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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Toyoshige Takahashi# | .736 | 2025-2035 | |
| 2 | Jorge Reyes# | .735 | 2030-2035 | |
| 3 | Juan Morrales | .731 | 2018-2023 | |
| 3 | Enrico Hernández | .731 | 2018-2032 | |
| 5 | Juan Villatoro* | .729 | 2009-2026 | |
| 6 | Chris Williams# | .721 | 2027-2035 | |
| 7 | Craig Barmore | .718 | 2002-2006 | |
| 8 | Christopher Hester* | .717 | 2008-2025 | |
| 9 | Ronald Placencia* | .695 | 2009-2023 | |
| 10 | Michael Leach# | .679 | 2031-2035 | |
| 11 | Roy Watts | .672 | 2027-2034 | |
| 12 | Joong-geun Yi# | .668 | 2026-2035 | |
| 13 | Chad Nelligan* | .665 | 2004-2016 | |
| 14 | Jim Knowles# | .661 | 2023-2035 | |
| 15 | Kyle Fike | .658 | 2010-2024 | |
| 16 | Demarcus Ramirez* | .655 | 2002-2018 | |
| 17 | Albert Garcia | .653 | 2002-2012 | |
| 18 | Wendell Sorg | .642 | 2002-2011 | |
| 19 | Troy Nelson | .634 | 2002-2010 | |
| 20 | Frank Caroll | .633 | 2002-2014 | |
| 21 | Tian-bai Chen# | .629 | 2024-2035 | |
| 21 | Bruno Talamantez | .629 | 2014-2031 | |
| 21 | Teddy O'Herlihy | .629 | 2021-2032 | |
| 24 | Sherman Wheeler | .627 | 2004-2015 | |
| 25 | Greg Jenkins# | .626 | 2025-2035 | |
| 26 | Willie Sewell | .622 | 2005-2018 | |
| 27 | Thomas Cohen | .621 | 2010-2019 | |
| 28 | John Okane* | .620 | 2003-2022 | |
| 29 | Alejandro Báez# | .618 | 2028-2035 | |
| 30 | Steven Jurgens | .614 | 2002-2008 | |
| 31 | Harold Gregory# | .607 | 2030-2035 | |
| 32 | Isaac Diehl | .606 | 2009-2020 | |
| 32 | Richard Pimental | .606 | 2002-2014 | |
| 34 | Junior Cuomo* | .605 | 2004-2023 | |
| 34 | Víctor Rivera# | .605 | 2025-2035 | |
| 36 | William Augustin | .598 | 2002-2013 | |
| 36 | William Brooks# | .598 | 2028-2035 | |
| 36 | Pat Carmichael# | .598 | 2023-2035 | |
| 39 | Will Hickford# | .595 | 2026-2035 | |
| 39 | Erik Moore# | .595 | 2023-2035 | |
| 39 | Scott Mayhew | .595 | 2002-2008 | |
| 42 | Nicolas Vargas | .594 | 2014-2028 | |
| 42 | Juan Santiago# | .594 | 2028-2035 | |
| 44 | Ernest Metcalf# | .593 | 2022-2035 | |
| 45 | Miguel Archuleta# | .590 | 2027-2034 | |
| 46 | Joe Daye | .589 | 2002-2012 | |
| 47 | Joshua Stoker | .588 | 2013-2032 | |
| 48 | Isidro Frau | .586 | 2009-2016 | |
| 49 | Jesus Morales | .585 | 2011-2021 | |
| 50 | Casey Plunk | .581 | 2002-2011 | |
| 51 | Bill Siple | .580 | 2002-2012 | |
| 52 | Jimmy Matthias | .579 | 2010-2016 | |
| 52 | Fernando Estrada | .579 | 2010-2026 | |
| 54 | Mark Deschamp | .574 | 2002-2013 | |
| 55 | Timothy Vallejo* | .572 | 2005-2023 | |
| 56 | Ron Hill# | .566 | 2027-2035 | |
| 57 | Luis Diaz | .562 | 2002-2010 | |
| 58 | Gregg Fiala | .556 | 2014-2033 | |
| 59 | Joseph Macaluso | .555 | 2011-2027 | |
| 60 | Juan Guerrera | .554 | 2015-2032 | |
| 60 | Peter Bird | .554 | 2002-2012 | |
| 60 | Luis Salazar# | .554 | 2023-2035 | |
| 63 | Hobert Hagerty | .553 | 2002-2008 | |
| 64 | Yorikane Kichikawa# | .552 | 2024-2035 | |
| 65 | Scott Loman | .551 | 2015-2028 | |
| 66 | Alejandro López# | .547 | 2022-2034 | |
| 67 | Trey Albarado | .545 | 2013-2026 | |
| 67 | Eric Thomas | .545 | 2012-2022 | |
| 69 | Ferdinand Pineda | .543 | 2013-2020 | |
| 70 | Brendan Divine# | .540 | 2028-2035 | |
| 70 | Jermaine Earp | .540 | 2015-2028 | |
| 72 | Glen Mitchell | .539 | 2013-2023 | |
| 73 | John Ryan# | .538 | 2027-2035 | |
| 73 | Bradford Mcgreevy | .538 | 2007-2015 | |
| 75 | Steven White | .537 | 2002-2008 | |
| 76 | Jeffrey Brunton | .536 | 2011-2024 | |
| 77 | Kevin Kepner | .535 | 2015-2031 | |
| 77 | Anibal Ottman | .535 | 2014-2022 | |
| 77 | Charles Midgett | .535 | 2002-2013 | |
| 80 | Harry Wagner# | .533 | 2026-2030 | |
| 81 | Jonathan Starner | .532 | 2002-2011 | |
| 81 | Allen Rueter | .532 | 2011-2022 | |
| 83 | Sabas Delvalle | .530 | 2007-2016 | |
| 84 | Roy Vaz | .529 | 2006-2018 | |
| 85 | Alberto Carballo | .528 | 2009-2015 | |
| 85 | Russ Singleton# | .528 | 2026-2035 | |
| 87 | Emílio Romero | .526 | 2019-2029 | |
| 87 | Ernest Delamora | .526 | 2002-2008 | |
| 87 | James Turner | .526 | 2010-2025 | |
| 90 | Ethan Moyer | .524 | 2015-2029 | |
| 91 | Elder Guzman | .522 | 2015-2023 | |
| 92 | Eric Setliff | .521 | 2002-2011 | |
| 93 | Jose Delagarza | .520 | 2003-2012 | |
| 93 | Manuel Alvarado | .520 | 2008-2020 | |
| 93 | José Montáñez# | .520 | 2025-2035 | |
| 93 | Yoshifumi Tanaka | .520 | 2022-2032 | |
| 97 | Dennis Durand | .519 | 2012-2025 | |
| 98 | Pio Ramirez | .516 | 2013-2024 | |
| 99 | Lucas Sweeney | .514 | 2013-2029 | |
| 100 | Keith Waters | .512 | 2017-2032 |
