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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Erik McConnell | .9500 | 1979 | |
| 2 | Ryan Lawson | .9000 | 1982 | |
| 3 | Tom Sheffield | .8966 | 1988 | |
| 4 | Claudio Caballero | .8750 | 1984 | |
| 5 | Eric Catron# | .8571 | 2020 | |
| 6 | Bill Powell | .8333 | 1995 | |
| 7 | Jorge Saldaña | .8235 | 1977 | |
| 8 | Emílio Vázquez | .8214 | 1993 | |
| 9 | Miguel Rivera | .8182 | 1979 | |
| 9 | Bob Peterson | .8182 | 1981 | |
| 11 | Ernesto Rivera# | .8095 | 2021 | |
| 11 | José Gallardo | .8095 | 1982 | |
| 13 | Pepe Suárez | .7895 | 2012 | |
| 14 | Bret Mason# | .7826 | 2017 | |
| 14 | Ron Anderson | .7826 | 1981 | |
| 14 | Rodrigo Luna# | .7826 | 2020 | |
| 14 | Nick Nance | .7826 | 1975 | |
| 18 | Gonzalo González# | .7778 | 2022 | |
| 18 | Michael Gregg | .7778 | 1989 | |
| 18 | Brian Copeland | .7778 | 1988 | |
| 21 | Víctor Álvarez | .7727 | 1978 | |
| 21 | Luis Sánchez | .7727 | 1994 | |
| 21 | Thad Meyer | .7727 | 1986 | |
| 21 | Todd Shaw | .7727 | 1974 | |
| 21 | Vincente Francisco | .7727 | 1970 | |
| 26 | Alex Padgett | .7647 | 1972 | |
| 26 | Ken Anderson | .7647 | 2009 | |
| 28 | José Flores | .7619 | 1970 | |
| 29 | José López# | .7500 | 2021 | |
| 29 | Ben Ward | .7500 | 1979 | |
| 29 | Carson Griffin | .7500 | 1975 | |
| 29 | Rafael Pinto | .7500 | 1975 | |
| 33 | Artie Henderson | .7391 | 1977 | |
| 34 | José García | .7368 | 1984 | |
| 35 | Jason Ward | .7333 | 1978 | |
| 35 | Chris Collins | .7333 | 1980 | |
| 35 | Gabriel Espinoza | .7333 | 1973 | |
| 38 | Dave Clark | .7308 | 2012 | |
| 39 | John Heins | .7241 | 1989 | |
| 40 | Juan Vargas | .7222 | 1980 | |
| 40 | Chris Collins | .7222 | 1978 | |
| 40 | Clinton Benson | .7222 | 2014 | |
| 40 | Alan Kenney | .7222 | 2003 | |
| 40 | Javier Chávez | .7222 | 2018 | |
| 45 | Andy Hilton | .7200 | 1980 | |
| 45 | Javier Rosa | .7200 | 1979 | |
| 45 | Bill Tyre | .7200 | 2001 | |
| 45 | Allen Jackson | .7200 | 1977 | |
| 49 | Roger McGuire | .7143 | 1978 | |
| 49 | Jesús Hernández | .7143 | 1998 | |
| 49 | Darryl Perkins | .7143 | 2012 | |
| 49 | Tim Lewis | .7143 | 1979 | |
| 49 | Richard Corbin | .7143 | 1973 | |
| 54 | Leonardo Luna | .7097 | 1989 | |
| 55 | Bill Howe | .7083 | 1987 | |
| 56 | Mike Walker | .7059 | 1987 | |
| 57 | Bob Wiederanders | .7037 | 1977 | |
| 58 | Ken McCoy# | .7000 | 2020 | |
| 58 | Julián Soto | .7000 | 1978 | |
| 58 | Michael Bowden* | .7000 | 1977 | |
| 58 | Art Ford | .7000 | 1974 | |
| 58 | Ryan King | .7000 | 1983 | |
| 63 | John Wagner | .6957 | 1974 | |
| 63 | Víctor Guillén | .6957 | 1972 | |
| 63 | Cory Lewis | .6957 | 1974 | |
| 63 | Lorenzo Rodríguez | .6957 | 1978 | |
| 63 | Robert Hathaway | .6957 | 1975 | |
| 68 | Dale Bader | .6875 | 1975 | |
| 69 | Marcos Pagán | .6842 | 1982 | |
| 69 | Chuck Murray | .6842 | 2004 | |
| 69 | Alfonso Pérez | .6842 | 1975 | |
| 69 | Carlos Pacheco | .6842 | 1997 | |
| 69 | Jeff MacKey | .6842 | 1978 | |
| 69 | Jerry Taylor | .6842 | 1976 | |
| 69 | Michael Sharp | .6842 | 2016 | |
| 69 | Freddy López | .6842 | 1993 | |
| 69 | Jake Wilkinson | .6842 | 1994 | |
| 69 | Pedro Hollis | .6842 | 2018 | |
| 69 | Jim O'Gagarty | .6842 | 2010 | |
| 69 | Kent Nixon | .6842 | 2000 | |
| 81 | Jeremy Bean | .6818 | 1985 | |
| 81 | Dave McDonald# | .6818 | 2021 | |
| 81 | Jim Wyatt | .6818 | 1971 | |
| 81 | Miguel Vela | .6818 | 1974 | |
| 85 | Dwight Long | .6800 | 1980 | |
| 86 | Dave Hall | .6786 | 1977 | |
| 87 | Santiago Ramos | .6667 | 1984 | |
| 87 | Ralph Bove | .6667 | 1997 | |
| 87 | Esteban Gonzáles | .6667 | 1993 | |
| 87 | Alberto Delgado | .6667 | 1974 | |
| 87 | Víctor Esquivel | .6667 | 1971 | |
| 87 | Charles Nash | .6667 | 1985 | |
| 87 | Gerald Chambers | .6667 | 1998 | |
| 87 | José Flores | .6667 | 1973 | |
| 87 | Jeff Baird | .6667 | 1985 | |
| 87 | Carlos García | .6667 | 1989 | |
| 87 | Evan Crowder | .6667 | 1978 | |
| 87 | Steven McKinney | .6667 | 1987 | |
| 87 | Bob Scott | .6667 | 1981 | |
| 87 | Jayson Reese | .6667 | 1977 |
