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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Trey Haley | .941 | 2012 | |
| 2 | Maverick Kingsburry# | .857 | 2021 | |
| 3 | Jared Kelly# | .800 | 2022 | |
| 4 | Tyler Green# | .778 | 2013 | |
| 4 | Grayson Murphy# | .778 | 2023 | |
| 4 | Jason Groome# | .778 | 2019 | |
| 7 | Jaime Morales# | .765 | 2018 | |
| 8 | Michael Brooks# | .750 | 2020 | |
| 8 | Henry Carlson# | .750 | 2018 | |
| 10 | Justin Faulkner# | .737 | 2023 | |
| 10 | Su-Min Jung | .737 | 2014 | |
| 12 | Joe Gray# | .722 | 2020 | |
| 13 | Richard Fitts# | .706 | 2023 | |
| 14 | Anthony Kay# | .688 | 2019 | |
| 14 | Ralph Travis# | .688 | 2018 | |
| 16 | Ryan Dauster# | .684 | 2023 | |
| 16 | Mike Vasil# | .684 | 2023 | |
| 16 | Stephen Pikiell# | .684 | 2023 | |
| 19 | Woody Roy# | .667 | 2017 | |
| 19 | Jaden Casey# | .667 | 2023 | |
| 19 | Zach Potter# | .667 | 2015 | |
| 19 | Sam Huard# | .667 | 2023 | |
| 23 | Jonathan Stanton# | .652 | 2021 | |
| 24 | Cole Winn# | .650 | 2019 | |
| 24 | Dakota Hudson# | .650 | 2019 | |
| 26 | Nate Hutcheson# | .643 | 2021 | |
| 27 | Chris Gray | .632 | 2014 | |
| 27 | Simeon Woods-Richardson# | .632 | 2021 | |
| 27 | Alex Holtmann# | .632 | 2020 | |
| 27 | Curt Branch# | .632 | 2020 | |
| 27 | David Keller# | .632 | 2023 | |
| 32 | Alex Lange# | .625 | 2018 | |
| 32 | James Marinan# | .625 | 2021 | |
| 34 | Broderick Wilson# | .619 | 2015 | |
| 35 | Blake Townsend# | .615 | 2022 | |
| 36 | Ed Walker | .611 | 2017 | |
| 36 | Marcos Sánchez# | .611 | 2020 | |
| 36 | Gregory Perry# | .611 | 2019 | |
| 36 | Matt Barnes# | .611 | 2013 | |
| 40 | Alex Calipari# | .600 | 2019 | |
| 40 | Dean Anderson# | .600 | 2019 | |
| 42 | Juan Ramos# | .588 | 2016 | |
| 42 | Cole Sands# | .588 | 2021 | |
| 42 | Xavier Adams# | .588 | 2021 | |
| 45 | Logan Boyer# | .583 | 2020 | |
| 46 | Alex Watts# | .571 | 2016 | |
| 47 | Landon Leach# | .562 | 2019 | |
| 47 | Will O'Neal# | .562 | 2022 | |
| 47 | Dakota Hudson# | .562 | 2018 | |
| 47 | Thomas Mangum# | .562 | 2023 | |
| 51 | Jesse Darrah | .560 | 2013 | |
| 52 | Jose Jose | .556 | 2013 | |
| 52 | Brent Dudley# | .556 | 2019 | |
| 52 | Chip Jordan# | .556 | 2020 | |
| 52 | Frank Mozzicato# | .556 | 2023 | |
| 52 | Noah Murdock# | .556 | 2021 | |
| 57 | Angel Mata | .550 | 2014 | |
| 58 | Egan Smith | .529 | 2012 | |
| 58 | Cody Buckel# | .529 | 2015 | |
| 60 | David Holmberg | .526 | 2013 | |
| 61 | José Fierro# | .500 | 2014 | |
| 61 | Enrique Llaque# | .500 | 2021 | |
| 61 | Trent Hinton# | .500 | 2018 | |
| 64 | Peter Tago | .476 | 2012 | |
| 65 | En-lai Zhang# | .474 | 2016 | |
| 65 | Jeff Reynolds# | .474 | 2019 | |
| 67 | Andrew Taylor# | .471 | 2023 | |
| 67 | Taylor Staal# | .471 | 2019 | |
| 69 | Felix Sterling | .467 | 2013 | |
| 69 | Ryan Pitino# | .467 | 2022 | |
| 69 | Joe Ross# | .467 | 2012 | |
| 72 | Ralph Parkinson# | .458 | 2017 | |
| 73 | Dan Jeffries# | .450 | 2018 | |
| 73 | Jaden Hill# | .450 | 2022 | |
| 75 | Danny McKnight# | .444 | 2020 | |
| 76 | Robert Morey | .429 | 2014 | |
| 77 | António López# | .412 | 2017 | |
| 77 | Shane Drohan# | .412 | 2022 | |
| 77 | Shane Baz# | .412 | 2019 | |
| 80 | Jason Forsett# | .409 | 2022 | |
| 81 | Ben Kudrna# | .400 | 2023 | |
| 81 | Jeremy Gabryszwski# | .400 | 2014 | |
| 83 | Jack Duffey# | .389 | 2012 | |
| 83 | Skylar Leonard# | .389 | 2021 | |
| 85 | Ross Davis# | .375 | 2023 | |
| 85 | Jim Helms# | .375 | 2017 | |
| 85 | Cory Lewis# | .375 | 2023 | |
| 88 | Joe Ross# | .368 | 2013 | |
| 88 | William Kendrick# | .368 | 2015 | |
| 88 | Will O'Neal# | .368 | 2023 | |
| 91 | Matt Magill | .364 | 2012 | |
| 92 | Rod Cunningham# | .357 | 2016 | |
| 93 | Grant Ford# | .353 | 2023 | |
| 94 | Cody Buckel# | .350 | 2016 | |
| 95 | Victor Sanchez# | .348 | 2014 | |
| 96 | Ryan Pepiot# | .333 | 2021 | |
| 96 | Cole Kirschsieper# | .333 | 2023 | |
| 96 | Ben Landoni# | .333 | 2017 | |
| 99 | Rich Mason# | .316 | 2017 | |
| 100 | Randy Thompson# | .312 | 2018 |
