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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luis Gusmán | .839 | 2011-2014 | |
| 2 | Dean McNeil | .833 | 2017-2020 | |
| 3 | José Fernández | .808 | 2020-2023 | |
| 4 | Jeff Brooks | .806 | 2007-2010 | |
| 5 | Francisco Encarn | .793 | 2008-2011 | |
| 6 | Enrique Vázquez* | .784 | 2020-2023 | |
| 7 | Dan Field | .758 | 2017-2020 | |
| 8 | Dave Barker | .750 | 2007-2011 | |
| 9 | Glenn Dixon | .735 | 2009-2012 | |
| 9 | Alberto Ortega | .735 | 2032-2036 | |
| 11 | Randy Smith* | .733 | 2011-2014 | |
| 12 | Avery Carson | .725 | 2010-2013 | |
| 13 | John Turner | .724 | 2017-2020 | |
| 14 | José Cruz | .722 | 2007-2010 | |
| 14 | Clarence Flores | .722 | 2011-2014 | |
| 14 | John Norton | .722 | 2014-2017 | |
| 17 | Fred Benjamin | .719 | 2008-2011 | |
| 18 | Carlos Fernández | .711 | 2010-2013 | |
| 19 | Jack Sosa# | .710 | 2033-2037 | |
| 20 | Jorge Medina | .700 | 2019-2022 | |
| 20 | Scott Miner | .700 | 2016-2019 | |
| 22 | William Pollock | .697 | 2014-2017 | |
| 23 | Henry Carter | .688 | 2023-2026 | |
| 24 | Edgardo Díaz | .686 | 2017-2020 | |
| 25 | Bob Witney | .677 | 2017-2020 | |
| 26 | Rich Jones | .674 | 2007-2010 | |
| 27 | Roberto Córdova | .667 | 2007-2010 | |
| 27 | David Sánchez | .667 | 2014-2017 | |
| 27 | Curt Turner | .667 | 2007-2011 | |
| 30 | Jim MacCowan | .658 | 2018-2021 | |
| 31 | Luis Rodríguez | .657 | 2009-2012 | |
| 32 | Michael Ayers | .647 | 2007-2010 | |
| 33 | José Martínez | .641 | 2009-2012 | |
| 34 | Samuel Garrison# | .636 | 2032-2036 | |
| 34 | Forrest Murphy | .636 | 2014-2017 | |
| 36 | Joe Riley | .625 | 2012-2015 | |
| 37 | Bob Harris | .618 | 2007-2011 | |
| 38 | Lee Wolfe | .615 | 2011-2014 | |
| 39 | Julián Thomas | .607 | 2012-2015 | |
| 40 | Robinson Herrera | .600 | 2017-2020 | |
| 40 | Bob Whitaker | .600 | 2014-2017 | |
| 42 | Cristóbal Ayala# | .595 | 2033-2037 | |
| 43 | Darryl Lewis | .588 | 2007-2010 | |
| 43 | Hiroyuki Nii | .588 | 2007-2010 | |
| 45 | Bartolo Esquivel | .583 | 2014-2017 | |
| 45 | Bernardo Ortíz | .583 | 2018-2021 | |
| 47 | Manny Montoya | .581 | 2010-2013 | |
| 48 | Dave McAllister | .575 | 2009-2012 | |
| 48 | Carlos Pérez | .575 | 2014-2017 | |
| 50 | Carlos Rivas | .571 | 2018-2021 | |
| 51 | Jesús Antonio | .562 | 2017-2020 | |
| 51 | Tatsui Kouno | .562 | 2011-2014 | |
| 53 | Thomas Cole | .561 | 2017-2021 | |
| 54 | Herb Holloway | .556 | 2011-2014 | |
| 55 | Lee Barraclough# | .552 | 2033-2037 | |
| 56 | Chris Renfroe | .543 | 2008-2011 | |
| 57 | David Barton | .541 | 2010-2013 | |
| 58 | Juan García | .537 | 2010-2013 | |
| 58 | Curt Mills | .537 | 2015-2018 | |
| 60 | Jim Evans | .529 | 2012-2015 | |
| 61 | Stephen Sherman | .528 | 2010-2013 | |
| 61 | Luis Valdéz | .528 | 2014-2017 | |
| 63 | Justin Bracey | .526 | 2014-2017 | |
| 63 | Brant Haines# | .526 | 2032-2036 | |
| 63 | Steve Williams# | .526 | 2032-2036 | |
| 66 | Israel De La Cruz# | .515 | 2033-2037 | |
| 66 | Doug Wells | .515 | 2019-2023 | |
| 68 | Brian Anderson | .500 | 2020-2023 | |
| 69 | Edwin Williams# | .486 | 2033-2037 | |
| 70 | Júlio Torres | .475 | 2008-2011 | |
| 71 | Milo Brewer | .474 | 2010-2013 | |
| 72 | Orlando Alarcon | .469 | 2018-2021 | |
| 73 | Diego Rúbio | .459 | 2013-2016 | |
| 74 | Tim Dundee | .457 | 2010-2013 | |
| 75 | Manuel Robles | .455 | 2011-2014 | |
| 76 | Drake Fisher | .450 | 2010-2013 | |
| 77 | Jonathan Huffman# | .441 | 2033-2037 | |
| 78 | Dan Evans# | .395 | 2032-2036 | |
| 79 | José Trejo | .391 | 2018-2022 | |
| 80 | Matt Allison | .389 | 2015-2018 | |
| 81 | Gustavo Cabrera | .378 | 2018-2021 | |
| 82 | Vern Dean | .372 | 2007-2011 | |
| 83 | Jerry Flowers | .371 | 2018-2022 | |
| 83 | António Murillo | .371 | 2013-2016 | |
| 85 | Alex Stinnett | .366 | 2007-2011 | |
| 86 | Luther González# | .356 | 2033-2037 | |
| 87 | Bill Fry | .351 | 2007-2010 |
