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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Paul Bentall | 76 | 1970-1976 | |
| 2 | Alfredo Velasco | 65 | 1970-1976 | |
| 3 | John Keller | 64 | 1970-1975 | |
| 3 | Henry Morgan | 64 | 1983-1986 | |
| 5 | Kyle O'Mackesey | 57 | 2002-2006 | |
| 6 | Randy Johnson | 55 | 2007-2013 | |
| 6 | Kent Yockey | 55 | 1985-1991 | |
| 8 | Javier Lópes | 48 | 1983-1988 | |
| 8 | Serafino Spoletiani | 48 | 2008-2014 | |
| 10 | Jessie Brown | 47 | 1970-1975 | |
| 10 | Mac Edmondstone | 47 | 1972-1976 | |
| 12 | Ron Hannah | 46 | 1985-1989 | |
| 12 | John Haynes | 46 | 1972-1976 | |
| 12 | Lorne Wright | 46 | 1994-2002 | |
| 15 | Ryan Jordan | 45 | 1994-1999 | |
| 16 | Jorge Moreno | 44 | 2005-2008 | |
| 16 | Dave Smith | 44 | 1974-1980 | |
| 16 | Artie Walls | 44 | 1971-1975 | |
| 19 | Howard Berry | 43 | 1986-1990 | |
| 20 | Chad Poe | 42 | 1990-1993 | |
| 20 | Jason Williams | 42 | 1972-1976 | |
| 22 | Felipe Colón | 41 | 1975-1978 | |
| 22 | Ned Jackson | 41 | 1985-1988 | |
| 22 | Kevin Ross | 41 | 2009-2015 | |
| 22 | Chris Todd | 41 | 1986-1989 | |
| 26 | Egbert Elders | 40 | 1981-1984 | |
| 26 | Robert Harris | 40 | 1980-1985 | |
| 26 | Thomas Martin | 40 | 1995-1999 | |
| 29 | Wayne Bass | 39 | 1972-1977 | |
| 29 | John Coleman | 39 | 1983-1989 | |
| 29 | Brendon Crocker | 39 | 1993-1997 | |
| 29 | Charles Gauthier | 39 | 1997-2000 | |
| 29 | Tim Gray | 39 | 2002-2008 | |
| 29 | Bob Scott | 39 | 1980-1986 | |
| 35 | Joseph Black | 38 | 1983-1989 | |
| 35 | Carlos Camilleris | 38 | 1986-1991 | |
| 35 | Jude Kelly | 38 | 1970-1972 | |
| 35 | Javier Martínez | 38 | 1971-1976 | |
| 35 | Artie Nava | 38 | 1992-1998 | |
| 35 | Keith Wilcox | 38 | 1974-1979 | |
| 41 | Miguel Disdier | 37 | 1983-1987 | |
| 41 | Lance Drake | 37 | 1971-1976 | |
| 41 | Lynn Foley | 37 | 1981-1985 | |
| 41 | Inejiro Kudo | 37 | 1970-1976 | |
| 41 | John Livingston | 37 | 1972-1978 | |
| 41 | Bill Matthews | 37 | 1981-1982 | |
| 47 | Fernando Garza | 36 | 1987-1992 | |
| 47 | Pepe Gracía | 36 | 1972-1976 | |
| 47 | Jason Johnson | 36 | 1996-2002 | |
| 47 | Francisco Martínez | 36 | 1971-1974 | |
| 47 | Glenn May | 36 | 1977-1983 | |
| 47 | Luis Sánchez | 36 | 1972-1978 | |
| 53 | Jamie Carson | 35 | 1973-1978 | |
| 53 | Wayne Gary | 35 | 1987-1988 | |
| 53 | Mike Leyland | 35 | 1986-1988 | |
| 53 | Chad Staten | 35 | 1985-1992 | |
| 53 | Clayton Sullivan | 35 | 1976-1981 | |
| 53 | Cameron White | 35 | 2009-2012 | |
| 59 | Elijah Adams | 34 | 1979-1984 | |
| 59 | Dale Bader | 34 | 1975-1978 | |
| 59 | Walter Blackwell | 34 | 1970-1976 | |
| 59 | Bobby Clifton | 34 | 1980-1984 | |
| 59 | Mal Duffy | 34 | 1993-1998 | |
| 59 | Iván Fernández | 34 | 1978-1983 | |
| 59 | Roberto García | 34 | 1980-1985 | |
| 59 | Jesús Robles | 34 | 2003-2007 | |
| 59 | David Stokes | 34 | 2005-2009 | |
| 59 | Jayson Thomas | 34 | 1981-1985 | |
| 59 | Warren Walker | 34 | 1980-1986 | |
| 70 | Joe Anderson | 33 | 2001-2008 | |
| 70 | Jesús Esparza | 33 | 1996-1999 | |
| 70 | Robert Lynch | 33 | 1983-1985 | |
| 70 | Karl Reilly | 33 | 1989-1992 | |
| 74 | Eric Baldwin | 32 | 1978-1982 | |
| 74 | John Burns | 32 | 2012-2018 | |
| 74 | Jacques Cossette | 32 | 1971-1976 | |
| 74 | Ray Couch | 32 | 2003-2008 | |
| 74 | Chris Johnson | 32 | 1991-1996 | |
| 74 | Rhett Limb | 32 | 2008-2013 | |
| 74 | Noel McGill | 32 | 2012-2017 | |
| 74 | Eduardo Ortíz | 32 | 1970-1975 | |
| 74 | Barry Patton | 32 | 1986-1987 | |
| 74 | Carl Ricks | 32 | 1970-1974 | |
| 74 | Orlando Rosado | 32 | 1985-1988 | |
| 74 | César Sánchez | 32 | 2001-2003 | |
| 74 | Rob Spence | 32 | 2009-2015 | |
| 74 | Bob West | 32 | 2001-2003 | |
| 88 | Dirkjan Adriaanse | 31 | 1983-1985 | |
| 88 | Shane Bowles | 31 | 1983-1988 | |
| 88 | Earnest Campbell | 31 | 1987-1991 | |
| 88 | Raúl Castro | 31 | 1975-1978 | |
| 88 | Ken Chambers | 31 | 1977-1980 | |
| 88 | Chris Chaney | 31 | 2008-2015 | |
| 88 | Claude Dunbar | 31 | 1980-1985 | |
| 88 | Alexis Flowers | 31 | 1976-1979 | |
| 88 | Manny García | 31 | 1974-1977 | |
| 88 | Willie Hamilton | 31 | 1987-1991 | |
| 88 | Jason Harper | 31 | 1991-1994 | |
| 88 | Jaime Moreno | 31 | 1974-1979 | |
| 88 | Rafael Pinto | 31 | 1970-1975 |
