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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luis Delgado* | 348 | 1970-1988 | |
| 2 | Forest Thomas* | 313 | 1970-1993 | |
| 3 | Geoff McKnight* | 309 | 1976-1995 | |
| 4 | José Watkins* | 280 | 1997-2019 | |
| 5 | Al Hill* | 277 | 1970-1989 | |
| 6 | Jesse Quick | 273 | 1974-1995 | |
| 7 | Michael Bowden* | 270 | 1980-2000 | |
| 8 | Alex Hendrix* | 268 | 1970-1991 | |
| 9 | Sherman Jarvis | 251 | 1974-1996 | |
| 10 | John Mills* | 242 | 2002-2020 | |
| 11 | Pedro Medellín* | 241 | 1997-2011 | |
| 12 | César Olivares* | 240 | 1970-1986 | |
| 13 | Desmond MacGilp* | 238 | 1984-2000 | |
| 14 | Tom Campbell* | 233 | 1978-1998 | |
| 15 | Alfredo Santos | 230 | 1970-1988 | |
| 15 | Brad Schmidt | 230 | 1970-1984 | |
| 15 | Bob Wiederanders | 230 | 1978-1994 | |
| 18 | Terry Gordon | 228 | 1970-1988 | |
| 18 | Daniel Peña* | 228 | 1973-1990 | |
| 20 | Willie Thomas* | 224 | 1970-1983 | |
| 21 | George Johnson* | 222 | 2000-2016 | |
| 22 | Manolito Calderón | 221 | 2002-2020 | |
| 23 | Tom Mitchell | 220 | 1976-1992 | |
| 24 | César Martínez | 214 | 1979-1995 | |
| 24 | Ramiro Sandoval* | 214 | 1970-1987 | |
| 26 | Ed Jackson* | 213 | 1992-2007 | |
| 27 | Travis Bane | 212 | 1996-2013 | |
| 28 | Joe Welch | 210 | 1977-1994 | |
| 29 | Phillip Foster | 209 | 2001-2023 | |
| 30 | Christopher Good | 208 | 1972-1988 | |
| 31 | Carlos Peña* | 206 | 1985-2002 | |
| 32 | Aurelio Dávila | 205 | 1982-2000 | |
| 32 | Anthony Hazen | 205 | 1970-1986 | |
| 32 | Elvis Midwinter | 205 | 1973-1988 | |
| 35 | Ken Jones | 202 | 2005-2020 | |
| 36 | Mark Kirby | 201 | 1977-1994 | |
| 36 | Emílio Romano | 201 | 1985-2002 | |
| 38 | Dan Denton | 199 | 1970-1985 | |
| 38 | Jamie Rees | 199 | 1979-1996 | |
| 40 | Bartolo Gallegos | 197 | 1977-1992 | |
| 40 | Adrián Ramos | 197 | 1995-2014 | |
| 40 | Brad Robertson | 197 | 1975-1990 | |
| 43 | Jeff Chambers# | 196 | 2009-2023 | |
| 43 | Claude Curtis# | 196 | 2007-2023 | |
| 45 | Joe Walker | 195 | 1970-1987 | |
| 46 | Michael Gordon | 193 | 1995-2008 | |
| 46 | Kyle Hancock | 193 | 1976-1992 | |
| 48 | John Davis | 192 | 2004-2021 | |
| 49 | José De La Garza* | 189 | 2002-2019 | |
| 50 | Joe MacGregor | 188 | 1982-1998 | |
| 50 | Paul Morgan | 188 | 1994-2008 | |
| 52 | Dave Moss | 187 | 1997-2011 | |
| 52 | Ed Rottschaefer | 187 | 1970-1982 | |
| 54 | Henry Bonner | 186 | 2002-2018 | |
| 54 | Zachary Clark | 186 | 2008-2023 | |
| 56 | Don Graham | 185 | 1980-1996 | |
| 56 | Nate Harris | 185 | 1982-1997 | |
| 58 | Kane Holloway | 183 | 1970-1987 | |
| 59 | Bill Byrd | 182 | 2007-2022 | |
| 59 | Kevin Sutherland | 182 | 1973-1986 | |
| 61 | Bob Thompson | 181 | 1974-1992 | |
| 62 | Luis Altagracia* | 179 | 1987-2000 | |
| 62 | Tony Parker | 179 | 1970-1986 | |
| 62 | Doug Peterson | 179 | 1970-1984 | |
| 62 | Shawn Price | 179 | 1975-1991 | |
| 66 | Millard Callahan | 178 | 1970-1980 | |
| 66 | John Coleman | 178 | 1978-1994 | |
| 66 | Enrico Molina | 178 | 1970-1981 | |
| 69 | George Banks* | 177 | 1985-1999 | |
| 69 | Lorenzo Montáñez | 177 | 1970-1986 | |
| 71 | Chad Phillips | 176 | 2004-2021 | |
| 71 | Carter Russell | 176 | 1970-1987 | |
| 71 | Pat Schneider | 176 | 1970-1980 | |
| 74 | Vince Dorsey | 174 | 1999-2014 | |
| 74 | Andrew Kenney | 174 | 1976-1990 | |
| 74 | Thomas Richmond | 174 | 1970-1982 | |
| 77 | Joel Cid | 173 | 1970-1983 | |
| 77 | Gary Glenn | 173 | 2007-2022 | |
| 77 | Sandy Touhey | 173 | 2003-2019 | |
| 80 | Edgardo Martínez | 171 | 1980-1995 | |
| 80 | Shawn Price | 171 | 1976-1997 | |
| 82 | John Barr | 170 | 2005-2021 | |
| 82 | Bartolo Barrios | 170 | 1992-2006 | |
| 82 | Dave Lewis | 170 | 1970-1987 | |
| 82 | Todd Vanderzee | 170 | 1977-1992 | |
| 86 | Jin Ku | 169 | 1981-1996 | |
| 86 | Paul Oxley | 169 | 1973-1988 | |
| 88 | Gerardo Guevara | 167 | 1976-1995 | |
| 88 | Jake Hatfield | 167 | 2000-2012 | |
| 88 | Vicente Ibarra | 167 | 2007-2021 | |
| 91 | Gene Little | 166 | 1974-1988 | |
| 91 | Pedro Luna | 166 | 1998-2013 | |
| 93 | David Bennett | 165 | 1975-1985 | |
| 93 | Clinton Conner | 165 | 1970-1983 | |
| 93 | Gil King# | 165 | 2009-2023 | |
| 96 | Bill Fitzpatrick | 164 | 1990-2005 | |
| 96 | Dan Gray | 164 | 1970-1984 | |
| 96 | Mike Stanley | 164 | 1973-1986 | |
| 99 | Roy Kelly | 163 | 1970-1985 | |
| 100 | Barry Brown | 162 | 1970-1981 |
