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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kyle Chamberlin | .670 | 2013-2021 | |
| 2 | Josh Hoffman | .663 | 2010-2014 | |
| 3 | Devin Nisbet | .654 | 2001-2013 | |
| 4 | Jesus Garcia | .622 | 2018-2025 | |
| 5 | Gil Johnson | .613 | 2000-2010 | |
| 6 | Leo Medina | .593 | 2000-2009 | |
| 7 | Matt Hanna# | .576 | 2021-2026 | |
| 8 | Phil Goodman | .574 | 2013-2018 | |
| 9 | Sergio Hernandez | .559 | 2001-2013 | |
| 10 | Danny Justice | .557 | 2000-2010 | |
| 11 | Joel Atkinson | .540 | 2012-2021 | |
| 11 | Josh Graham | .540 | 2014-2018 | |
| 13 | Ryan Iverson | .520 | 2001-2007 | |
| 14 | Casey Levy# | .517 | 2018-2025 | |
| 15 | Tony Hernandez | .505 | 2000-2010 | |
| 16 | Mike Palmer | .495 | 2000-2010 | |
| 17 | Enrique Perez | .482 | 2007-2023 | |
| 18 | Guo Liu | .450 | 2003-2010 | |
| 19 | Brian O'Connor | .431 | 2000-2006 | |
| 20 | Jaden Taylor | .412 | 2005-2013 | |
| 21 | Brendan Rees | .368 | 2001-2010 | |
| 22 | Jose Rios | .358 | 2007-2016 |
