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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jim Milton# | 1.000 | 2041 | |
| 2 | Jose Gonzales# | .895 | 2035 | |
| 3 | Josh Marshall | .889 | 2039 | |
| 4 | Dave Reed# | .867 | 2035 | |
| 5 | Bobby Westpfahl | .857 | 2027 | |
| 5 | Roberto Henriquez | .857 | 2024 | |
| 5 | Jose Alarcon# | .857 | 2039 | |
| 8 | Matt Baker# | .850 | 2039 | |
| 9 | Roy Schaub# | .842 | 2040 | |
| 9 | Gabriel Manzueta | .842 | 2034 | |
| 11 | Guillermo Vega# | .833 | 2032 | |
| 12 | Bill Brinker | .824 | 2025 | |
| 12 | Robbie Matthews | .824 | 2026 | |
| 14 | Mark Jory | .818 | 2025 | |
| 15 | Ben O'Daniell | .812 | 2032 | |
| 16 | Sam Scott# | .800 | 2029 | |
| 16 | Jesse Heflin# | .800 | 2036 | |
| 18 | Brian Christl | .789 | 2032 | |
| 18 | Matt Severson# | .789 | 2038 | |
| 18 | Danny Davey | .789 | 2026 | |
| 18 | Donte Fulton | .789 | 2029 | |
| 22 | Ruben Gutierrez | .786 | 2030 | |
| 23 | Danny Edgar | .783 | 2032 | |
| 24 | Chris Lehman | .778 | 2018 | |
| 25 | Edgar Contreras | .773 | 2035 | |
| 26 | Kelly Halfyard# | .765 | 2039 | |
| 26 | Jose Miranda | .765 | 2029 | |
| 26 | Vince Collins# | .765 | 2038 | |
| 26 | Jesus Archibeque# | .765 | 2041 | |
| 30 | Kirk Flintoff | .762 | 2030 | |
| 30 | Larry Collier# | .762 | 2039 | |
| 30 | Kent Walker# | .762 | 2034 | |
| 33 | Ricardo Moreno# | .750 | 2036 | |
| 33 | Mark Jory | .750 | 2027 | |
| 33 | Josh Marshall | .750 | 2038 | |
| 33 | Joel Jones# | .750 | 2032 | |
| 33 | Larry Collier# | .750 | 2038 | |
| 38 | Eric Casale# | .739 | 2041 | |
| 39 | Miguel Cruz | .737 | 2021 | |
| 39 | Rafael Marin | .737 | 2032 | |
| 39 | Nick Horton | .737 | 2025 | |
| 39 | Chris Lacey# | .737 | 2036 | |
| 39 | Matt Drumheller | .737 | 2025 | |
| 39 | Edwin Leos# | .737 | 2041 | |
| 45 | Tommy Sweatt | .733 | 2024 | |
| 46 | Darren Manos# | .727 | 2032 | |
| 47 | Mike Rensi | .722 | 2036 | |
| 47 | Pedro Moreno# | .722 | 2038 | |
| 47 | Phil Doyle# | .722 | 2030 | |
| 47 | Antonio Garcia# | .722 | 2034 | |
| 47 | Danny Dudley# | .722 | 2041 | |
| 47 | Kyle Chitwood | .722 | 2030 | |
| 47 | Matt Gaze# | .722 | 2032 | |
| 54 | Eric Suter | .714 | 2029 | |
| 54 | Pat Dudding | .714 | 2024 | |
| 54 | Mike Hodgson | .714 | 2026 | |
| 54 | Chris Schott# | .714 | 2032 | |
| 54 | Kevin Kress# | .714 | 2040 | |
| 59 | Tom Call# | .706 | 2031 | |
| 59 | Ryan Burwell | .706 | 2018 | |
| 59 | Jose Gonzales# | .706 | 2032 | |
| 59 | Craig Simon | .706 | 2027 | |
| 59 | Jesus Lopez# | .706 | 2035 | |
| 64 | Greg Ramsey | .700 | 2018 | |
| 64 | Greg Sebera# | .700 | 2039 | |
| 66 | Jesus Centeno | .696 | 2035 | |
| 66 | Victor Canel# | .696 | 2033 | |
| 68 | Sam Ellison | .692 | 2034 | |
| 68 | Adam Bracamonte | .692 | 2020 | |
| 68 | Mike Orr# | .692 | 2036 | |
| 68 | David Lieb# | .692 | 2037 | |
| 68 | Isaias Martinez | .692 | 2028 | |
| 73 | Lawrence Dupree | .688 | 2023 | |
| 73 | Sterlin Ratliff | .688 | 2021 | |
| 73 | Rob Weaver | .688 | 2018 | |
| 73 | Keith Van Gilder | .688 | 2037 | |
| 73 | Sean Roberts | .688 | 2028 | |
| 73 | Jason Titler | .688 | 2027 | |
| 73 | Brad Unger | .688 | 2021 | |
| 73 | Ben Peter | .688 | 2036 | |
| 73 | Logan Wilson | .688 | 2030 | |
| 73 | Jonathan Martin | .688 | 2028 | |
| 73 | Xavier Galvan | .688 | 2023 | |
| 84 | John Carpenter | .684 | 2032 | |
| 84 | Brad Griffitts# | .684 | 2041 | |
| 84 | Bubba Corey# | .684 | 2040 | |
| 84 | Fred Gibson# | .684 | 2037 | |
| 84 | Chris Schott# | .684 | 2033 | |
| 84 | Alberto Sobrin | .684 | 2037 | |
| 90 | Ramon Jacquez# | .682 | 2034 | |
| 90 | Victor Canel# | .682 | 2031 | |
| 90 | Greg Sebera# | .682 | 2037 | |
| 90 | Shurik Neretin# | .682 | 2037 | |
| 90 | Mike Pentland# | .682 | 2030 | |
| 90 | Matt Baker# | .682 | 2038 | |
| 90 | Josh Marshall | .682 | 2037 | |
| 97 | Josh Pierce# | .680 | 2035 | |
| 97 | Joe Gomez | .680 | 2021 | |
| 99 | Chad Ratliff | .667 | 2038 | |
| 99 | Fedya Dar'in# | .667 | 2035 |
