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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bill Norton | .6484 | 1984-1989 | |
| 2 | James Goff | .6383 | 1975-1982 | |
| 3 | Juan Montés | .6364 | 1986-1992 | |
| 4 | Juan Jose Navarro | .6250 | 1970-1975 | |
| 5 | Curt Kelly | .6239 | 1976-1981 | |
| 6 | Dale Marsh | .6210 | 2003-2014 | |
| 7 | Augusto Rodríguez | .6139 | 1977-1983 | |
| 8 | Mike Hood | .6071 | 1970-1980 | |
| 9 | Zach Henry | .6023 | 2007-2019 | |
| 10 | Alfredo Benavides | .5897 | 1971-1980 | |
| 11 | Jimmy Robertson | .5867 | 1978-1987 | |
| 12 | Ben Cunningham# | .5856 | 2012-2022 | |
| 13 | Ed Brunskill | .5810 | 2014-2020 | |
| 14 | Ollie Shirley | .5783 | 1970-1976 | |
| 15 | Luis Marín | .5769 | 1998-2003 | |
| 16 | José Vásquez | .5760 | 1996-2003 | |
| 17 | Dan Tate | .5743 | 1973-1979 | |
| 18 | Jim Turner | .5702 | 1977-1984 | |
| 19 | William Parker | .5691 | 2002-2012 | |
| 20 | Jayson Lord | .5638 | 1980-1987 | |
| 21 | David Oglethorpe | .5600 | 1980-1990 | |
| 22 | Juan Gonzáles | .5577 | 2010-2016 | |
| 23 | César López | .5556 | 1979-1983 | |
| 24 | Aaron Nelson | .5538 | 1995-2001 | |
| 25 | Armando Rosa | .5536 | 1978-1987 | |
| 26 | Randy Wright | .5532 | 1995-2003 | |
| 27 | Justin Thomas | .5521 | 2016-2021 | |
| 28 | Sean Russell | .5506 | 2007-2013 | |
| 29 | Félix Pineda | .5468 | 2004-2014 | |
| 30 | Lindsay Armstrong | .5446 | 2001-2009 | |
| 31 | Toshinobu Ohayashi | .5419 | 2001-2015 | |
| 32 | Virgil Tucker | .5400 | 2011-2017 | |
| 33 | Aaron Lyon | .5393 | 2007-2015 | |
| 34 | Frank Gordon | .5340 | 1985-1998 | |
| 35 | Tim Moore | .5306 | 1994-1999 | |
| 36 | Pete Hoskins | .5288 | 1979-1984 | |
| 37 | Manuel López | .5287 | 1981-1988 | |
| 38 | Cristián Castillo | .5285 | 1971-1982 | |
| 39 | Clarence Gross | .5269 | 1972-1976 | |
| 40 | Pedro García | .5268 | 1970-1976 | |
| 41 | Jorge Morales | .5263 | 1991-1999 | |
| 41 | Ramón Reyes | .5263 | 1978-1985 | |
| 43 | Luis Villegas | .5254 | 2011-2021 | |
| 44 | Brendan Farris | .5248 | 1972-1976 | |
| 45 | Armando Limón | .5243 | 1991-1995 | |
| 46 | Darby Knox | .5224 | 1971-1981 | |
| 47 | Forest Ricks | .5221 | 2000-2006 | |
| 48 | Alonso Barrera | .5208 | 1970-1979 | |
| 49 | William Parsons | .5200 | 1973-1980 | |
| 50 | James Wilson | .5197 | 1996-2002 | |
| 51 | Juan Rivera | .5192 | 1970-1974 | |
| 52 | Mauro Rodríguez | .5189 | 1992-2004 | |
| 53 | Tom Hammond | .5180 | 1972-1977 | |
| 54 | Stephen Dannatt | .5175 | 1998-2006 | |
| 55 | Jim Martin | .5158 | 1995-1999 | |
| 56 | Jorge Torres | .5149 | 2002-2016 | |
| 57 | Curt Moore | .5141 | 1987-1993 | |
| 58 | Sal Harding# | .5138 | 2017-2022 | |
| 59 | Eric Callwood | .5133 | 2005-2019 | |
| 60 | Jason Watson | .5105 | 2014-2021 | |
| 61 | John Davidson | .5100 | 2008-2016 | |
| 62 | Curt Jones | .5089 | 1984-1991 | |
| 63 | Doug Smith | .5085 | 1992-1997 | |
| 64 | Alfredo Rodríguez | .5076 | 1977-1993 | |
| 65 | Silas Phipps | .5075 | 1981-1990 | |
| 66 | Pete Davis | .5064 | 1970-1976 | |
| 67 | Jeff Cook | .5048 | 2009-2015 | |
| 68 | Ángel Amaya# | .5047 | 2016-2023 | |
| 68 | Felipe Brito | .5047 | 2001-2012 | |
| 70 | Archie Green | .5045 | 1973-1978 | |
| 71 | Adam Fowler | .5036 | 1995-2000 | |
| 72 | Jesús Esparza | .5035 | 2007-2013 | |
| 73 | Jorge Cantú | .5031 | 2001-2013 | |
| 74 | Héctor Chávez | .5000 | 1979-1985 | |
| 74 | Alejandro González | .5000 | 2002-2010 | |
| 74 | Kan-goo Kim | .5000 | 2007-2015 | |
| 74 | Josh Valentine | .5000 | 1983-1988 | |
| 78 | Mark Brandon | .4964 | 1987-1998 | |
| 79 | George Glendenning | .4958 | 1991-1996 | |
| 80 | Adam Peterson | .4956 | 2004-2011 | |
| 81 | Norberto Rigoberto | .4949 | 1990-1998 | |
| 82 | Bill Plummer | .4944 | 1987-1992 | |
| 83 | Craig Mullen | .4912 | 1997-2003 | |
| 84 | Chris Edwards | .4898 | 2009-2014 | |
| 85 | John Hodge | .4896 | 2006-2014 | |
| 86 | Edwin Wills | .4891 | 1970-1976 | |
| 87 | Jody Hall | .4889 | 1984-1996 | |
| 88 | Brent Morris | .4867 | 1972-1981 | |
| 89 | Javier Serrano | .4831 | 2015-2019 | |
| 90 | Mark Hahn | .4825 | 1983-1994 | |
| 90 | Jacob Gross | .4825 | 1973-1978 | |
| 92 | Enrique Díaz | .4811 | 2011-2017 | |
| 93 | Ramón Gutiérrez | .4800 | 2000-2009 | |
| 94 | Alan Holley | .4777 | 2012-2020 | |
| 95 | Kevin Thomas | .4762 | 1970-1979 | |
| 96 | Buddy Morgan | .4754 | 2001-2009 | |
| 97 | Ángel López | .4749 | 1973-1988 | |
| 98 | Dave Richter | .4731 | 1978-1984 | |
| 99 | Wilson Fernández | .4727 | 1977-1983 | |
| 100 | Nathan Clark | .4724 | 1991-1998 |
