998 | |
| 52 | Tom Johnson | 32 | 1979-1983 | |
| 52 | Surya Karsumaatmaja | 32 | 1990-1994 | |
| 52 | Leonardo Luna | 32 | 1989-1990 | |
| 52 | Erik McConnell | 32 | 1977-1979 | |
| 52 | Wayne Newton | 32 | 1988-1992 | |
| 52 | Kent Ward | 32 | 1971-1975 | |
| 62 | Richard Ervin | 31 | 1988-1991 | |
| 62 | Lawrence King | 31 | 1989-1993 | |
| 62 | Homer Lewis | 31 | 1977-1983 | |
| 62 | Arnold Pollock | 31 | 1982-1988 | |
| 62 | José Salazar | 31 | 1976-1980 | |
| 67 | Rob Allen | 30 | 1997-2003 | |
| 67 | Kyle Carter | 30 | 1976-1980 | |
| 67 | Bill Clay | 30 | 1984-1989 | |
| 67 | Víctor Cruz | 30 | 2003-2008 | |
| 67 | Art Ford | 30 | 1972-1975 | |
| 67 | Emanuel García | 30 | 1972-1977 | |
| 67 | Tom Green | 30 | 1984-1987 | |
| 67 | Robert Lynch | 30 | 1982-1986 | |
| 67 | José Pérez | 30 | 2004-2008 | |
| 67 | Santiago Ramos | 30 | 1984-1985 | |
| 67 | Jason Ward | 30 | 1975-1980 | |
| 67 | Tim Wood | 30 | 1984-1987 | |
| 79 | Manny Ávila | 29 | 1972-1976 | |
| 79 | Scott Borst | 29 | 1994-1999 | |
| 79 | Roland Ellis | 29 | 1980-1982 | |
| 79 | Ollie Fields | 29 | 2015-2019 | |
| 79 | Jason Fregos | 29 | 1971-1976 | |
| 79 | Luis González | 29 | 1975-1981 | |
| 79 | Michael Hughes | 29 | 1982-1988 | |
| 79 | Ned Jackson | 29 | 1985-1987 | |
| 79 | Ryan King | 29 | 1980-1983 | |
| 79 | Tim Knapp | 29 | 1970-1972 | |
| 79 | John Livingston | 29 | 1972-1978 | |
| 79 | Fernando Miranda | 29 | 1973-1976 | |
| 79 | Bryan Smith | 29 | 1982-1986 | |
| 79 | Bryant Webb | 29 | 2005-2007 | |
| 79 | Yakamochi Yamasaki | 29 | 1970-1975 | |
| 94 | William Allard | 28 | 1970-1975 | |
| 94 | Cy Barnes | 28 | 2012-2017 | |
| 94 | Bill Berry | 28 | 2003-2005 | |
| 94 | José Escobar | 28 | 1971-1974 | |
| 94 | Robert Hathaway | 28 | 1975-1978 | |
| 94 | Justin Kendrick | 28 | 1985-1986 | |
| 94 | Tomás Machado | 28 | 1995-1999 |
