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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sean Cofield | .664 | 2011-2021 | |
| 2 | Andy Jackson | .637 | 2005-2013 | |
| 3 | Enrique Perez | .625 | 2009-2017 | |
| 4 | Brian Gann | .620 | 2000-2013 | |
| 5 | Tom Rise# | .612 | 2015-2024 | |
| 6 | Gabe Vincent | .608 | 2012-2023 | |
| 7 | Cameron Outlaw# | .605 | 2015-2025 | |
| 8 | Logan Johns | .604 | 2002-2011 | |
| 9 | Mike Felder | .578 | 2004-2014 | |
| 9 | Matt Beard | .578 | 2000-2013 | |
| 11 | Federico Gonzalez | .565 | 2000-2009 | |
| 12 | Adam Arnett | .564 | 2000-2009 | |
| 13 | Nick Kline | .560 | 2007-2023 | |
| 14 | Justin Steach | .558 | 2004-2014 | |
| 15 | Justin Baker# | .552 | 2015-2025 | |
| 16 | Brian Yates | .550 | 2003-2012 | |
| 17 | Tadanori Kawasaki | .548 | 2005-2014 | |
| 18 | Nate Briceno# | .545 | 2014-2025 | |
| 19 | Josh Adams | .543 | 2000-2014 | |
| 20 | Jonathan Parker | .540 | 2011-2022 | |
| 21 | Kyle Connell# | .539 | 2015-2025 | |
| 22 | Luis Alcoser | .533 | 2005-2022 | |
| 23 | Aaron Harrison | .525 | 2000-2010 | |
| 23 | Nick Giese | .525 | 2000-2009 | |
| 25 | Jeremy Excell | .523 | 2000-2012 | |
| 26 | Brad Goodman | .522 | 2012-2021 | |
| 27 | Cameron Brown | .517 | 2011-2018 | |
| 28 | Dan Hagen | .515 | 2002-2013 | |
| 29 | Jose Estrada | .513 | 2000-2010 | |
| 30 | Fred Muse | .512 | 2000-2012 | |
| 31 | Terry Droubay# | .511 | 2017-2025 | |
| 32 | Edgar Gonzalez | .504 | 2000-2009 | |
| 33 | Mauricio Martinez | .500 | 2015-2024 | |
| 33 | Isaiah Robinson# | .500 | 2018-2025 | |
| 35 | Ryan Hester | .497 | 2001-2011 | |
| 36 | Jim Patrick | .496 | 2000-2011 | |
| 36 | Tom Schauman | .496 | 2003-2010 | |
| 38 | Chris Pickens | .495 | 2005-2013 | |
| 39 | Josh Bass# | .493 | 2014-2025 | |
| 40 | Sean Prevost | .491 | 2005-2014 | |
| 41 | Ramon Sandoval | .488 | 2000-2009 | |
| 42 | Jonathan McMahon | .487 | 2001-2009 | |
| 43 | Markus Mensink | .484 | 2000-2008 | |
| 44 | Nelson Martinez# | .483 | 2011-2023 | |
| 45 | Jon Caruso | .482 | 2004-2013 | |
| 45 | Mike Henken | .482 | 2001-2011 | |
| 47 | Alan Sweet | .480 | 2000-2009 | |
| 48 | Jesus Quintero | .477 | 2000-2009 | |
| 48 | Santiago Rodas | .477 | 2000-2010 | |
| 50 | Jonathan Lung | .472 | 2000-2011 | |
| 50 | Ian Starcher | .472 | 2000-2012 | |
| 52 | Chris Auger | .468 | 2000-2009 | |
| 53 | Will Moore | .463 | 2000-2009 | |
| 53 | Brad Parish | .463 | 2000-2008 | |
| 55 | Matt Taub | .462 | 2005-2016 | |
| 56 | Don Sheffield | .460 | 2000-2011 | |
| 56 | Gerardo Lozano | .460 | 2014-2021 | |
| 58 | Morgan Thompson | .452 | 2005-2014 | |
| 59 | Matt McPeak | .448 | 2000-2006 | |
| 60 | Andy McCullough | .444 | 2000-2014 | |
| 61 | Bruce Hernandez | .441 | 2000-2008 | |
| 62 | Justin Messer | .440 | 2000-2012 | |
| 62 | Chris Marquis# | .440 | 2018-2025 | |
| 64 | Tyler Byrd | .435 | 2000-2011 | |
| 65 | Rick Winkler# | .429 | 2017-2024 | |
| 66 | Arturo Jimenez | .421 | 2003-2013 | |
| 67 | Billy Merner# | .416 | 2015-2025 | |
| 68 | Dave Vilca | .404 | 2000-2007 | |
| 69 | C.J. Mejia | .376 | 2011-2019 | |
| 70 | Brian Zubia | .317 | 2008-2015 |
