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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lennie Capadona# | .765 | 2039-2048 | |
| 2 | Chris Mercado* | .754 | 2019-2032 | |
| 3 | Arturo Alvarado* | .733 | 2004-2022 | |
| 4 | Bobby Giraldo* | .719 | 2019-2032 | |
| 5 | Andrew de la Cruz* | .710 | 2008-2020 | |
| 6 | Juan Ramos* | .692 | 1998-2012 | |
| 7 | Adam Phillips | .688 | 2017-2029 | |
| 8 | Mugsy Figueroa* | .683 | 1990-2004 | |
| 9 | Ernesto Pons* | .680 | 1999-2016 | |
| 10 | Jonatan Herrera | .672 | 2035-2044 | |
| 10 | Travis Arford* | .672 | 2012-2030 | |
| 10 | Rich Willis* | .672 | 2026-2040 | |
| 13 | Jonathan Garcia | .669 | 2025-2039 | |
| 14 | Ryland Wilson# | .661 | 2041-2050 | |
| 15 | Arturo Aguilar* | .658 | 1999-2017 | |
| 15 | Aaron Yeomans# | .658 | 2041-2050 | |
| 17 | Hugo Paulino# | .656 | 2040-2050 | |
| 18 | Jose Molinar* | .654 | 2031-2045 | |
| 19 | Joselito Viramontes | .653 | 2000-2013 | |
| 19 | Chad Foreman* | .653 | 1986-2001 | |
| 19 | Angelo Torres* | .653 | 2017-2038 | |
| 22 | Christopher James# | .652 | 2039-2050 | |
| 23 | Marc Scruggs | .651 | 2006-2015 | |
| 24 | Tyler Perman | .648 | 2033-2042 | |
| 25 | Teagan Pippy | .647 | 2004-2011 | |
| 26 | Ralph Turner | .646 | 2014-2028 | |
| 27 | Jason Hild | .643 | 2030-2045 | |
| 28 | Josh Phillips* | .641 | 2008-2022 | |
| 29 | Chris Witt | .640 | 1994-2005 | |
| 30 | Jim Gregory | .638 | 2011-2020 | |
| 31 | Ramon Ocampo | .635 | 2026-2041 | |
| 31 | Justin Fields | .635 | 2020-2035 | |
| 33 | Kevin Wojcicki | .634 | 1995-2007 | |
| 34 | Alex Montan* | .633 | 2023-2043 | |
| 34 | Bobby Aguilar* | .633 | 2033-2046 | |
| 36 | Ron Loeffler | .632 | 2007-2017 | |
| 36 | Mike Showers | .632 | 2004-2017 | |
| 36 | Oliver Snider* | .632 | 2033-2047 | |
| 39 | Mike Trimmings | .631 | 1983-1994 | |
| 40 | Matt Dodgson* | .628 | 2025-2043 | |
| 41 | Tommy Andersen# | .627 | 2041-2050 | |
| 41 | Jon Stahl | .627 | 1987-2004 | |
| 43 | Alfonzo Jiménez# | .625 | 2045-2050 | |
| 43 | Errol Medrano# | .625 | 2042-2050 | |
| 43 | Nate Totten | .625 | 2004-2015 | |
| 43 | Ramon Vega | .625 | 2009-2025 | |
| 47 | Troy Pelton | .623 | 2008-2020 | |
| 47 | Willem Gallard* | .623 | 1980-1993 | |
| 47 | Leo Morales | .623 | 2036-2049 | |
| 50 | Frank Wilkins | .622 | 2035-2043 | |
| 50 | Raheem Okray | .622 | 1980-1993 | |
| 52 | Gianluigi Ciccolella* | .621 | 2023-2036 | |
| 53 | Eddie Hill | .619 | 2002-2014 | |
| 53 | Josh Pahl | .619 | 2001-2007 | |
| 55 | Juan Escobar* | .618 | 1986-2000 | |
| 55 | Brad Bing | .618 | 1980-1989 | |
| 55 | Theodore Mason# | .618 | 2044-2050 | |
| 55 | Aitor Muñoz# | .618 | 2033-2050 | |
| 59 | Hunter Halonen# | .617 | 2044-2050 | |
| 59 | Ken Hansen | .617 | 2023-2035 | |
| 59 | Richie Mueller | .617 | 2033-2044 | |
| 62 | Mike Clark | .616 | 2009-2023 | |
| 62 | Laurent Schweitzer | .616 | 2021-2037 | |
| 62 | Mike Campos | .616 | 1980-1990 | |
| 65 | Wally Cadena | .615 | 2005-2014 | |
| 65 | Jefry Alcantara# | .615 | 2041-2050 | |
| 65 | Victor Trujillo | .615 | 2027-2041 | |
| 65 | Mike Verdin* | .615 | 2023-2037 | |
| 69 | Joe Collins | .614 | 1980-1991 | |
| 69 | Oscar Zacarias | .614 | 2023-2030 | |
| 71 | Josh Cormier | .613 | 2027-2038 | |
| 71 | Ted Foley | .613 | 2012-2020 | |
| 73 | Kason Faucher# | .612 | 2044-2050 | |
| 74 | Mike Baird | .611 | 2019-2034 | |
| 74 | Antonio Diaz | .611 | 2016-2023 | |
| 74 | Jeremy Ogles | .611 | 2022-2033 | |
| 74 | Nikolai Flynn# | .611 | 2034-2050 | |
| 74 | Corey Parizek | .611 | 2018-2031 | |
| 79 | Luis Tafoya | .610 | 1980-1993 | |
| 80 | Nat Southerland# | .608 | 2043-2050 | |
| 80 | Mike Caulder | .608 | 1980-1991 | |
| 82 | Jesse Hyde | .607 | 2020-2034 | |
| 82 | Jon Pierre | .607 | 2018-2032 | |
| 82 | Khalil Savage* | .607 | 2007-2017 | |
| 85 | Bill Bumgarner | .606 | 2029-2045 | |
| 86 | Chris Cooper | .604 | 1997-2008 | |
| 87 | Newton Smith-Stanley | .603 | 2031-2048 | |
| 88 | Brian Pace | .602 | 2010-2026 | |
| 88 | Gilberto Meza | .602 | 2004-2015 | |
| 90 | Danny Bradley | .601 | 2025-2039 | |
| 90 | Kevin Anderson | .601 | 2014-2030 | |
| 92 | Andy Allen* | .600 | 2001-2017 | |
| 92 | Mike Kimbrough | .600 | 2027-2035 | |
| 92 | Sam Manzo | .600 | 2006-2018 | |
| 92 | Phil Walters | .600 | 2031-2044 | |
| 96 | Adam Byrd | .598 | 2005-2015 | |
| 96 | Dustin Keeton | .598 | 2016-2028 | |
| 98 | Art Blanchard | .597 | 1985-1997 | |
| 98 | Jonathan McLean# | .597 | 2044-2050 | |
| 98 | J.D. Taylor# | .597 | 2038-2050 |
