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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Sixto Sanchez# | 1.000 | 2020 | |
| 2 | Austin Malinowski# | .882 | 2016 | |
| 3 | Ryan Sims# | .857 | 2021 | |
| 4 | Ken Waldichuk# | .833 | 2021 | |
| 5 | Lawrence Taylor# | .778 | 2017 | |
| 5 | Billy Bishop# | .778 | 2020 | |
| 7 | T.J. Sikkema# | .765 | 2022 | |
| 8 | Robert Gasser# | .750 | 2023 | |
| 9 | Danny William# | .737 | 2017 | |
| 9 | Kyle Rogers# | .737 | 2020 | |
| 11 | Alex Early# | .727 | 2023 | |
| 12 | Billy Bishop# | .720 | 2019 | |
| 13 | Skylar Spurrier# | .714 | 2021 | |
| 14 | James Marinan# | .706 | 2022 | |
| 14 | Carlos García | .706 | 2015 | |
| 16 | Julio Robina# | .700 | 2023 | |
| 17 | Billy Bishop# | .684 | 2022 | |
| 18 | Sean Hjelle# | .682 | 2020 | |
| 19 | Matt Parker# | .667 | 2020 | |
| 19 | Juan Romero# | .667 | 2014 | |
| 19 | Edward Small# | .667 | 2017 | |
| 19 | Wes Clark# | .667 | 2019 | |
| 23 | Billy Bishop# | .650 | 2021 | |
| 23 | Víctor De La Rosa | .650 | 2014 | |
| 23 | Ken Gary# | .650 | 2018 | |
| 23 | Ray Harris | .650 | 2014 | |
| 27 | Kyle Rogers# | .647 | 2021 | |
| 27 | Harry Richardson# | .647 | 2018 | |
| 27 | Carlos Martínez# | .647 | 2023 | |
| 30 | Robert Hayes | .643 | 2019 | |
| 31 | Michael Torretta# | .636 | 2018 | |
| 31 | Kyle Zimmer | .636 | 2014 | |
| 33 | Mason Denaburg# | .615 | 2020 | |
| 34 | Alex Meyer | .611 | 2012 | |
| 34 | Alvin Tigner# | .611 | 2023 | |
| 34 | Calvin Welch# | .611 | 2019 | |
| 34 | Mason Denaburg# | .611 | 2019 | |
| 38 | Jack Kochanowicz# | .600 | 2021 | |
| 39 | Tony Gutiérrez# | .588 | 2020 | |
| 40 | Tahnaj Thomas# | .583 | 2021 | |
| 41 | Maverick Kingsburry# | .579 | 2022 | |
| 42 | Ryan Sims# | .571 | 2022 | |
| 43 | Rich Beasley# | .562 | 2019 | |
| 44 | Jack Kochanowicz# | .556 | 2023 | |
| 44 | Eduardo Rodriguez# | .556 | 2015 | |
| 46 | Will Inman | .545 | 2012 | |
| 47 | Nathan Armstrong# | .538 | 2022 | |
| 47 | Jorge Flores# | .538 | 2019 | |
| 49 | Richard White# | .529 | 2013 | |
| 50 | Doug Nikhazy# | .524 | 2023 | |
| 51 | William Cuevas | .519 | 2014 | |
| 52 | Cy Young, IV# | .500 | 2022 | |
| 52 | Jason McCracken# | .500 | 2014 | |
| 52 | Peter Solomon# | .500 | 2019 | |
| 52 | Justin Collop | .500 | 2012 | |
| 56 | Jud Graham# | .474 | 2017 | |
| 57 | Hideaki Hirose# | .471 | 2013 | |
| 58 | Anthony Klumpp# | .467 | 2018 | |
| 59 | Alex Early# | .450 | 2022 | |
| 60 | Don Day# | .444 | 2017 | |
| 61 | Esteban Vázquez# | .429 | 2020 | |
| 61 | Jeff Wiley | .429 | 2017 | |
| 63 | Carlos Pimentel | .417 | 2013 | |
| 64 | Reid Detmers# | .412 | 2021 | |
| 65 | Nick Robison# | .409 | 2016 | |
| 66 | J.D. Shockley# | .400 | 2020 | |
| 67 | Mason Radeke# | .391 | 2013 | |
| 68 | José Ortega# | .353 | 2021 | |
| 69 | Drew Rom# | .350 | 2023 | |
| 70 | Don Day# | .333 | 2018 | |
| 71 | Bobby Simmons# | .318 | 2023 | |
| 72 | Domingo Tapia | .316 | 2013 | |
| 73 | Tate Rodemaker# | .308 | 2023 | |
| 74 | Patrick Wischusen# | .294 | 2023 | |
| 75 | Nino Guillaume# | .211 | 2018 |
