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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Jorge Gómez | 1.000 | 2038 | |
| 1 | Greg Bailey | 1.000 | 2023 | |
| 1 | Adam Fedchenko | 1.000 | 2036 | |
| 1 | Luis Leyva | 1.000 | 2015 | |
| 1 | Luis Leyva | 1.000 | 2016 | |
| 1 | Bill Spracklin | 1.000 | 2035 | |
| 1 | Matt Miller | 1.000 | 2015 | |
| 1 | Jorge Perales | 1.000 | 2012 | |
| 1 | Dave Turner | 1.000 | 2012 | |
| 1 | Horiuchi Morishita | 1.000 | 2013 | |
| 1 | Alfredo Fernández | 1.000 | 2016 | |
| 1 | Craig Stewart | 1.000 | 2040 | |
| 1 | Joe Robinson | 1.000 | 2017 | |
| 1 | Todd Brown# | 1.000 | 2037 | |
| 1 | Takeichi Koike | 1.000 | 2017 | |
| 1 | Mike Dwyer | 1.000 | 2025 | |
| 1 | Duane Carter | 1.000 | 2025 | |
| 1 | Jacob Foster | 1.000 | 2028 | |
| 1 | Doug Grimes | 1.000 | 2027 | |
| 1 | William Young | 1.000 | 2021 | |
| 1 | Brian Sweet | 1.000 | 2035 | |
| 1 | Júlio Caraballo | 1.000 | 2033 | |
| 1 | Chris Hopkins | 1.000 | 2022 | |
| 1 | Michael Calhoun | 1.000 | 2044 | |
| 1 | Michael Calhoun | 1.000 | 2045 | |
| 1 | Michael Calhoun | 1.000 | 2047 | |
| 1 | Brian Vaughan | 1.000 | 2026 | |
| 1 | David Franklin | 1.000 | 2032 | |
| 1 | Hunter Richardson | 1.000 | 2026 | |
| 1 | Ken Russell* | 1.000 | 2022 | |
| 1 | Ernesto González | 1.000 | 2040 | |
| 1 | Brian Hankins | 1.000 | 2034 | |
| 1 | Nick Coomer | 1.000 | 2033 | |
| 1 | Dorian Mack# | 1.000 | 2040 | |
| 1 | Bob MacKinley | 1.000 | 2043 | |
| 1 | Ryoichi Endo# | 1.000 | 2048 | |
| 1 | Bubba McCall# | 1.000 | 2049 | |
| 1 | Juan Leyva# | 1.000 | 2050 | |
| 1 | Raúl Morán | 1.000 | 2038 | |
| 1 | Jarred Benson | 1.000 | 2039 | |
| 1 | Jarred Benson | 1.000 | 2041 | |
| 42 | Miguel Martínez | .667 | 2019 | |
| 42 | Bill Tucker | .667 | 2029 | |
| 42 | Bob Collins | .667 | 2017 | |
| 42 | Tomokazu Kamida | .667 | 2019 | |
| 42 | Félix Mendoza | .667 | 2049 | |
| 42 | Dave Beauchamp# | .667 | 2050 | |
| 42 | Ignacio Rivera | .667 | 2041 | |
| 42 | Doug Roberts | .667 | 2013 | |
| 42 | Diego López | .667 | 2024 | |
| 51 | David White | .500 | 2029 | |
| 51 | Artie Jackson | .500 | 2032 | |
| 51 | Randolph Hutchison | .500 | 2019 | |
| 51 | Bill Davis | .500 | 2037 | |
| 51 | Toby Adams | .500 | 2044 | |
| 51 | Bernardo De Jesús# | .500 | 2047 | |
| 51 | Tim Stone# | .500 | 2049 | |
| 51 | Raúl Medine | .500 | 2037 | |
| 51 | Wilbert Sutton | .500 | 2032 | |
| 51 | Juan Varela* | .500 | 2023 | |
| 51 | Michael Curtis# | .500 | 2049 | |
| 51 | Fernando Márquez | .500 | 2035 | |
| 51 | Elias Rose | .500 | 2018 | |
| 51 | Felipe Pérez | .500 | 2034 | |
| 51 | Will Lester | .500 | 2022 | |
| 66 | Grant Love | .400 | 2020 | |
| 67 | Rory Taverner | .333 | 2024 | |
| 67 | Robert Collard | .333 | 2029 | |
| 67 | César Esparza# | .333 | 2049 | |
| 70 | Michael Calhoun | .000 | 2046 | |
| 70 | Alberto Gómez | .000 | 2015 | |
| 70 | Frank Heap# | .000 | 2047 | |
| 70 | Jim Miller | .000 | 2032 | |
| 70 | P.J. Woodard | .000 | 2017 | |
| 70 | Ned Clark | .000 | 2016 | |
| 70 | Jack Sandford | .000 | 2031 | |
| 70 | Nakamaro Abe# | .000 | 2050 |
