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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bob Dickey* | 369 | 1972-1993 | |
| 2 | Joe Banks* | 357 | 1963-1983 | |
| 3 | John Wilson* | 344 | 1972-1989 | |
| 4 | Ramón Cruz* | 335 | 1980-2001 | |
| 5 | Clemente Vilas* | 310 | 1953-1969 | |
| 6 | Freddy Villarreal* | 291 | 1964-1981 | |
| 7 | George Ogren | 289 | 1952-1969 | |
| 8 | Jaime Román | 287 | 1989-2007 | |
| 9 | Mike Buck* | 286 | 1983-2004 | |
| 9 | Won-sub Pak* | 286 | 1968-1983 | |
| 11 | Julian Wood* | 276 | 1962-1977 | |
| 12 | Jeff Klein | 273 | 1963-1979 | |
| 13 | Brian Clark* | 272 | 1967-1985 | |
| 14 | Reginald Lawrence* | 271 | 1969-1985 | |
| 14 | Byron Savala | 271 | 1958-1972 | |
| 16 | Gary Arsenault* | 265 | 1985-2003 | |
| 16 | Sergio Vela* | 265 | 1972-1996 | |
| 18 | Steve Kaufman* | 263 | 1968-1983 | |
| 19 | Harry Pettitt | 261 | 1952-1969 | |
| 20 | Scott Wilson* | 260 | 1971-1987 | |
| 21 | Glenn Calhoun | 256 | 1962-1979 | |
| 22 | Domingo Morán* | 253 | 1975-1989 | |
| 23 | Kevin Kopecky | 252 | 1958-1969 | |
| 24 | Joe Shepard | 251 | 1968-1983 | |
| 25 | Alex Dávila# | 249 | 1997-2014 | |
| 26 | William Brown | 248 | 1955-1969 | |
| 27 | Jesús Martínez | 246 | 1967-1982 | |
| 28 | Donald Smith | 245 | 1954-1970 | |
| 29 | Dallas Chapman | 242 | 1977-1994 | |
| 30 | Vernon Frazier* | 240 | 1976-1997 | |
| 31 | Brad Taylor* | 238 | 1962-1976 | |
| 32 | Alexis Aguiar | 237 | 1953-1970 | |
| 32 | Chester McCarley | 237 | 1957-1973 | |
| 32 | Francis Thomas | 237 | 1968-1985 | |
| 35 | Benjamin Ridings | 236 | 1955-1969 | |
| 36 | Rubén Lerma | 235 | 1964-1978 | |
| 37 | Cristo Alvarado# | 234 | 1999-2014 | |
| 37 | Morgan Hoskins | 234 | 1968-1984 | |
| 39 | Pedro Navarro | 232 | 1995-2012 | |
| 40 | Daniel Avis | 230 | 1958-1973 | |
| 41 | Winston Sarno | 226 | 1959-1975 | |
| 41 | Elijah Yates* | 226 | 1984-2001 | |
| 43 | Carlos García | 225 | 1987-2005 | |
| 43 | Luis Gonzáles | 225 | 1966-1982 | |
| 43 | Bill Greene* | 225 | 1988-2004 | |
| 46 | Bill Henderson* | 224 | 1978-1993 | |
| 47 | Carl Nicosia* | 220 | 1952-1963 | |
| 48 | Brian Gaines# | 218 | 1998-2014 | |
| 48 | Robert Hile | 218 | 1958-1969 | |
| 48 | Wayne Mayfield* | 218 | 1982-1999 | |
| 51 | José Leija | 217 | 1981-2000 | |
| 52 | Edward Whatley | 215 | 1997-2011 | |
| 53 | William Butler | 213 | 1978-1994 | |
| 53 | Michael Melton | 213 | 1991-2007 | |
| 53 | Francisco Villegas | 213 | 1997-2012 | |
| 56 | Austin Deel | 211 | 1953-1968 | |
| 56 | Bruce Marquette | 211 | 1957-1973 | |
| 56 | Félix Medina | 211 | 1969-1984 | |
| 59 | Kenneth Ehrlich | 208 | 1981-1997 | |
| 60 | Clyde Pearson | 204 | 1952-1965 | |
| 61 | Jason Scholey | 201 | 1982-1997 | |
| 62 | Luis Reyes# | 200 | 2002-2014 | |
| 63 | Carlos Valdéz | 199 | 1983-1998 | |
| 64 | Félix Brito# | 198 | 1999-2014 | |
| 64 | Pablo Contreras* | 198 | 1970-1985 | |
| 66 | John McNeil | 197 | 1970-1987 | |
| 66 | Matt Raines | 197 | 1989-2004 | |
| 66 | Alberto Reyna | 197 | 1963-1976 | |
| 66 | Ricardo Ruíz | 197 | 1987-2001 | |
| 70 | Kendrick MacDonald | 196 | 1975-1989 | |
| 70 | Ariel Villegas | 196 | 1958-1976 | |
| 72 | William Defranco | 195 | 1957-1972 | |
| 73 | Ben Peters | 194 | 1974-1989 | |
| 73 | Julián Vélez | 194 | 1992-2006 | |
| 75 | Millard Gardner | 193 | 1985-2003 | |
| 75 | Derrick Tiedeman | 193 | 1959-1975 | |
| 77 | Dave Farrall | 192 | 1993-2008 | |
| 78 | Tim Bane | 191 | 1990-2006 | |
| 78 | Fabian Cordova | 191 | 1952-1964 | |
| 78 | Robert Stadler* | 191 | 1952-1963 | |
| 81 | Juan Rodríguez | 190 | 1968-1983 | |
| 81 | Morgan Stewart | 190 | 1970-1985 | |
| 83 | Roger Gardea | 189 | 1954-1969 | |
| 84 | James Dunlap | 188 | 1957-1978 | |
| 84 | José Hernández | 188 | 1990-2005 | |
| 86 | George Cole | 187 | 1982-1998 | |
| 86 | Diego Cruz | 187 | 1997-2012 | |
| 86 | Tony Hilliard | 187 | 1975-1988 | |
| 86 | Millard Peterson | 187 | 1967-1979 | |
| 86 | Larry Robinson | 187 | 1984-1999 | |
| 91 | Benedict Gates | 184 | 1978-1992 | |
| 92 | Dan Gilbert | 183 | 1966-1982 | |
| 92 | Wilbur Smith | 183 | 1964-1979 | |
| 94 | Julián Camacho | 182 | 1995-2010 | |
| 95 | Dean McGinnity | 180 | 1962-1974 | |
| 95 | José Ortíz | 180 | 1995-2009 | |
| 97 | Jorge Estrada | 179 | 1978-1994 | |
| 97 | Jesse Howe | 179 | 1973-1989 | |
| 97 | Pedro Romero# | 179 | 2002-2014 | |
| 100 | José Cuellar | 178 | 1969-1985 |
